Hotels in Bennington County

Welcome to Woodford Rest Suite 5!

You won’t want to leave this charming, one-of-a-kind place. Our centrally located private suite is perfect for the outdoor enthusiast. Woodford Rest is located 1 mile from Prospect Mountain Ski Area, 2 miles from the Appalachian Trail/Long Trail, near snowmobile entry points, and 8 miles from Bennington. Toy hauler parking included! Enjoy an outdoor fire nestled in the national forest or relax in our cozy suite with all of our upgraded amenities. We look forward to seeing you at Woodford Rest!

Crafts Inn, Hotel Suite with pool and hot tub.

Nestled in the Green Mountains, come immerse yourself in quintessential Vermont. Enjoy your private suite with bedroom, fully equipped kitchen, and sitting room. Located in Wilmington, our inn offers a perfect blend of rustic charm and timeless appeal with beautiful gardens, pool, hot tub and a large porch for your leisure. Popular shops and restaurants are located within easy walking distance. Come for the snowy slops, beautiful hiking during Fall foliage, pristine lakes or bucolic landscapes

Brook Bound Inn-Main Lodge-Two Bedroom Suite 102

Now Under New Ownership! Just down the road from Dover Vermont and the historic town of Wilmington Vermont, the Brook Bound Inn is 32 acres located along the Cold Brook Stream. The Inn consists of the Main Lodge, Rustic Cabin, and Carriage House. Our accommodations include a number of large rooms and suites. Located minutes from Downtown Dover, the Hermitage Ski resort, Haystack Golf club, and Mt. Snow ski resort. The property offers a pool, sports court, outdoor fire pit, and propane grilles.

Welcome to Woodford Rest Suite 7!

You won’t want to leave this charming, one-of-a-kind place. Our centrally located private suite is perfect for the outdoor enthusiast. Woodford Rest is located 1 mile from Prospect Mountain Ski Area, 2 miles from the Appalachian Trail/Long Trail, near snowmobile entry points, and 8 miles from Bennington. Toy hauler parking included! Enjoy an outdoor fire nestled in the national forest or relax in our cozy suite with all of our upgraded amenities. We look forward to seeing you at Woodford Rest!

King Suite w/Deck near Mt Snow

Welcome to our King Room, where comfort meets luxury. The room features a cozy king-size bed with plush pillows and fine linens for a restful sleep. Step outside to your own private deck, perfect for enjoying fresh air and relaxation. The bathroom offers a custom-tiled shower for a soothing experience, complemented by premium bath amenities. Whether for business or leisure, our King Room provides a comfortable retreat with modern amenities and a touch of outdoor serenity for a memorable stay.

Bromley View Inn Suite #2

Welcome to the Bromley View Inn, where strangers become friends. While staying in this suite you will have access to our large lounge featuring a fire place, tons of seating, a bar and work table. Outdoors guests will have access to our beautiful deck with fire pits and seating looking over Bromley Mountain. Around the grounds you'll find two ponds, a scenic and walkable property with plenty of space to enjoy. We are 4 miles from Bromley Mountain and just 7 from both Manchester and Stratton.

6 Bam Boo! Cozy escape in the heart of Vermont

6 Bam-Boo! is your cozy escape in the heart of Vermont just minutes to Manchester Center. Stay in the center of the action at this one-of-a-kind whimsical room w King-sized bed, a comfy armchair, a table with chairs, flat-screen TV with streaming services, a mini-fridge + freezer and coffee maker. Be sure to grab a snack or coffee / tea from the Snack Lounge, open 24 hours. Bam-Boo 6 is the perfect spot to unwind and recharge after exploring the Green Mountain State. Come stay with us!

Fly Line 3

Experience Vermont in this charming fishing-inspired room at the Brittany Motel, minutes from Manchester Center. It features 1 Queen bed and 1 Full sleeper sofa (slightly shorter than standard), ideal for couples, friends, or small families. Enjoy a cozy seating area, flat-screen TV, and mini-fridge. After exploring the Green Mountains, unwind with complimentary coffee or tea from our 24-hour Snack Lounge and relax into your peaceful getaway.

Black Bear Lodge Standard 1 Queen

Enjoy the convenience of a classic Stratton lodge located just a quick walk or shuttle (winter only) to the Village, Base Lodge and lifts. Table 43.1 is open for breakfast and dinner throughout the winter season with a family-friendly dinner menu and full bar featuring Vermont craft beer and spirits. Free WiFi, complimentary continental breakfast (year-round), coffee and tea in the lobby, indoor hot tub and sauna for hotel guests.

Double Queen w/Deck near Mt Snow

This unit is located at the Chalet 239 hotel which is minutes from Mt. Snow, right in the middle of the action in Dover. We are right on the Moover line which is a free shuttle to and from Mt. Snow and the surrounding area. Whether you're here for work or leisure, our Deluxe Double Queen Room offers a relaxing haven with modern conveniences and outdoor serenity for an unforgettable stay.

Room 2, double room

Experience the heart of Vermont in this charming room, just minutes from Manchester Center. Enjoy the comforts of home with 1 double and 1 twin bed, a seating area, a flat-screen TV, and a mini-fridge and coffee maker for your convenience. Unwind after a day of exploring the Green Mountain State with a cup of coffee or tea from our 24-hour Snack Lounge.

Stargazer Room at the Pinnacle Lodge

Welcome to Pinnacle Lodge. This is a pet friendly room, $10.00 fee upon arrival. Room Includes: Two Full Beds. Air Conditioning. WiFi. Bathroom with amenities. 32'' Inch Cable TV. Microwave Fridge/Freezer. Keurig Coffee Sliding glass doors opening to lawn.