2026 Editor’s Picks: What to Do in the Hudson Valley on Jul 17 – Jul 19

Here’s what’s happening around the Catskills in the Hudson Valley. Hot List below…

ALL WEEKEND

🪕 Oak Hill, Fri – Sun. Grey Fox Bluegrass Festival.
One of the Northeast’s premier bluegrass festivals continues through Sunday with internationally acclaimed bluegrass, newgrass + roots musicians, workshops, camping and five days of music in the Catskills. Info HERE.

🎭 Forestburgh, Fri – Sun. Dear Evan Hansen at Forestburgh Playhouse.
The Tony Award-winning musical follows a high school student’s unexpected journey through friendship, belonging + the search for connection in one of Broadway’s most moving contemporary productions. Runs through July 26. Info HERE.

🍷 Marlboro, Sat + Sun, 11am – 5pm. Estate Wine & Cider Tastings at Quartz Rock Vineyard.
Spend a summer afternoon sipping incredible New York State-crafted wines + ciders, taking in mountain views and relaxing at one of the Hudson Valley’s hidden vineyard gems. Info HERE.

🎸 Rosendale, Sat + Sun. Rosendale Street Festival.
Eight stages, more than 100 musical artists, local vendors, food + community spirit fill Main Street during this beloved grassroots festival celebrating music, arts and the heart of the Hudson Valley. Info HERE.

🍺 Milton, Sat + Sun. Summer Festival at Locust Grove Brewing Company.
Celebrate summer with live music, fresh seafood, barbecue, funnel cakes + craft beer during this family-friendly weekend festival at the brewery. Info HERE.

🍇 Marlboro, Sat + Sun. July Sangria Festival at Benmarl Winery.
Celebrate summer with handcrafted sangria and live music at Benmarl’s annual festival overlooking the Hudson River Valley. Info HERE.

🫐 Hudson Valley, ALL weekend! Your Ultimate Guide to the Hudson Valley’s Vibrant Farmers Markets: Spring to Fall.
Your go-to guide to the Hudson Valley’s vibrant Farmers Markets, spring through fall—where fresh seasonal produce, local farms and community come together. Info HERE.

FRIDAY, JULY 17

🎣 Sullivan County, 5:30pm – 6:30pm. Shorts & Sweets for Fans of Fishing and Other Outdoor Activities.
Celebrate summer outdoors with a community gathering featuring fishing stories, local connection + a sweet treat-filled evening. Info HERE.

SATURDAY, JULY 18

🌲 Catskill, 9am – 11am. Forest Walk at Greene Land Trust.
Explore the forests of Greene County during a guided walk focused on forest stewardship, conservation + the ecology of the land with Master Forest Owner Jimmy Bulich. Info HERE.

🛶 Arkville, 10am – 2pm. iSPY Invasive Species Paddle with OCCA at the Catskill Center.
Kayak the Susquehanna River while learning to identify + protect waterways from aquatic invasive species with conservation experts from OCCA and the Catskill Center. Info HERE.

⛲️ Millbrook, 10:30am – 12pm. July Curator’s Tour at Innisfree Garden.
Explore one of the world’s most celebrated gardens during a guided tour with landscape curator Kate Kerin, uncovering the history, design + natural beauty of this National Historic Landmark. Info HERE.

🎩 Woodstock, 2pm – 3:30pm. Alice in Wonderland at Woodstock Playhouse.
Follow Alice down the rabbit hole in this whimsical musical adaptation of Lewis Carroll’s beloved classic. Filled with unforgettable characters—from the Mad Hatter and Cheshire Cat to Tweedledee, Tweedledum, and the Queen of Hearts—this family-friendly production invites audiences of all ages on a magical adventure through Wonderland. Info HERE.

🎨 Montgomery, 4pm – 5:30pm. Artist Talk: Remember When at Wallkill River Center for the Arts.
Join nationally acclaimed artist and exhibition juror Ransome for a conversation with participating artists exploring creative process, inspiration + the stories behind this year’s national exhibition. Info HERE.

👩‍🎨 Kingston, 5pm – 8pm. “All in the Family” Opening Reception at 68 Prince Street Gallery.
Celebrate Accord-based artist Wendy Hollender’s exquisite botanical illustrations at the opening of her new exhibition, featuring works inspired by the beauty, complexity, and diversity of plant families. Info HERE.

🔥 Poughkeepsie, 5pm – 9:30pm. HeartSong: Music Under the Stars at The Grotto.
Live music, community singing + a silent disco around the bonfire come together for a relaxed summer night of connection beneath the open sky. Info HERE.

🎺 Saugerties, 8pm – 10pm. Reggae on the Rocks: The Big Takeover at Opus 40.
Jamaican-born singer Nee Nee Rushie leads The Big Takeover in a high-energy fusion of reggae, rocksteady, ska, soul + global grooves beneath the stars at Opus 40. Info HERE.

SUNDAY, JULY 19

🌿 Kingston, 9:30am – 11:30am. Wendy Hollender Book Signing at Kingston Social.
Meet the botanical artist and pick up a copy of her new hardcover, The Album of Plant Families, while exploring her beautiful illustrations on view at Kingston Social. Info HERE.

🦙 Roscoe, 10am – 11am. Alpaca Yoga at Buck Brook Alpacas.
Stretch, breathe + connect with nature during an outdoor yoga class surrounded by friendly alpacas at this Catskills farm experience. Info HERE.

🍇 Montgomery, 11am. Summer Sip at City Winery Hudson Valley.
Celebrate summer with live music, local wineries + cideries, artisan vendors, lawn games, riverside views, and plenty of food + drinks, with free festival admission and optional VIP tastings for guests 21+. Info HERE.

🍷 Red Hook, 12pm – 4pm. Atlantis Wine Fair at Rose Hill Farm.
Taste 50+ New York wines, ciders + vermouths while meeting the innovative producers shaping the future of the state’s beverage scene, with local food trucks and farm views. Info HERE.

🍽️ Kingston, 2pm – 4:30pm. An Afternoon of Turkish Culture, Cuisine + Conversation at Masa Midtown.
Have Turkish mezes, tea + conversation before a richly illustrated presentation exploring the Ottoman heritage, architecture + cultural treasures of Istanbul with art historian Sevan Melikyan. Info HERE.

Photo by Urana T Kinlen of Rose Hill Farm in Red Hook NY

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