Ski Resorts Bennington

Bennington Ski Hotels

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Bennington
Dec 16, 2025 - Dec 17, 2025
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1. Catamount Motel

2. The Autumn Inn

3. Bennington Motor Inn

4. South Shire Bed & Breakfast

5. Best Western Bennington

6. Midtown Motel

  • Best-rated
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Catamount Motel

500 South Street
0.6 km (0.4 mi) from the city center
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Vending machines
  • Skiing

Catamount Motel Bennington, located 1.7 km from Park-McCullough Historic House, features free parking and a vending machine. Bennington centre can be reached within 10 minutes' walk.

This accommodation is in a 14-minute walk from Sacred Heart St. Francis de Sales. In addition, the city of Windham is 80 minutes’ drive away from the property. Catamount Motel is a short driving distance of the 306 - ft stone obelisk "Bennington Battle Monument".

9.1
147 reviews
~ US$65 / night

Catamount Motel

0.6 km (0.4 mi) from the city center
  • Free parking
  • Air conditioning
  • Tea and coffee facilities
  • Heating
  • Vending machines
  • Skiing

Catamount Motel

Catamount Motel Bennington, located 1.7 km from Park-McCullough Historic House, features free parking and a vending machine. Bennington centre can be reached within 10 minutes' walk.

This accommodation is in a 14-minute walk from Sacred Heart St. Francis de Sales. In addition, the city of Windham is 80 minutes’ drive away from the property. Catamount Motel is a short driving distance of the 306 - ft stone obelisk "Bennington Battle Monument".

9.1
147 reviews
Average price US$ 65 / night
  • Popular choice
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The Autumn Inn

924 East Main Street
1.5 km (0.9 mi) from the city center
  • Car park
  • Flat-screen TV
  • Tea and coffee facilities

Set 2 km from the centre of Bennington, The Autumn Inn offers free Wi Fi throughout the venue. Downtown Bennington Historic District is 1.8 km from the accommodation, while the liberal arts Southern Vermont College is settled 2.5 km away.

In addition, the city of Lenox is 45 minutes’ drive away from the property. You will find Owl's Nest Emporium Antique Store nearby.

7
333 reviews
~ US$59 / night

The Autumn Inn

1.5 km (0.9 mi) from the city center
  • Car park
  • Flat-screen TV
  • Tea and coffee facilities

The Autumn Inn

Set 2 km from the centre of Bennington, The Autumn Inn offers free Wi Fi throughout the venue. Downtown Bennington Historic District is 1.8 km from the accommodation, while the liberal arts Southern Vermont College is settled 2.5 km away.

In addition, the city of Lenox is 45 minutes’ drive away from the property. You will find Owl's Nest Emporium Antique Store nearby.

7
333 reviews
Average price US$ 59 / night
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Bennington Motor Inn

143 West Main Street
0.6 km (0.4 mi) from the city center
  • Free parking
  • Room service
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Patio

The 2-star Bennington Motor Inn is situated 2 km from the 306ft-tall obelisk "Bennington Battle Monument". Located at a reasonable distance from the historic Old First Congregational Church, the venue offers 16 rooms with breathtaking views.

Robert Frost Stone House Museum at Bennington College is less than 6 km away. Guests can get to Bennington city centre, which is 1 km away. Hemmings Motor News Car Lover's Convenience Store & Vehicle Display is also located near the hotel. Knapp's Music Store is a few minutes’ walk away.

7.4
188 reviews
~ US$104 / night

Bennington Motor Inn

0.6 km (0.4 mi) from the city center
  • Free parking
  • Room service
  • Air conditioning
  • Tea and coffee facilities
  • Golf centre
  • Patio

Bennington Motor Inn

The 2-star Bennington Motor Inn is situated 2 km from the 306ft-tall obelisk "Bennington Battle Monument". Located at a reasonable distance from the historic Old First Congregational Church, the venue offers 16 rooms with breathtaking views.

Robert Frost Stone House Museum at Bennington College is less than 6 km away. Guests can get to Bennington city centre, which is 1 km away. Hemmings Motor News Car Lover's Convenience Store & Vehicle Display is also located near the hotel. Knapp's Music Store is a few minutes’ walk away.

7.4
188 reviews
Average price US$ 104 / night
  • Guest favorite
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South Shire Bed & Breakfast

124 Elm Street
0.3 km (0.2 mi) from the city center
  • Picnic area/ Tables
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Sun terrace

Featuring Wi-Fi in public areas, South Shire Bed & Breakfast Bennington is only a 5-minute walk from Bennington Arts Guild Gallery. Offering bicycle usage, this bed & breakfast is within a stone's throw of Catbird Studio.

You'll need 60-minute drive to Albany International airport. Antiques at Camelot is 2.4 km from the hotel in Bennington. Guests can find Park-McCullough Historic House, which is a 17-minute walk away.

8.6
172 reviews
~ US$269 / night

South Shire Bed & Breakfast

0.3 km (0.2 mi) from the city center
  • Picnic area/ Tables
  • Free parking
  • VIP check-in/ -out
  • Air conditioning
  • Live entertainment
  • Sun terrace

South Shire Bed & Breakfast

Featuring Wi-Fi in public areas, South Shire Bed & Breakfast Bennington is only a 5-minute walk from Bennington Arts Guild Gallery. Offering bicycle usage, this bed & breakfast is within a stone's throw of Catbird Studio.

You'll need 60-minute drive to Albany International airport. Antiques at Camelot is 2.4 km from the hotel in Bennington. Guests can find Park-McCullough Historic House, which is a 17-minute walk away.

8.6
172 reviews
Average price US$ 269 / night
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Best Western Bennington

220 Northside Drive
2.7 km (1.7 mi) from the city center
  • Picnic area/ Tables
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Outdoor swimming pool

The 3-star Best Western Bennington hotel is a mere 13 minutes on foot from Monument Plaza Shopping Center and has a seasonal outdoor swimming pool plus a fitness club.

You'll need 59-minute drive to Albany International airport. Attractions in the area also include Bennington Museum, located 2.4 km from the smoke-free motel. This Bennington hotel is also within walking distance of Bromley Mountain. The accommodation is situated approximately a 10-minute ride from Bennington Battle Monument.

6.8
243 reviews
~ US$89 / night

Best Western Bennington

2.7 km (1.7 mi) from the city center
  • Picnic area/ Tables
  • Free parking
  • 24-hour reception
  • Air conditioning
  • Fitness centre
  • Outdoor swimming pool

Best Western Bennington

The 3-star Best Western Bennington hotel is a mere 13 minutes on foot from Monument Plaza Shopping Center and has a seasonal outdoor swimming pool plus a fitness club.

You'll need 59-minute drive to Albany International airport. Attractions in the area also include Bennington Museum, located 2.4 km from the smoke-free motel. This Bennington hotel is also within walking distance of Bromley Mountain. The accommodation is situated approximately a 10-minute ride from Bennington Battle Monument.

6.8
243 reviews
Average price US$ 89 / night
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Midtown Motel

107 West Main Street
1.0 km (0.6 mi) from the city center
  • Continental breakfast
  • 24-hour reception
  • Air conditioning
  • Golf centre
  • Golf course
  • Skiing

Midtown Motel Bennington offers 17 rooms an 18-minute walk from Park-McCullough Historic House.

The Midtown Motel is conveniently situated 2 km from Bennington Center for the Arts. This hotel is also 50 metres from Walloomsac River. While staying at the property, guests get quick access to Bennington Museum, which is 5 minutes' walk away. For those travelling from afar, Albany International airport is 60 minutes' drive away.

7
6 reviews
~ US$91 / night

Midtown Motel

1.0 km (0.6 mi) from the city center
  • Continental breakfast
  • 24-hour reception
  • Air conditioning
  • Golf centre
  • Golf course
  • Skiing

Midtown Motel

Midtown Motel Bennington offers 17 rooms an 18-minute walk from Park-McCullough Historic House.

The Midtown Motel is conveniently situated 2 km from Bennington Center for the Arts. This hotel is also 50 metres from Walloomsac River. While staying at the property, guests get quick access to Bennington Museum, which is 5 minutes' walk away. For those travelling from afar, Albany International airport is 60 minutes' drive away.

7
6 reviews
Average price US$ 91 / night

Are you in a hurry?

Here is a quick list of hotels in Bennington, selected based on their rating

Name of hotel Accommodation Rating Price, $
Catamount Motel

9.1 / 10

(147 Reviews)

From 65$
The Autumn Inn

7.0 / 10

(333 Reviews)

From 59$
Bennington Motor Inn

7.4 / 10

(188 Reviews)

From 104$
South Shire Bed & Breakfast

8.6 / 10

(172 Reviews)

From 269$
Best Western Bennington

6.8 / 10

(243 Reviews)

From 89$

Find the perfect ski hotel in Bennington for your holiday with adamscountyoh.com. We rounded up 91 ski hotels that not only put you on the slopes but also surprise you with modern design and quality of service.

Bennington Accommodation lists:

Bennington Ski Hotels FAQ
What are the top resorts in Bennington close to Bennington Battle Monument?
Travellers staying near Bennington Battle Monument should check Four Chimneys Inn for 299US$ per night.
What are the most popular Bennington resorts to book near a beach?
If you are searching for a beach resort in Bennington, check Paradise Inn with a tennis court, an outdoor swimming pool and lawn tennis.
What are the best family-friendly Bennington resorts?
Catamount Motel rating: 8.8/10 and Best Western rating: 8.0/10 are the best places to stay with children.
What are the top golf resorts in Bennington?
Some of the best golf resorts in Bennington are:
The Harwood Hill — rating: 7.2/10;
Four Chimneys Inn — rating: 8.8/10.
What are the best pet-friendly resorts in Bennington?
Amongst 5 pet-friendly options, Paradise Inn is the best one providing a memorable stay with a pet.
What are the top cheap resorts to rent in Bennington?
Skihotelsguide.com travellers usually select The Autumn Inn rating: 5.6/10 as the best budget resort, featuring hiking, skiing and 24-hour front desk assistance with The Miller's Toll restaurant nearby.
Which luxury resorts in Bennington would you recommend?
Travellers' ranking above 8.8/10 shows that the best luxury resort is Four Chimneys Inn.

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