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Top Bennington hotels deals

Best Western Bennington

Best Western Bennington

2.5 out of 5
220 Northside Drive, Bennington, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
per night
May 19 - May 20
Stay at this hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bennington Battle Monument and Bennington Museum are located nearby.
Breakfast included
Pool
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square, Bennington, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $208 per night
CA $208
per night
May 19 - May 20
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 and the clean rooms in our reviews. Popular attractions Bennington Battle Monument and Old First Congregational Church are located nearby.
Pet-friendly
Pool
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street, Bennington, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $122 per night
CA $122
per night
May 21 - May 22
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.
Pet-friendly
Parking included
Paradise Inn

Paradise Inn

2.5 out of 5
141 West Main Street, Bennington, VT
Get rates
Book a stay at this ski hotel in Bennington. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Museum are located nearby.
Pet-friendly
Pool
Harwood Hill Motel

Harwood Hill Motel

2 out of 5
864 Harwood Hill Road, Bennington, VT
The price is CA $178 per night
CA $178
per night
May 12 - May 13
Stay at this motel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Robert Frost Stone House Museum and Bennington Battle Monument are located nearby.
Pet-friendly
Breakfast included
South Shire

South Shire

4 out of 5
124 Elm St, Bennington, VT
Free cancellation
Reserve now, pay when you stay
The price is CA $243 per night
CA $243
per night
May 13 - May 14
Stay at this 4-star B&B in Bennington. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast in our reviews. Popular attractions Bennington Arts Guild Gallery and Fiddlehead at Four Corners are located nearby.
Pet-friendly
Breakfast available
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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.

Popular places to visit

Image for Bennington Battle Monument

Bennington Battle Monument

Learn about the local history of Old Bennington when you spend time at Bennington Battle Monument. In the area, take in the art scene and mountain views.

Bennington Battle Monument
Image for Old First Congregational Church

Old First Congregational Church

Find out about the history of Old Bennington with a stop at Old First Congregational Church. In the area, take in the art scene and mountain views.

Old First Congregational Church
Image for Bennington Center for the Arts

Bennington Center for the Arts

You can enjoy some culture when you stop by Bennington Center for the Arts in Bennington. Experience the area's art scene and museums.

Bennington Center for the Arts

Bennington Vacations

Make new memories, have incredible adventures and tread the path less traveled — anything is possible in Bennington. But first, let us fill you in on a few basic facts about your next vacation destination!

To help get you oriented, Bennington sits 110 miles (177 kilometers) west of the well-known city of Boston.

Eager to meet the locals? That shouldn't be an issue. 9,000 people call this part of Southern Vermont home.

Hotels in Bennington

Preparing to venture down the path less traveled in Bennington? Before you head on that extraordinary adventure, you'll need a place to rest and relax. Chose from Travelocity's 12 properties and get your vacation off to a sensational start.

On the hunt for somewhere to get some rest in Bennington? The Safford Mills Inn and Cafe and The Four Chimneys Inn are some of our favorite properties in the region.

Places to visit in Bennington

It has been said that knowledge is power. With that in mind, you'll certainly feel more powerful after spending an afternoon at Bennington Museum. Like some more options? Bennington Battle Monument stands as a reminder of history. Discover why this commemorative piece was built and gain more insight into the local heritage and achievements. And there's more. Get ready to encounter exciting ideas and wonderful artwork at Fiddlehead at Four Corners. It maintains a rotating roster of collections that are sure to interest art enthusiasts.

Where do you fly into for Bennington?

Pull on your headphones and watch one of the latest in-flight films. Before long, you'll be coming in to land at Albany International Airport (ALB). It's approximately 30 miles (48 kilometers) from the middle of Bennington.

Frequently asked questions

How much are vacation packages to Bennington?
Adventure calls in Bennington, with Travelocity vacation packages starting as low as . Including hotels and flights, these sensational deals make it simple to experience all corners of the globe.
How long should my Bennington vacation be?
Around 2 nights is what most tourists book for their Bennington trip. That’s a good starting point, but there’s loads more to discover if you allow yourself a few extra days.
Where can I get the best vacation package deals for Bennington?
No matter how you like to travel, Travelocity can help you score the perfect Bennington package deal. All you have to do is select a combination from our 400 airlines and 665,000 properties across the globe.
Why should I book my Bennington vacation package with Travelocity?
Savings, support and a stress-free booking are just the tip of the iceberg. Collect lifelong memories and enjoy a fulfilling travel experience knowing you have access to round-the-clock support. With the Travelocity Price Match Guarantee, you can relax knowing you’ll always get the best deal available.
Can I save money on my Bennington car rental if I bundle it with hotels and flights?
Certainly — bundle your car, flight and hotel into a Bennington vacation package and you’ll save a ton. With so much to see and do in Bennington, that set of wheels will come in handy. Once you’re behind the wheel, turn up the stereo and make your way to Fenway Park, a renowned attraction approximately 180 kilometersfrom Bennington.
What is the best time of year to go to Bennington?
If you need to watch your pennies, is a fantastic month to see this part of the world, while is the costliest time of the year. is regarded as the peak season. If you prefer to dodge the crowds, tend to be quieter.
Which airport is best for Bennington?
Albany, NY (ALB-Albany Intl.) is one place you can start your Bennington getaway. Located 50 kilometerswest of Bennington, it welcomes visitors from all over every day. Another popular option is Rutland, VT (RUT-Rutland Southern Vermont Regional), 76 kilometersaway from central Bennington.
What is there to do in Bennington?
You’ll find some excellent photo opportunities at Bromley Mountain Ski Resort, one of the most renowned attractions in Bennington. There’s plenty more to discover in this exciting destination, so give yourself enough time to explore some hidden gems.
Where should I stay when visiting Bennington?
For the ultimate luxury getaway in Bennington, lock in a room at The Equinox, a Luxury Collection Golf Resort & Spa, Vermont (4.5 stars) or the Kimpton Taconic Hotel (4.0 stars). These top places boast quality furnishings and excellent services and amenities.
Can I go on vacation to Bennington at this time?
Discover all the info that’s important relating to travel restrictions and quarantine policies before you head for Bennington. Our Covid-19 Travel Advisor is full of advice to help make your trip relaxed and hassle-free.