Stratton, VT —
Consider this destination for a weekend retreat!

Stratton is a tiny town in Windham County, located in the southern section of Vermont. Though small in size, the town offers plenty of outdoor activities, including hiking, cycling and golfing. It's most well-known as a destination for skiing, and draws visitors from around the Northeast to the Stratton Mountain Skiing Resort. Consider this destination for a weekend retreat!

Located in southern Vermont, in the Green Mountain National Forest
4 hours by car, 3 hours by plane
Getting Here
A scenic car ride gets you there in just over four hours

"Stratton is a year-round destination for adventure and relaxation."

New to skiing or snowboarding? Sign up for Stratton's Mountain Sports School, which offers personal coaching and camps for all ages.

Local Tips

After a day of skiing or hiking, stop in for a bite to eat at Fire Tower Restaurant and Tavern - a favorite among locals and visitors. Sip on a craft beer and enjoy a fresh flatbread made with locally sourced ingredients.

Special Features

If skiing or snowboarding aren't your cup of tea, not to worry. Stratton offers an array of activities aside from wintery sports, and is packed with events year-round. Take in Vermont's stunning views and hike a section of the Appalachian Trail on Stratton Mountain. Enjoy live music on the lawn, play a round of golf, or relax with a yoga session.

"More than a mountain, Stratton has seen a rise in summer visitors."


Head downtown to the Village and spend a day indulging in a little retail therapy. The area is lined with stores that range from outdoor gear, to fashion. Recharge with a quick coffee break at Stratton Mountain Deli or grab a scoop of gelato at Mountain Sweets.

Featured Listings

139 Worden Road, Jamaica, VT

Discover the charm of this mountain retreat, now available for the first time in over 80 years. The solar-passive home, boasting an open floor plan and three finished stories, features expansive windows and French doors seamlessly blending indoor and outdoor living. A 700 sq ft deck provides stunning views of pastures and nearby mountains, ideal for summer dining under a retractable awning amidst mature fruit trees and vibrant gardens. Set on 25 tranquil acres, including 12 acres of mown fields bordered by forest, a brook, and a pond, this property offers a Vermont paradise for both humans and animals. Modern comforts include a recently upgraded mudroom, a third-floor bedroom or office, and a media lounge overlooking the living room. The kitchen, with stainless appliances and a large island, combines convenience with style. Advanced systems like a standing-seam solar-ready metal roof, a full house generator, and an oil-burning furnace supplemented by a wood-burning stove ensure comfort and security. Despite its serene setting, proximity to the village, Jamaica State Park, and skiing at Stratton, Bromley, and Magic Mountains adds to its appeal, making it the perfect Vermont retreat for all seasons. Equine enthusiasts will appreciate the brand-new post and beam barn, completed in 2022, featuring stalls for two horses and ample space for them to roam freely.

D3 Cobble Ridge Road, Winhall, VT

Welcome to D3 Cobble Ridge Road, a beautifully maintained gem nestled in the Piper Ridge Condo community in Winhall, VT. This charming Shelburne design home radiates warmth and elegance, featuring exquisite amenities and impeccable care throughout. The spacious 4-bedroom townhouse offers a perfect blend of comfort and luxury. The interior is adorned with cathedral ceilings that amplify the airy and light-filled ambiance. The main living area, centered around one of three cozy wood-burning fireplace, is ideal for relaxing winter evenings. Adjacent to the inviting living room is a well-appointed dining area and a kitchen equipped with modern appliances and ample counter space, designed for convenience and culinary delight. Upstairs, the primary bedroom offers a private retreat with its own ensuite bathroom. Additional bedrooms are generously sized, ensuring comfort for family and guests alike. Multiple full baths enhance the convenience and functionality of the space. This property shines with its comprehensive amenities. A garage provides secure parking and extra storage, while the Piper Ridge community offers an array of recreational facilities. Enjoy year-round relaxation and fitness with access to an indoor pool, exercise room, squash court, sauna, and a welcoming clubhouse. For ski lovers, a winter shuttle service to Stratton Mountain Resort ensures effortless access to the slopes on weekends and holidays. D3 is not just a home; its a lifestyle of luxury and convenience.

7537 Main Street, Manchester, VT

The Upland Farmhouse offers the perfect marriage of rural living with modern amenities. This gem has been blessed with a complete overhaul by Vermont Country Builders. Local materials like Danby Marble, oak flooring and hand-hewn timber salvaged from a centuries-old Vermont barn successfully combine Vermont charm with undeniable elegance. Every detail has been considered when crafting this masterpiece including a custom-welded stair rail and high-end fixtures. But a Vermont farmhouse wouldnt be complete without sweeping mountain views and the kind of privacy that only nature can provide. The meticulous attention to design on this propertys overhaul extends to its stunning 14-acre lot that includes a lush lawn, thoughtfully considered landscaping and a beautiful driveway that invites you to meander up and stay a while. When you do want to venture out, the convenient location of this home situated near the Country Club, Golf Course, the shops and restaurants of Manchester as well as the numerous cultural attractions including the Southern Vermont Arts Center, Dorsets renowned theater and Horse Show will make you feel like you have it all at your fingertipsa community worth embracing and a magnificent sanctuary to welcome you home. With a few exceptions, the home will be sold furnished. Please note that proof of funds or a prequalification letter is required to view the property and a 24-hour notice is appreciated. Security cameras on site.

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