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Westfield Vacations

Pack those stellar shades. We have Westfield 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 Westfield – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Westfield 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 Westfield

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 Westfield 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 Westfield well.

Top Hotel Deals

See all 29 Hotels in Westfield
Jay Peak Resort

Jay Peak Resort

830 Jay Peak Road, Jay
    3.0 out of 5.0
     
     

    This family-friendly Jay resort is located in the mountains, within a 5-minute walk of Pump House Indoor Waterpark and Jay Peak Resort Golf Course. Owl's Head ...

    Jay Peak Resort$93

    Jay Peak Resort$93
    Willoughvale Inn

    Willoughvale Inn

    793 Route 5A, Westmore
      3.0 out of 5.0
       
       

      Situated near the airport, this bed & breakfast is 6.9 mi (11 km) from Orleans Country Club and 7.3 mi (11.7 km) from Old Stone House Museum. Veteran’s Memorial ...

      The Jay Village Inn

      The Jay Village Inn

      1078 Vermont Route 242, Jay
        3.0 out of 5.0
         
         

        Situated in Jay, this inn is 4.2 mi (6.7 km) from Pump House Indoor Waterpark and 4.2 mi (6.7 km) from Jay Peak Resort Golf Course. MAC Center for the Arts and ...

        The Rendezvous Bed & Breakfast

        The Rendezvous Bed & Breakfast

        2507 Vermont Rte. 100, Lowell
          3.0 out of 5.0
           
           

          Situated in Lowell, this bed & breakfast is within 20 mi (32 km) of Orleans Country Club, Pump House Indoor Waterpark, and Jay Peak Resort Golf Course. Old Stone ...

          Black Lantern Inn

          Black Lantern Inn

          2057 North Main Street, Montgomery
            2.5 out of 5.0
             
             

            Situated in Montgomery, this inn is in the same area as Jay Peak. Regional attractions also include Pump House Indoor Waterpark and Jay Peak Resort Golf ...

            Phineas Swann Bed & Breakfast

            Phineas Swann Bed & Breakfast

            195 Main Street, Montgomery Center
              4.0 out of 5.0
               
               

              Situated on a river, this romantic bed & breakfast is 8.9 mi (14.4 km) from Pump House Indoor Waterpark and 9 mi (14.4 km) from Jay Peak Resort Golf Course. ...

              The 1906 House

              The 1906 House

              527 Main Street, Enosburg Falls
                3.5 out of 5.0
                 
                 

                This bed & breakfast is in Enosburg Falls.

                Top of the Hill

                Top of the Hill

                133 Sunrise Drive, Derby
                  2.5 out of 5.0
                   
                   

                  Situated in Derby, this bed & breakfast is 2.6 mi (4.2 km) from Baxter Park and 2.9 mi (4.7 km) from Haskell Free Library and Opera House. Veteran’s Memorial ...

                  Rodgers Country Inn

                  Rodgers Country Inn

                  582 Rodgers Rd, West Glover
                    2.5 out of 5.0
                     
                     

                    Situated in West Glover, this bed & breakfast is 16.3 mi (26.3 km) from Orleans Country Club.

                    Crystal Lake Cabin

                    Crystal Lake Cabin

                    105 Bellwater Ave., Barton
                      3.0 out of 5.0
                       
                       

                      Situated on a lake, this cabin is in the same area as Orleans Country Club and Old Stone House Museum. Regional attractions also include Hill Farmstead ...

                      Top Flight Deals

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