Book Exclusive Bennington Vacation Packages

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Bennington flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Marriott Albany

Marriott Albany

3.5 out of 5
Price was CA $1,473, price is now CA $1,212 per person
CA $1,212
per person
Aug 21 - Aug 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
Book a stay at this business-friendly hotel in Albany. Enjoy an outdoor pool, a free airport shuttle, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Colonie Center Mall and Crossgates Mall are located nearby.
The White House Inn

The White House Inn

3.5 out of 5
Price was CA $2,308, price is now CA $1,923 per person
CA $1,923
per person
Sep 22 - Sep 27
found 1 hour ago
Roundtrip non-stop flight included
Regina (YQR) to Albany (ALB)
Stay at this hotel in Wilmington. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions South Main Street and Pettee Memorial Library are located nearby.
Hyatt Place Saratoga Malta

Hyatt Place Saratoga Malta

3 out of 5
Price was CA $1,457, price is now CA $1,215 per person
CA $1,215
per person
Aug 21 - Aug 27
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Albany (ALB)
Book a stay at this business-friendly hotel in Ballston Spa. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Saratoga Lake and Saratoga Spa State Park are located nearby.
The Palmer House Resort, an Ascend Collection Hotel

The Palmer House Resort, an Ascend Collection Hotel

3 out of 5
Price was CA $2,115, price is now CA $1,804 per person
CA $1,804
per person
Sep 22 - Sep 27
found 1 hour ago
Roundtrip non-stop flight included
Regina (YQR) to Albany (ALB)
Book a stay at this golf hotel in Manchester Center. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lye Brook Falls and Dana L. Thompson Memorial Park are located nearby.
Bluebird Spa City Motor Lodge

Bluebird Spa City Motor Lodge

3 out of 5
Downtown Saratoga Springs
Price was CA $1,776, price is now CA $1,527 per person
CA $1,527
per person
Aug 12 - Aug 14
found 14 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Albany (ALB)
Stay at this hotel in Saratoga Springs. Enjoy free WiFi, parking (surcharge), and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Saratoga Racetrack and Saratoga Casino and Raceway 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 $136 per night
CA $136
CA $149 total
Jul 19 - Jul 20
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
The Autumn Inn

The Autumn Inn

2 out of 5
924 East Main Street Bennington VT
Get rates
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 Robert Frost Stone House Museum and Norman Rockwell Exhibition are located nearby.
Pet-friendly
Parking included
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 $213 per night
CA $213
CA $232 total
Jul 19 - Jul 20
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
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 $154 per night
CA $154
CA $168 total
Jul 13 - Jul 14
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
Starlight Inn

Starlight Inn

2 out of 5
357 Us Route 7 S Bennington VT
Free cancellation
The price is CA $138 per night
CA $138
CA $151 total
Jul 13 - Jul 14
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
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 $180 per night
CA $180
CA $197 total
Aug 2 - Aug 3
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
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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 $1,212. 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.
A red covered bridge over a river with greenery and yellow flowers around.
A tall stone monument with a central entrance, surrounded by a well-maintained lawn and trees.