Book Cheap Hotels in Old Bennington

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check hotel availability in Old Bennington

Tonight
Check prices in Old Bennington for tonight, Nov. 29 - Nov. 30
Nov. 29 - Nov. 30
Tomorrow night
Check prices in Old Bennington for tomorrow night, Nov. 30 - Dec. 1
Nov. 30 - Dec. 1
This weekend
Check prices in Old Bennington for this weekend, Nov. 29 - Dec. 1
Nov. 29 - Dec. 1

Most frequently booked Old Bennington hotels

The Four Chimneys Inn

The Four Chimneys Inn

4 out of 5
21 West Road, Bennington, VT
0.33 km from city centre
The price is CA $349 per night
CA $349
CA $380 total
includes taxes & fees
5 Dec - 6 Dec
Stay at this 4-star golf B&B in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Old First Congregational Church and Bennington Museum are located nearby.
Hotel Downstreet

Hotel Downstreet

3 out of 5
40 Main St, North Adams, MA
Free cancellation
Reserve now, pay when you stay
22.04 km from city centre
The price is CA $181 per night
CA $181
CA $202 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 3-star hotel in North Adams. Enjoy free WiFi, free parking, and a 24-hour fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Massachusetts Museum of Contemporary Art and Studio 21 South are located nearby.
Pool
Hot tub
Mountaineer Inn

Mountaineer Inn

2 out of 5
270 Handle Rd, West Dover, VT
Free cancellation
Reserve now, pay when you stay
27.81 km from city centre
The price is CA $156 per night
CA $156
CA $189 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this motel in West Dover. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Mount Snow and Heavy Metal Ski Lift are located nearby.
Mount Snow Grand Summit Resort

Mount Snow Grand Summit Resort

3 out of 5
89 Grand Summit Way, West Dover, VT
Free cancellation
27.56 km from city centre
The price is CA $278 per night
CA $278
CA $332 total
includes taxes & fees
11 Dec - 12 Dec
Stay at this 3-star spa resort in West Dover. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Mount Snow and Ego Alley Ski Lift are located nearby.
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street, Williamstown, MA
Free cancellation
Reserve now, pay when you stay
19.34 km from city centre
The price is CA $276 per night
CA $276
CA $309 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this 4-star business-friendly hotel in Williamstown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Williams College Museum of Art and Chapin Library of Rare Books and Manuscripts are located nearby.
Pet-friendly
Parking included
Chalet 239

Chalet 239

2 out of 5
239 Vermont Rte 100, West Dover, VT
28.79 km from city centre
The price is CA $225 per night
CA $225
CA $247 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this motel in West Dover. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Mount Snow and Mount Snow Golf Course are located nearby.
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square, Bennington, VT
Free cancellation
Reserve now, pay when you stay
2.83 km from city centre
The price is CA $201 per night
CA $201
CA $219 total
includes taxes & fees
5 Dec - 6 Dec
Book a stay at this business-friendly hotel in Bennington. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff in our reviews. Popular attractions Bennington Battle Monument and Old First Congregational Church are located nearby.
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street, Bennington, VT
2.86 km from city centre
The price is CA $125 per night
CA $125
CA $136 total
includes taxes & fees
1 Dec - 2 Dec
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Norman Rockwell Exhibition and Robert Frost Stone House Museum are located nearby.
The Hotel Vervana at Bennington

The Hotel Vervana at Bennington

2.5 out of 5
141 West Main Street, Bennington, VT
Free cancellation
Reserve now, pay when you stay
0.7 km from city centre
The price is CA $145 per night
CA $145
CA $158 total
includes taxes & fees
1 Dec - 2 Dec
Book a stay at this ski hotel in Bennington. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Museum are located nearby.
Don't see what you're looking for?
See all available properties in Old Bennington
View all properties
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.

Old Bennington hotels essential information

Accommodation
874 hotels
Lowest Price
CA $125
Highest Price
CA $349
Popular hotels
The Four Chimneys Inn, Hotel Downstreet, Mountaineer Inn, Mount Snow Grand Summit Resort, The Williams Inn, Chalet 239, Hampton Inn Bennington, The Autumn Inn, The Hotel Vervana at Bennington

Frequently asked questions

What are the top kid-friendly hotels in Old Bennington?
Take some of the hassles out of traveling with young ones by booking a family-friendly Old Bennington hotel. From entertaining amenities to more services, these properties feature perks that’ll make your getaway plain sailing: You’ll be well looked after at The Four Chimneys Inn. It comes with complimentary breakfast, a picnic area and a commitment to making families feel welcome. Also check out the deals at Paradise Inn. It offers a swimming pool, a tennis court and lots of opportunities for precious family time.
Where can I find cheap hotels in Old Bennington?
At Travelocity you’ll find really nice hotels in Old Bennington at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Old Bennington rather than in Old Bennington. We may find you even better rates, too.
How do I find the best Old Bennington hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Old Bennington then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Old Bennington?
The cheapest hotel in Old Bennington is CA $125 This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Old Bennington?
There are 874 hotels in Old Bennington on Travelocity.
What are the best hotels in Old Bennington?
Old Bennington has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Old Bennington for you!
When is the best time to visit Old Bennington?
If you want the joy of a fun-filled trip in peak season, visit Old Bennington during January, April and July. If you’d prefer the peace of off-season, book a stay during quieter months, such as August, October and November.
When is the cheapest time to stay in Old Bennington?
Based on historic data is usually the cheapest month to visit Old Bennington. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Old Bennington?
There are multiple hotels in Old Bennington that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Old Bennington. We have plenty of kid-friendly hotels in Old Bennington to choose from on Travelocity!
Why book a hotel in Old Bennington through Travelocity?
Because we have the top hotels in Old Bennington! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Old Bennington on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Old Bennington hotel reviews by fellow wanderers

The Williams Inn

The Williams Inn

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"Service level is fantastic. And Expedia facilitated a bottle of wine in the room - a very nice touch."
A verified traveller stayed at The Williams Inn
The Williams Inn

Hotels near…

Areas of Old Bennington