Events
Calendar of Events
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Saturday
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6 events,
Making yet another comeback this fall with two days of garlic-inspired food, local farms, artisan vendors, live entertainment, and cooking demonstrations! Whether you're a devoted garlic lover or simply in search of the perfect Hudson Valley event, it's a flavorful celebration that draws thousands of visitors each year!
Free – $10
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Make the most of fall at Prospect Hill Orchards with a full day of apple and pumpkin picking, hay rides, an apple cannon, fresh cider donuts, live music, and a farmers market featuring 30+ local vendors. After exploring the farm and filling your basket, unwind at the 1817 Cider House & Distillery for drinks and […]
Free
Take a spectacular journey along the former Ulster & Delaware Railroad corridor and see the natural beauty of the Catskills Leaf Season from our railroad’s unique perspective aboard Ulster County’s only scenic train. A perfect way to enjoy the amazing Fall colors! Train does not run for the full times listed - please see website […]
$19 – $25
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0 events,
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0 events,
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1 event,
Weekly midweek farmers' market with prepared foods, live music and local vendors in the center of beautiful Woodstock, NY.
Free
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1 event,
Running through 10/31, Join us aboard Solaris this Fall with BRAND NEW offerings such as Tarot & Astrology readings, Twilight Cruises, Leaf Peeping Tours and Cider & Wine Tastings with Rose Hill Farm Plus all of your favorites like River Gong, Rondout Lighthouse Tours and Historic Lecture Cruises! As always, every Solaris tour ticket comes […]
$35
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5 events,
Take a spectacular journey along the former Ulster & Delaware Railroad corridor and see the natural beauty of the Catskills Leaf Season from our railroad’s unique perspective aboard Ulster County’s only scenic train. A perfect way to enjoy the amazing Fall colors! Train does not run for the full times listed - please see website […]
$19 – $25
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Starry Starry Night is a perfect autumn evening beneath the stars at Upper Landing Park in Poughkeepsie celebrating the anniversary of the opening of Walkway Over the Hudson. Enjoy an open-air culinary celebration featuring chef-crafted dishes from Main Course Catering expertly paired with regional wines, brews, and spirits. Live music, art, and surprise performances will […] 
Horror Lives Here. The event includes 13 attractions featuring a themed hayride, 2-acre corn maze, haunted houses, walking trails, donut bakery, food concessions, gift shops, and magic show. This is a New York Nightmare. For times and prices, please see: www.headlesshorseman.com/tickets |
18 events,
Fall flannel festival- free admission, family fun, food, live entertainment, games, flea market, flannel fashion show, pet friendly at St. Augustine's School in Highland NY.
Fall flannel festival- free admission, family fun, food, live entertainment, games, flea market, flannel fashion show, pet friendly at St. Augustine's School in Highland NY.
Take a spectacular journey along the former Ulster & Delaware Railroad corridor and see the natural beauty of the Catskills Leaf Season from our railroad’s unique perspective aboard Ulster County’s only scenic train. A perfect way to enjoy the amazing Fall colors! Train does not run for the full times listed - please see website […]
$19 – $25
Belleayre Mountain’s Fall Festival is bringing you vibrant fall foliage, mountain views, live music, local food, and seasonal activities to create the perfect getaway. Discover the Catskills at their most colorful, with fun for the whole family and plenty of reasons to stay awhile!
Free
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10 events,
Take a day to slow down, breathe, and reconnect. Join us in Ellenville, NY, in the heart of the Catskills, for O.P.E.N. — a one-day mindfulness and meditation experience designed to help you step away from the pace of everyday life and create space for calm, clarity, and connection. Surrounded by mountain views, forest paths, […]
$108
Fall flannel festival- free admission, family fun, food, live entertainment, games, flea market, flannel fashion show, pet friendly at St. Augustine's School in Highland NY.
Take a spectacular journey along the former Ulster & Delaware Railroad corridor and see the natural beauty of the Catskills Leaf Season from our railroad’s unique perspective aboard Ulster County’s only scenic train. A perfect way to enjoy the amazing Fall colors! Train does not run for the full times listed - please see website […]
$19 – $25
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2 events,
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Join us for a captain-and-crew tournament featuring 18 holes of golf, contests, prizes, meals, and refreshments. Proceeds support Hurley Lions scholarships and assistance for neighbors in need.
$140
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2 events,
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A benefit for MHA of Dutchess County, featuring Craig Morgan, Maggie Rose, Ian Flanigan, Jake Banfield, and Brooke Moriber. |
5 events,
Weekly midweek farmers' market with prepared foods, live music and local vendors in the center of beautiful Woodstock, NY.
Free
Calling all curious, brave humans ready to connect, expand, and have a raucous good time. Inspired by the big, bold spirit of our beloved late co-founder, Julie Novak, TMI Project invites you to step out of this crazy world and into an alternate universe where magic exists, and we remember that being human is a […]
Free
Calling all curious, brave humans ready to connect, expand, and have a raucous good time. Inspired by the big, bold spirit of our beloved late co-founder, Julie Novak, TMI Project invites you to step out of this crazy world and into an alternate universe where magic exists, and we remember that being human is a […]
Free
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3 events,
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Karla Bonoff has been described as one of the finest singer/songwriters of her generation. That description is not hyperbole. Bonoff has enjoyed critical acclaim, commercial success, enduring popularity, and the unwavering respect of her peers. Karla has seen her songs become hits for Bonnie Raitt, Wynonna Judd, and Linda Ronstadt. Many of Bonoff’s ballads are […] 
At a luxurious Berlin hotel between the wars, the once-wealthy Baron Felix von Gaigern (John Barrymore) supports himself as a thief and gambler. In this lavish adaptation of the successful Broadway play, the baron romances one of his marks, the aging ballerina Grusinskaya (Greta Garbo), and teams with dying accountant Otto Kringelein (Lionel Barrymore) against […]
Free
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6 events,
The O+ Festival returns to Kingston for its 16th annual celebration of music, art, word, comedy, and wellness. This year’s theme, MO+NUMENTS, explores what we choose to honor, who we elevate, and what becomes possible when the structures we have inherited begin to shift.
Free – $150
Take a spectacular journey along the former Ulster & Delaware Railroad corridor and see the natural beauty of the Catskills Leaf Season from our railroad’s unique perspective aboard Ulster County’s only scenic train. A perfect way to enjoy the amazing Fall colors! Train does not run for the full times listed - please see website […]
$19 – $25
The best of the best is at Field + Supply’s Fall MRKT, where thoughtfully crafted goods, local makers, art, food, and design come together along the scenic Hudson River. Spend the day exploring one-of-a-kind finds, meeting talented artisans, and soaking up the creative spirit of the region in a beautiful fall setting!
$20 – $40
For three days during O+ Festival Kingston 2026, Site Seen brings contemporary art into an unexpected setting: a working deli in the heart of Uptown Kingston. Presented in collaboration with O+, Of Paper and Plate brings together 14 contemporary artists inside Market Basket Delicatessen. Rather than transforming the deli into a gallery, the exhibition allows […] |
9 events,
The WAAM Members Studio Tour will be held throughout Woodstock and its 50-mile radius. The self-guided tour includes a broad selection of studios featuring member artists who will open the doors of their workspaces to the public to provide insight into their artistic process and bodies of work. Included in the tour are artists working […]
Free
Take a spectacular journey along the former Ulster & Delaware Railroad corridor and see the natural beauty of the Catskills Leaf Season from our railroad’s unique perspective aboard Ulster County’s only scenic train. A perfect way to enjoy the amazing Fall colors! Train does not run for the full times listed - please see website […]
$19 – $25
Belleayre Mountain’s Fall Festival is bringing you vibrant fall foliage, mountain views, live music, local food, and seasonal activities to create the perfect getaway. Discover the Catskills at their most colorful, with fun for the whole family and plenty of reasons to stay awhile!
Free
The best of the best is at Field + Supply’s Fall MRKT, where thoughtfully crafted goods, local makers, art, food, and design come together along the scenic Hudson River. Spend the day exploring one-of-a-kind finds, meeting talented artisans, and soaking up the creative spirit of the region in a beautiful fall setting!
$20 – $40
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13 events,
Take a spectacular journey along the former Ulster & Delaware Railroad corridor and see the natural beauty of the Catskills Leaf Season from our railroad’s unique perspective aboard Ulster County’s only scenic train. A perfect way to enjoy the amazing Fall colors! Train does not run for the full times listed - please see website […]
$19 – $25
Belleayre Mountain’s Fall Festival is bringing you vibrant fall foliage, mountain views, live music, local food, and seasonal activities to create the perfect getaway. Discover the Catskills at their most colorful, with fun for the whole family and plenty of reasons to stay awhile!
Free
The best of the best is at Field + Supply’s Fall MRKT, where thoughtfully crafted goods, local makers, art, food, and design come together along the scenic Hudson River. Spend the day exploring one-of-a-kind finds, meeting talented artisans, and soaking up the creative spirit of the region in a beautiful fall setting!
$20 – $40
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1 event, |
1 event, |
2 events,
Weekly midweek farmers' market with prepared foods, live music and local vendors in the center of beautiful Woodstock, NY.
Free
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2 events,
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How does a writer represent the self across memoir, journalism, and fiction? How does contemporary fiction wrestle with questions of transnational identity, migration, and exile? Three Hudson Valley writers (Amitava Kumar, Aatish Taseer, and Ryan Chapman) will debate all this and more in the Louw-Bogardus Ruin. Supported by Arts Mid-Hudson and the New York Council […]
Free
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3 events,
Horror Lives Here. The event includes 13 attractions featuring a themed hayride, 2-acre corn maze, haunted houses, walking trails, donut bakery, food concessions, gift shops, and magic show. This is a New York Nightmare. For times and prices, please see: www.headlesshorseman.com/tickets
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Jason Wade is the lead singer and songwriter of the band Lifehouse. He has been making albums and touring with the band for almost 20 years. Currently, the band is on hiatus while Jason works on his third solo record, called 'A Likely Story’. Additionally, he is also a member of the band ØZWALD, along […] |
9 events,
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This one-day workshop will focus on making abstract collages. Come prepared to take an artistic journey in building abstract picture-making skills and developing senses of composition, color, line, space, shape, texture, and value. Working with recycled, purchased, and hand-designed patterned papers, students will build on their unique artistic aesthetics. This workshop will focus on creative […]
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Senate House will be participating in the weekend-long, community-wide commemoration of the Burning of Kingston. For more information on activities both on-site and at other locations, see the full event program as it becomes available at: www.burningofkingston.com.
Free
A Tiny Taste of Terror. Enjoy a hayride, friendly characters, experience our Magic Moon Maze, Haunted Gardens, Witch Hazel's Halloween House, Dino Zone, and enjoy music, making this the perfect outing for families with young children. All the monsters are friendly on Children’s Day. Rain dates are October 4th and October 18th. |
6 events,
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Run through Kingston’s rich history and take part in a scenic race connecting the city’s historic landmarks with the energy of the Hudson Valley. Whether you’re a dedicated runner or looking for a fun way to explore Kingston, this festive event offers a memorable mix of fitness, community, and local history!
Free – $25
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Get ready for a deliciously fun day where pickle lovers from near and far come together to celebrate all things tangy, crunchy, and creative! Enjoy unique pickle flavors, local vendors, live entertainment, and plenty of family-friendly fun in the charming town of Rosendale!
Free – $5
The Historical Society of Woodstock is pleased to announce its new exhibition, Rosella Hartman and the Animal Sculptors of Woodstock. The exhibition celebrates the life and career of Rosella Hartman (1894-1993), who, for almost seventy years, made her home in Woodstock, New York, where she became one of the most beloved artists of the famous […]
Free
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1 event, |
2 events,
Step into a world of timeless romance and enchantment with a captivating performance filled with graceful choreography, beautiful music, and storybook magic! Experience this beloved fairy tale brought to life on stage and make it a memorable outing in the heart of the Hudson Valley!
$39.25 – $165
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2 events,
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An Apple a Day? Not only does it keep the doctor away, but it also holds keys to the diversity of our humanity. Join Kevin Clark from Rose Hill Farm as he discusses the importance and uniqueness of the apple, the genetic diversity which apples hold, as well as the importance of preserving that diversity. […]
$10
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1 event, |
3 events,
Horror Lives Here. The event includes 13 attractions featuring a themed hayride, 2-acre corn maze, haunted houses, walking trails, donut bakery, food concessions, gift shops, and magic show. This is a New York Nightmare. For times and prices, please see: www.headlesshorseman.com/tickets
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Part film screening, part live theater spectacle, and full-blown Halloween party! Celebrating and screening the legendary rock musical The Rocky Horror Picture Show, Assembly Kingston presents an unforgettable evening featuring not only the classic film, but a very special Tim Curry tribute featuring Draglesque performers and a simultaneous live performance by a costumed “shadow cast” […] |
6 events,
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Stop by Walkway Over the Hudson’s Dutchess Welcome Center 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 New York State makers, growers, and artisans in a setting you can’t find anywhere else. Come ready to taste, shop, and discover […]
The Historical Society of Woodstock is pleased to announce its new exhibition, Rosella Hartman and the Animal Sculptors of Woodstock. The exhibition celebrates the life and career of Rosella Hartman (1894-1993), who, for almost seventy years, made her home in Woodstock, New York, where she became one of the most beloved artists of the famous […]
Free
Imagine Art Walk by JEONIJO is an outdoor art experience tucked into the woods of the Hudson Valley. Wander the trail and discover curious creatures, unusual sculptures, found-object creations and unexpected art woven into nature. Opening to the public on Saturday, October 17, Imagine Art Walk will be open select Saturdays from 3–7 PM through […]
Free
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3 events,
The Historical Society of Woodstock is pleased to announce its new exhibition, Rosella Hartman and the Animal Sculptors of Woodstock. The exhibition celebrates the life and career of Rosella Hartman (1894-1993), who, for almost seventy years, made her home in Woodstock, New York, where she became one of the most beloved artists of the famous […]
Free
Horror Lives Here. The event includes 13 attractions featuring a themed hayride, 2-acre corn maze, haunted houses, walking trails, donut bakery, food concessions, gift shops, and magic show. This is a New York Nightmare. For times and prices, please see: www.headlesshorseman.com/tickets |
1 event, |
1 event, |
1 event, |
1 event, |
2 events,
Horror Lives Here. The event includes 13 attractions featuring a themed hayride, 2-acre corn maze, haunted houses, walking trails, donut bakery, food concessions, gift shops, and magic show. This is a New York Nightmare. For times and prices, please see: www.headlesshorseman.com/tickets |
7 events,
Pumpkins and Pigs is back! Join us for two special tours on October 31st to feed pumpkins to rescued pigs and enjoy a festive day at Woodstock Sanctuary. Costumes welcome and encouraged!
$20
Pumpkins and Pigs is back! Join us for two special tours on October 31st to feed pumpkins to rescued pigs and enjoy a festive day at Woodstock Sanctuary. Costumes welcome and encouraged!
$20
The Historical Society of Woodstock is pleased to announce its new exhibition, Rosella Hartman and the Animal Sculptors of Woodstock. The exhibition celebrates the life and career of Rosella Hartman (1894-1993), who, for almost seventy years, made her home in Woodstock, New York, where she became one of the most beloved artists of the famous […]
Free
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