Book Exclusive Bennington Vacation Packages

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Bennington flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

La Quinta Inn & Suites by Wyndham Clifton Park/Saratoga Area

3 out of 5
Price was CA $1,476, price is now CA $1,289 per person
CA $1,289
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Clifton Park. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Regal Clifton Park and Wicked Eatery Pub & Entertainment are located nearby.
Hyatt Place Albany/Downtown

Hyatt Place Albany/Downtown

3 out of 5
Downtown Albany
Price was CA $1,880, price is now CA $1,595 per person
CA $1,595
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palace Theater and MVP Arena are located nearby.
Hampton Inn & Suites Albany-Downtown

Hampton Inn & Suites Albany-Downtown

2.5 out of 5
Downtown Albany
Price was CA $1,534, price is now CA $1,320 per person
CA $1,320
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free breakfast, free WiFi, and 2 restaurants. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Palace Theater and MVP Arena are located nearby.
Best Western Plus Franklin Square Inn Troy/Albany

Best Western Plus Franklin Square Inn Troy/Albany

2.5 out of 5
Price was CA $1,612, price is now CA $1,397 per person
CA $1,397
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
Stay at this hotel in Troy. Enjoy free breakfast, free parking, and a 24-hour fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Arts Center of the Capital Region and Troy Waterfront Farmers' Market are located nearby.
Hilton Garden Inn Albany/SUNY Area

Hilton Garden Inn Albany/SUNY Area

3 out of 5
Price was CA $1,679, price is now CA $1,470 per person
CA $1,470
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.

Top Bennington hotels deals

Hotel Vervana, Trademark Collection by Wyndham

Hotel Vervana, Trademark Collection by Wyndham

2.5 out of 5
141 West Main Street Bennington VT
Free cancellation
Reserve now, pay when you stay
The price is CA $137 per night
CA $137
CA $149 total
Sep 13 - Sep 14
includes taxes & 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 reviews. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Bennington Museum are located nearby.
Pool
Breakfast included
Knotty Pine

Knotty Pine

2.5 out of 5
130 Northside Dr Bennington VT
Free cancellation
Reserve now, pay when you stay
The price is CA $163 per night
CA $163
CA $178 total
Aug 27 - Aug 28
includes taxes & fees
Stay at this motel in Bennington. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Bennington Museum and Old First Congregational Church are located nearby.
Pool
Breakfast included
New Englander Inn Bennington

New Englander Inn Bennington

2.5 out of 5
220 Northside Drive Bennington VT
Free cancellation
Reserve now, pay when you stay
The price is CA $138 per night
CA $138
CA $150 total
Sep 6 - Sep 7
includes taxes & 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 attractions Bennington Museum and Old First Congregational Church are located nearby.
Breakfast included
Parking included
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square Bennington VT
The price is CA $226 per night
CA $226
CA $246 total
Sep 6 - Sep 7
includes taxes & 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. Popular attractions Old First Congregational Church and Bennington Center for the Arts are located nearby.
Pool
Breakfast included
Bennington Motor Inn

Bennington Motor Inn

2 out of 5
143 West Main Street Bennington VT
Free cancellation
Reserve now, pay when you stay
The price is CA $117 per night
CA $117
CA $128 total
Aug 30 - Aug 31
includes taxes & fees
Stay at this motel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Hemmings Motor News Car Lover's Convenience Store & Vehicle Display and Harmon Hill are located nearby.
Parking included
Free WiFi
Starlight Inn

Starlight Inn

2 out of 5
357 Us Route 7 S Bennington VT
Free cancellation
Reserve now, pay when you stay
The price is CA $130 per night
CA $130
CA $142 total
Aug 27 - Aug 28
includes taxes & fees
Stay at this hotel in Bennington. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Robert Frost Stone House Museum and Norman Rockwell Exhibition are located nearby.
Pet-friendly
Parking included
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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.

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.
See properties

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?
You can find an excellent flight and hotel bundle from just CA $1,289. With one of our Travelocity vacation packages, an escape to Bennington has never been more tempting! Save both time and money and then start packing those bags.
How long should my Bennington vacation be?
Many travelers pack their bags and kick back in Bennington for about 2 nights. That gives you a rough guide, but don't be restricted by it. Whether you only stay a couple of nights to see the big attractions or hang around to explore new places, an epic adventure awaits.
Where can I get the best vacation package deals for Bennington?
There are awesome Bennington package deals waiting for you with Travelocity. Did you know we partner with as many as 400 airlines and 1,000,000 properties around the world? Keep that in mind when you're ready to tick another place off your must-visit list.
Why should I book my Bennington vacation bundle with Travelocity?
The three S's — savings, support and a stress-free booking — are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you can rely on round-the-clock support. With the Travelocity Price Match Guarantee, you know you're getting the best deal available.
Can I save money on my Bennington car rental if I book it with hotels and flights?
Combining your bookings into a Bennington vacation package will certainly save you money. Combine a flight and car; a flight, hotel and car; or a car and hotel. There's no better way to discover the greater Bennington region than from behind the wheel of your own rental car. You can also add experiences and tours to your Travelocity package.
What is there to do in Bennington?
While getting off the beaten track can be rewarding, you really shouldn't miss the big sights that make a place famous. Bennington Battle Monument and Hemmings Motor News Car Lover's Convenience Store & Vehicle Display are just two of them in Bennington.
Where should I stay when visiting Bennington?
Many travelers opt to stay at the Hampton Inn Bennington. It's a great base for your Bennington escape.

Photos of local treasures

Browse Bennington vacation photos for more inspiration

A covered bridge with a sign reading "Silk Road Bridge" and a height restriction of 10 feet 6 inches.
A silhouette of a person hiking with a backpack against a sunset sky.
A statue with outstretched arms and a tall obelisk in the background.
String lights and flower boxes with a sunset view in Bennington, VT
A red covered bridge over a river with greenery and yellow flowers around.