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What’s On in the Hudson Valley & Catskills This November

Guide · Culture
Photo of a cider, donuts and apple ship

The trees are beginning to reveal their outlines, afternoons call for an extra layer, but a November spent upstate still has plenty to offer. Local film festivals, Restaurant Week, Judy Collins at the Bardavon and the first holiday markets are just a few of the events to look forward to.

From an afternoon of short films in Pine Plains to Thanksgiving weekend shopping in Hudson, here’s our pick of what’s on in the Hudson Valley and Catskills this November.


Pine Plains Festival of Shorts

November 1 · Pine Plains

The Stissing Center opens the month with its second annual festival of short films by local and regional filmmakers. Screenings include Q&As with the creators, offering a chance to hear how the films came together and ask a few questions of your own. The programme runs from 3–6pm, leaving time for a wander around Pine Plains before taking your seat.

Hudson Valley Restaurant Week

November 2-16 · Across the region

For two weeks, participating restaurants across the Hudson Valley offer prix fixe menus for brunch, lunch and dinner. It’s a useful excuse to book somewhere you’ve been meaning to try, or return to a favourite.

Come From Away

Selected dates through November 22 · Rhinebeck

Up In One Productions brings Come From Away to The CENTER for Performing Arts at Rhinebeck. The musical tells the story of Gander, Newfoundland, where residents welcomed thousands of airline passengers stranded after September 11. Music and humour carry a story about the practical kindness of feeding, clothing and making room for strangers. Friday evening performances and weekend matinees offer a few ways to build it into a Rhinebeck visit.

First Friday in Catskill

November 6 · Catskill

November’s First Friday doubles as a fall festival celebrating Catskill’s local merchants and newly revitalised Main Street. The evening runs from 5–8pm and includes a ribbon cutting marking the street’s transformation. Come for a look around the shops, stay for dinner and give yourself time to explore.

An old photograph of people dancing

Borscht Belt Film Fest

November 6–8 · Ellenville

The Catskills’ resort history returns to the screen at the third annual Borscht Belt Film Fest. Presented by the Catskills Borscht Belt Museum, the weekend pairs films with conversations about the people, comedy and culture of the region’s resort era. This year’s programme includes We Met at Grossinger’s, making it a particularly interesting stop for anyone curious about the hotels that helped shape the Catskills. Screenings take place at Shadowland Stages in Ellenville.

Baby Bonfire Festival

November 7 · Beacon

Beacon Bonfire’s full festival returns in 2027, but this year brings a smaller gathering to keep things going. The one-day Baby Bonfire takes place at the KuBe Art Center from 1–5:30pm, with music, art, food trucks and activities.

Judy Collins at the Bardavon

November 13 · Poughkeepsie

Judy Collins brings her Sweet Judy Blue Eyes farewell tour to the Bardavon for a 7:30pm performance. Her career spans more than six decades, encompassing her own songwriting and interpretations of songs including “Both Sides Now” and “Send in the Clowns.” An evening with a remarkable catalogue, in Poughkeepsie’s historic opera house.

The Polar Express Train Ride

Selected departures November 13–December 30 · Kingston

For families ready to begin the Christmas countdown, the Polar Express returns to the Catskill Mountain Railroad in mid-November. The ride recreates the children’s story with hot chocolate, cookies, onboard entertainment and a visit from Santa. Pyjamas are encouraged, though warm layers will come in handy while waiting to board.

Harvest Gathering at Milea Estate Vineyard

November 14 · Staatsburg

Milea’s Thanksgiving-inspired Harvest Gathering pairs a three-course meal with the estate’s wines. A shared opening course includes autumn salads, roasted squash and cauliflower gratin, followed by a choice of main and dessert. Running from 3–7pm, it’s a reason to settle in at the vineyard for a long November afternoon.

Hudson Valley Hullabaloo

November 21–22 · Kingston

Hullabaloo brings approximately 75 selected vendors to the Andy Murphy Neighborhood Center for a weekend of handmade goods, art and holiday shopping. There’s food, a DJ and a tintype photo booth, too, giving you reasons to stay after finding your gifts. Open Saturday 10am–5pm and Sunday 10am–4pm. Admission is $2 cash for adults; children 12 and under enter free.

Uncork the Holidays on the Shawangunk Wine Trail

November 21–22 · Across the Shawangunk Wine Trail

The wine trail’s holiday event has a new name and format this year. Choose from three itineraries, each visiting four wineries for seasonal tastings and festive experiences. The Orchard & Vine route includes Whitecliff Vineyard, Robibero Winery and Angry Orchard, making it a good option for a weekend around Gardiner. Further dates follow on December 5–6 and December 12, and free designated-driver tickets include a non-alcoholic drink at each stop.

Family of New Paltz Turkey Trot

November 26 · New Paltz

Run, Run… Gobble, Gobble! Begin Thanksgiving with a community 5K supporting Family of New Paltz. The annual Turkey Trot raises funds for services including the food pantry, crisis support and programmes for young people. Gather friends or family for a morning out before heading home to the kitchen.

A photograph of bunches of flowers on a stand

Basilica Farm & Flea Holiday Market

November 27–29 · Hudson

Thanksgiving weekend brings Basilica Farm & Flea back to Hudson. The market combines handmade goods, vintage finds and locally sourced food, with regional makers, collectors and farmers gathering inside Basilica’s former industrial building. Open 10am–5pm each day.

Holiday Market and Lights at Bethel Woods

November 27–29 for the market; lights begin November 27 · Bethel

Bethel Woods’ Holiday Market brings together more than 75 local artisans and speciality food makers over Thanksgiving weekend. Entry and parking are free, with stalls open from 11am–7pm on Friday and Saturday, and noon–6pm on Sunday.

Stay into the evening for the separately ticketed Peace, Love & Lights, a 1.7-mile drive-through display across the grounds.

Holiday Market at Wylder Windham

November 28 · Windham

Market Party takes over three spaces at Wylder Windham for a day of independent makers, vintage clothing, art, pantry goods and gift shopping. A DJ provides the soundtrack, with food, drinks and fire pits giving you reasons to linger between browsing. The market runs from 10am–5pm, entry is free, and pets are welcome.


Make a Weekend of It

The Schoolhouse in Saugerties offers mountain views, a fireplace and space to gather, while The Blue House in Gardiner puts you close to the Shawangunks, local vineyards and the villages around New Paltz.

Explore both houses and plan your November stay with The Upstate NY Collection.

Event details checked on October 27, 2026. Please check the organisers’ websites for current schedules, ticket availability and any changes before travelling.

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