Hotels in Old Bennington

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Tonight
May 7 - May 8
Tomorrow
May 8 - May 9
This weekend
May 9 - May 11
Next weekend
May 16 - May 18

Where to stay in Old Bennington?

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

The Four Chimneys Inn

4.0 star property
9.4 out of 10, Exceptional, (275)
The price is $240
includes taxes & fees
$220 per night
May 11 - May 12
The Four Chimneys 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.

Top landmarks in Old Bennington

Bennington Battle Monument showing landscape views

Bennington Battle Monument

Bennington Battle Monument is just one of the landmarks located 0.4 mi (0.6 km) from central Old Bennington, so you might want to stop by for a few pics during your trip. You can also discover the art galleries and museums in the area— your sightseeing tour starts here.

See properties in Bennington Battle Monument
Bennington Battle Monument

Learn more about Old Bennington

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

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Bennington Battle Monument showing landscape views
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What hotels do travelers recommend in Old Bennington?
The Four Chimneys Inn is a property that our guests really like.
Where can I get free parking with my stay in Old Bennington?
Park your car for free at The Four Chimneys Inn.
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.
Where should I stay in Old Bennington for a getaway with my partner?
The Four Chimneys Inn is a good option for a romantic getaway with your special someone.
Where should I stay in Old Bennington if I'm looking for a luxury hotel?
An option for a luxury stay is The Four Chimneys Inn.
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.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

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