Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

North Bennington Historic District Vacations

Pack those stellar shades. We have North Bennington Historic District 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 Historic District – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with North Bennington Historic District 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 Historic District

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 Historic District 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 Historic District well.

Top Hotel Deals

See all 102 Hotels in North Bennington Historic District
Eddington House Inn

Eddington House Inn

21 Main Street, North Bennington
    3.0 out of 5.0
     
     

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

    Paradise Inn

    Paradise Inn

    141 West Main Street, Bennington
      2.5 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 Old First ...

      Paradise Inn$86

      Paradise Inn$86
      The Orchards Hotel

      The Orchards Hotel

      222 Adams Rd, Williamstown
        3.5 out of 5.0
         
         

        Situated in a rural location, this hotel is within 1 mi (2 km) of Hopkins Observatory, Williams College Museum of Art, and Chapin Library of Rare Books and Manuscripts. ...

        The Orchards Hotel$159

        The Orchards Hotel$159
        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 ...

          Holiday Inn Berkshires

          Holiday Inn Berkshires

          40 Main St, North Adams
            3.0 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. ...

            Holiday Inn Berkshires$111

            Holiday Inn Berkshires$111
            Mount Snow Condominiums

            Mount Snow Condominiums

            89 Grand Summit Way, West Dover
              3.5 out of 5.0
               
               

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

              The Williams Inn

              The Williams Inn

              1090 Main Street, Williamstown
                3.0 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 ...

                The Williams Inn$122

                The Williams Inn$122
                Inns at the Equinox

                Inns at the Equinox

                3567 Main Street Route 7A, Manchester
                  3.0 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 ...

                  Inns at the Equinox$130

                  Inns at the Equinox$130
                  Best Western Bennington

                  Best Western Bennington

                  220 Northside Drive, Bennington
                    2.5 out of 5.0
                     
                     

                    Situated in Bennington, this hotel is within 2 mi (3 km) of Bennington Battle Monument, Old First Congregational Church, and Bennington Museum. Bennington Arts ...

                    Best Western Bennington$98

                    Best Western Bennington$98
                    Hampton Inn Bennington

                    Hampton Inn Bennington

                    51 Hannaford Square, Bennington
                      2.5 out of 5.0
                       
                       

                      Situated in Bennington, this hotel is within 3 mi (5 km) of Bennington College, Park McCullough House, and Old First Congregational Church. Bennington Battle ...

                      Hampton Inn Bennington$139

                      Hampton Inn Bennington$139

                      Top Flight Deals

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