Hotels in Old Bennington
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Top Rated Old Bennington Hotels

The Four Chimneys Inn
21 West Road Bennington VT
0.2 mi from city center
$249 nightly
The price is $271 total per night
$271 total
Jan 8 - Jan 9
Total with taxes and fees
The Four Chimneys Inn features free WiFi in public areas, meeting rooms, and coffee in a common area. Free parking is available if you drive. Front-desk staff can assist with concierge services and luggage storage. Other amenities at this golf bed & breakfast include express check-out, a terrace, and a fireplace in the lobby.
Breakfast included
Parking included

Hotel Downstreet, an Ascend Collection Hotel
40 Main St North Adams MA
Free Cancellation
13.69 mi from city center
$116 nightly
The price is $130 total per night
$130 total
Feb 2 - Feb 3
Total with taxes and fees
Guests of Hotel Downstreet, an Ascend Collection Hotel have access to an indoor pool, a 24-hour gym, and free WiFi in public areas. There's free parking if you drive. The front desk is staffed 24 hours a day to help with luggage storage and securing valuables. Additional amenities include a hot tub, express check-out, and laundry facilities.
Pool
Hot Tub

The Williams Inn
101 Spring Street Williamstown MA
Free Cancellation
Reserve now, pay when you stay
12.01 mi from city center
$186 nightly
The price is $208 total per night
$208 total
Jan 11 - Jan 12
Total with taxes and fees
At The Williams Inn, guests have access to a gym, free WiFi in public areas, and a conference center. If you drive, put free parking to good use. The front desk is staffed 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include coffee/tea in a common area, a terrace, and a banquet hall.
Pet friendly
Parking included

Mount Snow Grand Summit Resort
89 Grand Summit Way West Dover VT
17.17 mi from city center
$336 nightly
The price is $369 total per night
$369 total
Jan 13 - Jan 14
Total with taxes and fees
Guests of Grand Summit Resort, A Vail Resorts Property have access to ski-in/ski-out access, a full-service spa, and an outdoor pool. If you drive, self parking is USD 5.00 per night, and there's also a free area shuttle. Front-desk staff can answer questions 24/7, and assist with concierge services, securing valuables, and luggage storage. Other amenities at this ski resort include a gym, 2 hot tubs, and a sauna.
Pool
Hot Tub

Knotty Pine
130 Northside Dr Bennington VT
Free Cancellation
Reserve now, pay when you stay
1.02 mi from city center
$108 nightly
The price is $118 total per night
$118 total
Jan 7 - Jan 8
Total with taxes and fees
Guests of Knotty Pine enjoy free WiFi in public areas, a seasonal outdoor pool, and express check-in. There's free parking if you drive. Additional amenities include express check-out, laundry facilities, and a communal living room.
Pool
Breakfast included

Valley Craft Ales
18 N Main St Wilmington VT
Free Cancellation
Reserve now, pay when you stay
17.41 mi from city center
$153 nightly
The price is $168 total per night
$168 total
Jan 8 - Jan 9
Total with taxes and fees
Guests of Valley Craft Ales enjoy free WiFi in public areas, microwave in a common area, and a communal living room. If you drive, take advantage of free parking.
Parking included
Free WiFi

The White House Inn
178 Route 9 East Wilmington VT
18.2 mi from city center
$166 nightly
The price is $182 total per night
$182 total
Jan 19 - Jan 20
Total with taxes and fees
The White House Inn features free WiFi in public areas, conference space, and coffee in a common area. If you plan to drive, free parking is available. Helpful staff is there to provide front-desk service during limited hours, as well as offer insight about the area. Additional amenities include a terrace, a banquet hall, and a garden.
Breakfast included
Parking included

Big Bears Lodge
344 Route 100 West Dover VT
17.52 mi from city center
$178 nightly
The price is $196 total per night
$196 total
Jan 6 - Jan 7
Total with taxes and fees
Guests of Big Bears Lodge enjoy free WiFi in public areas, a hot tub, and a seasonal outdoor pool. There's free parking and a free ski shuttle. Staff members can help with accommodation requests, and provide front-desk service during limited hours. Other amenities at this ski bed & breakfast include a microwave in a common area, a refrigerator in a common area, and an arcade/game room.
Pool
Hot Tub

Chalet 239
239 Vermont Rte 100 West Dover VT
Free Cancellation
Reserve now, pay when you stay
17.88 mi from city center
$206 nightly
The price is $227 total per night
$227 total
Jan 19 - Jan 20
Total with taxes and fees
At Chalet 239, guests have access to microwave in a common area, a picnic area, and a TV in a common area. You can take advantage of free parking if you drive. Friendly staff can provide front-desk service during limited hours, and also offer advice about sightseeing.
Breakfast included
Parking included

The Porches Inn at Mass MoCA
231 River Street North Adams MA
Free Cancellation
Reserve now, pay when you stay
13.41 mi from city center
$164 nightly
The price is $183 total per night
$183 total
Feb 3 - Feb 4
Total with taxes and fees
Guests staying at The Porches Inn at Mass MoCA enjoy an outdoor pool, a 24-hour gym, and a sauna. If you drive, put free parking to good use. The front desk is staffed 24 hours a day to help with securing valuables and concierge services. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include free WiFi in public areas, a hot tub, and a business center.
Pool
Hot Tub

Hampton Inn Bennington
51 Hannaford Square Bennington VT
Free Cancellation
Reserve now, pay when you stay
1.75 mi from city center
$139 nightly
The price is $151 total per night
$151 total
Jan 11 - Jan 12
Total with taxes and fees
At Hampton Inn Bennington, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Free parking is included with your stay. The 24-hour front desk has staff standing by to help with luggage storage and securing valuables. If you like to take your furry friend along on your adventures, this pet-friendly property offers food and water bowls. Additional amenities include meeting rooms, conference space, and coffee/tea in a common area.
Pool
Breakfast included

Howard Johnson by Wyndham Williamstown
213 Main St Williamstown MA
Free Cancellation
Reserve now, pay when you stay
12.67 mi from city center
$90 nightly
The price is $101 total per night
$101 total
Jan 6 - Jan 7
Total with taxes and fees
Howard Johnson by Wyndham Williamstown features free WiFi in public areas, conference space, and a business center. You can take advantage of free parking if you drive. The 24-hour front desk has staff standing by to help with securing valuables and concierge services. Additional amenities include coffee/tea in a common area, free newspapers, and barbecue grills.
Breakfast included
Parking included
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
How much is a Old Bennington hotel?
Check Old Bennington hotel room prices by star rating

5 Star Hotels
1 properties
What's the best place for a stay in Old Bennington?
What are the best hotels in downtown Old Bennington?
Here are some of the most popular hotels in the center of Old Bennington:
- The Four Chimneys Inn is a B&B offering free breakfast, free WiFi, and free parking.
- Hampton Inn Bennington is hotel has free breakfast, free WiFi, and free parking.
- Best Western Bennington is hotel has free breakfast, free WiFi, and free parking.
Sights to visit in the heart of Old Bennington include Old First Congregational Church, Bennington Museum and Bennington Battle Monument.
What are the best hotels to stay near Bennington Battle Monument?
Start your Old Bennington sightseeing on the right note by heading straight to Bennington Battle Monument. You'll only need to commute 0.3 miles from the downtown area before you arrive at this popular commemorative structure. If you're eager to stay near it, look up the rates at The Four Chimneys Inn. This choice is 0.4 miles away.
Old Bennington hotels essential information
Accommodation | 1,005 hotels |
|---|---|
Lowest Price | $101 |
Highest Price | $369 |
Popular hotels | The Four Chimneys Inn, Hotel Downstreet, an Ascend Collection Hotel, The Williams Inn, Mount Snow Grand Summit Resort, Knotty Pine, Valley Craft Ales, The White House Inn, Big Bears Lodge, Chalet 239, The Porches Inn at Mass MoCA, Hampton Inn Bennington, Howard Johnson by Wyndham Williamstown |
Recent Reviews

Hotel Downstreet, an Ascend Collection Hotel
5/5 Excellent
"friendly accommodating staff"
A verified traveler from Cheshire stayed at Hotel Downstreet, an Ascend Collection Hotel
Posted 4 days ago



