What to Do in the Hudson Valley This Weekend Jun 20 – Jun 22

SUMMER SOLSTICE + PRIDE in the Hudson Valley is here! From vibrant parades and queer dance parties to wellness retreats and outdoor celebrations, there’s something for everyone. Take your pick below…

🏳️‍🌈 Hudson, Fri Jun 20th – Sun Jun 22nd. Hudson NY Pride Weekend 2025.
A joyous celebration of identity, creativity + community—centered on a bold Oz-inspired theme, with a march, festival, drag, performances, local culture, and plenty of love in the air! Info HERE.

🎶 Highmount, Fri Jun 20th – Sun Jun 22nd. Mountain Jam at Belleayre.
The ultimate jam band experience where rock, folk, indie, roots, and Americana collide in a celebration of music, freedom and connection. Info HERE

🏳️‍🌈 Newburgh, Fri Jun 20th – Sun Jun 22nd. Newburgh Pride Weekend 2025.
A vibrant mix of parade-style procession, drag + kid-friendly theater, dynamic music + dance parties, community vendors and spontaneous joy! With a welcoming + all-inclusive spirit. Info HERE.

🎂 Woodstock, Fri Jun 20th, 3pm – late. 9th Anniversary Celebration at Station Bar & Curio.
A day of pure joy, love, shenanigans + boot scootin’ good times with Bourbon Sprawl Honky Tonk music from 6pm – 9pm, Von Salad Wood-fired pizza popup, Singlecut tastings + more! Info HERE.

🦪 Kerhonkson, Fri Jun 20th, 5pm – 10pm. Oyster Party at Starlite Motel.
The Catskills Cocktail Club hosts a summer party for the Solstice with fresh oysters + lobster rolls! Info HERE.

🏳️‍🌈 Beacon, Fri Jun 20th, 7pm – 8pm. DIVAS! – A Wildly Incomplete Celebration of Queer Icons at Howland Cultural Center.
A bold, campy, joy-filled concert celebrating the queer icons and anthems that shaped generations—wildly incomplete, but fabulously unforgettable. Info HERE.

⛵️ Kingston, Fri Jun 20th, 7:30pm. Sunset Summer Solstice on the Solaris.
Enjoy a gong sound bath on the Hudson River in a fully solar-powered boat with tea + cookies. Info HERE.

🍉 Kingston, Sat Jun 21st, 10am – 6pm. Harambee Kingston NY 8th Annual JUNETEENTH Celebration.
Join a powerful day of honoring ancestors, celebrating freedom, and experiencing cultural arts with a morning procession and ceremony at the Pine Street African Burial Ground, followed by a free outdoor Cultural Arts Festival with performances, vendors, and community gathering at Harambee African Cultural Arts Center and Academy Green Park. Info HERE.

🍷 Marlboro, Sat Jun 21st + Sun Jun 22nd, 11am – 8pm. Rosé All Day at Benmarl Winery.
Bring your besties, wear something pink, and let’s toast to summer! Info HERE.

🍹 Hudson, Sat Jun 21st, 12pm – 4pm. Klocke Estate celebrates the Summer Solstice.
Build-your-own picnic boxes, a Brandy 101 workshop, agricultural walks, a distillery open house, complimentary tastings, live music, lawn games + special cocktails. Info HERE.

🌞 Wappingers Falls, Sat Jun 21st, 3pm – 1am. Summer Solstice Celestial Celebration at Chapel of Sacred Mirrors.
At CoSM’s Celestial Celebration, the evening begins with inspiring wisdom and conversation, followed by visionary art, fire spinning, and ecstatic dance to live music by Poranguí & Erothyme. Info HERE.

🌞 Catskill, Sat Jun 21st, 4pm – 10pm. Catskill Summer Solstice Celebration.
Celebrate the longest day of the year at the family-friendly festival filled with special activities, unique shopping, in-store performances, sidewalk activations, and community connection, abundance + renewal. Info HERE.

🏳️‍🌈 Red Hook, Sun Jun 22nd, 10am – 5pm. BeckHook PRIDE.
Kicks off with a parade from Red Hook High School, followed by an all‑day festival featuring live music, drag performances, workshops, games, raffles, food and community activities! Info HERE.

🏳️‍🌈 Saugerties, Sun Jun 22nd, 3pm – 7pm. Saugerties PRIDE Celebration.
Join Friendly Saugerties at The Partition for an all-ages afternoon of music, food, drinks, community, and performances by DJ Fowl Play and Isis Vermouth. Info HERE.

🌞 Woodstock, Sun Jun 2nd, 7pm – 8:15pm. Solstice Sound Ceremony at Euphoria Yoga.
Join a gentle sound journey in Woodstock to honor the seasonal shift with presence and pause—an opportunity for quiet reflection and release. 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 Urana Kinlen

👉 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!