Cozy Winter Retreats in Orange County, N.Y.

Enjoy delicious food, spectacular accommodations, and seasonal activities this winter

As temperatures drop and winter nears, a sweet escape may be closer than you think! If you’re yearning for a weekend getaway, look no further than the scenic Hudson Valley for a charming and cozy Winter Retreats in NY.

Located just an hours’ drive from New York City. Orange County, N.Y. offers acclaimed restaurants and accommodations with seasonal packages for couples, singles, and families looking for a home away from home this season.

Cozy Winter Retreats in Orange County, N.Y.

“The perfect winter getaway can be found close to home with a visit to one of our cozy inns or B&Bs — all just a short drive from the area’s ski resorts, ice rinks, riding stables, hiking, biking, and mountain trails,” said Orange County Tourism Director Amanda Dana. “Unwind with loved ones or a good book by a crackling fireplace after a day outdoors. Or, warm up with a delicious meal from one of our many acclaimed restaurants offering indoor dining and seasonal menus, too.”

Below are some winter getaways available in Orange County, N.Y. Before visiting any of the locations; please contact them directly to confirm that they are open and practice safe social distancing.

Cedar Lake Estates: 

1 Team USA Way, Port Jervis: Cedar Lakes Estate offers 500 acres of Winter Wonderland for you to explore. Stay for a long weekend, or grab a seat at one of the venue’s Saturday dinners. Whether just for a toast by the fire, or a snowshoe around the property, explore all there is to do in the beautiful Hudson Valley. 

The Thayer Hotel: 

674 Thayer Road, West Point: Experience the luxurious accommodations at the Historic Thayer Hotel at West Point with one of many seasonal packages available. Visitors can enjoy a delicious Thanksgiving dinner prepared by the Culinary Institute of America team of chefs with an overnight stay. Or choose the venue’s holiday brunch package that includes an exquisite feast for two. Luxurious overnight accommodations, and a souvenir Thayer Hotel holiday ornament. thethayerhotel.com

The Waterstone Inn: 

62 Sterling Road, Greenwood Lake: Skiers won’t want to overlook one of Orange County’s hidden gems, The Waterstone Inn. Located just three miles from Mount Peter, a full-service mountain offering skiing, snowboarding, and tubing, the beautiful inn offers visitors a peek back in time to the Golden Age of Greenwood Lake when affluent New York families would flock to the lake for leisure throughout the 1800s and early 1900s. Accommodating parties of all sizes, guests can choose from studio rooms, suites, or the entire third floor. thewaterstoneinn.com

Bear Mountain Inn: 

3020 Seven Lakes Drive, Bear Mountain: Built-in 1915 upon a plateau overlooking the shores of Hessian Lake.Tthis natural beauty of local stone and timber is a national treasure. Its 15 deluxe guest rooms and suites combine rustic mountainside elegance with all the creature comforts of home to make it the quintessential romantic Hudson Valley destination. Relax and recharge with the inn’s shop, stay, and spa package that includes a gift card to Woodbury Common Premium outlets and a $100 credit to the Spa at Bear Mountain. visitbearmountain.com

Cromwell Manor Historic Inn: 

174 Angola Road, Cornwall: Relax at this elegant 1820 mansion with additional guest rooms in a charming 1762 colonial cottage. Decorated with period antiques and furnishings, all rooms have private baths and many have working fireplaces. Enjoy homemade breakfast each morning. Before heading out to explore nearby parks and trails. Enjoy world-class shopping at Woodbury Common Premium Outlets, and many vineyards and wineries. cromwellmanorinn.com

Stagecoach Inn: 

268 Main Street, Goshen: The Hudson Valley’s premier inn and restaurant can be found within an elegant mansion built-in 1747. Despite its historic past, the five-bedroom inn features private baths and all the modern updates and amenities for 21st-century travelers. The on-site restaurant offers casually elegant dining in several sitting rooms and a stone veranda overlooking three acres of manicured lawns. During the day, explore all that Orange County has to offer with local museums, parks, and outdoor activities, and shopping galore. stagecoachny.com

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Hey there! I’m Iveth, a former Paralegal turned SAHM and Homeschool Mom for a short time. I’m all about lifestyle and family travel, with a special love for road trips and family-friendly spots. I’m also a tip-sharer, a Disney fanatic, and all things savings. Join me on my journey!

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