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three women of different ages sitting together like two daughters and two mothers with the "Upstate Weekend Plans" text written across the Hudson Valley, NY photo.

What to Do in the Hudson Valley This Weekend May 9 – May 11

By inside + out | May 7, 2025

Mother’s Day Weekend is blooming across the Hudson Valley! From tulip fields in full glory to flea markets, hands-on workshops, art walks, wellness fairs, and Earth-loving celebrations—there’s a little something for everyone to enjoy. Whether you’re planning a day with Mom or just soaking up spring, these local gems are worth the wander.

🌷 Kerhonkson, Fri May 9th – Sun May 11th, 10am – 6pm. Hudson Valley Tulip Festival at Kelder’s Farm.
Experience peak bloom at Farm, where over 600,000 tulips in 50+ vibrant varieties span more than 10 acres of breathtaking spring beauty! Info HERE.

👢Woodstock, Fri May 9th, 6pm – 9pm. Honky Tonk Happy Hour at Station Bar & Curio.
Honky Tonk Happy Hour rides again with live music + happy hour pricing ‘til 9pm! Info HERE.

⚒️ Hillsdale, Sat May 10th + Sun May 11th, The Workshop Experience Weekend presented by Hillsdale Workshop Alliance.
Learn fiberworks, writing + storytelling, paper crafting, blacksmithing, bonsai, singing, botanical dyeing + more! Info HERE.

🌸 New Paltz, Sat May 10th + Sun May 11th, Mother’s Day Apple Blossom Market at Twin Star Orchard.
Celebrate Mother’s Day at the Apple Blossom Market with 30+ local artisans, craft food and drink, and blooming orchard views—perfect for gift shopping, lunch, and making memories. Info HERE.

💐 Accord, Sat May 10th, 10am – 12pm. “Dutch Masters” Arranging Workshop at Sea Change Farm.
Learn to create a lush, Dutch Masters–inspired spring flower arrangement bursting with tulips, ranunculus, poppies + more. Info HERE.

🌱 Newburgh, Sat May 10th, 10am – 5pm. Spring into Newburgh Festival.
A vibrant day of community, movement +  art in downtown Newburgh, featuring a 5K, farmers market, wellness fair, outdoor art market, bike rides and local shopping + dining. Info HERE.

🛍️ Hudson, Sat May 10th + Sun May 11th, 10am – 5pm. Basilica Farm & Flea.
A beautifully curated market featuring local makers, artisans + sustainable brands. Info HERE.

🌍 Kingston, Sat May 10th, 11am – 5pm. Kingston Earth Fair at T.R. Gallo Park.
Enjoy live music + performances—including Arm of the Sea Theater —alongside kids’ activities, face painting, a solar-powered merry-go-round, boat rides + local food vendors. Info HERE.

🧀 Hudson, Sat May 10th, 11am – 1pm. Book Signing + Tasting With Rachel Simons at Talbott & Arding.
Rachel Simons, co-founder of Seed + Mill, will speak at her book signing of the debut of “Sesame: Global Recipes & Stories of an Ancient Seed.” There will also be tasting + celebrating! Info HERE.

👗 Beacon, Sat May 10th, 12pm – 3pm. BeaChic Clothing Swap at BeaHive.
Swap gently loved clothes, shoes, and accessories for new-to-you treasures at this free, community-powered closet refresh event. Info HERE.

🦞 Millbrook, Sat May 10th, 1pm – 5pm. Mother’s Day Lobster Sliders + Chardonnay Pairing at Millbrook Vineyards & Winery.
Celebrate National Chardonnay Day + Mom by sipping and savoring at a Hudson Valley winery, set against the stunning Catskill Mountains. Perfect for a springtime picnic or a relaxing afternoon. Info HERE.

🎏 Staatsburgh, Sat May 10th, 3pm – 4pm. Japanese Children’s Day Celebration at Staatsburgh State Historic Site.
In celebration of Mother’s Day, families are invited to decorate koinobori kites—colorful carp-shaped streamers traditionally flown in Japan for Children’s Day to symbolize love, strength, and wishes for a healthy, happy future. Take one home to fly or display as a shared act of care and connection. Info HERE.

🎸 Kingston, Sat May 10th, 8pm. Spaghetti Eastern Music at Night Swim.
Experience an eclectic and mesmerizing night of acid jazz, funk-fired guitar, and intimate vocal ballads from a real-life sorcerer of sound with a beat unmistakably his own. Info HERE.

🪈Hudson, Sat May 10th, 8pm – 11pm. Raga Space at Park Theater Hudson.
Enjoy an evening of North Indian classical music with a sound bath opening. Info HERE.

🌷Millbrook, Sun May 11th, 10am – 11:30am. Mother’s Day Curator’s Tour at Innisfree Garden.
Join landscape curator Kate Kerin for a lively tour exploring a unique blend of Modernist, Romantic, Chinese, and Japanese garden design. 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.

👉 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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