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North Bennington Vacations

Pack those stellar shades. We have North Bennington vacation deals for you!

If there’s one thing you should spend in this busy world, it’s your vacation days. We know it’s easy to hang onto them, but Hotwire votes for putting them to use. It’s time to let an adventure lead you away from the daily grind. Stock up on what really matters on your trip to North Bennington – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with North Bennington vacation packages. Bundling your hotel, car and flight means more unexpected fun with the money you saved. We’ll cover the bases; now it’s time for you to get up and go!

Pack everything you want – then take half of it out

We mean it. It’s far too easy to over-pack. We recommend picking your essentials and washing them along the way. Then you’ll have room for that goofy souvenir you know you want – or for some new outfits from that cute boutique you discover.

Bring comfortable walking shoes on your trip to North Bennington

No one should have to endure walking tours in dress shoes or high heels. No one.

Bring photocopies of your passport or license

You flew home from a great North Bennington vacation but your most important documents stayed behind. We’ve heard that story before and recommend keeping an extra copy on hand – just in case. Hey, at least it wasn’t a family member.

Don’t underestimate the power of earplugs

Among crying babies, rowdy crowds and honking horns, take our word for it. One pair can save you from the zombie-like state of a sleepless night.

Always carry some cash

You’ll be ready for anything from an evil ATM to lost credit cards. Holding a little extra cash in your wallet and carry-on means you can breathe easy if anything unexpected pops up.

Explore like a local

Guidebooks and maps are great for getting an overview of the place, but to really dig in, go where the locals go. Pick up a newspaper or city magazine to see what restaurants and neighborhoods are hot. Check events listings and go see a band or attend a street festival. Or ask your friends for recommendations. You’d be surprised who in your circle knows North Bennington well.

Top Hotel Deals

See all 135 Hotels in North Bennington
Eddington House Inn

Eddington House Inn

21 Main Street, North Bennington
3.5 out of 5.0

Located in North Bennington Historic District, this bed & breakfast is within 1 mi (2 km) of Park McCullough House and Bennington College. Robert Frost Stone ...

Hampton Inn and Suites Manchester

Hampton Inn and Suites Manchester

4519 Main St, Manchester
3.0 out of 5.0

Situated in the city center, this hotel is close to Manchester Designer Outlets, Orvis Fly Fishing, and American Museum of Fly Fishing. Also nearby are Southern ...

$127

$127
Paradise Inn

Paradise Inn

141 West Main Street, Bennington
3.0 out of 5.0

Located near the slopes, this Bennington hotel is in the city center and within 1 mi (2 km) of Bennington Museum, Bennington Arts Guild Gallery, and Harmon Hill. ...

$77

$77
Mount Snow Condominiums

Mount Snow Condominiums

89 Grand Summit Way, West Dover
4.0 out of 5.0

Conveniently located near the ski slopes, this Dover condo building is 0.2 mi (0.4 km) from Mount Snow and within 16 mi (25 km) of Mount Snow Golf Course and ...

$119

$119
Palmer House Resort

Palmer House Resort

5383 Main St, Manchester Center
3.0 out of 5.0

Located in the heart of Manchester Center, this hotel is within a 15-minute walk of Lye Brook Falls, Gander Gallery, and Manchester Designer Outlets. Dana L. ...

$89

$89
Old Red Mill Inn

Old Red Mill Inn

18 North Main Street, Wilmington
2.5 out of 5.0

Situated in Wilmington, this inn is close to Molly Stark State Park. Area attractions also include Mount Snow Golf Course and Honora Winery.

$65

$65
Inns at the Equinox

Inns at the Equinox

3567 Main Street Route 7A, Manchester
3.5 out of 5.0

Situated in Manchester, this spa hotel is within a 10-minute walk of American Museum of Fly Fishing and Orvis Fly Fishing. Southern Vermont Arts Center and Equinox ...

$130

$130
The Williams Inn

The Williams Inn

1090 Main Street, Williamstown
3.5 out of 5.0

Situated in Williamstown, this hotel is within a 5-minute walk of Williamstown Historical Museum and 62 Center for Theater and Dance. Chapin Library of Rare ...

$125

$125
Holiday Inn Berkshires

Holiday Inn Berkshires

40 Main St, North Adams
3.5 out of 5.0

Located in the heart of North Adams, this hotel is within a 10-minute walk of Mass MoCA, North Adams Public Library, and Western Gateway Heritage State Park. ...

$99

$99
Berkshire Hills Country Inn

Berkshire Hills Country Inn

1146 Cold Spring Road, Williamstown
2.5 out of 5.0

Situated in Williamstown, this hotel is within 3 mi (5 km) of Williamstown Historical Museum, Waubeeka Golf Links, and 62 Center for Theater and Dance. Chapin ...

$65

$65

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.