Deals on vacations and trips to Bennington

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Bennington flight + hotel vacation packages

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Holiday Inn Club Vacations Oak 'n Spruce Resort

Holiday Inn Club Vacations Oak 'n Spruce Resort

3.5 out of 5
Price was $577, price is now $483 per person
$483
per person
Dec 4 - Dec 7
found 12 hours ago
Roundtrip flight included
Austin (AUS) to Albany (ALB)
This hotel features 2 outdoor pools, 2 indoor pools, and a poolside bar. There's fun for all ages with mini golf and a playground, and families will appreciate the picnic area. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and barbecue grills.
Saratoga Casino Hotel

Saratoga Casino Hotel

4 out of 5
Price was $1,257, price is now $995 per person
$995
per person
Nov 6 - Nov 13
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Albany (ALB)
This smoke-free hotel features a casino, a nightclub, and a restaurant. Enjoy the indoor pool and perks like free self parking and a free area shuttle. You'll appreciate the 24-hour gym, bar/lounge, and snack bar/deli.
The Williams Inn

The Williams Inn

4 out of 5
Price was $961, price is now $793 per person
$793
per person
Nov 9 - Nov 13
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Albany (ALB)
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, conference center, and conference space. Free self parking, a coffee shop, and a terrace are also offered.
Hotel On North

Hotel On North

3.5 out of 5
Price was $626, price is now $523 per person
$523
per person
Dec 4 - Dec 7
found 12 hours ago
Roundtrip flight included
Austin (AUS) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center and free WiFi in public areas. Free self parking and luggage storage are also offered on site.
The Landing Hotel at Rivers Casino Schenectady

The Landing Hotel at Rivers Casino Schenectady

4 out of 5
Nothside
Price was $1,131, price is now $949 per person
$949
per person
Dec 22 - Dec 26
just found
Roundtrip non-stop flight included
Austin (AUS) 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.

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
$118 nightly
The price is $129 total per night
$129 total
Oct 5 - Oct 6
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 29 - Sep 30
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
$99 nightly
The price is $108 total per night
$108 total
Sep 29 - Sep 30
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
Sep 29 - Sep 30
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
$223 nightly
The price is $243 total per night
$243 total
Oct 26 - Oct 27
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 $483. 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 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.
A statue with outstretched arms and a tall obelisk in the background.

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