Deals on vacations and trips to North Bennington

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Price found within the past 48 hours. Click for updated prices.
Hideaway Inn Lenox

Hideaway Inn Lenox

2 out of 5
Price was $945, price is now $683 per person
$683
per person
Aug 30 - Sep 3
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Families will appreciate the arcade/game room and picnic area. A communal living room, a library, and a virtual front desk are also on offer.
The Old Catskill Game Farm Inn

The Old Catskill Game Farm Inn

3.5 out of 5
Save 100% on your flight
Price was $3,551, price is now $2,604 per person
$2,604
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
A sauna, free self parking, and laundry facilities are featured at this guesthouse. WiFi in public areas is free. A communal living room, a picnic area, and free newspapers are also on offer.
The Perch Hotel

The Perch Hotel

2 out of 5
Price was $1,064, price is now $803 per person
$803
per person
Sep 4 - Sep 7
found 24 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
The Wiltwyck

The Wiltwyck

3.5 out of 5
Save 100% on your flight
Price was $968, price is now $738 per person
$738
per person
Sep 4 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Prospect Berkshires

Prospect Berkshires

3 out of 5
Save 100% on your flight
Price was $1,438, price is now $1,101 per person
$1,101
per person
Aug 30 - Sep 3
found 3 hours ago
Roundtrip non-stop flight included
Tampa (TPA) to Albany (ALB)
This hotel features a restaurant, an outdoor pool, and a bar/lounge. Enjoy the sauna and perks like free self parking and free WiFi. A coffee shop, a grocery/convenience store, and a picnic area are also on offer.

Top North Bennington hotels deals

Mountains, pond, old barn, hiking trails- quintessential Vermont

Mountains, pond, old barn, hiking trails- quintessential Vermont

Shaftsbury VT
Get rates
This cabin features a garden, laundry facilities, and barbecue grills.
Kitchen
Washer
Grand Summit Resort, A Vail Resorts Property

Grand Summit Resort, A Vail Resorts Property

3 out of 5
89 Grand Summit Way West Dover VT
Free Cancellation
$167 nightly
The price is $183 total per night
$183 total
Jul 13 - Jul 14
Total with taxes and fees
This smoke-free resort features ski-in/ski-out access, a full-service spa, and a restaurant. Enjoy the gym and perks like free WiFi and a free area shuttle. You'll appreciate the sauna, bar/lounge, and laundry facilities.
Spa
Free WiFi
Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

3 out of 5
40 Main St North Adams MA
$170 nightly
The price is $190 total per night
$190 total
Jul 15 - Jul 16
Total with taxes and fees
This hotel features an indoor pool and a 24-hour gym. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and express check-out. Enjoy the hot tub and free perks like continental breakfast and free self parking.
Pool
Hot Tub
Kimpton Taconic Hotel by IHG

Kimpton Taconic Hotel by IHG

4 out of 5
3835 Main St. Manchester VT
$271 nightly
The price is $298 total per night
$298 total
Jul 20 - Jul 21
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. 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. There's a seasonal outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Pet friendly
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
$115 nightly
The price is $125 total per night
$125 total
Jul 19 - Jul 20
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
The Williams Inn

The Williams Inn

4 out of 5
101 Spring Street Williamstown MA
$281 nightly
The price is $314 total per night
$314 total
Jul 27 - Jul 28
Total with taxes and fees
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.
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 North Bennington attractions

Bennington College

8.8/10 (43 reviews)
Explore the campus of Bennington College, during your travels in North Bennington. Attend a sporting event or discover the mountain views in this trendy area.
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Frequently asked questions

How much are vacation packages to North Bennington?
Vacation packages, including flights and hotels in North Bennington, start at just $683. Make your daydreams a reality and lock in your trip with Travelocity today.
How long should my North Bennington vacation be?
An average of 2 nights is how long the majority of travelers spend checking out the attractions of North Bennington. Not sure if that'll be enough time to fit in everything on your to-do list? Stay another night or two so you won't miss a thing.
Where can I get the best vacation package deals for North Bennington?
There are exciting North Bennington package deals to score with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties worldwide? Keep this in mind the next time you're ready to check another destination off your must-visit list.
Why should I purchase my North Bennington vacation package via Travelocity?
By booking your flights, hotel, car rental and activities all in one place, you'll save time and money. All our bookings come with a professional customer service support team available round-the-clock, and you'll know that you're always getting the best deal in town with our Price Match Guarantee. So, what are you waiting for? Book the vacation of your dreams today and get packing!
Can I save on my North Bennington car rental if I book it with my hotel or flight?
With a North Bennington vacation package, you can bundle your hotel, flight and car bookings and save a ton. If you're eager to explore the best of this fantastic part of the world, why not start with Fenway Park? This well-known sight is 120 mi from North Bennington. With your own rental car, you'll be there belong long.
Which airport is best for North Bennington?
Albany Intl. Airport (ALB) is one place you can start your North Bennington getaway. About 30 mi southwest of North Bennington, it welcomes travelers from all over each day. Another excellent option is Rutland Southern Vermont Regional Airport (RUT), 45 mi away from central North Bennington.
Where should I stay when visiting North Bennington?
Many people choose to check in to the Eddington House Inn. It's sure to be a good base for your North Bennington escape.

Photos of local treasures

Browse North Bennington vacation photos for more inspiration

A wooden gazebo with a roof, surrounded by trees and a wooden walkway.
A foggy beach with a lifeguard tower and a railing along the path.
A wooden covered bridge over a river with lush greenery and trees in the background.
A red covered bridge over a river, surrounded by greenery and trees.
A river with clear water, surrounded by trees and rocks.