Boutique hotels in Bennington County

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Top-rated boutique hotels in Bennington County

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Guest favourite
Hotel room in Dover
5 out of 5 average rating, 10 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
A view of the charming exterior of The Harwood Hill, featuring a welcoming porch with two chairs. Colorful flowers bloom in the foreground, while the gravel pathway leads to the entrance. The surrounding green foliage adds to the serene countryside ambiance.
Hotel room in Bennington
5 out of 5 average rating, 14 reviews

Harwood Hill Motel - Deluxe Two Queens

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 modern and fully renovated, with local art inside and out. Relax around the corner 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.

Superhost
A spacious lounge area features a circular seating arrangement with cushions and throws, surrounding a central fireplace. The walls are adorned with star accents, and a bar area with wooden stools is visible in the background.
Hotel room in Winhall
4.6 out of 5 average rating, 5 reviews

Bromley View Inn Suite #8

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.

Superhost
The exterior of the Grand Summit Resort is showcased, highlighting its colorful architecture against a snowy landscape. The slopes of Mount Snow can be seen in the background, providing a scenic winter backdrop to the charming building.
Hotel room in Dover

Spacious Ski-In Suite | Sleeps 6

Designed for comfort and versatility, the 1 Bedroom Deluxe suite at Grand Summit Resort offers plenty of space to relax after a day on the slopes. This suite features a cozy bedroom with a queen or king bed, plus a queen-size Murphy bed and a pull-out sleep sofa in the living area. A fully equipped kitchenette and dinette provide convenience for your stay. Enjoy ski-in/ski-out access and unwind with resort amenities, including a heated outdoor pool, hot tubs, spa, and sauna.

Hotel room in Manchester
New place to stay

Cozy Queen Suite with Fireplace & Kitchen

Unwind in comfort at the Orvis Inn Deluxe Queen Suite, an ideal retreat for couples or solo travelers. This elegant suite features a queen bedroom, a cozy living area with a sleeper sofa and electric fireplace, a marble bathroom, and a fully equipped kitchen. Guests can also enjoy access to the resort’s golf course, spa, indoor pool, and fitness center, offering the perfect blend of relaxation and recreation in beautiful Manchester, Vermont.

Superhost
The Grand Summit Resort is captured covered in a blanket of snow, with a backdrop of snow-draped ski slopes. The vibrant red and yellow exterior of the building adds color against the winter landscape. Clear blue skies create a bright contrast to the snowy scene.
Hotel room in Dover

Ski-In Mountain Suite | Cozy Escape

Wake up to the beauty of Mount Snow in this charming 1 Bedroom Suite at Grand Summit Resort. Enjoy slopeside convenience with ski-in/ski-out access and unwind in cozy Vermont-inspired comfort. Whether in a loft-style layout or a private-bedroom setup, you’ll have a comfy king or queen bed, a pull-out sofa, and a fully equipped kitchenette. After an adventure-filled day, relax in the heated outdoor pool, hot tubs, or the full-service spa.

Superhost
Hotel room in Dover

Charming 1BR Retreat | Ski-In Access

Perfect for a cozy retreat, the 1 Bedroom Junior Suite at Grand Summit Resort offers a private and comfortable stay for two. Featuring a queen bed in a private bedroom, this suite also includes a kitchenette and dinette for added convenience. Unwind in the inviting living space with a television and telephone, then take advantage of the resort’s ski-in/ski-out access, heated outdoor pool, hot tubs, spa, and sauna.

Superhost
The exterior of the Grand Summit Resort is displayed, showcasing a colorful façade with red, yellow, and green accents. Snow covers the roof and the surrounding landscape. The mountains in the background are blanketed in white, indicating ski-ready terrain.
Hotel room in Dover

Ski-In 2BR Loft | Sleeps 8

The 2 Bedroom Deluxe suite at Grand Summit Resort offers a spacious two-room layout ideal for groups. The Grand Summit 1 Bedroom Suite features a lofted bedroom, a sleep sofa, a kitchenette, and two baths. Connected is the Grand Summit Two Queen Bed Room with two queen beds and a private bath. Enjoy ski-in/ski-out access and relax with resort amenities like a heated outdoor pool, hot tubs, spa, and sauna.

Superhost
A spacious bedroom features a luxurious king bed with a wooden frame, complemented by a serene mural of forests. Large glass doors open to a private balcony, facilitating natural light and offering outdoor seating for enjoying the views.
Hotel room in Dover

Mount Snow Boutique Hotel - Mountain King Balcony

⛰️ Scenic King Suite – Private Balcony & Views 🛏️ Sleeping – 1 bedroom with a luxurious king bed 🌄 Views & Ambiance – Breathtaking mountain views – Private balcony for peaceful mornings – Calm, upscale atmosphere ☕ Experience – Perfect for couples or solo travelers – Ideal for relaxing, reading, or recharging – Tranquility meets modern comfort Your serene escape starts here.

Superhost
A spacious living area is showcased with comfortable seating options, including striped sofas and a large round coffee table. A modern fireplace adds warmth, while a projector screen displays mountain scenery. Large windows bring natural light into this inviting space.
Hotel room in Dover

Mount Snow Boutique Hotel - Two Bedroom Gardenview

Family-Friendly 2BR Suite – Comfort & Privacy 🛏️ Sleeping – 2 bedrooms, 2 bathrooms – 1 queen or king bed – 1 twin bunk bed 🌿 Ambiance – Calming atmosphere – Elegant décor throughout – Ideal for families or small groups ✨ Experience – Private, relaxing space for everyone – Designed for comfort, peace, and connection Make memories in a serene family retreat.

Superhost
A spacious bedroom features a wooden four-poster bed with a cozy blanket laid across. A serene mountain mural is displayed on one wall, complemented by soft lighting from pendant fixtures. A mirror and wooden dresser complete the inviting atmosphere, with a window offering a view.
Hotel room in Dover

Mount Snow Boutique Hotel - Garden King

🛏️ Elegant King Suite – Your Relaxation Retreat ✨ Features – Plush king-size bed – Soft lighting & serene décor 🌿 Ambiance – Peaceful, calming atmosphere – Designed for pure relaxation 🍷 Experience – Enjoy coffee in bed ☕ – Sip wine by the window 🍷 – Unwind and recharge in style Perfect for couples or solo travelers seeking a refined, restful escape.

Superhost
A spacious suite showcases a plush king bed positioned under a stylish canopy frame. A comfortable seating area includes two armchairs and a desk. Large windows offer panoramic views of the mountains, while soft lighting accentuates the rich wall colors and natural elements throughout the room.
Hotel room in Dover

Mount Snow Boutique Hotel - Mountain Suite

⛰️ Spacious King Suite – Views, Comfort & Elegance 🛏️ Sleeping – 1 bedroom with a plush king bed 🔥 Comforts – Cozy fireplace – Inviting seating area – Dedicated work desk 🌄 Ambiance – Sweeping mountain views – Thoughtfully curated décor – Elegant, serene atmosphere Perfect for peaceful mornings, relaxing evenings, and an unforgettable stay.

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