Where to Go Pumpkin Picking Around Sullivan County, NY
There’s something magical about the arrival of fall in the Catskills — the crisp air, the scent of woodsmoke, and the sight of orange pumpkins dotting the fields. Whether you’re planning a cozy weekend getaway, a family outing, or just want that perfect front-porch pumpkin, Sullivan County and its neighboring areas are full of charming farms that make autumn feel extra special.
Here are some of the best places to go pumpkin picking this season — all within or near Sullivan County, New York.
🎃 Cunningham Family Farms – Swan Lake, NY
Just a short drive from Livingston Manor and Liberty, Cunningham Family Farms is Sullivan County’s go-to destination for fall fun. This family-run farm offers everything you could want in an autumn day out — a sprawling pumpkin patch, hayrides through the countryside, a 4-acre corn maze, and plenty of photo ops among the hay bales and colorful displays.
Little ones can enjoy the barnyard games, gem mining, and hay bale pyramid, while adults can relax with seasonal treats and enjoy the crisp country air. It’s the kind of place that makes you feel like a kid again.
📍 233 Hurd & Parks Rd, Swan Lake, NY
🌐 cunninghamfamilyfarms.com
🍂 Maples Farm – Middletown, NY
While just outside Sullivan County, Maples Farm has been a fall favorite for generations. Known for its pick-your-own pumpkin patch, pony rides, and cozy farm vibe, this spot is perfect for families looking for a laid-back day. Don’t forget to check out the pedal carts, farm animals, and corn boxes before you head home with your pumpkins.
📍 749 Route 17M, Middletown, NY
🌾 Saunderskill Farms – Accord, NY
A short drive from western Sullivan County, Saunderskill Farms is one of the oldest family-run farms in the region, dating back to the 1600s! Their fall season includes pumpkin picking, hayrides, and a scenic market filled with baked goods, fresh cider, and local produce. If you’re looking for a mix of history, charm, and autumn color, this farm delivers.
📍 5100 Route 209, Accord, NY
🌐 saunderskill.com
🍁 Kelder’s Farm – Kerhonkson, NY
If you’re willing to venture just beyond the county line, Kelder’s Farm offers one of the most festive fall experiences in the Hudson Valley. The farm’s Fall Harvest Celebration features pumpkin picking, hayrides, a corn maze, petting zoo, mini golf, and even a giant slide. It’s a perfect spot for making a full day of it — and their farm market is packed with fresh produce, cider donuts, and homemade ice cream.
📍 5755 Route 209, Kerhonkson, NY
🌐 keldersfarm.com
🧡 Nearby Options Worth the Drive
If you’re up for a scenic fall drive through the Hudson Valley, a few other farms nearby offer pumpkin picking with their own unique twist:
Hurds Family Farm (Modena, NY) – Pumpkin and apple picking, zip lines, hayrides, and cider slushies.
DuBois Farms (Highland, NY) – Family-run u-pick orchard with pumpkins, apples, and a charming tavern.
Apple Ridge Orchards (Warwick, NY) – Picture-perfect fields and pumpkins in every shape and size.
🍎 Make a Day of It
Pair your pumpkin-picking adventure with a stop at one of Sullivan County’s scenic overlooks, cozy cafés, or farm-to-table restaurants. After a day in the fields, head to a local brewery or cider house to toast the season — the perfect Catskills day trip.
Pro Tip: Visit early in the day to beat the crowds and get the best pumpkins, and don’t forget your camera — the golden fall light makes for incredible photos!
✨ Plan Your Perfect Fall Getaway
Sullivan County is at its most beautiful in autumn — and pumpkin picking is just the beginning. Whether you’re staying lakeside, tucked in the woods, or exploring one of our small towns, the season brings endless ways to celebrate fall.
For more local travel guides, cozy stays, and Catskills inspiration, follow Casskell Stays on Instagram and explore our latest blog posts for upcoming events and hidden gems across the county.
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