Bennington, VT

Travel Guide

A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.
A mountainous landscape with autumn foliage, a prominent church spire, and a winding road.
A large, historic mansion with a symmetrical facade, a central entrance with a portico, and a well-manicured garden with flower beds and a lawn.
A silhouette of a person hiking with a backpack against a sunset sky.
A park with autumn trees, a picnic table, and a bench.
Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
$91 nightly
The price is $99 total per night from Nov 22 to Nov 23
$99 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this ski hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
Hotel Vervana, Trademark Collection by Wyndham
New Englander Inn Bennington

New Englander Inn Bennington

2.5 out of 5
220 Northside Drive Bennington VT
$81 nightly
The price is $88 total per night from Nov 15 to Nov 16
$88 total
Nov 15 - Nov 16
Total with taxes and fees
Stay at this hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
7.6/10 Good! (1,003 reviews)
"Borderline quality. Price good. Breakfast ok but no knives, no milk, no attendant present. Table not wiped clean. Room buried down a dead-end hallway. Roomy. Bathroom small. TP DISPENSER WITHOUT ROLLER."

Reviewed on Nov 8, 2026

New Englander Inn Bennington
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square Bennington VT
$149 nightly
The price is $163 total per night from Nov 22 to Nov 23
$163 total
Nov 22 - Nov 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
Hampton Inn Bennington
See all 808 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.
Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat

Bennington VT
Stay at this vacation home in Bennington. Enjoy a garden, laundry facilities, and balconies. Popular attractions Robert Frost Stone House Museum and Harmon Hill ...
8.6/10 Excellent! (36 reviews)
"Did the job, lovely property."

Reviewed on Aug 25, 2026

Cozy Vermont Lodge Hot Tub Stream Private SatTV, Beautiful Waterfront VT Retreat
Mountain Sanctuary Dome Rustic Solitude 5BR

Mountain Sanctuary Dome Rustic Solitude 5BR

Pownal VT
Stay at this vacation home in Bennington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bennington Center for the Arts and Old First ...
9.6/10 Exceptional! (13 reviews)
"We had an excellent stay at Nate’s place! Our group loved the architecture and the beautiful scenery. Kitchen tools could have been better, but we managed fine cooking for a group of 8. Plenty of sleeping space for a big group. Would recommend for a weekend away in VT!"

Reviewed on Oct 15, 2026

Mountain Sanctuary Dome Rustic Solitude 5BR
Cozy Loft steps from VT Downtown

Cozy Loft steps from VT Downtown

Bennington VT
Stay at this apartment in Bennington. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Bennington Museum and Old First Congregational Church ...
9.8/10 Exceptional! (10 reviews)
"I absolutely loved the Loft - it was so spacious and comfortable. The kitchen was well appointed. The bathroom was great - lovely shower and full-sized washer & dryer. The bed was comfy. I loved the skylights throughout. The deck just outside the dining area was a great place to read and enjoy the ..."

Reviewed on Nov 8, 2026

Cozy Loft steps from VT Downtown
See all 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.

Stay near popular Bennington attractions

Bennington Battle Monument

9.0/10 (202 reviews)
After visiting Bennington Battle Monument, make a plan to see the other sights and activities in Old Bennington. Discover the coffeehouses and its art scene while you're in the area.
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Things to do

Vermont RT 100 App-Guided Driving Audio Tour

Vermont RT 100 App-Guided Driving Audio Tour

$17
per traveler
80% of travellers recommend
Vermont RT 100 App-Guided Driving Audio Tour
See all activities in Bennington

Frequently asked questions

Is Bennington worth visiting?
Bennington is worth visiting for its standout attractions like the Bennington Battle Monument and the Hemmings Motor News Car Lover's Convenience Store & Vehicle Display. Travelers can also enjoy a diverse food scene, with options ranging from North American to Italian cuisine.
When is the best time to visit Bennington?
The best time to visit Bennington is from May through September, when the weather is generally pleasant for exploring. For travelers seeking fewer crowds and better value, the quieter months of November through February are a good option, often with cooler temperatures and a more tranquil experience.
What is Bennington known for?
Bennington, known for its Old Bennington Historic District, is home to the Bennington Battle Monument and the Bennington Museum. It is also recognized as a UNESCO World Heritage site and offers a North American food culture. Travelers can also explore a convenience store.
What is a good itinerary length for Bennington?
A good itinerary length for Bennington is one to two days to explore key highlights like the Bennington Battle Monument and the Bennington Museum. For an extended stay of two to three days, travelers can also visit the Hemmings Motor News Car Lover's Convenience Store & Vehicle Display, allowing for a more relaxed pace.
What are the top things to do in and around Bennington?
Bennington offers travelers a blend of historical landmarks, unique collections, and cultural sites:


How do I plan a trip to Bennington?
To plan your Bennington trip, search for hotels and book flights and rental cars early. Explore attractions like the Bennington Battle Monument, Hemmings Motor News Car Lover's Convenience Store & Vehicle Display, and Bennington Museum. Remember to pair outdoor plans with indoor options for weather flexibility.
What cuisines can you find in Bennington?
In Bennington, travelers can find Italian cuisine, offering classic dishes like pasta, pizza, and risotto. You can also enjoy Mexican options such as tacos and burritos, alongside other North American, Asian, and European choices. Travelers also have access to various coffee shops and pubs.
Can I book a refundable hotel in Bennington?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Bennington by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Bennington with Expedia?
Expedia makes it easier to plan your Bennington trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Bennington?
The best choice depends on your travel style. Hotels in Bennington can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Bennington trip on Expedia?
Once you've booked your Bennington trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Bennington trip?
Expedia offers customer support before, during, and after your Bennington trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Bennington?
If it's your first trip to Bennington, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Bennington hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Bennington hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Bennington

A restaurant named 'Dot's Restaurant' with a porch and flower boxes.

Wilmington

A highway with a North 7 sign, surrounded by lush greenery and hills.

Pownal

A mountainous landscape with autumn foliage, a prominent church spire, and a winding road.

Shaftsbury

A wooden gazebo with a roof, surrounded by trees and a wooden walkway.

North Bennington

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