Hotels in Old Bennington

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Next weekend
Aug 7 - Aug 9
In two weeks
Aug 14 - Aug 16

Top 5 hotels in Old Bennington at a glance

  1. The Four Chimneys Inn — 4-star hotel in Bennington. Guest rating: 9.4/10 — Exceptional.
  2. New Englander Inn Bennington — 2.5-star hotel in Bennington. Guest rating: 7.6/10 — Good.
  3. Hotel Vervana, Trademark Collection by Wyndham — 2.5-star hotel in Bennington. Guest rating: 8.2/10 — Very Good.
  4. Hampton Inn Bennington — 2.5-star hotel in Bennington. Guest rating: 8.6/10 — Excellent.
  5. Harwood Hill Motel — 2-star hotel in Bennington. Guest rating: 9.4/10 — Exceptional.

Where to stay in Old Bennington?

Signature Room, King plus Twin Bed, Private Bathroom, Porch, Accessible, RM-10 | Premium bedding, iron/ironing board, WiFi (free), individually decorated

The Four Chimneys Inn

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (290 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 $269
$293 total
includes taxes & fees
Aug 4 - Aug 5
The Four Chimneys Inn
Lobby

New Englander Inn Bennington

New Englander Inn Bennington
2.5 star property
Bennington
7.6 out of 10, Good, (980 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 $105
$115 total
includes taxes & fees
Aug 30 - Aug 31
New Englander Inn Bennington
Deluxe Room, 1 King Bed, Non Smoking, Jetted Tub | Premium bedding, desk, blackout drapes, WiFi (free)

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 $110
$120 total
includes taxes & fees
Aug 9 - Aug 10
Hotel Vervana, Trademark Collection by Wyndham
Indoor pool

Hampton Inn Bennington

Hampton Inn Bennington
2.5 star property
Bennington
8.6 out of 10, Excellent, (1,001 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 $187
$204 total
includes taxes & fees
Aug 9 - Aug 10
Hampton Inn Bennington
Gazebo

Harwood Hill Motel

Harwood Hill Motel
2.0 star property
Bennington
9.4 out of 10, Exceptional, (601 reviews)
Enjoy a relaxing stay at this cozy Bennington motel offering free WiFi, parking, and daily continental breakfast. Close to Robert Frost Stone House Museum and Bennington Battle Monument, with clean rooms and helpful staff to enhance your Vermont adventure.
The price is $155
$169 total
includes taxes & fees
Aug 4 - Aug 5
Harwood Hill Motel
Lobby sitting area

Knotty Pine

Knotty Pine
2.5 star property
Bennington
8.4 out of 10, Very Good, (123 reviews)
The price is $121
$132 total
includes taxes & fees
Aug 2 - Aug 3
Knotty Pine
Front of property

Bennington Motor Inn

Bennington Motor Inn
2.0 star property
Bennington
7.8 out of 10, Good, (483 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 $94
$103 total
includes taxes & fees
Aug 2 - Aug 3
Bennington Motor Inn
View from property

Starlight Inn

Starlight Inn
2.0 star property
Bennington
6.8 out of 10, (227 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 $94
$103 total
includes taxes & fees
Aug 2 - Aug 3
Starlight Inn
Library

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (128 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 $196
$225 total
includes taxes & fees
Aug 2 - Aug 3
South Shire
Gazebo

Cozy Corner Motel

Cozy Corner Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (935 reviews)
The price is $95
$111 total
includes taxes & fees
Aug 5 - Aug 6
Cozy Corner Motel
Reception

The Villager Motel

The Villager Motel
2.0 star property
Williamstown
8.8 out of 10, Excellent, (803 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 $89
$99 total
includes taxes & fees
Sep 1 - Sep 2
The Villager Motel
Property grounds

Maple Terrace Motel

Maple Terrace Motel
2.5 star property
Williamstown
9.6 out of 10, Exceptional, (628 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 $129
$144 total
includes taxes & fees
Aug 5 - Aug 6
Maple Terrace Motel
Property grounds

Willows Motel Williamstown

Willows Motel Williamstown
2.0 star property
Williamstown
9.0 out of 10, Wonderful, (1,001 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 $109
$122 total
includes taxes & fees
Aug 2 - Aug 3
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, (927 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 $100
$112 total
includes taxes & fees
Aug 2 - Aug 3
Howard Johnson by Wyndham Williamstown
Reception

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel
3.0 star property
North Adams
8.8 out of 10, Excellent, (1,002 reviews)
The price is $149
$166 total
includes taxes & fees
Sep 1 - Sep 2
Hotel Downstreet, an Ascend Collection Hotel
Signature Suite, Kitchen, Mountain View | Living area | 42-inch TV with cable channels

Brittany Motel

Brittany Motel
2.0 star property
Manchester Center
9.4 out of 10, Exceptional, (391 reviews)
Escape to Manchester Center's Brittany Motel, where hiking and snowboarding adventures await. Rooms stay refreshingly clean with daily housekeeping, while friendly staff earn consistent praise. Visit nearby Hildene and Mount Equinox, then unwind in the garden.
The price is $86
$95 total
includes taxes & fees
Aug 2 - Aug 3
Brittany Motel
View from property

Williamstown Motel

Williamstown Motel
2.0 star property
Williamstown
9.2 out of 10, Wonderful, (335 reviews)
The price is $119
$133 total
includes taxes & fees
Aug 5 - Aug 6
Williamstown Motel
Standard Room, 1 King Bed, Non Smoking | Minibar, iron/ironing board, WiFi (free), bed sheets

Rodeway Inn

Rodeway Inn
2.0 star property
Adams
7.4 out of 10, Good, (263 reviews)
The price is $72
$81 total
includes taxes & fees
Aug 30 - Aug 31
Rodeway 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 $165
$440 total
includes taxes & fees
Aug 3 - Aug 4
Two Brooks Lodge
Property amenity

Hideaway Inn Mt. Snow

Hideaway Inn Mt. Snow
3.0 star property
West Dover
8.6 out of 10, Excellent, (122 reviews)
The price is $101
$111 total
includes taxes & fees
Aug 5 - Aug 6
Hideaway Inn Mt. Snow
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.
View all properties

Top landmarks in Old Bennington

Bennington Battle Monument

9.0/10 (202 reviews)
Bennington Battle Monument is 0.4 mi (0.6 km) from central Old Bennington, why not stop by during your stay.
See properties

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
A tall, narrow obelisk with a pointed top, surrounded by trees and a clear blue sky.
Photo by Justin Hunter
Open Photo by Justin Hunter

Check out reviews of Old Bennington hotels guests love

Valley Craft Ales

Valley Craft Ales

10/10 Excellent
"Valley Craft Ales was an awesome place full of character. It was a simple room but had all we needed for an overnight stay. We loved the river view and the bed was comfortable. We had a great time interacting with the bartenders in the bar and enjoyed an excellent pizza on the deck. Check in was easy."
Anne 1-night trip
Posted 15 hours ago
Valley Craft Ales

Frequently asked questions

What hotels do travelers recommend in Old Bennington?
Guests like The Four Chimneys Inn, Hotel Vervana, Trademark Collection by Wyndham and Knotty Pine.
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.