Deals on vacations and trips to Bennington

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Bennington flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
The Inn at Saratoga

The Inn at Saratoga

3 out of 5
Downtown Saratoga Springs
Price was $576, price is now $444 per person
$444
per person
Dec 3 - Dec 7
found 21 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A safe deposit box and free newspapers are also provided.
Hill Farm Inn

Hill Farm Inn

4 out of 5
Price was $819, price is now $548 per person
$548
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
This bed & breakfast features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the gym and free perks like full breakfast and free self parking. Enjoy the hot tub and conveniences like limo/town car service and concierge services.
Lodges At Cresthaven

Lodges At Cresthaven

4 out of 5
Save 100% on your flight
Price was $749, price is now $531 per person
$531
per person
Dec 3 - Dec 7
found 21 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
A restaurant and a 24-hour gym are featured at this lodge. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. A business center, a terrace, and a picnic area are also on offer.
The Landing Hotel at Rivers Casino Schenectady

The Landing Hotel at Rivers Casino Schenectady

4 out of 5
Nothside
Price was $803, price is now $611 per person
$611
per person
Dec 3 - Dec 7
found 21 hours ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
A casino, 5 restaurants, and a 24-hour gym are all featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking is free for guests, and you can enjoy a meal in one of the 2 coffee shops/cafes.
Brook Bound Inn

Brook Bound Inn

2 out of 5
Price was $886, price is now $685 per person
$685
per person
Nov 16 - Nov 20
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Albany (ALB)
A seasonal outdoor pool, free self parking, and barbecue grills are featured at this hotel. WiFi in public areas is free. A garden, a lobby fireplace, and a communal living room are also on offer.

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
$114 nightly
The price is $124 total per night
$124 total
Sep 30 - Oct 1
Total with taxes and fees
This hotel features a gym and an outdoor tennis court. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor pool and free perks like continental breakfast and free self parking.
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
$140 nightly
The price is $152 total per night
$152 total
Sep 27 - Sep 28
Total with taxes and fees
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this motel. Guests will appreciate free perks like on-the-go breakfast and WiFi in public areas. A communal living room, express check-in, and express check-out are also on offer.
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
$89 nightly
The price is $97 total per night
$97 total
Sep 27 - Sep 28
Total with taxes and fees
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A library and free newspapers are also provided.
Parking included
Free WiFi
Hampton Inn Bennington

Hampton Inn Bennington

2.5 out of 5
51 Hannaford Square Bennington VT
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $142 total per night
$142 total
Oct 25 - Oct 26
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Guests will appreciate freebies like buffet breakfast and free self parking.
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
$100 nightly
The price is $109 total per night
$109 total
Oct 4 - Oct 5
Total with taxes and fees
A gym, free self parking, and laundry facilities are featured at this hotel. Guests will appreciate free perks like buffet breakfast and WiFi in public areas. A 24-hour business center, a picnic area, and express check-out are also on offer.
Breakfast included
Parking included
South Shire

South Shire

4 out of 5
124 Elm St Bennington VT
$229 nightly
The price is $249 total per night
$249 total
Sep 27 - Sep 28
Total with taxes and fees
A restaurant and a bar/lounge are featured at this bed & breakfast. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, express check-in, and express check-out are also on offer.
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

Frequently asked questions

How much are vacation packages to Bennington?
You can find an excellent flight and hotel bundle from just $444. 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.

Where to stay in Bennington: Best areas for travelers

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 balcony with string lights, flowering plants, and a view of buildings and mountains.
A red covered bridge over a river with greenery and yellow flowers around.

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