Things to do around Dover Plains!
The Sherman Players
Sep 18 – Oct 4From $13.00
The Sherman Playhouse · Sherman, CT
Gus Bottazzi directs this classic American Courtroom drama based on the Scopes "Monkey Trial." Although the teaching of evolution is used as catalyst for the trial, this drama is a rich examination of the boundaries of freedom of speech and conscience and, perhaps, the right to disagree. It is an…
Connecticut State Parks
Sep 12 – Oct 12
Gillette Castle State Park · statewide CT
Hours: 10:00 AM – 4:00 PM Autumn in Connecticut is a special time of year, and William Gillette's majestic 24 room castle, with its stunning hilltop views overlooking of the Connecticut River, is an unforgettable experience for visitors. Fall Castle Tours are available on weekends and holidays…
New York State Parks
4 dates through Oct 242 PM – 3 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
It took a small army to run a Gilded Age estate. See the Mills family residence through the eyes of the domestic servants, providing exemplary service in the mansion, as they rose before dawn and toiled until after midnight. The…
Morrison Gallery
Sep 12 – Oct 25
Kent, CT
Wolf Kahn (1927–2020) is known for his distinctive use of color to transform the landscape. His work moves between observation and abstraction, finding something unexpected in familiar places. Fields, trees, buildings, and horizons become opportunities to explore light, atmosphere, and the…
Morrison Gallery
Sep 12 – Oct 25
Kent, CT
George Rickey (1907–2002) is known for kinetic sculpture that transforms movement into an essential part of the work. Constructed from precisely balanced elements of stainless steel, his sculptures respond to wind and air, shifting continuously. This exhibition showcases monumental works outside…
Connecticut State Parks
Aug 2 – Oct 25
statewide CT
Hours: 12:00 PM – 4:00 PM Sundays are fun days! Enjoy free, family-oriented games at the Kellogg Estate and Osborne Homestead Museum in Derby, Connecticut every Sunday, 12 pm-4 pm, starting in August. Play various lawn games like croquet, ring toss, bocce, indoor and outdoor Seek-and-Finds, and…
New York State Parks
4 dates through Oct 2511 AM – 12 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
This tour highlights the real-life characters and themes at Staatsburgh that parallel Downton Abbey and HBO's The Gilded Age. Led by a costumed interpreter, the tour shows how the Mills family and their servants conducted a busy weekend of high…
Hopkins Vineyard
9 dates through Oct 312 PM – 5 PM
New Preston, CT
Featuring Haptic Sense
Stormville Airport Flea Market
3 dates through Nov 78 AM – 4 PMFree admission
Stormville, NY
Hundreds of vendors on the runways of Stormville Airport: antiques, collectibles, crafts, and food. Rain or shine. Free admission, free parking, no pets.
Elephant's Trunk Flea Market
Every Sunday through Nov 297 AM – 2 PM$4 (under 12 free)
New Milford, CT
New England's famous Sunday flea market: hundreds of vendors of antiques, vintage finds, and food, running since 1976. Weather and field conditions permitting; check the market's Facebook for weekly updates. Early buyers 5:30-6:45 AM ($20).
Connecticut State Parks
Apr 16 – Dec 4
statewide CT
Hours: 8:00 AM – 8:00 PM The 2026 Sky’s the Limit Hiking and Walking Challenge invites you to explore some of Connecticut's State Parks and Forests, each with a story to tell. This year’s theme, “America’s 250th", celebrates Connecticut’s role in shaping our nation - from Revolutionary War…
Elephant's Trunk Flea Market
7 AM – 2 PM$4 (under 12 free)
New Milford, CT
New England's famous Sunday flea market: hundreds of vendors of antiques, vintage finds, and food, running since 1976. Weather and field conditions permitting; check the market's Facebook for weekly updates. Early buyers 5:30-6:45 AM ($20).
New York State Parks
10 AM – 12 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
Have you ever wondered what some of the ruins within Mills and Norrie State Parks might be? The beautiful park land was once the setting for grand Hudson Riverfront estates. This 2-hour guided hike will lead visitors through the park…
Kent, CT Community Calendar
11 AM
Kenise Barnes Fine Art · Kent, CT
Dates: September 19 – November 1, 2026 Reception: Saturday, September 19, 4 – 6 PM, public invited Gallery hours: Thursday – Saturday 11:00 – 5:30, Sunday 12:00 – 4:00 PRESS RELEASE - FOR IMMEDIATE...
New York State Parks
11 AM – 12 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
This tour highlights the real-life characters and themes at Staatsburgh that parallel Downton Abbey and HBO's The Gilded Age. Led by a costumed interpreter, the tour shows how the Mills family and their servants conducted a busy weekend of high…
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
I received my intuitive gifts from my mystical Irish grandmother, May, who is still very much with me. I’ve spent three decades as a teacher and guide using divination through astrology and tarot....
Kent, CT Community Calendar
1 PM
Merryall Center · Kent, CT
SUNDAY OCT 4 @ 1 From Hot-Club Style Jazz to the Beatles and everything else in between. This quartet of talented musicians is sure to please just about everyone that hears their sound. As leader...
New York State Parks
2 PM – 3 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
It took a small army to run a Gilded Age estate. See the Mills family residence through the eyes of the domestic servants, providing exemplary service in the mansion, as they rose before dawn and toiled until after midnight. The…
The Stissing Center
3 PM – 5 PM
Pine Plains, NY
In The Grace Note Stissing Center launches its new literary series, Writers & Readers, with a special eventfeaturing novelist Jane L. Rosen in conversation with author John Searles about his newly released book Single Girls. Presented in partnership with Oblong Books and the Pine Plains Free…
Housatonic River Brewing
4 PM – 7 PM
New Milford, CT
What better way to celebrate the half way point to ST PATRICKS DAY then with Irish Rock by THE MIGHTY PLOUGHBOYS. Wear your green and get ready for a lively party. There will be Specialty Cocktails, Festive Decor and a Themed Menu. $20 in advance. They always sell out so don't wait.
New York State Parks
4:30 PM – 5:30 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
Hudson Valley's Resonant River will provide an hour-long immersive sound bath to de-stress and support inner calm. In this sound bath, participants are immersed in a deeply relaxing and meditative experience guided by the resonant tones of gongs, crystal singing…
Kent, CT Community Calendar
10:30 AM
Kent Memorial Library Temporary Location · Kent, CT
Music and Rhyme for Children from Birth to 3s is meeting at the library's new temporary location, 10 Landmark Lane! A program for babies and their caretakers that incorporates music, rhythm,...
Kent, CT Community Calendar
10:30 AM
Kent Memorial Library Temporary Location · Kent, CT
Music and Rhyme for Children from Birth to 3s is meeting outside, weather permitting, at the library's new temporary location, 10 Landmark Lane! In case of rain or adverse weather, this program...
Kent, CT Community Calendar
5 PM
Kent Memorial Library Temporary Location · Kent, CT
Join us for a new short story club meeting on the first Wednesday of every month. Please email jlandau@biblio.org to register and we will email you a pdf or print you a copy of the story. The...
Cary Institute
11 AM – 12 PM
Millbrook, NY
Speaker: Dr. Serita Frey, University of New Hampshire
Kent, CT Community Calendar
12:30 PM
Kent Memorial Library Temporary Location · Kent, CT
Join us at the library's new temporary location, 10 Landmark Lane, for some stories and a craft! Children of all ages are welcome! These stories are intended for a preschool-aged audience. Bring...
Kent, CT Community Calendar
6:30 PM
Tarot in Thyme · Kent, CT
JOIN US FOR AN EVENING OF DEEP CONVERSATION VIA TAROT & ASTROLOGY! TOPIC=LIBRA NEW MOON EACH PARTICIPANT WILL RECEIVE HELPFUL INSIGHTS FROM THE GROUP AND THE INSTRUCTOR. NO EXPERIENCE NECESSARY...
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In Banning Hall Join us for an evening an Evening with Murray Hill in conversation with Bridget Everett, celebrating Murray Hill’s new memoir, Showbiz! My Life as a Middle-Aged Man , presented in partnership with Oblong Books. A beloved fixture of New York’s downtown comedy scene, Murray brings…
New York State Parks
10 AM – 11 AM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
A guided walk through the estate's grounds that explores how the landscape was designed to reflect the luxurious lifestyle of Staatsburgh's owners, while deliberately hiding the turn-of-the-century technology and labor that made the estate run. Reservations required: Bookeo.com/StaatsburghSHS…
Kent Farmers Market
3 PM – 6 PM
Kent Land Trust Field, 37 South Main St · Kent, CT
Locally grown produce, farm-fresh eggs, baked goods, and handmade crafts every Friday afternoon on the Kent Land Trust Field, Route 7 just south of the village center.
Kent, CT Community Calendar
4:30 PM
Kent Memorial Library Temporary Location · Kent, CT
This is a community group for anyone who has experienced a loss, is feeling grief, or is grieving. Grief is a natural emotional and physical response to loss. Every person reacts differently, and...
New York State Parks
6 PM – 7 PM
Lake Taghkanic State Park · Dutchess & Columbia, NY
The Mid-Hudson Astronomical Association hosts a monthly stargazing party in the West Beach parking lot. Bring your own telescopes and binoculars or use those provided by our members. You will be asked to provide your license plate number and make/model…
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
The 100 Proof Band is the newest Southern Rock band from Southwest Florida. The band's members have played with the original Lynyrd Skynyrd members, Dickey Betts, Leon Russell and have opened for Molly Hatchet, Marshall Tucker and many others. Tickets are $12 in advance or at the door if any left.
New York State Parks
10 AM – 3 PM
Taconic State Park - Copake Falls Area · Dutchess & Columbia, NY
Free Entry, Food, Live Reptiles, Smokey Bear and more! Celebrate the change of the seasons with us and enjoy the fall foliage during our 3rd Annual Autumn in the Park. We’ll have yard games, corn hole, face painting, pumpkin painting…
Innisfree Garden
10:30 AM – 12 PM
Millbrook, NY
Join landscape curator Kate Kerin for a lively 1.5-hour tour exploring Innisfree, a powerful icon of mid-twentieth-century design now recognized as one of the world's ten best gardens and listed at the highest level - exceptional national significance - on the National Register of Historic Places.
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
Charm casting is a divination ritual that draws on traditions present in many different cultures for thousands of years. Pairing charm casting with Tarot adds a unique element to a reading,...
Wassaic Project
1 PM – 4 PM
Gridley Chapel · Wassaic, NY
Tim Love Lee, the eccentric A&R maverick behind the Tummy Touch record label, started out his professional career in music playing Hammond organ for 80s pop stars, Katrina & The Waves but it was as a DJ on the early UK Acid House scene that Lee really developed his skills as a “selector” of fine…
New York State Parks
1 PM – 2 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
William Krattinger, NY State Parks Historian, will compare these two neighboring structures in Mills Norrie State Park, designed by illustrious architects Calvert Vaux and Stanford White. The lecture, at the Hoyt house, will be followed by a private reception in…
The Sherman Players
6:30 PM – 10:30 PMFrom $0.00
The JCC in Sherman · Sherman, CT
We are celebrating our Centennial Season with dinner, memories, a few performances, and maybe even a little dancing. It's a 1920s theme, so dress up if you'd like to (we will). There will be a buffet dinner, cocktails, and we hope a good old fashioned good time. Minimum donation is 75 to help us…
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
Disciple of the Garden - The Legacy of Chris Cornell is a heartfelt tribute dedicated to celebrating the legacy of the legendary Chris Cornell. Tickets are $25 in advance or at the door if any are left.
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In Banning Hall Skye Consort and Emma Björling bring together traditions from Scandinavia, Ireland, Britain, and French Canada in a vibrant, finely crafted performance. With voices, fiddle, nyckelharpa, cello, bouzouki, and percussion, they move effortlessly from swirling dance tunes to lyrical…
New York State Parks
11 AM – 12 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
Ruth and Ogden Mills were paragons of respectability, but some of their Gilded Age peers were not! Learn about the scandalous behavior and intrigues of the very rich at the turn-of-the-century while touring the mansion with a costumed guide. Reservations…
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
Regina Olson is an Intuitive Tarot Reader, Astrologer, and the Owner of Tarot in Thyme, a soulful space rooted in transformation, healing, and self-discovery in Kent, Connecticut. A Sagittarius...
The Moviehouse
1:15 PM
Millerton, NY
No One Cares About Crazy People is a powerful and deeply human documentary that confronts one of the most urgent yet overlooked crises of our time: the reality of living with severe mental illness in America. A Q&A with director Gail Freedman, moderated by Jo Ann Brown, Executive Director of NAMI…
New York State Parks
2 PM – 4 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
This 2-hour walk in the village of Staatsburg will explore the estate’s close relationship with the nearby village and its connection to the Mills family. A guide will discuss historic buildings and highlight hidden locations in the village that demonstrate…
Wethersfield Estate & Garden
4 PM – 6 PM
Amenia, NY
Innisfree Garden
10 AM – 5 PM
Millbrook, NY
Innisfree is open in observance of Columbus Day/Indigenous Peoples’ Day. We invite you to spend the day in reflection on the layered histories of this land, honoring the Indigenous peoples who first stewarded it and the many generations who have shaped the American landscape since. We look forward…
Kent, CT Community Calendar
11:30 AM
Kent Memorial Library Temporary Location · Kent, CT
Join us for our Tween Advisory Board Meeting & Book Club! We will be discussing Spiderwick Chronicles: The Field Guide, by Tony DiTerlizzi and Holly Black. Students are invited to attend whether...
Kent, CT Community Calendar
10 AM
Kent Memorial Library Temporary Location · Kent, CT
In the News: Conversations. Hungry for intelligent discussion on the events of the day? Then this open discourse program is for you. We meet the first and third Thursdays of each month at Kent...
Cary Institute
11 AM – 12 PM
Millbrook, NY
Speaker: Dr. Courtney Reed, Princeton University
Kent, CT Community Calendar
4 PM
Kent Art Association · Kent, CT
Join us for an informal gathering, lively discussions and critiques of our work! Every third Thursday of the month.
Kent, CT Community Calendar
4 PM
Kent Memorial Library Temporary Location · Kent, CT
FALL 2026 KENT MEMORIAL LIBRARY BOOK DISCUSSION TAKING ON THE PAST The Fall Book Discussion focusses on novels in which characters find themselves taking on parts of the past. That past can be...
Kent, CT Community Calendar
7 PM
Kent Memorial Library Temporary Location · Kent, CT
Third Thursdays Young Locals Game Night. Meets the third Thursday of each month at 7:00 p.m. We are hosting a special series at the Library with games and refreshments for young locals 21+ years!...
The Stissing Center
6:30 PM – 9:30 PM
Pine Plains, NY
In The Grace Note Join us in The Grace Note for a special benefit supporting Grace Smith House and its mission to empower individuals and families to live free from domestic violence by providing emergency shelter, housing, advocacy, counseling, and education. The evening will feature music by…
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
The Clams are a high-energy, New York-based rhythm, funk, and classic rock band. Tickets are $10 in advance or at the door if any left.
Cary Institute
7 PM – 8 PM
Millbrook, NY
Did you know elephants leave a legacy when they die? Learn how megacarcasses shape savanna ecosystems in Kruger National Park, South Africa.
Kent, CT Community Calendar
10 AM
Kent · Kent, CT
Now in its 8th year, the ClayWay Studio Artist Tour features 9 studios and 25 artists. Drive through the beautiful New England Autumn foliage and visit the studios of some of the best clay artists...
New York State Parks
10 AM – 12 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
This 2-hour walk in the village of Staatsburg will explore the estate's close relationship with the nearby village and its connection to the Mills family. A guide will discuss historic buildings and highlight hidden locations in the village that demonstrate…
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
I received my intuitive gifts from my mystical Irish grandmother, May, who is still very much with me. I’ve spent three decades as a teacher and guide using divination through astrology and tarot....
Wassaic Project
1 PM – 4 PM
Gridley Chapel · Wassaic, NY
Tim Love Lee, the eccentric A&R maverick behind the Tummy Touch record label, started out his professional career in music playing Hammond organ for 80s pop stars, Katrina & The Waves but it was as a DJ on the early UK Acid House scene that Lee really developed his skills as a “selector” of fine…
The Moviehouse
1 PM
Millerton, NY
Two of opera’s most extraordinary artists return to The Met: Live in HD for Verdi’s thrilling take on the immortal Shakespearean tale of the scheming couple determined to seize power at any cost. Following past triumphs in many of Verdi’s signature baritone roles, Quinn Kelsey is the Scottish king…
New York State Parks
4 PM – 6 PM
Taconic State Park - Copake Falls Area · Dutchess & Columbia, NY
Free Entry, Vehicles MUST Register prior. Come out with your best costume and friends and have some fun. This is our take on a traditional Trunk or Treat, and we hope you choose to join us. We will also have…
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
CobbleStone Road is CT's premier country party band-Think boot stompin hits from Brooks & Dunn to Tim McGraw and so much more! If you like packed dance floors, and that classic country energy then Cobblestone Road is the band for you.
The Moviehouse
7 PM
Millerton, NY
When newcomer Alexis joins a Manhattan therapy group and reveals he wants to write a TV series based on their sessions, it threatens the group’s balance and exposes everyone’s vulnerabilities. Connections shift and secrets surface - a crisis brews. Can the group continue to confide in one another…
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In Banning Hall Massaranduba brings the irresistible sound of Brazilian Forró to Stissing Center, led by accordionist Felipe Hostins and percussionist Gil Oliveira - New York-based collaborators with credits alongside Gilberto Gil, Caetano Veloso, and Bebel Gilberto. Born from Portuguese accordion…
Kent, CT Community Calendar
11 AM
Kenise Barnes Fine Art · Kent, CT
Sunday Salon, October 18 . Please join us for conversation and coffee with artists Will Hutnick and Melissa Marks whose work is featured in the current exhibition My Heart Like a Kick Drum (through...
New York State Parks
11 AM – 4 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
See hundreds of classic cars in a Great Gatsby setting during peak leaf-peeping season. ALL SHOW CARS MUST REGISTER AND ENTER BY 11AM. Register your show car for guaranteed admission and a dash plaque at Bookeo.com/StaatsburghSHS. Cost: free - donations…
New York State Parks
2 PM – 3 PM
Walkway Over the Hudson State Historic Park · Dutchess & Columbia, NY
On Sunday, October 18 from 2-3 p.m. at the East Gate Plaza in Poughkeepsie, Brian Reid will talk about the early origins of Ice Yachting on the Hudson River. Stories will be shared of Poughkeepsie sailors like Aaron Innis and…
The Stissing Center
3 PM – 6 PM
Pine Plains, NY
Join us for an evening of stories where the ordinary brushes up against the extraordinary. Acclaimed actors including Griffin Dunne ( This Is Us ), Colby Minifie ( The Boys ), and Bhavesh Patel ( Not Suitable for Work ) bring to life funny, poignant, and surprising fiction in which a touch of magic…
Wassaic Project
through Sun, Oct 254 PM
Luther Barn · Wassaic, NY
For the first time, our annual Haunted Mill is moving to the Luther Barn! This year features a mood swing by Judy K Suh , a monster candy feast by Walker Mettling , a fairy tale forest by Rachael McArthur , a walking-themed shadow puppet show by Theodora Skipitares , a puppet installation and…
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
Four seasoned veterans of the CT music scene, chops toned and ready to flex on the HRB stage. Petty, Beatles, Zeppelin, Foo Fighters, Eagles....they play it all $5 Cover at door.
Kent, CT Community Calendar
10 AM
The Eric Sloane Museum · Kent, CT
Introducing SPARK an event by TradesUP. This event will return to the grounds of the Connecticut Antique Machinery Association and the Eric Sloane Museum on October 24th from 10 a.m. to 4 p.m. at...
New York State Parks
10 AM – 12 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
Have you ever wondered what some of the ruins within Mills and Norrie State Parks might be? The beautiful park land was once the setting for grand Hudson Riverfront estates. This 2-hour guided hike will lead visitors through the park…
New York State Parks
10 AM – 4 PM
Walkway Over the Hudson State Historic Park · Dutchess & Columbia, NY
Stop by Walkway Over the Hudson’s Dutchess Welcome Center on Saturday, October 24 from 10-4 p.m. for the next Walkway Market, an experience in partnership with Taste NY. This lively, open-air farmers market brings together a handpicked lineup of 30…
Innisfree Garden
10:30 AM – 12:30 PM
Millbrook, NY
Experience the restorative power of nature on a guided forest bathing session with certified forest therapy guide Fru Molnar. Moving slowly along Innisfree’s quiet wooded paths, Fru will invite you to engage your senses, deepen your awareness, and find renewal through mindful connection with the…
New York State Parks
11 AM – 12:30 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
In this special 90-minute tour, Staatsburgh's curator will focus on a selection of objects that are not easily seen on tour or which tell a special story. This version of the tour will focus on all things France including the…
Hopkins Vineyard
11 AM – 7 PM
New Preston, CT
🍷🎃 Hopkins HalloWine Weekend 🎃🍷 October 24 & 25 | 11 AM–Close Join us for a hauntingly good weekend at Hopkins Vineyard, filled with autumn fun, live music and a few spirited surprises! 🎃 Pumpkin Carving 🍴 Spooky Food Specials 🍹 Festive Fall Cocktails 🔎 The Hopkins Mystery Trail - ages 13 and…
Hopkins Vineyard
11 AM – 5 PM
New Preston, CT
Hopkins Mystery Trail Murder & Mayhem There’s been a murder - and you’ve been framed! Follow the clues, uncover the truth and secure your alibi before time runs out. Can you clear your name, avoid arrest and identify the real culprit? Solve the mystery, exonerate yourself and win a prize! …
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
Join Elizabeth for an insightful Tarot Reading which also may include Astrology, Oracles and Crystal Prescriptions. Come have a cozy chat with Elizabeth.
New York State Parks
4:30 PM – 5:30 PM
Walkway Over the Hudson State Historic Park · Dutchess & Columbia, NY
On Saturday, October 24 from 4:30-5:30 p.m. at the East Gate Plaza in Poughkeepsie, kids will be able to design, build, and test their own flying creations! Experiment with hoop gliders and paper airplanes to see how shape, balance, and…
New York State Parks
6 PM – 7:30 PM
Walkway Over the Hudson State Historic Park · Dutchess & Columbia, NY
Experience Walkway Over the Hudson like never before at Walkway at Night, when the sun sets and the Hudson Valley begins to glow. From 212 feet above the river, take in breathtaking views as the moon rises overhead and the…
New York State Parks
6 PM – 9:30 PM
Lake Taghkanic State Park · Dutchess & Columbia, NY
We will be hosting our first annual Halloween Light Paddle Saturday 10/24 from 6pm-9:30pm. This guided paddle is open to non motorized boats, kayaks and canoes (no paddle boards). Participants are encouraged to decorate their watercraft with light sticks, string…
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
Returning to the HRB Stage, A little pop, a little soul and a whole lotta rock 'n' roll! Tickets are $7.50 in advance or at the door.
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In Banning Hall Fresh off their 2025 Telluride Bluegrass Band Contest win, Rachel Sumner & Traveling Light are a Boston-based string band making music that blends folk tradition with feminist storytelling, poetic detail, and a little grit. At the center is Sumner’s songwriting - rooted in history…
New York State Parks
11 AM – 12 PM
Staatsburgh State Historic Site · Dutchess & Columbia, NY
Ruth and Ogden Mills were paragons of respectability, but some of their Gilded Age peers were not! Learn about the scandalous behavior and intrigues of the very rich at the turn-of-the-century while touring the mansion with a costumed guide. Reservations…
Hopkins Vineyard
11 AM – 6 PM
New Preston, CT
🍷🎃 Hopkins HalloWine Weekend 🎃🍷 October 24 & 25 | 11 AM–Close Join us for a hauntingly good weekend at Hopkins Vineyard, filled with autumn fun, live music and a few spirited surprises! 🎃 Pumpkin Carving 🍴 Spooky Food Specials 🍹 Festive Fall Cocktails 🔎 The Hopkins Mystery Trail - ages 13 and…
Hopkins Vineyard
11 AM – 5 PM
New Preston, CT
Hopkins Mystery Trail Murder & Mayhem There’s been a murder - and you’ve been framed! Follow the clues, uncover the truth and secure your alibi before time runs out. Can you clear your name, avoid arrest and identify the real culprit? Solve the mystery, exonerate yourself and win a prize! …
New York State Parks
12 PM – 12:30 PM
Walkway Over the Hudson State Historic Park · Dutchess & Columbia, NY
The American Legion Post 739 organize and present monthly Flag Changing service to our country. These events are open to all who wish to attend.
Housatonic River Brewing
4 PM – 7 PM
New Milford, CT
Texas-based rock singer-songwriter Mark Winters is many things; a witty poet, passionate musician, entrepreneur, optimist, family man, and a bonafide rocket scientist.
The Moviehouse
7 PM
Millerton, NY
NOW INCLUDING GENERAL TRIVIA!FREE - No Ticket RequiredPlay solo or get a team together of up to 4 people. Come early & snag your spot. Space will be filled on a first-come, first-served basis. *Trivia Night takes place on the last Tuesday of the month unless otherwise noted.
Cary Institute
11 AM – 12 PM
Millbrook, NY
Speaker: Dr. Katherine Sinacore, Cornell University
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
Hudson Valley based recording artist. Original rock band with influences from classic rock to grunge era rock. Also performing various covers from classic rock to, 90s era grunge, pop and danceable rock and much more 🤘🏼🤘🏼🎸
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In The Grace Note Diana Hickman is a singer, pianist, and songwriter known for her expressive voice, dynamic musicianship, and engaging performances. Blending soul, pop, and jazz with a strong sense of storytelling, she creates emotionally rich, deeply human music. A California native, she studied…
Hopkins Vineyard
11 AM – 5 PM
New Preston, CT
Hopkins Mystery Trail Murder & Mayhem There’s been a murder - and you’ve been framed! Follow the clues, uncover the truth and secure your alibi before time runs out. Can you clear your name, avoid arrest and identify the real culprit? Solve the mystery, exonerate yourself and win a prize! Ages 13…
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
I received my intuitive gifts from my mystical Irish grandmother, May, who is still very much with me. I’ve spent three decades as a teacher and guide using divination through astrology and tarot....
Innisfree Garden
1:30 PM – 3 PM
Millbrook, NY
Join landscape curator Kate Kerin for a lively 1.5-hour tour exploring Innisfree, a powerful icon of mid-twentieth-century design now recognized as one of the world's ten best gardens and listed at the highest level - exceptional national significance - on the National Register of Historic Places.
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
A high-energy rock band that excels at hosting unforgettable parties! Focusing on late 70s and 80s rock, Acid Wash is a female-led group covering a diverse range of artists from Heart and Pat Benatar to Iron Maiden and Motley Crue. Tickets are $7.50 in advance or at the door.
Innisfree Garden
8:30 AM – 10:30 AM
Millbrook, NY
Join renowned forest ecologist and author Tom Wessels for a fascinating interpretive walk through Innisfree. As we explore the garden’s wooded landscape, he will point out evidence that reveals how the land was used generations ago. Along the way, we will also examine remarkable plant adaptations…
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
Regina Olson is an Intuitive Tarot Reader, Astrologer, and the Owner of Tarot in Thyme, a soulful space rooted in transformation, healing, and self-discovery in Kent, Connecticut. A Sagittarius...
The Stissing Center
3 PM – 6 PM
Pine Plains, NY
In Banning Hall Join us for the 2nd annual Pine Plains Festival of Short Films - celebrating short films by local and regional filmmakers. Each screening includes a Q&A with the creator. Come enjoy great storytelling and help us bring more films to Pine Plains! Event Information
Cary Institute
11 AM – 12 PM
Millbrook, NY
Speaker: Dr. Kaighin McColl, Harvard University
Kent, CT Community Calendar
6:30 PM
Tarot in Thyme · Kent, CT
JOIN US FOR AN EVENING OF DEEP CONVERSATION VIA TAROT & ASTROLOGY! TOPIC=SCORPIO NEW MOON EACH PARTICIPANT WILL RECEIVE HELPFUL INSIGHTS FROM THE GROUP AND THE INSTRUCTOR. NO EXPERIENCE NECESSARY...
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
Jim Lynch, Mike Walsh and Eddie Lange of Future Tense and The New Desperation are $2 Hat, an acoustic trio who run the gamut from Sinatra to The Black Keys, tunefully. $5 Cover at the door.
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In The Grace Note This evening brings together two prolific songwriters, Holly Miranda & Amber Rubarth, for a performance that highlights their distinct catalogs and careers, all within the intimate, high-fidelity atmosphere that defines the Grace Note experience. Event Information
Kent, CT Community Calendar
11 AM
Kenise Barnes Fine Art · Kent, CT
Dates: November 7 – December 20, 2026 Gallery hours: Thursday – Saturday 11:00 – 5:30, Sunday 12:00 – 4:00 Kenise Barnes Fine Art is pleased to announce Cool & Collected 2026, the gallery’s annual...
Hopkins Vineyard
11 AM – 4 PM
New Preston, CT
🎄 Hopkins Holiday Market 🎄 Saturday, November 7 • 11 AM–4 PM The holidays are coming to the vineyard! 🍷✨ Join us for the Hopkins Holiday Market , a festive day of shopping, sipping and celebrating the wonderful small businesses and makers in our community. Wander the market and discover handmade…
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
I received my intuitive gifts from my mystical Irish grandmother, May, who is still very much with me. I’ve spent three decades as a teacher and guide using divination through astrology and tarot....
Wassaic Project
1 PM – 2 PM
Troutbeck · Wassaic, NY
Delano Dunn (born 1978 in Los Angeles, California) uses painting, mixed media, and collage to explore questions of racial identity and perception, drawing from his experience growing up in South Central L.A. He has had solo exhibitions in New York City, Los Angeles, and Paris, with Montague…
Innisfree Garden
1 PM – 2:30 PM
Millbrook, NY
Join Innisfree trustee and horticulturist Brad Roeller for a hands-on workshop inspired by the garden’s mossy, rocky, wooded landscapes. Brad will provide a variety of natural materials from around Innisfree: everything needed to create a miniature Innisfree landscape inside a two-gallon glass jar.
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In Banning Hall The Burritt Percussion Group , founded by acclaimed percussionist Michael Burritt, delivers high-energy performances that showcase the excitement and range of contemporary percussion. Featuring a mix of Burritt’s original works and modern repertoire, their programs move from…
Housatonic River Brewing
8 PM – 10 PM
New Milford, CT
Every Breath You Take delivers a powerful, high-level concert experience celebrating the groundbreaking music of Sting & The Police. From the raw, punk-driven urgency of their early recordings to the polished sophistication of later hits and Sting’s solo catalog.
Wethersfield Estate & Garden
8:30 AM – 12:30 PM
Amenia, NY
The Wethersfield Hunter Pace will now take place on Sunday, November 8, 2026, moving one day from the previously announced date of Saturday, November 7. After rain forced us to cancel the September 27 event, we were eager to welcome everyone back. However, several other riding events scheduled for…
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
Regina Olson is an Intuitive Tarot Reader, Astrologer, and the Owner of Tarot in Thyme, a soulful space rooted in transformation, healing, and self-discovery in Kent, Connecticut. A Sagittarius...
The Stissing Center
3 PM – 5:30 PM
Pine Plains, NY
In The Grace Note The next installment of Stissing Center’s Writers & Readers series welcomes author Rachel Greenfield in conversation with Pulitzer Prize–nominated writer Amy Reading about Greenfield’s new biography Rose Knox. The book explores how Knox transformed a small gelatine company into a…
The Moviehouse
7 PM
Millerton, NY
Sparkling, dizzying, and deliciously potent, Noël Coward’s champagne-fresh comedy of bad manners, shocked and delighted audiences at its 1925 premiere. Two upper-class wives, their husbands away for the day, share a few toasts to their pre-marital dalliances - with the same man, who just may be en…
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In The Grace Note Edie Carey brings her soulful voice and finely crafted songs to The Grace Note for an evening that feels both intimate and deeply engaging. Blending warmth, humor, and emotional clarity , her performances create an easy connection with audiences. A seasoned touring artist…
Innisfree Garden
8 AM – 10 AM
Millbrook, NY
Join local science-writer/photographer, ecologist, and natural historian Dr. Loren Merrill for an Autumn Ecology walk at Innisfree. Dr. Merrill will discuss the myriad ways in which organisms prepare for the challenges winter presents in the form of freezing temperatures and food shortages. During…
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
I received my intuitive gifts from my mystical Irish grandmother, May, who is still very much with me. I’ve spent three decades as a teacher and guide using divination through astrology and tarot....
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
Crossfire Hurricane is New York’s premier rolling stone tribute band! They absolutely captures the exciting sound of the greatest rock and roll band in history. For years this band has given new life to timeless classics that define the Rolling Stones. Tickets are $15 in advance or at the door.
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In Banning Hall Stissing Center welcomes back The Slocan Ramblers , one of Canada’s top bluegrass bands, known for their high-energy live shows and modern take on traditional roots music, full of heart and guts, designed to remind you why you loved bluegrass in the first place. Since forming in…
Kent, CT Community Calendar
12 PM
Tarot in Thyme · Kent, CT
Sheilaa Hite, C.Ht., CLC, is a world renowned Master Tarot consultant, instructor, Intuitive and author who insightfully uses the Tarot, Astrology, Palmistry, Psychometry, Dream and Symbol...
The Moviehouse
1 PM
Millerton, NY
Sparkling, dizzying, and deliciously potent, Noël Coward’s champagne-fresh comedy of bad manners, shocked and delighted audiences at its 1925 premiere. Two upper-class wives, their husbands away for the day, share a few toasts to their pre-marital dalliances - with the same man, who just may be en…
The Moviehouse
7 PM
Millerton, NY
Filmed live in London’s West End ahead of its sold-out Broadway run.It’s the summer of 1983, The Witches is about to hit the shelves and Roald Dahl is making last-minute edits. But the outcry at his recent, explicitly antisemitic article won’t die down.Winner of 3 Olivier Awards® including Best…
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In The Grace Note Floyd Mercantile brings Peter Mulvey and Jenna Nicholls together for an intimate duo performance drawn from their acclaimed recording in rural Virginia. Blending original songs with gems from the Great American Songbook , their live set captures the warmth, spontaneity, and quiet…
Wethersfield Estate & Garden
2:30 PM – 5 PM
Amenia, NY
Save The Date: Erinys Quartet & Oskar Espina Ruiz November 21-22, Sat & Sun at 3 p.m. The Carriage House at Wethersfield Estate & Garden, 257 Pugsley Hill Road, Amenia, NY . Reception begins at 2:30 PM. Concert begins promptly at 3:00 PM. Post-Concert Reception with the artists to follow. Program…
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
Shotguns N Roses pride themselves on being the most accurate and faithful Guns N Roses experience you can get!
The Stissing Center
7:30 PM – 9:30 PM
Pine Plains, NY
In Banning Hall Rachna Nivas' tour-de-force solo performance is simultaneously dance, music, poetry, and storytelling. 'Unedited' showcases North Indian classical kathak dance in its most raw and unadulterated form , featuring continuous interplay and improvised rhythmic exchange between the…
The Moviehouse
1 PM
Millerton, NY
Filmed live in London’s West End ahead of its sold-out Broadway run.It’s the summer of 1983, The Witches is about to hit the shelves and Roald Dahl is making last-minute edits. But the outcry at his recent, explicitly antisemitic article won’t die down.Winner of 3 Olivier Awards® including Best…
Wethersfield Estate & Garden
2:30 PM – 5 PM
Amenia, NY
Save The Date: Erinys Quartet & Oskar Espina Ruiz November 21-22, Sat & Sun at 3 p.m. The Carriage House at Wethersfield Estate & Garden, 257 Pugsley Hill Road, Amenia, NY . Reception begins at 2:30 PM. Concert begins promptly at 3:00 PM. Post-Concert Reception with the artists to follow. Program…
The Moviehouse
12 PM
Millerton, NY
NOW INCLUDING GENERAL TRIVIA!FREE - No Ticket RequiredPlay solo or get a team together of up to 4 people. Come early & snag your spot. Space will be filled on a first-come, first-served basis. *Trivia Night takes place on the last Tuesday of the month unless otherwise noted.
Kent, CT Community Calendar
12 PM
Kent Community House · Kent, CT
A juried and invitational event showcasing fine art, craft, and design in the heart of one of Connecticut’s most vibrant creative communities. Held at the beautifully renovated Kent Community...
Housatonic River Brewing
7 PM – 10 PM
New Milford, CT
Lost Rebel plays 70s favorites from bands including Fleetwood Mac, The Eagles, Tom Petty, Creedence Clearwater Revival, Lynyrd Skynyrd, Zac Brown, Charlie Daniels, Pat Benatar, John Mellencamp, The Doobie Brothers and The Allman Brothers. Advance Tickets $7.50 in advance or at the door if any left.
The Stissing Center
3 PM – 5 PM
Pine Plains, NY
In Banning Hall The Frisson Ensemble presents a highly praised, family-friendly chamber version of Sergei Prokofiev’s Peter and the Wolf, featuring world-class musicians and a guest narrator. The production is designed to introduce young listeners to instruments through a lively, engaging…
Nothing matches. Loosen the filters above.
