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People toasting red wine + with the "Upstate Weekend Plans" text written across the Hudson Valley, NY photo.

What to Do in the Hudson Valley This Weekend May 17 – May 19

By inside + out | May 16, 2024

Immerse yourself in Son Jarocho music, taste NYS Cab Franc, experiment with 24-hours of unbroken sound and music, celebrate your local community, and more! The Hudson Valley has events for everyone. Take your pick below…

🪇 Olivebridge, Fri May 17th – Sun May 19th, 3pm. Ariles Son Jarocho Camp at Ashokan.
Spend a weekend surrounded by Son Jarocho, the beautiful traditional folk music, song, and dance of Veracruz, Mexico! Info HERE.

🍷 Marlboro, Fri May 17th, 6pm – 8pm. HV Cabernet Franc Coalition Wine Tasting.
A rare opportunity to taste not-yet-released + newly bottled estate-grown Cabernet Franc w/ 8 Legacy Member wineries in one location at Benmarl Winery! Info HERE.

🌈 Highland, Fri May 17th, 6pm -10pm. Pride in the Sky.
Kick-off Pride season on the stunning Walkway Over the Hudson as we light up the night sky in the rainbow! Info HERE.

🐺 Woodstock, Fri May 17th, 7pm. Blackout with Guest Larry Fessenden at Tinker Street Cinema.
Horror film by world-renowned local hero Larry Fessenden, who will host this legendary event, which will include Q&A, giveaways, and more! Info HERE.

🏟️ Wappingers Falls, Fri May 17th, 7:05 pm. HV Renegades vs Jersey Shore BlueClaws with Fireworks!
Karma is in the air as Rosie’s Love Story we know All Too Well continues. The Renegades look to be in their winning era with a post-game fireworks show! Info HERE.

🐕‍🦺 Taghkanic, Sat May 18th, 9am. Canine First Aid Class at Hudson Valley Dog Farm.
A special Canine First Aid class to learn amazing information that could help you save your best friend or working partner’s life. Info HERE.

🎉 Saugerties, Sat May 18th, 10am – 5pm. Opus 40’s Annual Community Day.
A day of visits, tours, music, activities, vendors + more to celebrate the local community. Free to Hudson Valley residents! Info HERE.

🌱 Kingston, Sat May 18th, 10am – 12pm. Volunteers Day at Kingston YMCA Food Farm Project.
Pick up some seedlings at the Seedling Sale then help to plant the Pollinator Garden. Info HERE.

🌷 Highland, Sat May 18th, 11am – 6pm. Springfest.
Come join us to support our local vendors, artists and children in the community. There will be activities, shopping, entertainment, delicious food + drinks. Info HERE.

🎤 Hillsdale, Sat May 18th, 3pm – 4pm + 7:30pm. Masters of Our Folk Tradition: Cindy Kallet, Grey Larsen & Will Brown Concert & Workshop.
Two opportunities: Harmony Singing Workshop during the afternoon and a concert later in the evening. Info HERE.

🍷 New Paltz, Sat May 18th, 6pm. Whitecliff Vineyards 5-Course Wine Pairing Dinner at Mohonk Mountain House.
Indulge in an extraordinary five-course culinary experience highlighting the flavors of the region. Each course will be expertly paired with Whitecliff’s finest selections—crafted through decades of dedication and expertise—for an evening of inspired dining on our mountaintop. Info HERE.

🎧 Hudson, Sat May 18th – Sun May 19th, 24-Hour Drone at Basilica Hudson.
An immersive event and all-encompassing experience, 24-HOUR DRONE is a roving, international series featuring musicians and sound artists experimenting within the spectrum of drones to create 24 hours of unbroken, uninterrupted sound. Info HERE.

🪕 Woodstock, Sat May 18th, 6pm – 9pm. Bluestone Quarry at Station Bar & Curio.
“Honky Tonk” happy hour vibe with the insanely talented quartet playing bluegrass, folk Americana music. Lots of fun and makes you want to get up and sing along! Info HERE.

💫 Highland, Sat May 18th, 8pm – 11pm. Orchard Disco.
Spend a queer summer night dancing under the stars at Bad Seed Cider Taproom. Food and beverages will be served. Info HERE.

🕺Chatham, Sun May 19th, 11:30am – 1pm. Ecstatic Dance at Roots Holistic Wellness.
Ecstatic Dance: Surrender to the moment for a healing, liberating experience in a judgment-free zone. Info HERE.

🥘 Saugerties, Sun May 19th, 4pm. Wood-fired Sourdough Focaccia at Autocamp.
Learn how to make sourdough focaccia and maintain a sourdough starter at home. Info HERE.

👨‍🌾 Explore Hudson Valley’s vibrant Spring to Fall Farmers Markets + CSA, which 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.

👉 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!

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