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Best Hotels In Winhall, VT

Breakfast tray with coffee, orange juice, pastry, fruit, and flowers on a hotel bed.
Where to Stay in Winhall, VT

Winhall, VT is not just a place; it's an experience. Whether you're considering moving here or merely visiting, at Josiah Allen Real Estate, we’re here to introduce you to some of the top hotels that make Winhall a luxurious destination.


About Winhall, VT

Before we jump into where you should stay in Winhall, VT, let us tell you about this charming place. Located in the picturesque Green Mountains in Bennington County, Vermont, Winhall is brimming with scenic beauty, captivating history, and a vibrant community. The town is home to a population of approximately 1,182 residents and a part of Stratton Mountain Resort is located in the southern portion of Winhall. Learn more about Winhall, Vermont.


Bromley View Inn

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Bromley View Inn, located in Bondville, Vermont, offers a unique blend of natural beauty and homely comfort with panoramic views of Bromley Mountain. This inn, set on three beautiful acres, provides stunning views from all areas of the property, including the deck, dining room, tavern, and dome. 

More than just a place to stay, Bromley View Inn is an experience perfect for couples, thrill-seekers, and families, offering 17 pet-friendly bedrooms, modern comforts like free WiFi and parking, a complimentary breakfast, and luxury amenities like hot tubs and fire pits. Its prime location also allows easy access to popular ski resorts and nearby towns like Manchester and Stratton. What truly sets Bromley View Inn apart is its warm and inviting atmosphere, where guests are treated as friends, making it an authentic Vermont experience that combines a reconnection with nature and the enjoyment of modern comforts.

Runaway to Winhall

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Located in the picturesque town of Winhall, Vermont, Runaway to Winhall is a luxurious holiday rental offering an unforgettable escape. This tranquil hideaway provides privacy, comfort, and relaxation amidst breathtaking views of the surrounding landscape, which changes from vibrant fall foliage to pristine winter snow, and lush spring and summer greenery. The rental features tastefully decorated interiors with ample space and modern conveniences like WiFi and a fully-equipped kitchen. 

Outdoor enthusiasts can enjoy easy access to recreational activities like hiking, biking, skiing, and snowboarding. The property is also conveniently located near local amenities, including charming restaurants, shops, and cultural attractions. Overall, Runaway to Winhall offers a perfect blend of stunning views, world-class amenities, and a prime location for a rejuvenating vacation away from city life.

Stratton Hideaway

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Stratton Hideaway, a hidden gem in Winhall, Vermont, is an idyllic retreat that marries tranquility and modern amenities. This unique property, featuring A-frame-like cathedral ceilings and two wood-burning fireplaces, is set on a 1.63-acre knoll, offering breathtaking views of Stratton Mountain. Its proximity to Stratton Base Lodge and the Stratton Mountain Ski Resort makes it perfect for outdoor enthusiasts. The Hideaway features a spacious interior with five bedrooms, making it ideal for family getaways. 

After a day of outdoor adventures, guests can relax on the large deck or in the hot tub. Despite its secluded location amid the Green Mountains, the property offers modern conveniences such as free WiFi and onsite parking. Nearby attractions include Bromley Village, offering an escape from everyday life while providing stunning natural sights. Stratton Hideaway blends the serenity of nature with the comforts of a modern home, promising a memorable experience for family vacations or romantic retreats.

Vantage Point Villas

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Experience the epitome of luxury at Vantage Point Villas, situated in the heart of Stratton Mountain Resort. These spacious two-bedroom condominiums, nestled near Stratton's Training & Fitness Center, offer stunning mountain views and a tranquil retreat. Each villa is well-maintained, equipped with modern amenities including free WiFi and parking, and features a cozy fireplace. The location is ideal for outdoor enthusiasts, being close to the Stratton Mountain Golf Course and Ursa Express

For those preferring indoor activities, the resort offers a 24-hour gym, a sauna, and 10 on-site restaurants catering to varied culinary tastes. The family-friendly nature of the condos, coupled with the separate wellness center featuring swimming and gym facilities, makes Vantage Point Villas a preferred choice for families seeking a relaxing vacation. Whether planning a family trip or a romantic getaway, Vantage Point Villas promises a unique, luxurious, and comfortable experience.

The Black Bear Lodge

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In the heart of Stratton Mountain in Vermont, The Black Bear Lodge offers a unique blend of rustic charm and modern comfort with 122 guestrooms, each equipped with free Wi-Fi. The lodge delights guests with a complimentary continental breakfast and free coffee and tea in the lobby. It also features an indoor hot tub and sauna and offers family-friendly amenities such as free cancellation on some rates and a pet-friendly policy for certain rooms. 

Its proximity to Stratton Mountain Resort, which boasts numerous ski slopes and a 27-hole golf course, is a major attraction, and the lodge provides a shuttle service for guests' convenience. The exceptional customer service at The Black Bear Lodge has earned it the reputation of being a top-rated hotel in the area.

Long Trail House

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Long Trail House, situated in Stratton Mountain, Vermont, offers a blend of comfort and elegance with its variety of beautifully furnished condos, ranging from studio to three-bedroom units. The hotel features an outdoor heated pool, open year-round, along with two hot tubs, providing relaxation after a day of activities. Its location is just steps away from the Village shops, restaurants, and slopes, and a mere 5-minute walk from Stratton Mountain resort's key attractions.

 Named after the legendary trans-state hiking route, Long Trail House also offers proximity to excellent hiking opportunities. Other amenities include free WiFi, free parking, and access to ten restaurants. 

Stratton Mountain Resort

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Stratton Mountain Resort, located on Stratton Mountain in Vermont, is a sought-after destination for winter sports enthusiasts with nearly 100 trails and several terrain parks catering to all levels. The resort boasts easy rentals, free overnight storage, and a variety of accommodations within walking distance of the slopes. 

In addition to its outdoor activities, the resort features fine dining options and a full-service spa for relaxation. Beyond winter, the resort transforms into a haven for mountain biking and golfing and offers a scenic gondola ride to Stratton Mountain Summit. Year-round events and access to the Ikon Pass further enhance its appeal.

Alpenrose Inn

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Located less than 10 minutes from the Stratton Mountain Resort, the Alpenrose Inn in southern Vermont is a popular choice for visitors to Winhall due to its quiet yet easily accessible location. The interior is adorned with Alpen souvenirs and Vermont memorabilia, creating a cozy atmosphere that combines traditional charm with modern amenities. 

Known for its excellent service, the inn is conveniently situated near local attractions like Bromley Mountain and Magic Mountain, making it an ideal base for outdoor enthusiasts. Its location at 261 Winhall Hollow Rd in Bondville, VT, and easy access to skiing and hiking opportunities enhance its appeal for guests.

Econo Lodge

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Located in the scenic heart of the Green Mountains, the Econo Lodge in Manchester Center, VT offers a value-for-money stay with essential amenities like free WiFi, parking, an outdoor pool, and a complimentary breakfast. Each room is equipped with a microwave and refrigerator for added convenience, and the motel is smoke-free to ensure a clean environment for all guests. 

The motel's proximity to local attractions such as Prospect Rock Trail, Stratton Mountain, Battenkill River, and the Bromley Ski Area — just 5 miles away — makes it an ideal base for outdoor enthusiasts and those looking to explore the area.

Obertal Condos

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Situated next to the Tamarack Lift at the Stratton Mountain Resort, Obertal Condos offer a unique ski-in & ski-out experience, making it a favorite among winter sports enthusiasts and families. These condos, ideal for couples or small families, provide spacious one-bedroom or loft options, some of which boast spectacular mountain views. Known for their cleanliness and comfortable accommodations, including sizeable bedrooms, cozy living spaces, and underground parking, these condos score high on convenience. 

Their proximity to the Stratton Mountain Resort trails and village offers easy access to local attractions. Moreover, guests can enjoy amenities at the Stratton Mountain Resort, such as free ski bag check and ski check services. The Obertal Condos also serve as an excellent base for exploring the broader Stratton area, with various dining options, shopping outlets, and recreational activities nearby


Beyond these hotels, Winhall boasts an array of attractions. From the historic Stratton Mountain to the vibrant Manchester Designer Outlets, there's something for everyone. The town also hosts a myriad of events throughout the year, including the popular Wanderlust Festival and the Vermont Summer Festival.

Winhall, VT is more than just a picturesque town; it's a lifestyle. With its luxurious hotels, stunning landscapes, and vibrant community, it offers an unparalleled living experience. So whether you're looking for a vacation home or a permanent residence, Winhall has something to offer everyone.

Learn more about places to stay in Southern Vermont

Work With Josiah Allen

Ready to experience Winhall for yourself? If so, it's time to take the next step with Josiah Allen Real Estate. Our team of experienced realtors is ready to guide you through the best that Winhall has to offer, from its breathtaking landscapes to its friendly community. We are committed to helping you find a home that not only meets your needs but also enriches your life with the beauty and tranquility of Vermont living.

But our services extend beyond just finding you a house. We aim to provide you with a comprehensive real estate experience, assisting with everything from understanding the local market trends to navigating the legal complexities of home buying.

To get started, why not schedule a no-obligation consultation with one of our expert realtors? They can provide personalized advice based on your specific needs and preferences. You can also browse our extensive online listing of available properties in Winhall, VT, right from the comfort of your current home.

Remember, buying a home is more than just a transaction; it's a life-changing decision. And at Josiah Allen Real Estate, we're here to ensure it changes your life for the better. So, reach out to us today, and let's embark on this exciting journey together. Your dream home in the charming town of Winhall awaits.

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