What to Do in the Hudson Valley This Weekend Sep 12 – Sep 14

This weekend, the Hudson Valley is alive with music, art, food + fun—from the Monoprint Auction and album release party to Rhinebeck Porchfest, grape-stomping, ancient forest walks and scenic 5Ks. Something for everyone, all across the Valley! Take your pick below…

🎸 Stone Ridge, Fri Sep 12th – Sun Sep 14th. Meadowlark Festival at Stone Ridge Orchard.
A magical weekend of music, food, art + community. Info HERE.

🪩 Beacon, Fri Sep 12th, 9:30pm. The Zodiac Ball at The Roosevelt Bar.
Hudson Valley drag stars Andramada + Mirella lead a dazzling night with standout open-set performers. Guests dress as their zodiac sign while @deej.zeno spins house + disco, making it a magical fusion of astrology, performance + nightlife. Info HERE.

🏃‍♀️ Olivebridge, Sat Sep 13th, 9am. Book It 5K Walk/Run at Ashokan Reservoir.
A scenic 5K walk/run benefits the local library, with beautiful views, age-group awards, and a costume contest for book, film, or fairy-tale characters. Info HERE.

⛵️ Poughkeepsie, Sat Sep 13th, 11am – 2pm. Boats, Books, and Climate at Victor C. Waryas Park.
A day of activities at Waryas Park includes pint-sized pirates on the Sloop Clearwater, storytelling sails on the Schooner Apollonia, interactive education stations, and the Rover Bookmobile + more. Info HERE.

🏁 Kingston, Sat Sep 13th, 11am – 3pm. 5th Annual Mainetti Uptown Car Show in Uptown Kingston.
The Pugsly’s Barbershop Stage hosts Los Strait Jackets alongside a showcase of cars, bikes + trucks in Uptown Kingston, with shops, restaurants, entertainment + awards in 15 categories. Spectators are free! Info HERE.

🎷 Rhinebeck, Sat Sep 13th, 11am – 7pm. Rhinebeck Porchfest!
The village becomes one big stage—wander Chestnut + Livingston Streets for live music on porches, lawns + sidewalks. From folk + jazz to rock + songwriters, it’s free, family-friendly + full of local vibes. Info HERE.

🌯 Catskill, Sat Sep 13th, 12pm – 6pm. Catskill Food Festival at Dutchman’s Landing Park.
Celebrate summer’s finale with a food truck roundup, live tunes and great finds from local vendors. Info HERE.

🌳 Ancram, Sat Sep 13th, 1pm – 3pm. Ancient Forest Walk at Wally Farms.
Explore the ecology + rich history of ancient forests on a guided walk with Farmscape Ecology, complete with coffee, tea, and light refreshments. Info HERE.

🎶 Rosendale, Sat Sep 13th,1pm – 3pm. Women’s Drumsong Orchestra of the Hudson Valley at Rail Trail Cafe.
A women’s drum + percussion ensemble founded and directed by Ubaka Hill—performing world rhythms and songs rooted in women’s folkloric and contemporary music genres. Drumsong orchestra is a whole vibe for everyone to enjoy! Info HERE.

🎨 Woodstock, Sat Sep 13th, 2pm – 4pm. Monoprint Invitational Exhibition + Auction at Woodstock School of Art.
Over 60 artists + master printers joined forces at the Woodstock School of Art, creating 400+ one-of-a-kind monoprints in just six days. Celebrate creativity, community + the magic of printmaking. Read more info HERE. Tix HERE.

🎵 Tannersville, Sat Sep 13th, 7pm. The Music Oasis at Orpheum Performing Arts Center.
The Music Oasis presents an evening celebrating songwriting across folk, blues, soul, and jazz, featuring co-founders Greg Dayton and Marlon Saunders, special guests Professor Louie, Miss Marie, Anson Jones, and performances from workshop students. Info HERE.

🎸 Marlboro, Sat Sep 13th, 7:30pm. Dylan Doyle Band Album Release Show at The Falcon.
Hudson Valley rising star Dylan Doyle blends roots rock, jam funk, southern soul + Woodstock spirit into a uniquely American sound. Touring since 15, he’s shared the stage with legends and earned praise as a prodigious, imaginative player—“The Future” and “a young Jimi Hendrix.” Read the exclusive interview HERE. Tix HERE.

🤡 Poughkeepsie, Sat Sep 13th, 8pm. Gary Gulman: Misfit Stand Up Tour at The Bardavon.
Gary Gulman has spent 25+ years shaping smart, hilarious and witty comedy. Known for HBO’s “The Great Depresh,” MAX’s “Born on 3rd Base,” and his memoir MISFITS, his comedy tour is selling out theaters nationwide. Info HERE.

🎹 Pine Plains, Sun Sep 14th, 3pm. Pianist Terrence Wilson at Stissing Center.
Acclaimed pianist brings a world-class presence to the stage, performing masterful piano works that range from dramatic and powerful to intimate and lyrical. Info HERE.

🎶 Catskill, Sun Sep 14th, 8pm. Live Punk-Pop-Rock Night at The Avalon Lounge.
Punk grit from @sweetharmband + @dauber_or_else + indie power-pop fire from @oceanatorband—named one of SPIN’s “20 Most Interesting New Artists.” Don’t miss it! 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.

Photos courtesy of Woodstock School of Arts

👉 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!