Hotel holiday rentals in Bennington County

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Top-rated hotels in Bennington County

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Superhost

Hotel room in Dover

5 out of 5 average rating, 7 reviews

Luxury King Suite w/balcony in Historic Inn, rm 1

Deluxe King Suite with balcony and living room inside of our newly renovated historic Inn. King bed and a queen pullout sofa. This unit has 1 full bath with double sinks and 1 half bath. Room comes with towels, toilet paper, shampoo, conditioner, body lotion and other toiletries. The expansive balcony has a bistro set for enjoying a coffee or happy hour. This unit also has a mini fridge and Keurig coffee maker. We provide K-cups, tea, sugars and various snacks. Inn room 1 is not pet friendly.

Guest favourite

Hotel room in Wilmington

5 out of 5 average rating, 8 reviews

Brook Bound Inn-Main Lodge-King Room 201-2nd Floor

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.

Guest favourite

Hotel room in Dover

4.78 out of 5 average rating, 18 reviews

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.

Hotel room in Winhall

4.8 out of 5 average rating, 10 reviews

Bromley View Inn Suite #5

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.

Hotel room in Whitingham

4.93 out of 5 average rating, 169 reviews

The Engel House Room 3: Mt Snow/Wilmington VT Area

Escape to Vermont in this historical house located near Mount Snow, Wilmington, Brattleboro and Bennington. In Spring and Summer enjoy Harriman Reservoir or take in local historical sights, in Fall admire the breathtaking foliage, and in Winter ski Mount Snow or Stratton Mountain. And along with your private room and connected private bathroom are several guest common areas (not part of the hosts' living area). Our charming old house will perfect your trip to the green mountains of Vermont.

Top Guest favourite

Hotel room in Manchester

5 out of 5 average rating, 24 reviews

Zen 10, relax and retreat in the heart of Vermont

Zen 10 is your relaxing retreat in the heart of Vermont, with a cozy queen bed. The room decor is Vermont vintage, sourced locally with a story to tell. The room features a small kitchenette area with a coffee maker, mini-fridge, and a workspace. It's the perfect spot to unwind and find inner peace on your next Green Mountain State adventure! Zen 10 is 15 minutes to Bromley, 30 minutes to Magic Mountain and 45 minutes to Stratton Mountain. Ski, stay and play at Zen 10!

Superhost

Hotel room in Bennington

5 out of 5 average rating, 15 reviews

Harwood Hill Motel - Economy Full plus Single

Set into the hillside surrounded by an apple orchard on one side and mountains on the other, The Harwood Hill offers respite in the Southern Vermont countryside within a 10-minute drive to Bennington's restaurants, galleries, and museums. Our rooms are quaint and comfortable, with local art inside and out. Relax on our great lawn, with a hammock, picnic tables, fire ring, and a splendid view of Mount Anthony. On weekends, we provide complimentary continental breakfast.

Hotel room in Stratton

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.

Hotel room in Shaftsbury

4.67 out of 5 average rating, 3 reviews

Dog friendly Queen Room

You won’t want to leave this charming, one-of-a-kind place. Beautifully located in the Village of Shaftsbury, in Southwestern Vermont’s expansive Green Mountain region. Our motel offers a serene and quiet rural setting with impressive mountain views. This room is dog-friendly with hardwood floors. Relax on the queen bed, or enjoy your own private microwave, refrigerator, and coffee maker.

Hotel room in Manchester

Elevated Escape | Cupola Suite + Local Favorites

Immerse yourself in the heart of Equinox Resort's luxuries and charm, where every detail speaks to the resort's history of elegance. From grand architecture to refined interiors, enjoy spacious accommodations, world-class amenities, and the quintessential New England ambiance. In the resort's main area, this bi-level suite offers you plenty of room to relax, ideal for groups of up to 4.

Hotel room in Dover

Mount Snow Boutique Hotel - Mountain King

⛰️ King Suite with Mountain Views – Pure Comfort 🛏️ Sleeping – 1 bedroom with plush king bed 🌄 Views & Ambiance – Majestic mountain views – Calm, elegant atmosphere – Designed for effortless luxury ☕ Experience – Wake up to scenic views – Unwind in a peaceful, private space – Ideal for solo travelers or couples seeking serenity Relax in style—your mountain retreat awaits.