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🎉 Dutchess County in August 2025: Summer Finale Seize the Fun!

Things To Do Debbie Allan July 28, 2025

August is your last chance this summer to soak up all that Dutchess County has to offer—from lively festivals and scenic hikes to family escapades and trendy evening hot spots. Let’s make the most of it!


🎪 Festivals & Outdoor Fun

Dutchess County Fair

📅 Aug 19–24, Rhinebeck
Jaw-dropping rides, livestock shows and Grandstand concerts—Cheap Trick (Aug 20), “Get the Led Out” (Aug 21), and more—light up the evening skies.

Hudson Valley Hot‑Air Balloon Festival

📅 Aug 29–31, Beacon
Experience morning and evening launches with over 100 balloons, plus sunrise yoga in a stunning setting.

Barton Orchards Sunflower Festival

📅 Aug 23–25 & Aug 30–Sept 1, Poughquag
Hayrides through 100,000 blooms, petting zoo, Slip‑n‑Slide, live music, cider donuts and a farm taproom—perfect summertime bliss.

Thunderbird Farms Sunflower Festival

📅 Aug 3, Goshen
Includes flower-picking, DJ karaoke, food trucks, face-painting and local brews—fun for all ages.

Tin Barn Brewing Block Party

📅 Aug 10, Chester
70 breweries, 150+ beers, lawn games and live music at Sugar Loaf Performing Arts Center—a brew lover’s paradise.


🌄 Parks, Hikes & Historic Trails

  • Staatsburgh State Historic Site – Aug 1 & 10 guided hikes explore hidden landscapes of this Gilded Age estate.

  • Ferncliff Forest (Rhinebeck) – Free 4-mile trails, observation tower climbs with panoramic Hudson Valley views.

  • Carnwath Farms Historic Site (Wappinger) – 100-acre estate with walking trails, Sports Museum, carriage house and chapel.

  • Madam Brett Homestead & Park (Beacon) – Historic house, boardwalks along Fishkill Creek, waterfall, and wildlife viewing.


🏡 Farms, Markets & Refreshments

  • Fishkill Farms (East Fishkill) – U-pick blueberries, peaches, cider donuts, and scenic orchard strolls.

  • Chaseholm Farm Creamery (Pine Plains) – Meet the cows, taste raw milk cheeses, and enjoy the pastoral scenery.

  • DuBois Farms (Highland) – Aug 16–17 features a classic car show, Tiny Town kids’ play area, live music, and farm-fresh food.


🌃 Evening Hot Spots & Nightlife

  • Indulge (Poughkeepsie) – Pioneer After Party with late-night cocktails and dancing (Aug 30, 10 pm–2 am).

  • Megabrain Comics (Poughkeepsie) – Weekly queer/trans game nights with a fun and inclusive board gaming crowd.


🍽️ Trendy Restaurants & Tasting Gems

  • Tin Barn Brewing (Chester) – Delicious in-house brews and rotating food trucks at their block party (Aug 10).

  • Millbrook Vineyards & Winery – Friday night food trucks and live music make for a perfect casual dinner setting.

  • Mohonk Mountain House – Aug 30 wine-pairing dinner offers a farm-to-table feast paired with local vintages.


🧒 Kid‑Friendly Adventures

  • All festivals mentioned above feature kid-friendly activities like hayrides, animals, face-painting, and more.

  • Stony Kill Foundation’s Butterflies & Blooms – Aug 16 evening event includes butterfly wagon rides, music, and monarch exploration.

  • Millbrook Vineyards – Relaxed setting with food trucks and grassy areas, great for a family evening out.


🎒 Back‑to‑School Prep — End‑of‑August Edition

  1. Set routines early: Begin shifting bedtimes and wake-up times around August 20.

  2. Weekend farm markets: Pick up healthy lunchbox staples and snacks while supporting local growers.

  3. “Friends & Gear” swap: Host a neighborhood exchange for backpacks, supplies, and lightly used clothes.

  4. Plan a last‑hurrah outing: Try one final hike at Ferncliff Forest or picnic at Carnwath Farms.

  5. Prep for first-day photos: Choose a scenic backdrop like a historic site or sunflower field.


🔑 Quick Points of Interest

  • Staatsburgh: Gilded‑Age mansion with gorgeous views.

  • Ferncliff Forest: Tower views and shaded trails.

  • Carnwath Farms: Museum, history, and room to roam.

  • Madam Brett Homestead: Walkable, scenic and steeped in Dutchess County history.


⏰ Final Tips

  • Book tickets early—fairs and balloon festivals tend to sell out!

  • Pack sunscreen, hats and refillable water bottles.

  • Dress in layers—mornings can be cool, but afternoons heat up fast!

  • Keep a fold-up chair or blanket in your car—you’ll want it for music nights and field picnics.


📚 Sources

 

 

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