Fall & Winter Getaways
Fall & Winter Getaways
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Unique Fall & Winter Getaways in the Hudson Valley

Albany

Morgan State House guest room
Morgan State House Inn

The Morgan State House Inn, housed in a restored 1884 New York style mansion, is located on a quiet, tree-lined residential street overlooking Washington Park. The historic park, with leaf-covered paths and vibrant trees, is a go-to spot in city of Albany for fall foliage. Each guestroom in the historic brownstone is unique, but several feature cozy fireplaces and stunning views of Washington Park. The urban inn is located minutes away from downtown Albany, so experience all the city has to offer during your autumn getaway.

393 State Street, Albany, NY 12210
(888) 427-6063 • https://statehouse.com/

Columbia

Wm. Farmer and Sons

Wm. Farmer and Sons is part of The Handmade Hospitality® Group, which provides a variety of unique experiences on Front Street in Hudson, NY. Whether you're looking for a romantic getaway, a family trip with the baby (and the dog too) or a more apartment-like suite for a longer stay, we have just the room for you. Explore each space, room and the stories that inspired them below.

20 South Front Street, Hudson, NY 12534
(518) 828-1635 • https://www.wmfarmerandsons.com/stay

Inn at Silver Maple Farm

Tucked away in the sweet spot where the Hudson Valley meets the beautiful Berkshire foothills, the Inn at Silver Maple Farm is one of the premiere bed and breakfasts in upper Columbia County in upstate New York. We offer eleven well-appointed guest rooms, each with its own private bathroom. Newly remodeled with a fresh Euro pastoral color palette and weathered patinas, our guests are transported to a rustic countryside retreat. Our spacious post and beam Inn creates an aura of timelessness as you enjoy all that a country get-away is meant to be. Fine dining, art, music, dance, wineries, and beautiful countryside strolls await you.

1871 State Route 295, East Chatham, NY 12060
(518) 781-3600 • https://www.silvermaplefarm.com/

Little Cat Lodge

A new mountainside getaway, nestled at the foot of Catamount. Lovingly reimagined in 2022 but designed to feel like they’ve always been this way, our 14 rooms including 2 suites merge the rustic charm of an alpine lodge with the magic of mid-century Berkshires to offer warming shelter in any season.

37 Catamount Road, Hillsdale, NY 12529
(518) 660-8338 • https://www.littlecatlodge.com/

Wm. Farmer and Sons guest room

Dutchess

Dutchess Roundhouse Beacon
The Roundhouse

Further south along the Hudson River, stay at The Roundhouse in Beacon for romantic dinners with waterfall views. Sleep peacefully along Fishkill Creek, and explore downtown Beacon’s abundance of inviting bars and eateries. The hotel’s origins as an 1800s factory create its stunning appearance, which shines from penthouse rooms and luxurious suites. In its restaurant, floor-to-ceiling windows create a one-of-a-kind atmosphere for contemporary American specialties. In addition to showcasing local produce, The Roundhouse highlights Hudson Valley wines, spirits and beer.

2 East Main Street, Beacon, NY 12508
(845) 765-8369 • https://roundhousebeacon.com/

Troutbeck

Find peace and inspiration in Amenia’s Troutbeck, a historic estate hotel in eastern Dutchess County. Conde Nast ranked Troutbeck ranked #11 out of the top 30 hotels in the North East this year. Nestled beneath the Berkshires, this serene escape offers charming suites, cozy common spaces and grounds waiting to be explored. Throughout its history, Troutbeck has hosted notable guests ranging from Dr. Martin Luther King, Jr. and Langston Hughes to Henry David Thoreau and Ernest Hemingway. Michelin-starred executive chef Gabe McMackin celebrates hyperlocal ingredients through elegant meals and special tasting menus. In fact, he was a James Beard Award finalist in 2022. Take a seat in the atmospheric dining room to sample creative, modern dishes alongside an expansive wine list and cocktail menu. Read a book by the fire, practice yoga in The Barns wellness center and ski nearby slopes.

515 Leedsville Rd, Amenia, NY 12501
(845) 789-1555 • https://www.troutbeck.com/

Dutchess Troutbeck
Mirbeau Inn and Spa

Enjoy European mineral baths, cedar saunas, and eucalyptus-infused steam rooms. Mirbeau’s renowned treatments feature seasonal specials, restoring comfort amidst the cold of winter. Dine at Willow by Charlie Palmer to savor satisfying suppers. Enjoy farm-fresh dishes and local craft beverages after feeling refreshed and restored at the spa.

46 W Market Street, Rhinebeck, NY 12572
(877) 647-2328 • https://www.rhinebeck.mirbeau.com/

Greene

Wylder Windham

There's something different about Windham. Located in the Great Northern Catskills, it's a place that families and friends have quietly escaped to for generations in pursuit of natural beauty and outdoor adventures. That's exact what you will find at Wylder Windham! With 20 acres of land and the Batavia Kill running through it, our family-friendly all-season resort is filled with endless opportunities for relaxation and fun. Whether tubing on the river, gathering with friends around the firepit or going skiing at nearby Windham Mountain, this is a place that captures the nostalgic spirit of the Catskills and celebrates the timeless pleasures that this land has to offer.

19 Route 296, Windham, NY 12496
(518) 734-4510 • https://www.greatnortherncatskills.com/hotelsmotels/wylder-windham

Wylder Windham room decor

Orange

Cedar Lakes Estate
Cedar Lakes Estate

RESERVE ONE OF OUR COZY COTTAGES FOR A WINTER ESCAPE - Cedar Lakes Estate offers 500 acres of winter wonderland for you to explore. Come stay for a long weekend, or grab a seat at one of our Saturday Suppers. Whether just for a toast by the fire, or for a long weekend in the woods, we’d love to have you! Just show up, we’ll take care of the rest. Every day is packed with complementary activities to keep you warm, such as:

  • Snowshoeing + sledding (when weather permits)
  • Hiking trails
  • Bonfires, board games + old school Nintendo

1 Team USA Way, Port Jervis, NY 12771
(845) 533-3328 • https://www.cedarlakesestate.com/winter-getaways/#apres

The Thayer Hotel

Seated on a hilltop in Upstate West Point, NY, with commanding views of the Hudson River and the United States Military Academy, The Historic Thayer Hotel at West Point has been a national treasure since opening in 1926. Visited by past U.S. Presidents, international leaders and celebrities alike, this hotel is like no other in the world. Come and discover a captivating blend of over 200 years of military history combined with a full array of modern comforts and amenities. Relax and recharge in 151 beautiful guest rooms and suites, including two magnificent Presidential Suites and 22 Executive Suites. Host a memorable meeting, wedding or special event in one of ten impressive event venues. Savor distinctive dining options, including MacArthur’s Riverview Restaurant and Zulu Time Rooftop Bar and Lounge, the only rooftop bar between New York City and Albany.

674 Thayer Rd, West Point, NY 10996
(845) 446-4731 • https://www.thethayerhotel.com/

La Colina

The country estate is situated on a 46 acre hilltop with views of the “black dirt” farms below. As a guest, you will have access to the pool, the Stables which have been converted to a living space & game room, the Meadow for BBQs and dinners, nightly fires to roast marshmallows and the Potting Shed for your morning coffee. Complimentary continental breakfast served in the Potting Shed.

2707 NY-17M, New Hampton, NY 10958
(845) 861-0082 • https://www.lacolina-ny.com/

Putnam

West Point Foundry Bed & Breakfast

Newly restored National Historic Landmark on private 9-acre estate across from West Point Military Academy. Luxury service, hot tub, fire pit, movie theater, library and pool table. Porch with panoramic views of the Hudson River. Easy 5 minute walk to Cold Spring restaurants, shops and train station. Convenient to Magazzino, Boscobel and HV Shakespeare Festival.

20 The Blvd, Cold Spring, NY 10516
(845) 666-7159 • https://www.westpointfoundrybedandbreakfast.com/

 

West Point Foundry Hall with original Federal banister
Hudson House River Inn

Built in 1832 and operated as a hotel since then, the Hudson House River Inn is truly part of Hudson River history. The Hudson House is located on the serene waterfront approximately one hundred feet from the Hudson River in the quaint, antique shopping village of Cold Spring. When at the Hudson House you will indulge in breathtaking views of West Point, Storm King Mountain and the majestic Hudson River and mountains. The inn is currently on the National Register of Historic Places. Whether you visit Hudson House River Inn for a long weekend, a romantic dinner for two, or for a private function, we are sure Hudson House will leave a lasting memorable impression.

2 Main Street, Cold Spring, NY 10516
(845) 265-9355 • https://hudsonhouseinn.com/

Comfort Inn Brewster

Located in eastern Putnam County and close to skiing, hiking, shopping, bird watching and more. Make yourself at home in one of the guestrooms featuring refrigerators and flat-screen televisions. Conveniences include desks and complimentary weekday newspapers. A complimentary breakfast is included.

7-11 Peach Lake Road, Brewster, NY, 10509
(845) 582-0688 • https://www.choicehotels.com/new-york/brewster/comfort-inn-hotels/ny764

 

Rensselaer

Gardner Farm Inn room
La Perla Restaurant & Country Inn

Located in Averill Park, La Perla Restaurant & Country Inn is just a short commute from Albany and Troy, NY, yet far enough in the country that one can savor the sweet smell of fresh air and delight in the pleasing sights of Rensselaer County’s rolling hills. Twelve comfortable guest rooms beckon weary travelers from around the world. The old Gregory Inn estate is located in upstate New York, west of the Berkshires. The town of Sand Lake is the center of the historic patroon region, an area once owned by Stephen Van Rensselaer.

3016 NY Highway 43, Averill Park, NY 12018
(518) 674-3774 • www.gregoryhouse.com

Gardner Farm Inn

The Garden Farm Inn is a beautiful bed and breakfast in a historic home in Troy, NY. The home has been lovingly restored/renovated into a very warm, inviting place to kick back & relax. Each of the five guest suites has its own private bathroom, some featuring clawfoot tubs. Fresh baked snacks & a cold drink on the porch are a great way to spend an afternoon. Enjoy a peaceful night sleep in a comfy bed, & wake up to a full breakfast in the country kitchen or dining room. Free WiFi & off-street parking is included.

59 Brunswick Road, Troy, NY 12180
(917) 509-5110 • www.gardnerfarminn.com

 

Rockland

Bear Mountain Inn & Overlook Lodge

For a great fall or winter getaway, visit Bear Mountain Inn & Overlook Lodge in Rockland County. Open year-round, Bear Mountain Inn is a “Fall & Winter-Lover’s” paradise that features an array of outdoor activities including hiking, ice skating, cross-country ski trails, sledding, and more. Listed on the National Register of Adirondack Architecture in America, the Bear Mountain Inn & Overlook Lodge has the distinction as being one of the finest catering, wedding, and honeymoon destinations in the Hudson River Valley.

OKTOBERFEST 2022 Returns! Be sure to plan your weekend getaway at Bear Mountain Inn this fall!

3020 Seven Lakes Drive, Bear Mountain, NY 10911
(855) 548-1184 • https://visitbearmountain.com/

Bear Mountain Inn exterior view
Casa Hudson porch
Casa Hudson - Your Romantic Weekend Getaway

This artistically restored villa has sweeping views of the Hudson River and spacious rooms. A modern interpretation of the bed and breakfast, all the rooms have combination locks, private baths, and free WiFi, no TV, and a lot of artwork to inspire conversations and creativity. Easily walk to downtown Haverstraw where you’ll experience an eclectic variety of diverse cuisines and riverfront views.

34 First Street, Haverstraw, NY 10927
(845) 219-1698 • www.casahudsonny.com

Hotel Nyack - JDV by Hyatt

For a quick, fall or winter weekend getaway, stay at Hotel Nyack and discover a chic, urban oasis-type destination only 19 miles outside of Manhattan. Once an industrial landmark, the hotel has transformed into a sleek and vibrant space with vaulted ceilings, local artwork, and bespoke amenities. The hotel features rooms with vaulted ceilings, comfortable beds, and balcony views of the Hudson River. Dine at the hotel's newly re-envisioned restaurant - FARM - that features locally sourced ingredients and flavors. Hotel Nyack is less than a mile from downtown Nyack, so visitors can walk and experience Nyack’s established art and culinary scene, as well many other regional attractions.

400 High Ave, Nyack, NY 10960
(845) 675-8700 • https://www.hyatt.com/en-US/hotel/new-york/jdv-hotel-nyack/lgajn

Ulster

Wildflower Farms

Featuring 65 bespoke accommodations tucked beneath sweeping tree canopies, or within low-lying wildflower fields, natural landscapes on 140 acres on the Shawangunk Ridge. The expansive surrounding grounds include orchards and a namesake farm, indoor and outdoor venues serving source origin cuisine, Thistle an Auberge Spa, and miles of hiking trails. Embrace the changing seasons, from the vibrant leaves of autumn to the snow blanketed meadows of winter, as you immerse yourself in unique guest experiences and programming, progressive dining, and wellbeing practices that spark relaxation and renewal.

2702 Main Street, Gardiner, NY 12525
(855) 472-3188 • https://aubergeresorts.com/wildflower-farms/

Ulster County Wildflower Farms
Ulster Urban Cowboy Catskills Lodge
Urban Cowboy Catskills

Mountain lodge in the Big Indian Wilderness. Nestled on 68 acres in the heart of the Catskills, our 28-room boutique hotel is just 2.5 hours from New York City. Enjoy a forest bath in a soaking tub, eat and drink at our award-winning Public House; steam in the Estonian sauna, or just relax by the roaring fire.

37 Alpine Road, Big Indian, NY, 12410
(802) 274-0948 • https://www.urbancowboy.com/catskills/

Buttermilk Falls Inn & Spa

Buttermilk Falls’ extraordinary 75 acre Hudson River estate offers a remarkable selection of lodgings, a world class spa, a farm-to-table restaurant, an organic kitchen garden and orchard, trails and an animal rescue sanctuary.

220 North Road, Milton, NY 12547
(845) 795-1310 • https://www.buttermilkfallsinn.com/

Westchester

Abbey Inn & Spa

Offering a Leaf peepers package including complimentary cider and caramel apples to enjoy while relaxing on the porch at sunset or by the fire pits.

900 Fort Hill Road, Peekskill, NY 10566
(914) 736-1200 • https://www.theabbeyinn.com/stay/offers/leaf-peepers-package

Sonesta White Plains

Offering guests a Fall Family Fun package which will include a s’mores kit, hot chocolate upon arrival, and a color activity for children.

66 Hale Avenue, White Plains, NY 10601
(914) 682-0050 • https://www.sonesta.com/sonesta-hotels-resorts/ny/white-plains/sonesta-white-plains-downtown

Hotel MTK

For close proximity to leaf peeping and hiking, Fall drinks and food special on rotation all season long at the Hub Restaurant & bar.

1 Holiday Inn Drive, Mount Kisco, New York, 10549
(914) 214-2600 • https://www.hilton.com/en/hotels/lgamkup-hotel-mtk-mount-kisco/

Abbey Inn and Spa firepits