Winter Activities in the Catskills: Your Sullivan County Guide
To help you make the most of the season, we’ve rounded up our favorite winter activities right here in Sullivan County and the surrounding Catskills.
🎄 December in Sullivan County: Holiday Cheer & Sweet Treats
Here’s your guide to some of the best events in Sullivan County this December.
🎁 Holiday Shopping Guide: Sullivan County, NY
The best local boutiques, makers, vintage finds, and giftable treasures across Narrowsburg, Callicoon, Jeffersonville & Livingston Manor.
November in Sullivan County: Events You Won’t Want to Miss
Sullivan County offers a variety of events—from community gatherings and art exhibits to family-friendly festivals and local fundraisers. Whether you're planning a weekend escape or keeping things local, here are some standout happenings for November.
🕯️ Haunted Sullivan County: Ghost Stories, Eerie Legends & Spooky Escapes
From eerie mansions to forgotten hospitals, this corner of the Catskills carries centuries of ghost stories whispered through the trees. Ready for a spine-tingling tour?
👻 Spooky Season in the Sullivan Catskills: Haunted & Creepy Adventures for Fall 2025
Sullivan County and its surrounding towns offer plenty of eerie entertainment this Halloween season.
Where to Go Pumpkin Picking Around Sullivan County, NY
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.
🍂 October in Sullivan County: Fall Festivals, Haunted Nights & Cozy Country Fun
Here’s your guide to October 2025 events in Sullivan County, NY (plus a few gems just over the border in Honesdale, PA).
Business Spotlight: The Magic Behind Pam’s Slow Jams
At Casskell Stays, we love partnering with local makers who bring the heart of Sullivan County straight to our guests.
First Signs of Fall in Sullivan County
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.
🍂 Sullivan County Cider Tour: A Taste of Fall
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.
A Weekend in Callicoon, NY: Small-Town Charm in the Catskills
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 Events in Sullivan County
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 in Style: Shopping Local in Sullivan County
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.
Sullivan County Summer Bucket List: Last-Minute Things to Do Before the Season Ends
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.
Farm Arts Collective: Where Farm, Art & Community Flourish
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!
Summer’s Not Over Yet: August Events in Sullivan County
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!
🍦 Chill Out: The Best Ice Cream Spots in Sullivan County to Beat the Heat
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.
July in Sullivan County is far from slowing down!
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.

