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 Sunny G B&B

The Sunny G B&B

2.5 out of 5
Price was $468, price is now $379 per person
$379
per person
Nov 6 - Nov 8
found 5 hours ago
Roundtrip flight included
Orlando (MCO) to Manchester (MHT)
This bed & breakfast doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.
The Grand at Bedford Village Inn

The Grand at Bedford Village Inn

5 out of 5
Price was $1,576, price is now $1,223 per person
$1,223
per person
Dec 17 - Dec 21
found 1 day ago
Roundtrip non-stop flight included
Miami (MIA) to Manchester (MHT)
A full-service spa, 3 restaurants, and an outdoor pool are all featured at this luxury hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free valet parking.
Hideaway Inn Mt.Sunapee

Hideaway Inn Mt.Sunapee

2 out of 5
Price was $834, price is now $700 per person
$700
per person
Dec 17 - Dec 21
found 15 hours ago
Roundtrip non-stop flight included
Miami (MIA) to Manchester (MHT)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. Bring the family and enjoy the arcade/game room, along with hiking/biking trails. There's an indoor pool on site, and a fireplace in the lobby and a communal living room are also provided.
Stonybrook Motel & Lodge

Stonybrook Motel & Lodge

2 out of 5
Price was $601, price is now $509 per person
$509
per person
Nov 20 - Nov 22
found 1 day ago
Roundtrip flight included
Miami (MIA) to Manchester (MHT)
This motel features free WiFi in public areas, barbecue grills, and free self parking. Enjoy the free on-the-go breakfast each morning. A garden, a lobby fireplace, and a picnic area are also on offer.
RiverWalk Resort at Loon Mountain

RiverWalk Resort at Loon Mountain

3.5 out of 5
Price was $627, price is now $535 per person
$535
per person
Nov 14 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Manchester (MHT)
This smoke-free hotel features an attached winery, a full-service spa, and a restaurant. Families will appreciate the arcade/game room and barbecue grills. Enjoy the outdoor pool and perks like free self parking and free WiFi.

Top Bennington hotels deals

Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Peaceful Family Friendly Private Lake Waterfront Home Close to Skiing and Hiking

Bennington NH
$350 nightly
The price is $380 total per night
$380 total
Oct 18 - Oct 19
Total with taxes and fees
This vacation home features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Best Western Plus Keene Hotel

Best Western Plus Keene Hotel

3 out of 5
401 Winchester St Keene NH
Free Cancellation
Reserve now, pay when you stay
$142 nightly
The price is $154 total per night
$154 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the 24-hour gym and free perks like buffet breakfast and free self parking.
Pool
Breakfast included
Keene Elm City Hotel, an Ascend Collection Hotel

Keene Elm City Hotel, an Ascend Collection Hotel

2.5 out of 5
175 Key Rd Keene NH
Free Cancellation
Reserve now, pay when you stay
$119 nightly
The price is $129 total per night
$129 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Fairfield Inn & Suites by Marriott Keene Downtown

Fairfield Inn & Suites by Marriott Keene Downtown

3 out of 5
30 Main Street Keene NH
$194 nightly
The price is $210 total per night
$210 total
Oct 25 - Oct 26
Total with taxes and fees
A restaurant and a gym are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Breakfast included
Parking included
Hampton Inn & Suites Keene

Hampton Inn & Suites Keene

2.5 out of 5
126 Key Rd Keene NH
$140 nightly
The price is $152 total per night
$152 total
Nov 1 - Nov 2
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.
Pool
Breakfast included
Riverhouse by Weekender (Formerly Jack Daniels Inn)

Riverhouse by Weekender (Formerly Jack Daniels Inn)

2.5 out of 5
80 Concord Street Peterborough NH
$176 nightly
The price is $190 total per night
$190 total
Oct 8 - Oct 9
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.
Parking included
Free WiFi
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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.

Frequently asked questions

How much are vacation packages to Bennington?
With vacation packages on offer for just $379, there's no need to empty your piggy bank for your getaway to Bennington. Travelocity can help. Bundle experiences, flights and hotels into a convenient package and land excellent discounts. The more you book, the bigger the savings.
Where can I get the best vacation package deals for Bennington?
You'll discover a fantastic range of Bennington package deals on Travelocity. With 400 air carriers and 1,000,000 properties across the globe, crafting the ultimate getaway will be simple.
Why should I purchase my Bennington vacation bundle via Travelocity?
We have destinations for every type of traveler, exceptional service and 24/7 customer support. And to top it off, we'll match any cheaper price you find with our Price Match Guarantee.
Will I save money on my Bennington car rental if I combine it with hotels and flights?
You most certainly can — bundle your flight, hotel and car into a Bennington vacation package and you can save a handsome sum. With so much to see and do in and around Bennington, having your own wheels will make exploring a breeze. Once you're in the driver's seat, crank up the tunes and make your way to Fenway Park, a must-see attraction roughly 60 mi from Bennington.
Which airport is best for Bennington?
Manchester-Boston Regional Airport (MHT) is where many tourists land. You'll find it situated 25 mi east from the heart of Bennington. You can also check out the deals to Lebanon Municipal Airport (LEB), which is 50 mi away from central Bennington.
Where should I stay when visiting Bennington?
The COZY CONDO ACROSS THE STREET FROM CROTCHED MOUTIAN SKI&RIDE is the number one choice of many visitors. Book as soon as possible to avoid missing out.

Photos of local treasures

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