2026 Editor’s Picks: What to Do in the Hudson Valley on May 15 – May 17

From Hudson River ecology sails, vibrant vineyard pours to hundreds of open art studios, barn dances + disco nights, the Hudson Valley is in full spring mode—gardening season is underway and the whole region is buzzing with positive energy at every turn. Hot List below…

🗓️ ALL WEEKEND

🍷 Marlboro, Sat + Sun, 11am – 5pm. Wine + Cider Tastings at Quartz Rock Vineyard and Cider House.
A relaxed tasting experience featuring curated flights of seasonal wines + ciders paired with killer Hudson Valley views in a rustic vineyard setting. Info HERE.

👩‍🎨 Hudson Valley, Sat + Sun, 11am – 6pm. Upstate Art Weekend Open Studios.
A region-wide invitation to step inside 240 artist studios for an intimate look at contemporary practice, creative process + deep connection to place. 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, May 15

🪩 Bearsville, 7pm. Gimme Gimme Disco at Bearsville Theater.
A DJ-led dance party packed with ABBA favorites + nonstop 70s–80s disco hits from icons like The Bee Gees, Donna Summer + Cher for a full night of glittery, high-energy dancing. Info HERE.

💃 Saugerties, 8pm. Colombian Cumbia Party: Yeison Landero at The Local.
A lively night of hypnotic cumbia rhythms, dancing + Colombian musical traditions led by one of the genre’s modern torchbearers. Info HERE.

🗓️ Saturday, May 16

🛍️ Tannersville, 10am – 7pm. Vintage Store Day at Tannersville Antiques + Tannersville Works.
A full day of vintage shopping, giveaways, discounts + Catskills charm celebrating independent shops + sustainable retail. Info HERE.

🌿 Rosendale, 11am – 1pm. Abundance Foraging Workshop at Chicory Naturalist.
A guided spring hike exploring edible plants, practical foraging skills + a fresh “eat the weeds” approach to the season. Info HERE.

🛍️ Kingston, 11am – 4pm. KUBA Spring Fling.
Uptown Kingston’s annual sidewalk celebration brings together local shops, restaurants + community festivities throughout the district. Info HERE.

🤹‍♂️ New Paltz, 12pm – 7pm. 35th Annual Hudson Valley Beltane Festival at Stone Mountain Farm.
A whimsical spring celebration of live music, giant puppets, storytelling, dancing, aerial arts + magical pageantry inspired by myth, nature + community traditions. Info HERE.

⛵ Kingston, 1pm – 3:30pm. Sloop Clearwater Public Sailing at Hudson River Maritime Museum.
A scenic Hudson River sail aboard the historic environmental conservation sailboat championed by Pete Seeger for adventure and hands-on education. Info HERE.

🥃 Kingston. 2pm. – 3:30pm. Edgar Allan Poe Speakeasy at Senate Garage.
Immersive cocktails + theatrical retellings of Edgar Allan Poe’s dark tales transform the historic space into a moody literary speakeasy. Info HERE.

🌸 Woodstock, 3pm – 6pm. Vernal Fling at White Feather Farm.
An afternoon celebrating land, community + springtime with gatherings across the farm’s indoor + outdoor spaces. Info HERE.

🖼️ Saugerties, 4pm – 6pm. surREAL Group Exhibition at Jane St. Art Gallery.
A dreamlike group exhibition of twisted perspectives, strange worlds + imaginative works that blur the boundaries of reality. Info HERE.

✨ Hudson, 6pm cocktails / 7pm dinner. Hudson Hall Gala at Hudson Hall.
An elegant evening of live performances, dinner by Swoon Kitchenbar, art installations + celebration supporting Hudson Hall’s upcoming cultural season. Info HERE.

📸 Kingston, 6pm – 9pm. 2026 CPW Vision Awards Gala at CPW (at 25 Dederick Street locale).
An evening honoring major voices in photography with awards, dinner + fundraising supporting CPW’s programs. Info HERE.

👢 Millbrook, 6:30 – 9:30pm. Spring Barn Dance at Silver Mountain Hay Barn.
A festive evening of cocktails, live music + boot-stomping barn dancing in one of the season’s most anticipated community gatherings. Info HERE.

🗓️ Sunday, May 17

🎶 Kingston, 4pm – 5pm. Tani Tabbal Quartet at The Lace Mill.
A dynamic jazz quartet led by legendary drummer Tani Tabbal—known for collaborations with Sun Ra, Anthony Braxton, Cassandra Wilson + more—bringing together lyrical improvisation, avant-garde energy + decades of boundary-pushing jazz performance. Info HERE.

🤠 West Park, 6:30pm. Spring Fling Line Dancing at The Hudson House & Distillery.
An upbeat night of line dancing, drinks + country-style fun with DoubleDeeDuke at the riverside distillery. Info HERE.

🎻 Woodstock, 7pm. The Mammals with Picnic Committee at Colony Woodstock.
The Hudson Valley folk favorites return to one of their hometown stages for a night of roots music, harmonies + high-energy Americana. Read more about their epic story HERE. Info HERE.

Photo of the historic Hudson River Sloop Clearwater, founded in 1966 by Pete Seeger and fellow activists to “build a boat to save the river” through sailing, music, education + environmental advocacy. Since 1969, the sloop has welcomed more than half a million people aboard and continues to offer Hudson River sailing experiences from spring through fall while carrying on its mission to protect the river.

+ + +

Be sure to visit our Event Calendar HERE for more amazing happenings in the Hudson Valley.

Have a wonderful weekend from Inside+Out Upstate NY!