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10 Fall Getaways Waiting for You in the Hudson Valley

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Photo by Michael Carnevale

Think elegant mid-century modern lodges, handsome former mansions, amazing converted Airstreams, and much more—all right here in the Hudson Valley.

Wylder Windham

Wylder Windham

Photo by Michael Carnevale

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.

Wylder Windham

Photo by Michael Carnevale

INSIDE INFO Resort fee covers nice-to-haves including a welcome beverage, wood-fired hot tub and sauna, fire pits, and electric bikes.

CHECK IT OUT wylderhotels.com or @wylderhotelwind

Woodstock Way Hotel

Woodstock Way Hotel

Photo courtesy of Woodstock Way Hotel

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.

Woodstock Way Hotel

Photo courtesy of Woodstock Way Hotel

Woodstock Way Hotel

Photo courtesy of Woodstock Way Hotel

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.

CHECK IT OUT woodstockway.com or @woodstockwayhotel

Little Cat Lodge

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.

CHECK IT OUT littlecatlodge.com or @littlecatlodge

Related: Little Cat Lodge Is a Mountainside Escape in the Hudson Valley

Bluebird Hunter Lodge

Bluebird Hunter Lodge

Photo courtesy of Bluebird by Lark

Bluebird Hunter Lodge

Photo courtesy of Bluebird by Lark

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.

Bluebird Hunter Lodge

Photo courtesy of Bluebird by Lark

INSIDE INFO On the website, click “guide” on the homepage for a thorough rundown of things to do in Hunter.

CHECK IT OUT bluebirdhotels.com/hotels/the-hunter or @bluebirdhunterlodge

Related: Bluebird Hunter Lodge Is an All-Seasons Escape in the Catskills

Shandaken Inn

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.

CHECK IT OUT shandakeninn.com or @shandakeninn

Autocamp Catskills

Autocamp Catskills

Photo by Matt Kisiday

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.

Autocamp Catskills

Photo by Matt Kisiday

Autocamp Catskills

Photo by Matt Kisiday

INSIDE INFO From April through October, the Premium Basecamp suite couples an airstream with a luxury tent that comfortably sleeps six.

CHECK IT OUT autocamp.com/catskills/ or @autocamp

Related: AutoCamp Catskills Brings Airstream Escapes to the Hudson Valley

Kenoza Hall

Kenoza Hall

Photo by Lawrence Braun

Kenoza Hall

Photo by Lawrence Braun

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.

Kenoza Hall

Photo by Lawrence Braun

INSIDE INFO Plan time to just relax in the Parlor room, a new addition to the main inn anchored by an impressive fieldstone fireplace.

CHECK IT OUT kenozahall.com or @kenozahall

Callicoon Hills

Callicoon Hills

Photo by Read Mckendree

Callicoon Hills

Photo by Read Mckendree

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.

Callicoon Hills

Photo by Read Mckendree

Callicoon Hills

Photo by Read Mckendree

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.

CHECK IT OUT at callicoonhills.com or @callicoonhills

Related: Callicoon Hills Is a Modern Take on an Old-School Catskills Resort

The Chatwal Lodge

the chatwal lodge

Courtesy of the Chapin Estate

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.

the chatwal lodge room

By Tim Williams

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.

CHECK IT OUT thechatwallodge.com or @thechatwallodge

Wildflower Farms

wildflower lodge

Courtesy Wildflower Farms, Auberge Resorts Collection

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.

wildflower lodge

Courtesy Wildflower Farms, Auberge Resorts Collection

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.

CHECK IT OUT Aubergeresports.com/wildflower-farms or @aubergeresorts

On Our Radar

Still more Hudson Valley hotels on the horizon, this year and into next:

James Newbury Hotel
Coxsackie
@jamesnewburyhotelcoxsackie

The Aurum
Mount Tremper
theaurum.com or @theaurum

Hurley House
Hurley
hurleyhouseny.com or @moliving.hurleyhouse

Terrace Motel
Ellenville
terracemotelny.com or @terracemotel

Related: 4 Stunning New Hudson Valley Getaways Made for Natural Escapes

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