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What To Do In The Hudson Valley This Weekend Sept 23-25

By inside + out | September 23, 2022

🤩 Music, Rave in a Cave,  feasts, grape stomping, markets, and more! Stop by the Hudson Valley + Catskills this weekend for events for all ages 🌟


🛳 Kingston, Fri Sep 23rd, 6:30 PM – 9:00 PM, Tastings on the Hudson River.

Guests taste samples of a variety of locally-produced foods, learn from a food historian, and enjoy the Hudson River at sunset. More: Hudson River Maritime Museum

🥾 New Paltz, Fri – Sun Sep 23rd – 25th, 7:00 PM – 10:00 PM, Hiker’s Holiday Weekend.

Explore the natural wonders of Mohonk Preserve with Mohonk Mountain House, featuring hikes for all levels, morning to night. Info: Mohonk Mountain House

🎨 Tivoli, Sat Sep 24th, 10:00 AM – 3:00 PM, Tivoli Street Painting Festival.

Join in on Broadway as the village paints 150 8’x8′ squares through town, featuring live music. Info: Hamlet of Tivoli

💃🏽 Rosendale, Sat Sep 24th, 11:00 AM – 10:00 PM, Sun & Stone at Widow Jane Mine

RAVE in the CAVE! DJ dance music at Widow Jane Mine on two stages: Sun Stage (out in the field) + Stone Stage (in the mine) with underground dance music playing on both stages to promise to make you groove all night! Info + Tickets: The Seed Underground

🎸 Rhinebeck, Sat Sep 24th, 11:00 AM – 7:00 PM, Rhinebeck Porchfest.

40+ bands perform on Rhinebeck Village porches with the final headline at the Dutchess County Fairgrounds. Streets will be lined with a variety of food vendors. Info: Rhinebeck Village Historic District

🐎 New Paltz, Sat Sep 24th, 10:00 AM – 5:00 PM, Equus Fest East at Ulster County Fairgrounds

Come celebrate “All Things Horse and Rural Lifestyle” at the region’s premier horse-focused festival! Clinicians will be offering up incredible learning opportunities which will enrich your partnership with your Horse. More: Lucky Star Horsemanship

🍇 Gardiner, Sat + Sun, Sep 24th + 25th, 11:00 AM – 6:00 PM, Grape Stomping Festival.

Get your feet dirty and enjoy live music Saturday & Sunday 2pm-5pm, wine tasting, wine by the glass/bottle, craft NYS beer, wood-fired pizza, lawn games, a bonfire, and more. Info + Tickets: Robibero Winery

🍻 Accord, Sat + Sun, Sep 24th + 25th, 12:00 PM – 9:00 PM, Woodsist Festival.

Arrowood Farm Brewery features artists performing on two stages, local food vendors, craft beer, and addt’l activities. Info + Tickets: Woodsist Festival

🩰 Tivoli, Sat – Sun, Sep 24th + 25th, Kaatsbaan Festival 2022.

Kaatsbaan Cultural Park presents an outdoor Fall Dance Festival across its 153-acres. Info: Kaatsbaan

🏃🏾‍♀️ Beacon, Sun Sept 25th, 8:00 AM, 11th Annual – I Run Beacon 5K Run/Walk 2022

Whether you are an avid runner, beginner, or first timer our race is perfect for everyone. This year, we will be back live but will also offer a virtual race for those who would like to participate from anywhere! Virtual Option: Sept 18th – Sept 25th. Packet pick-up begins at 8AM and the race begins at 9AM. Hope to see you there! More: I AM BEACON

🎤 Saugerties, Sun Sep 25th, 2:30 PM – 4:30 PM, Sunday Afternoon Music: Rabbit Rabbit Radio

Rabbit Rabbit Radio is the song-spinning duo of Carla Kihlstedt and Matthias Bossi. Collectively, they are founding members of Sleepytime Gorilla Museum, Tin Hat, 2 Foot Yard, Causing A Tiger, The Book of Knots, and Fred Frith’s Cosa Brava. Drawing on their love of both art & folk songs, industrial & improvised music and heart-wrenching balladry, their songs are raw, beautiful, sparse and rich. Tickets: Opus 40

🎸 Woodstock, Sun Sep 25th, 8:00 PM, Matthew O’Neill + Friends with Dominic & the Family Band

Matthew O’Neill is a musical artist and performer based in the Catskill mountains. His musical practice is rooted in Indigenous musical ontologies; ways of knowing and participation through sound. He is committed to restoring the central role of music in maintaining relationship, balance, resilience, innovation and thriving in harmony with Mother Earth and the Cosmos. Info + Tickets: Colony Woodstock


👉 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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