Bennington Holidays

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Your Bennington Holiday

Our holiday packages to Bennington allow you to create your own adventure. Tailor your getaway to your interests and needs and make every moment count in this interesting city. Every trip to Bennington needs a well-planned itinerary. Fill yours with famous sights like Bennington College, Hemmings Motor News Car Lovers Convenience Store & Vehicle Display and Bennington Battle Monument. Don't put off visiting this city any longer. The ultimate Bennington holiday is only a few clicks away with Expedia.

Bennington Essential Information

Language
English
Currency
U.S dollars
Population
9,100
Max Temp Winter
-1.11ºC
Max Temp Summer
24ºC
Top Sights
Lake Shaftsbury State Park, Prospect Mountain Cross-Country Ski Centre and Woodford State Park

Top hotels in Bennington

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

141 West Main Street Bennington VT
Fully refundableReserve now, pay when you stay
£90
1 Nov - 2 Nov
includes taxes & fees
8.2/10 Very good! (1,001 reviews)
"Lovely clean room with very comfortable beds. The shower was absolutely amazing, super clean, all new and great pressure!! A lovely little patio and a funky lobby."

Reviewed on 29 Sept 2026

Hotel Vervana, Trademark Collection by Wyndham
Knotty Pine

Knotty Pine

130 Northside Dr Bennington VT
Fully refundableReserve now, pay when you stay
£122
15 Oct - 16 Oct
includes taxes & fees
8.2/10 Very good! (174 reviews)
"It was fine, tv worked well enough to see the picture but was fuzzy. We weren't there long enough to report on much else. Old fashioned keys!! A blast from the past!"

Reviewed on 30 Sept 2026

Knotty Pine
Bennington Motor Inn

Bennington Motor Inn

143 West Main Street Bennington VT
Fully refundableReserve now, pay when you stay
£70
4 Oct - 5 Oct
includes taxes & fees
Bennington Motor Inn
See all 811 properties in Bennington
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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays
Golf Holidays
Golf Holidays
Luxury Holidays
Luxury Holidays
gay friendly holidays
LGBTQ+ Holidays
LGBTQ+ Holidays
Romantic Holidays
Romantic Holidays
Ski Holidays
Ski Holidays
Pet Friendly Holidays
Pet Friendly Holidays
Holiday in Month
Where to go when
Where to go when

Stay near popular Bennington attractions

Bennington Battle Monument

9.0/10 (202 reviews)
This 306-foot obelisk commemorates a pivotal Revolutionary War battle and stands as Vermont's tallest structure. Ascend to the observatory for breathtaking views spanning Vermont, Massachusetts, and New York.
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Southern Vermont College

8.2/10 (22 reviews)
Explore the historic Everett Mansion on the former Southern Vermont College campus with its striking architecture. Wander the 371-acre grounds for breathtaking views of the Green Mountains in this peaceful setting.
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Prospect Mountain Cross-Country Ski Center

9.0/10 (28 reviews)
Vermont's highest-based Nordic ski centre offers over 30 kilometres of groomed trails for all skill levels. Warm up by the stone fireplace in the cosy lodge after conquering the pristine mountain routes.
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Woodford State Park

8.8/10 (11 reviews)
Vermont's highest campground at 2,400 feet, Woodford State Park surrounds pristine Adams Reservoir. Explore the lakeside trail through forests or rent a boat to fish for brook trout in this mountain sanctuary.
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Bennington Center for the Arts

8.6/10 (22 reviews)
This cultural hub showcases diverse art exhibitions, Native American works, and Vermont's heritage through its Covered Bridge Museum. Explore multiple galleries and surrounding gardens for a complete artistic immersion.
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Robert Frost Stone House Museum

9.2/10 (15 reviews)
You can spend an afternoon browsing the exhibits at Robert Frost Stone House Museum during your travels in Bennington. Discover the area's cosy cafes and its fascinating museums.
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Bennington Potters Yard

8.0/10 (11 reviews)
Watch skilled artisans shape clay into beautiful stoneware at this historic pottery workshop dating back to 1948. Tour the factory floor to witness the crafting process before browsing finished pieces.
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Old First Congregational Church

9.6/10 (12 reviews)
This 1805 Palladian church houses the final resting place of poet Robert Frost and several Vermont governors. Wander through the elegant interior and serene cemetery for a glimpse into Bennington's rich history.
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What to do in Bennington

Vermont RT 100 Self Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

£13
per traveller
Vermont RT 100 App-Guided Driving Audio Tour
See all activities in Bennington

Frequently asked questions

Why should I book my Bennington holiday with Expedia?
Expedia has your back for every detail of your Bennington getaway. You'll always get the best deals, but when you bundle your flights, hotel and/or hire car into a holiday package, you'll get even bigger savings. Looking to really make the most of your adventure? Add some fun tours and activities to your package. Expedia offers flexible cancellation policies on almost all bookings, so you won't need to worry if your travel plans change. Visit our Customer Service Portal link to find out more.
When is the best time of year to holiday in Bennington?
Bennington can get very busy in January, February and July, so if you want to avoid the crowds, pack your bags for September, October and November. With average daytime temperatures of -6ºC, January is the coolest period in Bennington. The warmest month is July, when you can experience average temperatures of 21ºC throughout the day. Whatever the temperature, you'll find plenty of things to keep you entertained here.
What are the top hotels for my holiday in Bennington?
Paradise Inn in the Old Bennington neighbourhood is an excellent choice for a Bennington holiday. Check in here and you'll be perfectly placed to get out and discover all that this colourful city has to offer.
How do I get a cheap holiday to Bennington?
One of the easiest ways to save money (and time) is to bundle your bookings with Expedia. Flights, hotels, activities and hire cars — we've got them all. Pick and choose the combination that best fits you and see your savings grow. We know holidays are never a one-size-fits-all. That's why we offer over 400 partner airlines and 321,000 properties throughout the world, which lets you customise your Bennington holiday your way. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Bennington holiday?
Make sure your next holiday in Bennington is one to remember by checking out its leading attractions. Bennington Battle Monument, Hemmings Motor News Car Lovers Convenience Store & Vehicle Display, Prospect Mountain Cross-Country Ski Centre and Bennington Potters Yard are just a few of the things you should see while you're in this city.
What is the best area to stay in when on holiday in Bennington?
There's lots to explore in Bennington, so spend your nights close to its best attractions and maximise your time sightseeing. Bromley Mountain Ski Resort is one place to put on your must-see list.
Do I need a visa for my Bennington holiday?
Look up the latest rules on official government websites. Your nationality and whether you're travelling for business, study or leisure will determine if you need a visa for Bennington. Find out about the application process, including the required documentation, turnaround times and fees. Finalise your application well in advance to allow enough time for processing. Some visas may take weeks or even months to go through, depending on the country.
What should I wear on my Bennington holiday?
Although everyone's style is different, it can be useful to have some guidelines for what type of clothes to bring during your holiday in Bennington. Think about looking up social media before you head off for inspiration on local fashion trends. Check the weather forecast so you can pack appropriately. The warmest time of year in Bennington is July, with average daytime temperatures of 21ºC. If you plan to travel in the coolest month of January, the mercury averages -6ºC during the day.
What does an Expedia Bennington holiday include?
Flights, hotels and a shiny set of wheels for all your fun road trip adventures. Simply choose your favourite bundle and gain access to great discounts. Once you've made your booking, add on some sightseeing tours and watch your savings pile up. When it comes to creating your Bennington trip, you're in charge! Discover a large range of property types and choose one that fits your group size and travel needs. The most sought-after rentals here are private holiday homes and cottages. With Expedia, you can easily design your Bennington escape however you like.
Does Expedia offer Book Now, Pay Later Bennington holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has devised a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book your dream getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the worry out of budgeting for your escape. Consider one of these flexible payment options:
  • Pay monthly holidays: If paying across multiple transactions works for you, Klarna offers just that! Paying in several transactions will make your getaway dreams come true.
  • No-deposit holidays: If no upfront fee for your getaway makes clicking that "book now" button easier, choose a no-deposit holiday plan from Klarna so you can Book Now, Pay Later!
Can I choose my airline with a Bennington Expedia holiday?
You can, and with more than 400 airlines to pick from throughout the world, you're not short on choice. Have a look through the available options and see which airline best suits your needs and budget.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.