Deals on vacations and trips to Bennington

Save when you book Bennington package deals

Choose two or more items and save on your trip:

Bennington flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Berkshire Valley Inn

Berkshire Valley Inn

2.5 out of 5
Price was $438, price is now $355 per person
$355
per person
Oct 30 - Nov 1
found 22 hours ago
Roundtrip non-stop flight included
Raleigh (RDU) to Albany (ALB)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls and an off-leash area. There's a seasonal outdoor pool on site, and a fireplace in the lobby and express check-in are also provided.
The Manchester View

The Manchester View

2.5 out of 5
Save 100% on your flight
Price was $1,713, price is now $1,336 per person
$1,336
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
A seasonal outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
The White House Inn

The White House Inn

3.5 out of 5
Price was $1,384, price is now $1,098 per person
$1,098
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
A restaurant and a bar/lounge are featured at this hotel. There's no skimping on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A terrace and a garden are also provided.
Aspen At Manchester

Aspen At Manchester

2.5 out of 5
Price was $969, price is now $781 per person
$781
per person
Oct 18 - Oct 24
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to Albany (ALB)
A seasonal outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a lobby fireplace 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 $1,242, price is now $1,055 per person
$1,055
per person
Nov 24 - Nov 29
found 18 hours ago
Roundtrip non-stop flight included
Houston (HOU) 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
$110 nightly
The price is $120 total per night
$120 total
Sep 27 - Sep 28
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
$129 nightly
The price is $140 total per night
$140 total
Sep 17 - Sep 18
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 20 - Sep 21
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
$188 nightly
The price is $205 total per night
$205 total
Oct 12 - Oct 13
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
$104 nightly
The price is $114 total per night
$114 total
Sep 22 - Sep 23
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 20 - Sep 21
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
Don't see what you're looking for?
See all available properties in Bennington
View all properties
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 $355. 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.

Explore More Ways to Travel with Travelocity