Photo by Justin Hunter

Old Bennington 4 Stars Hotels

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Old Bennington 4 Star Hotels

Our top choices for Old Bennington 4-star hotels

Front of property - evening/night
The Williams Inn

The Williams Inn

The Williams Inn
4.0 star property
Williamstown
9.6 out of 10, Exceptional, (549)
"Clean,heating was noisy,bed was to soft,shower head dripped. Very friendly and helpful staff.good breakfast!"
United States
Jon
The price is NT$6,148
NT$6,868 total
includes taxes & fees
Dec 15 - Dec 16
The Williams Inn
Library
South Shire

South Shire

South Shire
4.0 star property
Bennington
9.2 out of 10, Wonderful, (118)
"Great period decor! Spacious rooms and an inviting living room to relax. Also walking distance to downtown shops and restaurants was a real plus!"
United States
Roseann
The price is NT$5,475
NT$6,307 total
includes taxes & fees
Dec 15 - Dec 16
South Shire
Outdoor pool, sun loungers
Hill Farm Inn

Hill Farm Inn

Hill Farm Inn
4.0 star property
Arlington
9.6 out of 10, Exceptional, (173)
"This Inn is spectacular! The rooms, grounds, decor, staff and restaurant all were the best for stops on our vacation."
United States
Kenneth
The price is NT$5,306
NT$12,803 total
includes taxes & fees
Jan 4 - 2026/1/5
Hill Farm Inn
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

The Four Chimneys Inn
4.0 star property
Bennington
9.4 out of 10, Exceptional, (280)
"What an absolutely amazing stay!! Everything was perfect. Highly recommend having dinner onsite. "
United States
Jon
The Four Chimneys Inn
Restaurant
The Hermitage Inn Vermont

The Hermitage Inn Vermont

The Hermitage Inn Vermont
4.0 star property
West Dover
9.2 out of 10, Wonderful, (15)
"Great stay,beautiful property!"
United States
Vibhavasu
The Hermitage Inn Vermont
Norman Rockwell Studio | Premium bedding, desk, iron/ironing board, free WiFi
The Norman Rockwell Studio And Inn

The Norman Rockwell Studio And Inn

The Norman Rockwell Studio And Inn
4.0 star property
Arlington
6.8 out of 10, (24)
"Used coffee cups in dining area...no breakfast...owner said that he would compensate for that but there was no one to check us out the next morning with no compensation...shame that an historic inn is falling through the cracks...I definitely would not stay there again..."
United States
High5er
The Norman Rockwell Studio And Inn
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Old Bennington.
Battenkill Glamping Resort

Battenkill Glamping Resort

935 New York 313 Cambridge NY
Get rates
10/10 Exceptional! (2 reviews)
Still don't see what you're looking for?
See all properties in Old Bennington.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.

Learn more about Old Bennington

Explore attractions like Old First Congregational Church and Bennington Museum as you discover things to see and do in Old Bennington.

See all hotels in Old Bennington
The monument commemorates the Battle of Bennington during the American Revolutionary War. You can purchase a ticket for 5$ and ride the elevator 2/3 of the way up and see the beautiful sights from all around. A beautiful place to visit.
Photo by Justin Hunter
Open Photo by Justin Hunter

Top Old Bennington Hotel Reviews

The Williams Inn

The Williams Inn

10/10 Excellent
"Room was very clean. Didn’t have breakfast. Staff was friendly and check in was quick. "
Stacey 1-night trip
Posted 6 days ago
The Williams Inn
The Four Chimneys Inn

The Four Chimneys Inn

10/10 Excellent
"This is a beautiful, historic property and pretty consistent with the photos on the website. The room I had was just as pretty with some antique furnishings, but of course in person you notice that it is an old building. The room was a great size, and I loved the hardwood floors. The bathroom was also large and you are provided a sundry of items for convenience. The bed was comfortable, though it did seem to have a center depression. The only other issue I had was that though the the showerhead seemed to have a dial to adjust pressure, I was not able to. Overall the property is in great condition. The staff were welcoming, and the breakfast was outstanding, served in their traditional, historic, and charming restaurant space."
Melanie 1-night trip
Posted 4 months ago
The Four Chimneys Inn

Explore a world of travel with Expedia