It’s hard to pick a favorite season to visit the mountains — winter, with its cozy nights by the fireplace; spring, with nature bouncing back to life; or summer, with its swimming holes, sunsets, and late-night bonfires. But if we had to, just had to pick, autumn might just take the cake. The foliage in the mountains is always awe-inspiring, and cooler temperatures mean hiking is enjoyable again. (Let’s not forget the pumpkin patches, farm stands, and apple picking either.) It’s also the unofficial beginning of cabin season.
Whether you’re using a trip Upstate to get outside, or just want to hole up for a few days and sit by a fireplace — we’ve got you covered. Here’s some of our favorite cozy upstate cabins we visited (and have yet to visit) this year!
Bearsville Cabin in Woodstock, NY
Built in 1973, this two-bedroom expansive log cabin is filled with a mix of 70’s era furniture, gorgeous rugs and textiles, and timeless cabin touches. Cozy up by the stone fireplace, then take a dip in the wood-clad soaking tub in the master en-suite. Between its super-vibey interiors, great location, and the magical land it’s on, the Bearsville Cabin is one of our absolute favorite places in the world.
The house is walkable to Cooper Lake, less than a mile away; for a more challenging (but very rewarding) hike, head into Woodstock and hike to the ruins of an old hotel at Overlook Mountain. For meals, grab breakfast or provisions at the very cute Cub Market two minutes from the house — or Woodstock to check out Shindig for lunch, Sylvia for dinner, and Early Terrible for a drink. Or, simply stay at the house to enjoy your own stream and pond — we won’t judge.
A-Black A-Frame in Kerhonkson, NY
No detail has been spared in this updated mountain chalet that you’ve definitely seen all over Instagram (and for good reason!) A mix of vintage and modern decor lie under soaring eaves in each sun-soaked room. A cozy living room with a fireplace, and large dining table, provide ample space to gather for groups of friends or a family.
During your stay, pick up provisions at Saunderskill and Davenport Farms. To enjoy some time outdoors, the somewhat-challenging hike at Sam’s Point Trail in Minnewaska State Park is well worth the effort, with great views, a waterfall, ice caves, and blueberry fields. After the hike, reward yourself at nearby breweries Rough Cut and Arrowood, then stop into Westwind Orchard in Accord for great local cider and wood-fired pizza.
Poko Lodge in Roxbury, NY
⟶ BOOK IT HERE ⟵
Located in one of the most beautiful parts of the Catskill Mountains, this contemporary A-frame style home is centrally located to ski mountains Plattekill and Bellearye mountains, plus unlimited hiking trails. The Poko Lodge is situated on 6 acres of land, including apple trees, blackberry bushes, and wooded trails leading to a natural pond and spring. Enjoy a private setting, on a quiet road, with incredible mountain views.
While you’re visiting, go for a hike at the Shavertown Trail or Kelly Hollow — or rent a bike from Roxbury General to ride the scenic Catskill Scenic Rail Trail. Nearby dining options include The Bull & Garland, Brushland Eating House, and Table on Ten.
Camp Caitlin Treehouse in Beach Lake, PA⟶ BOOK IT HERE ⟵
The third of Camp Caitlin’s incredible offerings in her mini-cabin-empire, this treehouse was recently gut renovated and designed by the owner (whom we love.) Situated on nine private acres, you’ll feel totally secluded and connected with nature in this house that’s wrapped in windows — especially from the clawfoot tub.
The Treehouse is just five minutes into Narrowsburg, with its great boutique shops and restaurants such as The Laundrette and The Heron. Float down the Delaware River via tube, kayak, or canoe with Lander’s River Trips! Check out the Escape Brooklyn guide to Narrowsburg for all our picks in this region.
Solitude Escape in Hobart, NY⟶ BOOK IT HERE ⟵
Get cozy by the fireplace in this contemporary chalet with incredible mountain views. Guests can relish in the lofty, exposed wood ceilings, paired-down Scandinavian-style decor, and varied textiles that create the calming vibes at Solitude Escape. To complete your magical experience, take your morning coffee to the Adirondack chairs that overlook a pond and the surrounding mountains.
Located near hiking trails and back country skiing, this retreat is a short drive away from the small hamlet towns of the Catskills, including Bovina, Bloomville, Delhi, and Hobart. Make sure to check out the town of Hobart, famous for its many bookshops; a meal at The Bull & Garland is also a must. Check out the Escape Brooklyn guide to farm-t0-table restaurants & farmers markets in this area for more ideas!
Valley View Cabin in Margaretville, NY⟶ BOOK IT HERE ⟵
This newly renovated chalet-style cabin is located on a secluded and peaceful 15 acres. Located almost a mile up a private dirt road, on a wooded lot — it’s just you and the deer. Oh, and the fireplace, fire pit, and three bedrooms to sleep you and all of your friends.
Margaretville is the perfect home base to explore the Catskills; it’s super central, and the turnoff point for many of our favorite spots in Delaware County stays listed here — including Roxbury, Hobart, Andes, and Bovina. While you’re in town, check out the newly opened Ark Bowl for bowling and BBQ, or take a scenic train ride on the Delaware & Ulster Railroad.
Deer Run Chalet in Roxbury, NY⟶ BOOK IT HERE ⟵
Connect with nature at all times at the beautiful Deer Run Chalet. Its open living room with a sunken fireplace is delightful; meanwhile, cathedral ceilings surrounded by large windows connect visitors with nature at all times. Whether you’re lounging or entertaining, take advantage of the regions’ many farm stands, and cook your own farm-to-table meal in the beautiful kitchen. (You can use this guide to restaurants & farmers markets in this area for guidance!)
While you’re visiting, go for a hike at the Shavertown Trail or Kelly Hollow — or rent a bike from Roxbury General to ride the scenic Catskill Scenic Rail Trail. We loved cooking in this kitchen, but should you want to venture out, nearby dining options include The Bull & Garland, Brushland Eating House, and Table on Ten.