Catamount Mountain Resort, Hillsdale NY

As temperatures dip below freezing and snow begins to fall, embark on a winter getaway to the Hudson Valley. Whether you’re getting cozy by the fire or heading out on a snow-filled adventure, experience the excitement of the season. 

Ulster County

Trade your normal routine for a serene escape filled with nature, comfort, and wine. Saint Hubert’s Lodge in Marlboro offers luxurious accommodations in a rustic setting located on 165 acres. Warm up by the fireplace or simply relax in your suite. Sip the flavors of the region at Glorie Farm Winery, also in Marlboro. Reserve a fire pit and s’mores package to enjoy as you taste Glorie’s wine by the glass or bottle while taking in impressive views of the Hudson Valley. For a bite to eat, stop by Brix Gastropub—they feature locally sourced and seasonal dishes.

Rockland County

Scenic outdoor exploration at its finest! Walk along the Hudson River at its widest point at Emeline Park in Haverstraw. The park also boasts views of Haverstraw Bay. Looking for a longer walk? Venture out on the Nyack-Haverstraw River Trail, which is five miles long, features river views, and runs from Nyack to Haverstraw. For a stay with beautiful views of the Hudson River, try Casa Hudson in Haverstraw. With artwork in each room and no televisions, Casa Hudson offers a distinct spot to disconnect.

Columbia County

Hit the slopes at Catamount Mountain Resort in Hillsdale. With 42 trails consisting of all difficultly levels, the family-friendly mountain is great for avid skiers and snowboarders, and beginners alike. For a relaxing place to rest after a fun day on the slopes, stay at Silvanus Lodge, located in Hillsdale about five minutes from Catamount Mountain Resort. Get a homecooked meal from O’s Hillsdale Country Diner—they offer tasty daily specials for breakfast, lunch, and dinner.

Catamount Mountain Resort, Hillsdale NY

Catamount Mountain Resort

Putnam County

Make your way to Cold Spring for a unique mix of art and history. Magazzino Italian Art features a variety of Italian art pieces and celebrates the incredible work of Italian artists. With ongoing and special exhibitions, there’s always impressive art to see. Admission to Magazzino is free. Head to Main Street in Cold Spring, where you’ll find shops, eateries, and art galleries—you’ll also find The Pig Hill Inn. Get a room with a fireplace or a jacuzzi tub to warm up after strolling through the village, and wake up to a delicious breakfast each morning.

Orange County

For a historical perspective and a nod to tradition, visit West Point. Walk the grounds of the United States Military Academy at West Point or take a tour with West Point Tours to learn about the academy’s significant past and military heroes. Located in West Point, The Thayer Hotel combines more than 200 years of history with modern luxury. With a unique location, excellent amenities, and Hudson River views, get ready for a memorable lodging experience.

Thayer Hotel

Dutchess County

Boutique shops, local art, and must-try restaurants are a few of the reasons to explore Beacon’s vibrant Main Street. Hudson Beach Glass, a gallery and glass-blowing studio, Lewis & Pine, a handmade jewelry and home goods shop, and Beacon Bath & Bubble, a bath and body shop selling products made on-premises are a few of the unique stores on Main Street. Warm up with a coffee from Big Mouth Coffee Roasters as you sidewalk shop, and savor a carefully crafted meal from Homespun Foods, Brothers Trattoria, or one of the many other restaurants that call this hip city home. Stay right in the village at The Roundhouse, a boutique hotel set in a former factory. Your stay features a custom-made bed, Lather bath products, and waterfall views. 

Big Mouth Coffee

Big Mouth Coffee (credit @patrickcapriglione)

Greene County

Find incredible scenic views cross country skiing in the Great Northern Catskills. Bearpen Mountain Sports in Prattsville, Mountain Trails Cross Country Ski & Snowshoe Center in Tannersville, and the Cross Country Ski and Snowshoe Center at Windham Mountain all offer cross country skiing along beautiful trails. Each location also has rental equipment so you don’t need to worry about bringing your own! For a cozy place to stay, head to Albergo Allegria in Windham. Be sure to get breakfast at the hotel’s restaurant each morning—with homemade locally sourced dishes, you won’t be disappointed.

Albany County

Connect with nature as you walk or snowshoe at the Albany Pine Bush Preserve. The 3,200-acre preserve features 18 miles of trails for exploration. If there is snow, bring your own snowshoes or sign up for one of their guided winter programs. Head into downtown Albany to stay at The Morgan State House, an urban oasis that’s ideal for relaxation while still being at the center of it all. After your complimentary continental breakfast, take a morning walk across the street at Washington Park.

Westchester County

Feel like you’ve traveled to a different country with a stay at The Abbey Inn & Spa in Peekskill. The hotel, which is located at a former “lookout post” of the Revolutionary War, and is a former convent, offers an unforgettable luxurious experience. From their signature facial to a restorative aroma massage, treat yourself to a divine spa experience. Have an incredible farm-to-table meal at Apropos Restaurant, located at the hotel. Although the property could be a getaway in and of itself, consider exploring Peekskill Landing Park and the Peekskill Brewery in Peekskill while you’re in town.

Rensselaer County

Go hiking, snowshoeing, cross country skiing, ice fishing, or snowmobiling at Grafton Lakes State Park in Grafton. With almost 2,500 acres, the park is an ideal destination for those who love to participate in outdoor winter activities. If you need snowshoes, rentals are available at the Park Office—all other winter equipment is bring your own. The park is open daily from 8 a.m. to dusk. Drive to nearby Troy (approximately 17 minutes) to stay at Gardner Farm Inn, a charming bed and breakfast, ideal for relaxation.

Wherever you choose to take your winter getaway in the Hudson Valley, get ready for the ultimate seasonal escape.

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