🍂 October in Sullivan County: Fall Festivals, Haunted Nights & Cozy Country Fun

October in Sullivan County is pure magic — golden leaves drifting down winding backroads, crisp mornings by the lake, and that unmistakable mix of cozy and spooky that makes fall in the Catskills so special. Whether you’re here for harvest festivals, haunted trails, or pumpkin-lit nights, the region is buzzing with things to do all month long.

Here’s your guide to October 2025 events in Sullivan County, NY (plus a few gems just over the border in Honesdale, PA).

🎃 Fall & Halloween Events

Peace, Love & Pumpkins at Bethel Woods

📍 Bethel Woods Center for the Arts | Oct 11–27
The Catskills’ most dazzling Halloween walk returns this year! Wander through a glowing trail of thousands of hand-carved jack-o-lanterns, massive pumpkin sculptures, and themed light displays. It’s equal parts enchanting and eerie — a must for families, date nights, and anyone who loves the Halloween spirit.

Barryville Pumpkin Fest

📍 Barryville, NY | Oct 12
A community favorite! Celebrate all things pumpkin with costume contests, local crafts, bake-offs, and a good old-fashioned scarecrow competition. Don’t forget to grab a homemade treat and stroll along the Delaware River while you’re there.

Dark Forest Fright Walk at Burn Brae Mansion

📍 Glen Spey, NY | Various Nights in Oct
Looking for something a bit scarier? Head to the historic Burn Brae Mansion for a guided haunted forest walk. Expect eerie lighting, jump scares, and plenty of spine-tingling atmosphere — all set against one of the most haunted properties in the Catskills.

Carlirium: A Haunted Carnival Cabaret

📍 Hurleyville Performing Arts Centre | Oct 10
Step right up for a night of theatrical mischief! This unique cabaret combines live music, dance, and spooky storytelling — think vintage carnival meets Tim Burton dreamscape. Perfect for a night out with friends.

🍁 Food, Wine & Fall Flavors

Oktoberfest at Roscoe Beer Company

📍 Roscoe, NY | Dates vary through October
Raise a stein to fall! The Roscoe Beer Company hosts its lively Oktoberfest weekends with live music, games, bratwurst, pretzels, and local brews. It’s the perfect stop after a scenic leaf-peeping drive through the western Catskills.

🌻 Community & Family Fun

Cochecton Youth Commission Fall Festival & Trunk or Treat

📍 Cochecton Town Hall | Oct 25
Bring the whole family for a fun-filled afternoon of games, crafts, food, and of course — candy! A great small-town event that captures the friendly spirit of the Sullivan Catskills.

Narrowsburg Farmers’ Market

📍 Downtown Narrowsburg | Saturdays through October
Catch the final few weeks of the Narrowsburg Farmers’ Market before it wraps up for the season. Pick up local produce, baked goods, and handmade crafts while enjoying views of the Delaware River.

🌲 Just Across the Border: Honesdale, PA Highlights

For those who don’t mind a short, scenic drive, there’s plenty happening just over the border in Honesdale, Pennsylvania — a charming historic town with a strong arts and food scene.

  • Autumn Dinner TrainDates Vary: Take a nostalgic ride through Wayne County’s fall landscape while enjoying a locally prepared dinner aboard the train.

  • Wayne County Arts Alliance ExhibitOpens Oct 9: New art exhibitions debut at the WCAA Gallery downtown — perfect for a quiet cultural afternoon.

  • Harvest & Halloween FestivitiesThroughout October: Downtown Honesdale lights up with small-town charm, pop-up markets, and costumed fun.

🍂 Make the Most of Fall in the Catskills

If you’re planning a trip this October, be sure to:

  • Book early! Events like Peace, Love & Pumpkins and the Bethel Woods Food & Wine Festival often sell out.

  • Take a scenic drive along Route 97 for some of the best foliage in New York.

  • Explore local eats — try brunch in Livingston Manor, dinner in Callicoon, or cider tastings near Jeffersonville.

  • Stay cozy — unwind after your adventures at one of our Casskell Stays homes, complete with firepits, saunas, and lake views that shine this time of year.

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