The hospitality gurus at Wylder Hotels are at it again—this time opening resort No. 3 just a few minutes away from Windham Mountain. Formerly the Thompson House Resort, today’s Wylder Windham is a sprawling 20-acre compound that spans both sides of Route 296. As far as complimentary guest transport service goes, it doesn’t get much cooler than a restored vintage Land Rover Defender 110 Shuttle. Feeling extra? The Baller Suite in the Main Lodge features double balconies overlooking the pool with sweeping views of the mountain.
INSIDE INFO Resort fee covers nice-to-haves including a welcome beverage, wood-fired hot tub and sauna, fire pits, and electric bikes.
The artsy colony that made Woodstock synonymous with peace, love, and music is hereby reinterpreted—think reclaimed wood, living roof systems, bio-retention ponds and high-efficiency, low-carbon-footprint materials. Options within this amazingly luxe, contemporary property include standard rooms and suites and full-on, multiple-bedroom residences. Woodstock Way has a network of vetted wellness pros on speed dial for massages and private yoga instruction. (Inquire at least a week ahead for best availability.) The babble of the Tannery Brook Waterfall is audible wherever you are.
INSIDE INFO Noteworthy nearby arts events include the Woodstock Writers Festival, the Woodstock Film Festival, the Woodstock Comedy Festival, and the Mountain Jam Festival; links on hotel website.
Perched on the state line between New York and Massachusetts, the 14-room Little Cat Lodge was completely reimagined for 2022 with a mid-century Berkshires vibe. The chill Tavern and restaurant is ideal for casual apres-ski snacks, drinks, and dinner. If you plan to come by train, definitely check with the front desk ahead of time for taxi recs, because you’ll need them. To get your getaway on early, check out the Lodge’s Spotify playlist, a laidback mix of folk, country, and yacht rock tunes curated by team member Jessi Brattengeier, accessible via the website homepage.
INSIDE INFO Spaces that can accommodate special events include a private dining room, open air patio, covered pergola, and restaurant.
Bluebird by Lark is a boutique hotel brand with eight fun, funky locations across the East Coast, including this new one near Hunter Mountain in the Catskills. Accommodations include king and double-queen rooms, or two-bedroom chalets and loft suites with private decks, living rooms, and kitchens. Need a little nudge to plan that girlfriend getaway? Book The Friend Zone, which has two queen bunks (four queen beds). In the A.M., head to nearby Phoenicia to fuel up with breakfast at the Phoenicia Diner.
INSIDE INFO On the website, click “guide” on the homepage for a thorough rundown of things to do in Hunter.
Located in an area world-famous for fly fishing, the recently refreshed Shandaken Inn has 15 unique, rustic-meets-elegant rooms furnished with high-end mattresses, linens, and bath products. Savor the satisfying breakfast served daily from 8–10 a.m. in The Clubhouse Restaurant, perhaps with a workout before or after in the state-of-the-art, Peloton-stocked gym. Video tours of all rooms are available on the website. End the day cozying up with your family (or a great book) on the patio under a blanket.
GOOD TO KNOW Snowshoes in youth and adult sizes are available for rent. If you bring your own winter equipment, there’s dedicated space to store it.
AutoCamp describes itself as an “outdoor boutique hotel” and that hits the nail on the head. Now, the ultracool, mid-century modern accommodations that have been available in other hotpots—like Cape Cod, Yosemite, and Joshua Tree—are bookable in the Catskills. Classic and premium 31-foot airstream suites with spa bathrooms sleep one to three adults or two adults and two kids. Click the “experiences” tab on the website for activities such as nature outings, yoga, and live music.
INSIDE INFO From April through October, the Premium Basecamp suite couples an airstream with a luxury tent that comfortably sleeps six.
What a lovely overnight option if you’re seeing a show at Bethel Woods, just a 10-minute drive away. Between its original building and a seamless addition, Kenoza Hall boasts 22 plush guest rooms with mostly Victorian inspired décor. An additional 10 bungalows are outfitted with custom-designed armoires filled with complimentary snacks, coffee, and teas. The Hemlock Spa offers five different massages, plus free yoga classes.
INSIDE INFO Plan time to just relax in the Parlor room, a new addition to the main inn anchored by an impressive fieldstone fireplace.
Attention, anglers: Five of America’s top trout streams are situated near Callicoon Hills, a chill century-old resort. The historic Boarding House features 65 guest rooms, including three buildings nestled in the trees (the Ridge Rooms) that are a short walk up the hill. Weekend brunch at the Conover Club (open to the public) is the stuff of dreams, with savory takes on French toast, shakshouka, and veggie hash, plus boozy Catskills Irish coffees or spicy breakfast margaritas on hand.
GOOD TO KNOW The Catskill Fly Fishing Center and Museum is on the north edge of Livingston Manor, a charming town about 15 minutes away.
With just 11 rooms, the Chatwal Lodge has the feel of an intimate retreat on the shore of Lake Toronto Reservoir. Many of the furnishings are handcrafted, like lighting made from original barn beams and carved wood bed frames. Chef Jesse Kloskey prepares refined rustic American cuisine using primarily local ingredients and leans on expertise honed in Michelin-starred California restaurants. Afternoon tea in the Timber Lounge from 3–6 p.m. daily includes sandwiches, warm scones, and delicious petit fours along with champagne, port, or sherry.
INSIDE INFO If you’re interested in private or group horseback riding sessions at a nearby horse riding club or riding tracks, a Lodge staff member can arrange.
Rustic woodlands blanketed with native flowers as far as the eye can see, just 90 minutes from Manhattan? Why, yes! Wildflower Farms (Auberge Resorts Collection) in Gardiner, is comprised of a bespoke mix of cabins, cottages and suites, with the latter featuring vaulted ceilings, floor-to-ceiling windows, and a private hot tub. A 40-acre, on-property four-season working farm powers an onsite cooking school. Seasonal lessons taught in two open-format kitchens in the Maplehouse barn may include Forage the Farm, Pickling & Preserving, and Botanical Baking.
INSIDE INFO Unwind with a soak in either of two outdoor hot tubs, or swim in the indoor saltwater pool. Treatments at Thistle, the onsite spa, revolve with the seasons and the harvest.
Still more Hudson Valley hotels on the horizon, this year and into next:
James Newbury Hotel