Fall in Sullivan County means hayrides, cider donuts, and fields of orange waiting to be explored. We’ve rounded up our favorite local pumpkin-picking spots — from family farms to festive fall getaways.

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

At Casskell Stays, we love partnering with local makers who bring the heart of Sullivan County straight to our guests.

Whether you’re planning a weekend getaway or already enjoying the Catskills, fall is the perfect time to soak in everything Sullivan County has to offer.

Whether you’re planning a day trip, a weekend getaway, or just craving a seasonal adventure, this cider tour is the perfect way to experience fall in Sullivan County.

Callicoon, New York, is a hidden gem in Sullivan County that makes for the perfect weekend escape. With its mix of small-town charm, scenic beauty, and a surprising amount of things to do, Callicoon has become a favorite destination for travelers looking for both relaxation and adventure.

September in Sullivan County is a season of transition, from picking your first apple of the season to raising a stein at Oktoberfest, there’s no better time to experience the Catskills.

Back-to-school season is here, and in Sullivan County, it’s more than just pencils and notebooks—it’s an opportunity to shop local, discover one-of-a-kind finds, and support the small businesses that make our community so special.

Summer in Sullivan County has its own kind of magic — shimmering lakes, trails that lead to hidden views, and small towns full of charm. Before fall sweeps in, here are some last-minute adventures to check off your list.

Tucked within the beautiful landscape Damascus, Pennsylvania, the Farm Arts Collective is a one-of-a-kind hub where farming, theatre, food, and ecology intersect to nourish both the land and the soul!

Whether you're a local looking for weekend plans or visiting the Catskills for the first time, these upcoming events offer the perfect way to soak up summer before the season fades. Keep reading to discover what’s happening around the county this August!

Whether you’re exploring the Catskills on a warm afternoon or capping off a lakeside day with a sweet treat, Sullivan County has no shortage of spots serving up classic cones, small-batch scoops, and over-the-top sundaes.

Here are some of our favorite ice cream shops across the county, the perfect way to cool down on a hot summer day.

While the fireworks may be over, the Catskills are just heating up with a full lineup of live music, local theater, outdoor adventures, family fun, and creative markets.

Here’s your 2025 guide to Fourth of July events and activities across Sullivan County:

Looking to escape the usual tourist stops and discover something special? Sullivan County is filled with unique places that don’t always make it onto the typical travel guides

Father’s Day is the perfect time to treat Dad to a meal he doesn’t have to cook himself. Whether he’s a backyard BBQ king or just a burger enthusiast, these Sullivan County spots serve up juicy, flavorful, and downright satisfying burgers that get the dad stamp of approval.

☀️ Headed to the Catskills this summer? Don’t forget to pack the essentials! Whether you’re hiking forest trails, lounging lakeside, or exploring charming small towns, this list has you covered. 🏕️🧳

June in Sullivan County means fresh air, vibrant small-town celebrations, and unforgettable experiences. Whether you’re here for a weekend or an extended stay, this month is packed with things to do—from live music and food festivals to quirky parades and community workshops.

If you're wandering through the scenic roads of Sullivan County, make sure to plan a stop in the cozy village of Jeffersonville — and more specifically, at a local treasure known as Cuppie Cake Desserts. This charming bake shop is more than just a place for treats; it’s a warm, welcoming experience baked right into the heart of The Catskills.