Peaople climbing a ropes course in the trees with the "Upstate Weekend Plans" text written across the Hudson Valley, NY photo.

What to Do in the Hudson Valley This Weekend Jul 19 – Jul 21

By inside + out | July 17, 2024

Mermaid Festival, Upstate Arts Weekend, Zipline, Swing Dancing, Live music + more! Always something for everyone. Choose your event below…

🎲 Red Hook, Fri Jul 19th, 6pm. Queer + Trans Game Night at Megabrain Comics.
An LGBTQIA+ community meet-up every other Friday at Megabrain Comics. Play board games, eat snacks + have fun! Info HERE.

🎸Marlboro, Fri Jul 19th, 7pm. Moon Boot Lover at The Falcon.
Get ready to dance to funky jams, soulful ballads and be all around blown away! Info HERE.

🎭 Tannersville, Fri Jul 19th, 7pm. Annual LGBTQ+ Midsummer Social with Catskill Mountain Shakespeare.
Pre-show, show and post-show kiki under the stars to have a fun, safe and festive night for all Catskill LGBTQ+ people and their allies! Info HERE.

🎸 Woodstock, Fri Jul 19th, 7:30pm – 10:30pm. Family of Woodstock Pop-Up Benefit Concert featuring Scott Sharrard + Brian Mitchell at Maverick Concerts.
Don’t miss this unique opportunity to experience guitar great Scott Sharrard of Little Feat and long-time member of the Gregg Allman Band. Along with accomplished pianist Brian Mitchell who has played with music legends such as Levon Helm & The Midnight Ramble, Bob Dylan, BB King, and Dolly Parton. Info HERE.

🖼️ Hudson Valley, Fri Jul 19th – Sun Jul 21st. Upstate Art Weekend.
Connective annual event celebrating the cultural vibrancy of Upstate NY. Local arts organizations, galleries, museums, residencies + creative projects including, but not limited to:
🎨Kingston Social @kingstonsocialny
🎨Stone Leaf Retreat @stoneleafretreat
🎨Woodstock School of Art @_woodstockschoolofart
🎨CPW Kingston @cpw_kingston
🎨AR Studio @amanda.russo.rubman
🎨The Lockwood Gallery @thelockwoodgallery1
🎨Hinterland @hinterland.ny
🎨Ravenwood @ravenwoodny
Event Info HERE.

🛍️ Hudson, Sat Jul 20th + Sun Jul 21st, 10am – 6pm. Summer Farm & Flea at Basilica Hudson.
Basilica Farm & Flea blends a timeless flea + farmer’s market with a modern craft fair offering vintage, recycled + handmade items, along with farm-fresh foods. Spanning over 10,000 square feet, it’s a unique, large-scale market. Info HERE.

🚒 Hudson, Sat Jul 20th, 10:30am – 12pm. Water Wars at the Museum of Firefighting.
Join the Greenport Fire Department for Water Wars! Operate a fire hose, compete to fill a barrel + use water-squirting packs like real firefighters. See who will “rain” supreme! Info HERE.

🍺 Hillsdale, Sat Jul 20th + Sun Jul 21st, 11am. Thirsty Cat Festival at Catamount Mountain Resort.
Zipline, climb an aerial obstacle course of ropes + platforms or listen to live music while sipping on craft beers, ciders + wines. Info HERE.

🍷 Marlboro, Sat Jul 20th + Sun Jul 21st, 11am – 8pm. Sangria Festival at Benmarl Winery.
Sangria + food and live flamenco music + dancing lessons. Info HERE.

🧑‍🦼‍➡️Kingston, Sat Jul 20th, 11am. 2nd Annual Disabilities Awareness Parade + Fair.
We should all be visible! Show the world that you support everyone regardless of circumstance living independently in the community. Info HERE.

🧜‍♀️ Sleepy Hollow, Sat Jul 20th, 12pm – 4pm. Inaugural Mermaid Festival + Parade at Kingsland Point Park.
A family-friendly parade on Land + Water, art activities, music, performances, food trucks, a mermaid marketplace, bounce houses, face painting, and more! Info HERE.

🎶 Rosendale, Sat Jul 20th + Sun Jul 21st, 12pm – 7pm. Rosendale Street Festival.
Explore Rosendale’s unique town with 80+ bands across seven stages, vendors, food + drink and more! Info HERE.

🪕 Accord, Sat Jul 20th, 2pm – 9:30pm. Larry & Teresa’s July Jam at Arrowood Farms.
Experience the magic of Americana music with Larry Campbell + Teresa Williams as they host an unforgettable lineup of talented performers in the stunning Hudson Valley. Info HERE.

💃 Red Hook, Sat Jul 20th, 7pm – 9:30pm. Hanger Dance at Old Rhinebeck Aerodrome.
Dress in your best big band/swing or modern attire. Enjoy light fare and sip from a bespoke vintage mobile Citroen wine bar. Dance the night away or just hang out with friends. Info HERE.

🍿 Pine Hill, Sat Jul 20th, 8:45pm. Belleayre Beach Movie Night: Barbie.
Bring a blanket or rent a chair to watch the movie Barbie under the stars + snacks from the Snackshack! Info HERE.

🏰 Beacon, Sun Jul 21st, 11am. Bannerman Castle Music Concert Series: Jasperoo.
Relax on a boat ride to the historic castle on Pollepel Island in the Hudson River to tour the gardens and castle. Then, attend a concert with duo Jasperoo. Info HERE.

🎶 Montgomery, Sun Jul 21st, 12pm – 5pm. Hudson Valley Homegrown Music & Arts Fest at City Winery HV.
Catch a vibrant summer celebration with live tunes by Reelin’ in the Years – Steely Dan Tribute Band, local artisans, delicious bites + locally produced wines, creating unforgettable moments in the heart of the Hudson Valley! Info HERE.

⚾️ Wappingers Falls, Sun Jul 21st, 2:05pm. HV Renegades’ Copa de la Diversión: Festival Colombiano.
In celebration of Lucha Libre culture, HV Renegades come as the “Fenómenos Enmascarados del Valle de Hudson” or “Masked Phenoms.” Enjoy a day of celebrating the rich blend of Hispanic cultures via baseball providing a blend of fighting spirit + showmanship at the ballpark. 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.