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June in Dutchess County: Your Ultimate Guide to Summer Fun

Things To Do Debbie Allan June 5, 2025

June is a magical time in Dutchess County, NY. The Hudson Valley bursts into full bloom, offering a vibrant mix of outdoor adventures, cultural events, family-friendly activities, and culinary delights. Whether you're a local or planning a visit, here’s your curated guide to the best things to do this June.


🎉 Festivals & Events

Rhinebeck Crafts Festival
June 1–2, Dutchess County Fairgrounds
Explore over 165 artisans showcasing handmade treasures, from jewelry to home décor. Enjoy gourmet specialties, craft demos, and family activities. Rhinebeck Crafts Festival

RevCon 2025: Revolutionary War Reenactment & History Fair
June 14, 11 AM–5 PM, FDR Library & Museum, Hyde Park
Step back in time with reenactments, military camp life exhibitions, and historical presentations. RevCon 2025: Revolutionary War Reenactment & History Fair

Poughkeepsie Pride Parade & Festival
June 14, 11 AM–5 PM, Victor C. Waryas Park
Celebrate diversity with a vibrant parade, live music, and community festivities. Poughkeepsie Pride Parade & Festival


🌿 Outdoor Adventures

Walkway Over the Hudson
Experience breathtaking views on the world's longest elevated pedestrian bridge, connecting Poughkeepsie to Highland. Walkway Over the Hudson

Ferncliff Forest
Hike through 200 acres of old-growth forest in Rhinebeck and climb the 80-foot observation tower for panoramic vistas. Ferncliff Forest

Harlem Valley Rail Trail
Enjoy a leisurely bike ride or walk along this scenic 26-mile trail stretching from Wassaic to Taconic State Park. Harlem Valley Rail Trail


🍽️ Culinary Delights

Shadows on the Hudson, Poughkeepsie
Dine with stunning river views and savor a menu featuring fresh seafood and prime steaks.

Mill House Brewing Company, Poughkeepsie
Relish craft beers brewed on-site paired with innovative American cuisine in a historic mill setting. 

Il Figlio Enoteca, Fishkill
Experience upscale Italian dining with a modern twist, offering an extensive wine list and seasonal dishes. 


🌙 Nightlife & Entertainment

Towne Crier Café, Beacon
Catch live performances ranging from rock to comedy in an intimate setting. Upcoming shows include Willie Nile Band on June 6 and The American Pink Floyd Show on June 7. townecrier.com

The Falcon, Marlboro
Enjoy live music overlooking scenic Marlboro Falls. This venue offers a unique experience where donations support the artists directly. liveatthefalcon.com

Silk Factory, Newburgh
A chic venue hosting live music, brunches, and special events in a renovated industrial space. Silk Factory


👨‍👩‍👧‍👦 Family-Friendly Activities

SplashDown Beach, Fishkill
Cool off at America's biggest little water park, featuring thrilling slides and a lazy river.  SplashDown Beach

Mid-Hudson Discovery Museum, Poughkeepsie
Engage young minds with interactive exhibits and special events like Wellness Wednesdays. Mid-Hudson Discovery Museum

FUNBOX Inflatable Park, Yonkers
Jump into 25,000 square feet of inflatable fun, including obstacle courses and bounce zones. Open June 7–8. hudsonvalley.kidsoutandabout.com


🏞️ Points of Interest

Walkway Over the Hudson
A must-visit for panoramic views and a unique walking experience over the Hudson River. 

Ferncliff Forest
Offers serene hiking trails and an observation tower for nature enthusiasts. 

Harlem Valley Rail Trail
Perfect for biking and walking through picturesque landscapes.


June in Dutchess County is brimming with activities for all ages and interests. Whether you're exploring scenic trails, indulging in culinary delights, or enjoying vibrant festivals, there's something for everyone to enjoy.

 

Note: For the most current information on events and activities, please check the official websites or contact the venues directly.

 

 

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