Boutique hotels in Bennington County

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Top-rated boutique hotels in Bennington County

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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 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
A bright and airy room features a spacious bed with crisp white linens, centered on a decorative area rug. Two upholstered chairs are positioned near a small table, and natural light filters through sheer curtains, enhancing the inviting atmosphere.
Hotel room in Bennington
5 out of 5 average rating, 18 reviews

Harwood Hill Motel - Deluxe King

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.

Guest favourite
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 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.

Guest favourite
A spacious bed is centered against a light green wall, topped with white linens and a golden accent blanket. Flanking the bed are two wooden nightstands with lamps, and a piece of local artwork hangs above, depicting a serene landscape.
Hotel room in Bennington
4.92 out of 5 average rating, 53 reviews

Harwood Hill Motel - Deluxe Queen

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.

Top guest favourite
The exterior of a two-story farmhouse is framed by lush greenery, showcasing a light-colored facade adorned with whimsical artwork. A gravel path leads to the entrance, while flower pots are placed on either side of the porch, enhancing the inviting landscape.
Hotel room in Bennington
4.97 out of 5 average rating, 34 reviews

Harwood Hill Motel - Farmhouse Suite Down

Our downstairs Farmhouse Suite combines elegance and whimsy. This private, two-bedroom suite has one queen bedroom, a second twin bedroom, a spacious living room with a pull-out queen sofabed, and a full-size kitchen and bath. In addition to the unique artwork and custom design features throughout, the suite has its own private porch. The farmhouse is on the grounds of a small, boutique motel with a large lawn, a gazebo, picnic tables, fire ring, and grill that our guests are welcome to use.

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.

A cozy bedroom features a spacious bed with a green upholstered headboard. Natural light is permitted through large windows adorned with soft drapes. Two bedside lamps sit on wooden nightstands, providing additional lighting, while a neutral wall color complements the warm atmosphere.
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.

A spacious bedroom features a large bed with a green upholstered headboard. Bedside tables with lamps are positioned on either side. A flat-screen television is placed opposite the bed, and the room is filled with soft, natural light from a nearby window.
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.

The Charles Orvis Inn is presented, showcasing its charming white facade and inviting front porch. Lush greenery and vibrant flower beds enhance the entrance, while a lamp post stands elegantly along the pathway, creating a welcoming atmosphere in a serene setting.
Hotel room in Manchester

Luxurious Escape + Pool & Hot Tub Access

Discover the timeless allure of Charles Orvis Inn, a 19th-century gem located adjacent to the Main Inn just steps from the resort's diverse offering of activities and amenities. Enjoy a quintessential Vermont getaway experience unlike any other. A cozy library, a fireplace sitting room, air-conditioning, a New England-style porch, electric car charging stations and a breathtaking setting. Your retreat to history and tranquility awaits.

A living area features a comfortable sofa and a dining table with six chairs. A kitchenette is visible, equipped with modern appliances and cabinetry. Natural light enters the space from a nearby window, with a framed artwork displayed on the wall.
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.

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

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.

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.

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