Photo by Justin Hunter

Hotels in Old Bennington

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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

Where to stay in Old Bennington?

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, individually decorated, individually furnished

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (283 reviews)
This historic B&B offers elegant accommodations near Bennington Museum and Old First Congregational Church. Enjoy complimentary breakfast in the garden, unwind with drinks at the lounge, or relax on the terrace after a day of exploring Vermont's cultural gems.
The price is $256
$279 total
includes taxes & fees
May 25 - May 26
The Four Chimneys Inn
Deluxe Room, 1 King Bed, Non Smoking, Jetted Tub | Premium bedding, desk, blackout drapes, free WiFi

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham
2.5 star property
Bennington
8.2 out of 10, Very Good, (1,002 reviews)
This ski-focused hotel offers free breakfast, WiFi, and parking near Bennington Museum. Enjoy the seasonal outdoor pool, tennis court, and fitness center after a day on the slopes. Guests rave about the helpful staff and clean, comfortable rooms.
The price is $118
$129 total
includes taxes & fees
May 26 - May 27
Hotel Vervana, Trademark Collection by Wyndham
Lobby sitting area

Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.6 out of 10, Excellent, (100 reviews)
The price is $116
$126 total
includes taxes & fees
May 25 - May 26
Knotty Pine
Indoor pool

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,000 reviews)
Steps from Bennington Battle Monument, this hotel offers year-round swimming in the indoor pool. Guests appreciate the helpful staff, free breakfast, and convenient parking. The fitness center keeps routines on track while exploring Old First Congregational Church nearby.
The price is $139
$151 total
includes taxes & fees
Jun 14 - Jun 15
Hampton Inn Bennington
Front of property

The Autumn Inn

The Autumn Inn
2.0 star property
Bennington
7.6 out of 10, Good, (638 reviews)
Cozy accommodations in Bennington with free WiFi and parking make for a comfortable stay. The helpful staff ensures a pleasant experience while exploring nearby attractions like the Norman Rockwell Exhibition and Robert Frost Stone House Museum.
The price is $89
$97 total
includes taxes & fees
May 20 - May 21
The Autumn Inn
View from property

Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (226 reviews)
Wake up to scenic trails outside this Vermont hotel, where hiking and snowmobiling await. Near Robert Frost Stone House Museum and Norman Rockwell Exhibition, you'll appreciate the thoughtful touches of free WiFi, parking, and daily housekeeping.
The price is $104
$113 total
includes taxes & fees
May 20 - May 21
Starlight Inn
Lobby

New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (970 reviews)
This quiet hotel offers a seasonal outdoor pool and fitness center just minutes from Bennington Battle Monument and Museum. Enjoy free WiFi, parking, and breakfast before exploring nearby attractions. Friendly staff ensure a peaceful, comfortable stay.
The price is $128
$139 total
includes taxes & fees
Jun 9 - Jun 10
New Englander Inn Bennington
Library

South Shire

South Shire
4.0 star property
Bennington
9.0 out of 10, Wonderful, (124 reviews)
Discover Bennington's artistic side from this welcoming inn near Bennington Arts Guild Gallery and Fiddlehead at Four Corners. Enjoy a drink at the bar after your day's adventures. The helpful staff and convenient free WiFi and parking enhance your Vermont getaway.
The price is $189
$217 total
includes taxes & fees
May 31 - Jun 1
South Shire
Front of property

Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.8 out of 10, Good, (477 reviews)
Set in a quiet area of Bennington, this motor inn provides complimentary WiFi and parking. Adventure enthusiasts will appreciate the nearby hiking trails and mountain biking routes, while Hemmings Motor News and Harmon Hill attractions are just minutes away.
The price is $132
$144 total
includes taxes & fees
Jun 1 - Jun 2
Bennington Motor Inn
Exterior

Two Brooks Lodge

Two Brooks Lodge
3.0 star property
Bennington
4.8 out of 10, (3 reviews)
Tucked beside the Bennington train station, this charming vacation home offers free WiFi and parking. Explore nearby hiking and mountain biking trails, then relax on the terrace or sink into memory foam comfort. Robert Frost Stone House Museum awaits your discovery.
The price is $152
$425 total
includes taxes & fees
May 27 - May 28
Two Brooks Lodge
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (785 reviews)
Wake up to continental breakfast at this friendly motel near the Mountain Meadow Preserve. Clean, comfortable rooms with free WiFi await after a day of hiking nearby trails. The helpful staff will ensure a memorable stay in Williamstown.
The price is $79
$88 total
includes taxes & fees
May 20 - May 21
The Villager Motel
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (906 reviews)
The price is $79
$93 total
includes taxes & fees
May 31 - Jun 1
Cozy Corner Motel
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (606 reviews)
Escape to this Williamstown motel in the entertainment district with a seasonal pool. Clean rooms await after exploring nearby Linear Park. Friendly staff, free breakfast, WiFi and parking enhance your value-packed stay.
The price is $109
$122 total
includes taxes & fees
May 20 - May 21
Maple Terrace Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,002 reviews)
Immerse in the Berkshire charm at this Williamstown motel featuring an outdoor pool with pool bar. Rooms offer refrigerators and microwaves for convenience, while free breakfast, WiFi, and parking enhance your visit. Nearby Colonial Plaza awaits exploration.
The price is $85
$95 total
includes taxes & fees
May 20 - May 21
Willows Motel Williamstown
Mountain view

Howard Johnson by Wyndham Williamstown

Howard Johnson by Wyndham Williamstown
2.0 star property
Williamstown
6.6 out of 10, (910 reviews)
Wake up to complimentary breakfast before exploring Williamstown's attractions. Located near Colonial Plaza and Lower Linear Park, this clean, comfortable motel offers free WiFi and parking. Fellow travelers consistently praise the friendly, attentive staff.
The price is $90
$101 total
includes taxes & fees
May 20 - May 21
Howard Johnson by Wyndham Williamstown
View from property

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (319 reviews)
The price is $89
$99 total
includes taxes & fees
May 20 - May 21
Williamstown Motel
Miscellaneous

1896 House Country Inn & Motels

1896 House Country Inn & Motels
2.5 star property
Williamstown
6.6 out of 10, (450 reviews)
Escape to this charming country inn where Williamstown's natural beauty awaits. After exploring nearby Sheep Hill, unwind in the garden or sip drinks at the onsite bar. Free parking, business center, and restaurant make your Berkshires getaway complete.
The price is $125
$140 total
includes taxes & fees
May 20 - May 21
1896 House Country Inn & Motels
Property amenity

Fairfield Inn & Suites by Marriott Williamstown

Fairfield Inn & Suites by Marriott Williamstown
3.0 star property
Williamstown
8.8 out of 10, Excellent, (414 reviews)
Just off Colonial Plaza, this business-friendly hotel offers a refreshing indoor pool and 24-hour fitness center. Travelers praise the complimentary breakfast, helpful staff, and free parking. Lower Linear Park and local attractions wait nearby.
The price is $166
$185 total
includes taxes & fees
May 25 - May 26
Fairfield Inn & Suites by Marriott Williamstown
Room, 1 King Bed, Accessible, Non Smoking (Transfer Shower) | Hypo-allergenic bedding, desk, laptop workspace, blackout drapes

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,004 reviews)
The price is $152
$170 total
includes taxes & fees
May 26 - May 27
Hotel Downstreet, an Ascend Collection Hotel
Front of property - evening/night

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (627 reviews)
Experience New England charm at this Williamstown hotel with The Barn Kitchen & Bar serving American cuisine. Guests praise the helpful staff, while amenities include a fitness center, terrace, and garden. Enjoy free WiFi and parking near Williams College Schow Science Library.
The price is $296
$331 total
includes taxes & fees
May 20 - May 21
The Williams Inn
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.
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Top landmarks in Old Bennington

Bennington Battle Monument

4.5/5 (202 reviews)
Bennington Battle Monument is 0.4 mi (0.6 km) from central Old Bennington, why not stop by during your stay.
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Learn more about Old Bennington

Old Bennington is well-known for its attractions such as Bennington Museum and Old First Congregational Church.

See all hotels in Old Bennington
Photo by Justin Hunter
Open Photo by Justin Hunter

Check out reviews of Old Bennington hotels guests love

Hampton Inn Bennington

Hampton Inn Bennington

10/10 Excellent
"Breakfast a typical but good motel meal."
Kathleen 1-night trip
Posted 10 hours ago
Hampton Inn Bennington

Frequently asked questions

What hotels do travelers recommend in Old Bennington?
Guests like The Four Chimneys Inn, Hotel Vervana, Trademark Collection by Wyndham and Hampton Inn Bennington.
Can I book refundable accommodations in Old Bennington?
If you're looking for the flexibility to change your plans to Old Bennington, most properties provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Old Bennington be like during my trip?
The warmest months in Old Bennington are usually July and August with an average temp of 66°F. January and February are the chilliest months when the average temp is 26°F. The rainiest months are October and June.
Why should I book my Old Bennington accommodation with Hotels.com?
There are plenty of reasons to book your Old Bennington travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.