What to Do in the Hudson Valley This Weekend Nov 14 – Nov 16

Looking for weekend inspiration in the Hudson Valley? From soulful reading retreats and lively line dancing to live orchestras, art exhibits, holiday markets, and electrifying concerts, INSIDE+OUT has your Upstate plans covered—celebrate music, creativity, and community. Take your pick below!

📚 Windham, Fri Nov 14th – Sun Nov 16th, Women’s Reading Retreat at All Booked.
A woman’s reading retreat for those craving a soulful, book-centered weekend. Connect, unwind + dive into a handpicked read with intimate, confidential discussions. Info HERE.

🎶 Kingston, Fri Nov 14th + Sat Nov 15th, 6pm. Inaugural Sound Live Fest at The Lace Mill.
Uniting 6 acts over 2 days, with all proceeds going directly to the musicians, marking a decade of bold, boundary-pushing creativity. Info HERE.

👢Greenville, Fri Nov 14th, 6:30pm – 9:30pm. Line Dancing at Pine Ridge Farm.
Join The Step Sisters + Hoose That DJ for a fun night of indoor line dancing Your cover includes hot dogs, a nacho bar, desserts, coffee, soda + iced tea—just BYOB. A perfect fall evening of dancing and good vibes! Info HERE.

🎺 Kingston, Fri Nov 14th, 8pm. Trombone Shorty + Orleans Avenue at UPAC.
A natural-born showman and chart-topping bandleader, Trombone Shorty delivers a high-energy, genre-blurring performance backed by star collaborations, major festival appearances, and a legacy rooted in New Orleans music and youth education. Info HERE.

🎸 Woodstock, Fri Nov 14th, 8pm. Sonny Landreth + Cindy Cashdollar at Levon Helm Studios.
Expect a rare, electrifying duo performance where slide-guitar legend Sonny Landreth and steel/dobro master Cindy Cashdollar deliver a virtuosic mix of originals, blues, and roots music. Info HERE.

🛍️ Germantown, Sat Nov 15th + Sun Nov 16th, 10am – 4pm. Holiday Bazaar at the Tin Barn.
Live music, @aloha_taco_girls food truck, local makers, great drinks + a weekend-long raffle packed with prizes. Info HERE.

🧶 Red Hook, Sat Nov 15th, 11am – 12pm. “Stitch it OUT” at the Red Hook Public Library.
An LGBTQIA+ knitting + crochet group. Whatever you’ve got on your mind, come stitch it out—together. Allies welcome! Info HERE.

🛍️ Windham, Sat Nov 15th + Sun Nov 16th, 11am – 6pm. Harvest Market at Wylder Windham.
A lively Catskills weekend gathering that brings together curated vendors, live music, crafting workshops, gourmet pop-ups, and fire pits for a cozy, community-driven pre-holiday escape. Info HERE.

🖼️ Saugerties, Sat Nov 15th, 12pm – 6pm. “Sky+Land+Sea” Art Exhibit at Jane ST Gallery.
Suzanne Stokes presents a captivating monotype series exploring water as both a vital resource and a metaphor, capturing the interplay of land, sea, life, color, and light. Info HERE.

👗 Red Hook, Sat Nov 15th, 3pm – 5pm. CURATORIAL CONVERSATION: An Interview with Daryl Kerrigan at Verse Work/Shop.
The “I Am My Muse” Exhibit invites guests to join curator Nina Stritzler-Levine in a conversation with designer Daryl Kerrigan as they explore Kerrigan’s 30 career as the founder + creative director of the acclaimed fashion brand Daryl K. Info HERE.

🎼 Annandale on Hudson, Sat Nov 15th, 7pm. The Orchestra Now Presents “Jurassic Park in Concert” at the Fisher Center at Bard College.
Experience the movie like never before, projected in HD with a full orchestra performing the iconic score live, bringing the film’s prehistoric adventure to life through music. Info HERE.

🎙️ Woodstock, Sat Nov 15th, 7pm. I’m Your Man: A Tribute to Leonard Cohen with Robert Burke Warren at Colony Woodstock.
An intimate evening spanning Cohen’s classics to his later masterpieces, backed by a stellar band + special guests. Info HERE.

👯 Hunter, Sat Nov 15th, 7pm. Headliners and One Liners: Songs & Stories of the Catskills Resorts at Doctorow Center for the Arts.
Step back into the golden era of the Borscht Belt with a spirited tribute to the Catskills’ legendary resort scene, featuring classic comedy, timeless music of a talented quintet of performers for an evening of nostalgia and joy. Info HERE.

🧹Kingston, Sun Nov 16th, 9am – 5pm. Broom Making With Sue Muldoon at Hudson River Maritime Museum.
Learn broom-making with weaver Sue Muldoon, crafting whisk, cake-tester, Turkey Wing, and Hen’s Wing hand brooms from broomcorn—a sorghum fiber prized for its ability to catch fine dust, brought to the US from Europe by Benjamin Franklin. Info HERE.

🎥 Hudson, Sun Nov 16th, 1:30pm – 4pm. FOLKTALES Benefit Screening at Story Screen Cinema.
Three teens leave home for a year at a folk high school in northern Norway, relying on each other and their sled dogs as they navigate the Arctic wilderness and the journey from childhood to adulthood, with proceeds benefiting Hawthorne Valley Waldorf School. Info HERE.

🎤 Chatham, Sun Nov 16th, 4pm – 6pm. LIVE MUSIC: Ellen Orme Adams at Stonykill Coffee.
A Canadian-American folk + country singer-songwriter, sharing her songs live with heartfelt storytelling. Info HERE.

🚜 Explore Hudson Valley’s vibrant SPRING to FALL Farmers Markets, Marketplaces, and Community-Shared Agriculture (CSA).
Support small local farms, foster a sense of community and promote healthy living. From live entertainment to family-friendly activities, they offer a fun and diverse experience for all! Info HERE.

Photo by The Step Sisters

👉 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!