Boutique hotels in Bennington County

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Top-rated boutique hotels in Bennington County

Guests agree: these boutique hotels are highly rated for location, cleanliness, and more.

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The spacious sleeping area is highlighted by a king bed with a rustic wooden headboard. A bench is positioned at the foot of the bed, and warm light is provided by a nearby lamp. Natural light illuminates the room, which features wooden flooring and a large area rug.

Hotel room in Dover

5.0 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.

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Guest favorite

A spacious room features two queen beds, each dressed with white linens and gold accents. Colorful artwork adorns the green walls, complemented by bedside lamps. A cozy armchair is placed near the window, allowing for natural light to enter the room.

Hotel room in Bennington

5.0 out of 5 average rating, 16 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.

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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.

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Hotel room in Manchester

New place to stay

ADA King Room w/ Roll-In Shower & Views

Rest easy in this ADA-accessible king guest room at this historic Vermont resort, set within the main resort building with sweeping Green Mountain views. Designed with a roll-in shower and full accessibility features, the room combines comfort with thoughtful convenience. Guests enjoy complete access to the resort's 75-ft heated indoor pool, award-winning 13,000 sq ft spa, championship golf, tennis courts, and on-site dining — all just steps from your door.

Hotel room in Manchester

New place to stay

King Bi-Level Suite w/ Spa & Pool Access

Discover this spacious bi-level king suite in Manchester, Vermont, where New England luxury reaches new heights. The largest suite in the main building features a king bed, a living area with a queen sleeper sofa and dining area, and a walk-in shower. Guests enjoy full resort access including the indoor pool, hot tub, sauna, spa, fitness center with daily yoga classes, championship golf course, tennis courts, private hiking trails, and on-site dining.

Hotel room in Manchester

New place to stay

Elegant 2BR with Fireplace & Kitchen | Spa & Golf

Relax in timeless Vermont comfort at the Orvis Inn Deluxe 2 Bedroom Suite. Perfect for families or small groups, this spacious retreat features a king bedroom, a queen bedroom, and a cozy living area with a sleeper sofa and an electric fireplace. Enjoy two marble bathrooms and a fully-equipped kitchen. Make the most of your vacation with access to resort amenities, including a golf course, tennis courts, indoor pool, spa and sauna, and fitness center!

Superhost

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 a spa and sauna.

Superhost

Hotel room in Dover

Ski-In 1BR | Spacious With Murphy Bed

The 1 Bedroom Premier suite at Grand Summit Resort offers a spacious two-room layout perfect for families and groups. The Two Queen Room features two queen beds, while the Studio Deluxe Room includes a queen Murphy bed, a sleeper sofa, a private bath, and a kitchenette. Enjoy ski-in/ski-out access and unwind with resort amenities like a spa and sauna—all set against the breathtaking slopes of Mount Snow.

Superhost

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 full-service spa.

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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, spa, and sauna.

A modern bedroom design features a spacious bed with a striped blanket. A large window showcases the serene outdoor landscape. A TV is mounted on a wall opposite the bed, while a small desk and chair are present, creating a functional workspace.

Hotel room in Dover

5.0 out of 5 average rating, 3 reviews

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.

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A spacious room features a large bed with a patterned throw blanket, complemented by earthy tones on the walls. Natural light enters through two windows adorned with wooden blinds. A cozy armchair and a desk with a television are also present, creating a functional layout.

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.

LocationComfortWalkability