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Photo of the audience listening to kirtan music at the Woodstock Festival of Awakening in 2024 with the "Upstate Weekend Plans" text written across the Hudson Valley, NY.

What to Do in the Hudson Valley This Weekend Aug 8 – Aug 10

By inside + out | August 6, 2025

Journey into a weekend of enchanted rhythms, whispered stories, and radiant creativity—where the spirit of the Hudson Valley awakens in every shared moment. There’s a little something for everyone in the Hudson Valley. Take your pick below…

🌞 Woodstock, Fri Aug 8th – Sun Aug 10th. The 3rd Annual Woodstock Festival of Awakening.
Family-friendly 3-day, 2-night gathering to connect, listen, move, and remember what unites us through community. Experience a special BreakBread dinner, gong sound baths, Kirtan music, ecstatic dance, qigong + yoga, a wellness makers + practitioners market, children’s activities, workshops, a cacao ceremony, meditation, mystics + more! Info HERE.

🎼 Hunter, Fri Aug 8th – Sun Aug 10th, Hunter International Music Festival.
A mountain escape woven with music during a 10-day journey of sound + study, where solo + chamber training meet the stillness of summer. Info HERE.

🎞️ Hudson, Fri Aug 8th – 10th. Hudson Film Festival.
A vibrant festival showcasing diverse local + global films by underrepresented voices across, offering screenings, workshops, panels, youth programs + community events connecting filmmakers + audiences celebrating art + culture. Info HERE.

🩰 Chatham, Fr Aug 8th + Sat Aug 9th, 8pm – 10pm. “Cascade” at Center for Contemporary Performance.
Paul Taylor Dance Company performs a kaleidoscope of bright, golden choreography and darker, cooler undercurrents, echoed by Johann Sebastian Bach’s keyboard concerti. Info HERE.

🍷 New Paltz, Sat Aug 9th + Sun Aug 10th, Annual Seafood & Wine Festival at Robibero Winery.
It’s a kid-friendly and pet-friendly event featuring seafood, wine, free games and prizes, face painting, puppy adoptions, vendors, and more! Info HERE.

👘 Kingston, Fri Aug 8th, 5pm – 7pm. Plus Size, Gender Free Clothing Swap at Unicorn Bar.
Back by demand! Bring clean, XL+ clothes, shoes, and accessories to share or just come + find something new. No need to bring to take! Leftovers will be donated locally. Info HERE.

🌟 Highland, Fri Aug 8th, 7pm – 9:30pm. Lights Across the Hudson.
A moving luminary tribute hosted by Hudson Valley Hospice Foundation along the Walkway Over the Hudson State Historic Park—thousands of glowing luminaries, music, food + readings. Free and open to all! Info HERE.

🫐 Ellenville, Sat Aug 9th, 9am – 4pm. Blueberry Festival.
Food + drink, 100+ vendors, carnival area for kids, blueberry muffin contest + more! Info HERE.

🍺 Hillsdale, Sat Aug 9th, 10am – 9pm. Roe Jan Summerfest.
A festive indoor/outdoor event with local wine, beer, spirits, and cider, plus bites from food trucks. Live music, family fun and leashed dogs welcome! Info HERE.

🌻 Tivoli, Sat Aug 9th, 11am – 1pm. Intro to Watercolor Class at Lasting Joy Brewery.
Join the @inthewashartworks for a summer floral watercolor class! If you joined us in the spring, this session will explore new techniques and fresh blooms. All materials provided- just bring your creativity and sip something summery while you paint! Info HERE.

💃 Olivebridge, Sat Aug 9th, 1pm. Southern Shindig at Ashokan Center.
The night before Southern Week starts, join in on square dancing, a delightful dinner and cajun + zydeco dancing in the Pavilion. Info HERE.

🌝 Woodstock, Sat Aug 9th, 6:30pm – 10pm. Full Moon Hike to Overlook Mountain.
Hike under the light of the full moon! This guided hike will offer stunning views of the Catskills under the moonlight and a unique opportunity to learn about the natural + cultural history of the area. Info HERE.

🎤 Poughkeepsie, Sat Aug 9th, 7pm – 9pm. Mary Chapin Carpenter + Brandy Clark at The Bardavon.
Carpenter’s nearly four decades of music—marked by five Grammys and 17 million albums sold—culminate in “Personal History,” a soulful reflection on life’s joys and sorrows, sung with the grace of age and wisdom. Info HERE.

🌽 Beacon, Sun Aug 10th, 12pm – 5pm. Beacon Corn Festival.
The Beacon Sloop Club’s free, family-friendly Corn Festival features live music, fresh Hudson Valley corn, kids’ activities, and free sails on the Woody Guthrie. Info HERE.

🖼️ Woodstock, Sun Aug 10th, 5pm. “FLOW” Sound Sculpture Live Performance at Woodstock Spa.
Experience a live sound sculpture performance by legendary percussionist David Van Tieghem, activating the eco-art of Ian Laughlin. Info HERE.

🎭 Beacon, Sun Aug 10th, 8pm. Just Killing Time at Howland Cultural Center.
Ted Swindley’s one-man show shares stories from his 50-year career and journey from the South to Upstate NY, celebrating the power of live theatre illuminating life’s joys + struggles. 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 Piotr Redliński

👉 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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