2026 Editor’s Picks: What to Do in the Hudson Valley on Jan 16 – 18

Music, celebrations, outdoor adventures, and memorable moments await across the Hudson Valley this weekend. From theater, bluegrass + Grateful Dead jams to snowshoeing in the Catskills, artist talks, community gatherings and cozy winter escapes—there’s truly something for everyone. Take your pick below…

🗓️ Whole Weekend

🎻 Olivebridge, Fri Jan 16th – Sun Jan 18th. JAM-uary at The Ashokan Center.
Guitar, mandolin, banjo, fiddle, bass, or dobro players of all levels are invited to a hands-on bluegrass jam weekend with Austin Scelzo, using the Wernick Method to build confidence and community through making music together. Info HERE.

📚 Coxsackie, Fri Jan 16th – Sun Jan 18th, Book on the Hudson Fair at The Wire.
Enjoy a cozy 3-day winter readers retreat along the Hudson River with author talks, Q&As, book signings, themed dining, and a vendor marketplace. Info HERE.

🎭 Tannersville, Sat Jan 17th + Sun Jan 18th, 7pm + 4pm. Aquila Theatre presents The Hound of the Baskervilles at Orpheum Performing Arts Center.
A thrilling new production of Sir Arthur Conan Doyle’s iconic mystery of Sherlock Holmes + Dr. Watson investigatesa mysterious death on fog-shrouded English moors, where logic clashes with dark superstition. Info HERE.

👩‍🌾 Hudson Valley, Explore the Bounty of Winter at Hudson Valley Farmers Markets + CSAs
These cozy seasonal pop-ups turn cold-weather weekends into lively celebrations of local food, makers and culture! Info HERE.

🗓️ Friday, Jan 16th

❄️ Mt Tremper, 10am – 1pm. Hike + Learn Series: Learn to Snowshoe at the Catskills Visitor Center.
Learn snowshoe basics, explore snowy forest trails around the CVC, and trek to the Upper Esopus Fire Tower for a wintery lookout—an all-levels outing ideal for beginners or a skills refresher. Info HERE.

🎶 Beacon, 7pm. Key of Q: “It’s About Time!” at The Howland Cultural Center.
The 10th anniversary celebration of harmony, pride, and community—where inventive vocals + storytelling honor connection and shared voice. Info HERE.

🍿 Woodstock, 7pm – 9pm. The Woodstock Film Festival presents: The Librarians Documentary at Tinker Street Cinema.
Back by popular demand, this Sundance-premiered documentary about book bans and intellectual freedom screens free with RSVP, followed by a post-film panel moderated by Jennifer Brown. Info HERE.

🗓️ Saturday, Jan 17th

🛠️ New Paltz, 10am – 2pm. New Paltz Repair Cafe.
Bring a beloved item for repair to the New Paltz United Methodist Church and a volunteer will fix it for free while you relax, mingle, and chat with your neighbors. Info HERE.

🤲 Rosendale, 12pm – 2:30pm. UlsterCorps’ 17th Annual Celebration of Service at Rosendale Recreation Center.
A thank you event honoring all volunteers in Ulster County. Celebrating your service to the community and honoring the legacy of Dr. Martin Luther King Jr. Info HERE.

❄️ New Paltz, 2pm – 5pm. Winter Wonderland at Robibero Winery.
A cozy winter escape for all ages—warm up by the bonfire with wood-fired pizza, cold-weather wines + winter cocktails, live music, s’mores, and more! Family + pet-friendly. Info HERE.

🥘 Catskill, 4pm – 8pm. Chef Pop Up at Left Bank Ciders.
Chef David Israelow @fourcornerschatham will be serving à la carte—light bites + large plates. Think confit smoked mussels, seasonal crudo, freshly baked bread and larger items like duck rice + Japanese beef curry, to pair with Left Bank’s impressive small-batch range of ciders. Info HERE.

🎸 Kingston, 4pm – 11pm. Celebrate Bobby Weir at Keegan Ales.
Celebrate the life of Bobby Weir with three Dead-loving bands—The Lone Riders (4pm), Gratefully Yours (6pm), and Gentle Jack Jones (8pm)—plus collaborative crossovers and a night of love, joy, and timeless Grateful Dead magic. Info HERE.

🔥 Hillsdale, 6pm – 8pm. Annual Wassail Celebration at Little Apple Cidery.
Come prepared with your noisemakers to wake the tree spirits and shoo away evil demons for a bountiful harvest. Enjoy special wassail punch and live music by Shinbone Alley. Info HERE.

🎤 Hudson, 8pm. Cate Le Bon with Frances Chang at Basilica Hudson.
This Welsh art-rock icon brings her hypnotic, genre-blurring sound to Basilica Hudson’s soaring space, joined by Frances Chang for an intimate, immersive opening set. Expect surreal melodies, sharp songwriting, and a night that lingers long after the final note. Info HERE.

🗓️ Sunday, Jan 18th

👨‍🌾 Beacon, 10 am – 2 pm. Beacon Farmers Market.
Looking for fresh, local flavors? Beacon Farmers Market brings the best of the Hudson Valley—produce, artisanal goods, and good vibes—all in one place. Info HERE.

🍺 Hyde Park, 1pm – 3pm. Learn How to Home-Brew Beer at Clover Brooke Farm.
Learn the art of home brewing with Dr. Mike Tibbetts—yeast geneticist, longtime educator and brewer—enjoying a casual, hands-on afternoon that includes hop field + brewing tours plus everything you need to craft your own beer on the farm. Info HERE.

🇯🇲 Woodstock, 5pm. Love Jamaica Live Music Benefit at Colony Woodstock.
Good vibes, star-studded musicians, + a house full of music for a great cause with a Silent Auction at 1pm. Info HERE.

🎲 Warwick, 12pm – 8pm. Board Game Night at The Drowned Lands Brewery.
Bring a favorite board game and a competitive spirit—whether it’s Uno, chess, or a strategy showdown, beer and pizza set the scene for a laid-back game night. Info HERE.

👉 Know of more cool events happening in the Hudson Valley/Catskills area?
Leave them in the comments below.

Have a wonderful weekend from Inside+Out Upstate NY!