Elevated Escapes: The Best Treehouses in the Catskills

Plus, Upstate happenings worth the trip— a maple tapping weekend. Sweet.

February 27, 2025

Elevated Escapes

Our curated list of design-forward treehouses in the Catskills blends modern aesthetics with nature—perfect for your next elevated retreat.

Remsen · 1 bedroom · 1 bath

This house’s dreamy location offers a magical escape with a bed that allows you to watch the starry sky while falling asleep.

Jefferson · 1 bed · 1 bath

A wide staircase winds 20 feet up, leading you into the heart of the forest canopy.

Remsen · 2 bedrooms · 1 bath

Cross the majestic suspension bridge to the covered front porch, then turn back to take in the breathtaking forest views. Sip a refreshing drink as you soak it all in before heading down to the yard, where a scenic waterfall cascades into the pond below

Willow · 1 bedroom · 1 bath

The Willow Treehouse is settled among the trees, overlooking a small, swimmable pond, on a wooded property 15min away from the town of Woodstock.

Palenville · 1 bedroom · 1 bath

Complete with a private swimming hole.

Consider this your definitive guide to the most noteworthy happenings Upstate. Each week, we curate a lineup of can’t-miss events worth the journey. Because the best plans aren’t made last minute, we’re thinking ahead, spotlighting experiences weeks (or even months) in advance, so you have plenty of time to rally your crew.

3.8

Alpaca Your Bags at The Arnold House, Livingston Manor
Meet, feed, and mingle with Buck Brook’s fluffiest residents before indulging in a curated market, live music, and seasonal eats in The Barn and Greenhouse.  Go for the alpacas, stay for the après.

3.14 - 3.16

Maple Tapping Weekend at Kenoza Hall, Kenoza Lake (NEW)

Learn the art of identifying and tapping maple trees before gathering for a maple-infused cookout complete with seasonal drinks and roaring bonfires. Tap in. 

3.16

Wild Inside Dinner at Foxfire Mountain House, Mount Tremper

Step into an immersive forest installation and gather around a beautifully set table for a family-style dinner inspired by the changing seasons. Dinner, rewilded.

3.21

Bourbon Barrel Feast at City Winery, Montgomery

A guided five-course dining experience where bourbon takes center stage—expert pairings, craft cocktails, and a menu designed for true connoisseurs. Neat, on the rocks, or paired to perfection.

3.21 - 3.23

Chocolate Lovers Weekend at Mohonk Mountain House, New Paltz
A decadent escape for the true connoisseur—think rich hot cocoa, expert-led chocolate tastings, indulgent desserts, and craft cocktails infused with cacao. Because everything’s better with chocolate.

4.12

Forest Fare at Autocamp Catskills, Saugerties
An adrenaline-fueled day in the woods—axe throwing, open-flame cooking, craft drinks, and live entertainment. Come hungry, leave legendary.

4.26

Hudson Valley Mac and Cheese Fest
Indulge in an afternoon of mac ‘n’ cheese tastings on the grounds of Brotherhood Winery. Over a dozen eateries will be showcasing their versions of the classic comfort dish. Go hungry, leave happy.

Maple Tapping Weekend