A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.

Bennington Hotel Guide - Luxury Hotels in Bennington, Vermont

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Check availability on Bennington Luxury Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Bennington luxury hotels

A bedroom with a double bed, two chairs, a small table with a hat, and floral curtains.
A large, two-story house with a covered porch and multiple chimneys.
A stone gate with a lantern, surrounded by trees and a grassy area.
A dining room with a brick floor, large windows, and a chandelier.

1. The Four Chimneys Inn

The Four Chimneys Inn
Bennington
€231
includes taxes & fees
1 Nov - 2 Nov
The Four Chimneys Inn
A swimming pool with a view of a barn and mountains in the background.
A wooden deck with potted plants, a white chair, and a scenic view of hills and trees.
A four-poster bed with a wooden frame, a bench, a small table with a lamp, and a mirror on the wall.
A two-story house with a porch and outdoor seating area.

2. Hill Farm Inn

Hill Farm Inn
Arlington
€492
includes taxes & fees
26 Oct - 27 Oct
Hill Farm Inn
A room with wooden paneling, a piano, a chair, and a door leading to another room.
A traditional living room with a wooden ceiling, green curtains, a fireplace, and a large armchair.
A two-story house with a front porch, a flag, and a gravel driveway.
A formal dining room with a chandelier, fireplace, ornate mantelpiece, and a large floral carpet.

3. South Shire

South Shire
Bennington
€204
includes taxes & fees
30 Oct - 31 Oct
South Shire
A restaurant with tables set for dining, chairs, and a fireplace in the background.
An outdoor dining area with a table set for six, surrounded by wicker chairs, in a garden setting with hanging planters and a lamp post.
A two-story building with a porch, American flag, and two white rocking chairs.
A bedroom with a large bed, bedside tables, a small bench, and a sofa in the corner.

4. The Reluctant Panther Inn and Restaurant

The Reluctant Panther Inn and Restaurant
Manchester Village Historic District
  • Rustic luxury awaits at this Manchester inn where fireplaces and fine dining create mountain charm.
€225
includes taxes & fees
27 Oct - 28 Oct
The Reluctant Panther Inn and Restaurant
A covered patio area with a wicker sofa, a round table with drinks, and a chair.
A large indoor swimming pool with wooden beams and a central decorative element.
Two people toasting with drinks on a balcony overlooking a large building with columns.
A spacious hotel lobby with a high ceiling, chandeliers, seating areas, and large windows.

5. The Equinox Golf Resort And Spa

The Equinox Golf Resort And Spa
Manchester Village Historic District
  • Luxurious mountain retreat with full-service spa offers indulgent massages and golf course views in this Vermont sanctuary.
€146
includes taxes & fees
11 Nov - 12 Nov
The Equinox Golf Resort And Spa
A spacious dining area with a high ceiling, stone walls, and a fireplace.
A white building with a green roof and a stone wall in the foreground.
A white pergola with a stone pathway leading to a house.
A bar area with a long counter and multiple stools, a fireplace with a mantel, and a yellow armchair.

6. The Hermitage Inn Vermont

The Hermitage Inn Vermont
West Dover
€365
includes taxes & fees
24 Oct - 25 Oct
The Hermitage Inn Vermont
A spacious living area with a fireplace, a dining area, and a kitchen.
A modern living room with a sectional sofa, a coffee table, and large windows offering a view of trees.
A green wooden house with a sloped roof and a front porch.
A hotel room with two beds, a mural of mountains, a window with a view of trees, and a cable car on the wall.

7. Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views

Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views
Ludlow
€1,973
includes taxes & fees
15 Oct - 16 Oct
Luxe Mountain Home w/ Chef’s Kitchen & Okemo Views
A white two-story house with a front porch, a covered patio, and a well-maintained garden.
A dining table with plates of food, two glasses of white wine, and a bottle of wine.
A living room with a sofa, a coffee table, and a painting on the wall.
A bathroom with a glass shelf holding toiletries, a vase with sunflowers, and a window with blinds.

8. The Weston

The Weston
Weston
  • Elegant Vermont retreat offers pampering spa moments and daily manager's reception steps from Green Mountain National Forest.
€384
includes taxes & fees
20 Oct - 21 Oct
The Weston
A large, multi-story building with a prominent stone facade and a metal roof, surrounded by landscaped gardens and a pedestrian bridge.
A bar area with wooden beams, red chairs, and a long wooden table.
A spacious living area with a fireplace, wooden beams, and a large window.
An outdoor seating area with stone fire pit, chairs, and a red building in the background.

9. The Williams Inn

The Williams Inn
Williamstown
€203
includes taxes & fees
8 Nov - 9 Nov
The Williams Inn
A large stone building with a steep roof, surrounded by dense forest and hills.
A traditional bedroom with a four-poster bed, two armchairs, a wooden wardrobe, and a mirror.
A spacious living room with a fireplace, comfortable seating, and a large window providing natural light.
A spacious living room with a fireplace, red sofas, a wooden coffee table, and a television.

10. Castle Hill Resort And Spa

Castle Hill Resort And Spa
Cavendish
€262
includes taxes & fees
19 Oct - 20 Oct
Castle Hill Resort And Spa
View all properties

Top Bennington Hotel Reviews

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

8/10 Good
"Pet friendly…if you are in building 3 you are pretty far from breakfast and lobby"
teresa 1-night trip
Posted 20 hours ago
Hotel Vervana, Trademark Collection by Wyndham
Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Overnight stay Nice break from a long drive."
Randy 1-night trip
Posted 2 days ago
Hampton Inn Bennington
Starlight Inn

Starlight Inn

8/10 Good
"Very nice old school Vermont motor inn. Dated decor, but all clean and well maintained. Except the shower. The shower was clean, but even with only a few people in the motel getting consistent hot/cold water was difficult. Literally our only complaint. Very good location to downtown, too. Only about 4 1/2 miles from Bennington College if you are visiting."
Tyler and Therese 2-night trip
Posted 9 days ago
Starlight Inn

Frequently asked questions

Are you searching for the perfect hotel for your luxury trip to Bennington?
Expedia can help you get a flight to Albany, NY (ALB-Albany Intl.) airport or Pittsfield, MA (PSF-Pittsfield Municipal) airport, and then you can select from a variety of places to stay that will deliver the luxury you seek. Amenities are important when you plan a holiday, so we make it easy to get what you want to make your stay relaxing and comfortable. If you want an upscale hotel that has fine dining, a spa or several swimming pools, Expedia can help you find the best luxury hotel experience that Bennington has to offer. During your visit, you might want to enjoy the mountain views and shopping which Bennington is known for.
When can I expect good weather in Bennington?
Planning for the weather is an important factor for making your trip to Bennington a success, especially when you're splurging. The hottest months are usually July and August, with an average temperature of 19°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Bennington are January, March, February and December, with each month seeing an average of 21 cm of snowfall.
What's there to see and do in Bennington?
Experience Bennington and visit Prospect Mountain Cross-Country Ski Center, Woodford State Park and Green Mountain National Forest. If you have spare time during your trip, you might want to make a stop at Old First Congregational Church and Bennington Museum.

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