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Weston Vacations

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

Hotwire can help you find your travel bliss with Weston 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 Weston

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 Weston 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 Weston well.

Top Hotel Deals

See all 468 Hotels in Weston
The Inn at Weston

The Inn at Weston

630 Main Street, Weston
    4.0 out of 5.0
     
     

    Situated in Weston, this inn is close to Weston Playhouse and Mill Museum. Area attractions also include Taylor Farm and Viking Nordic Center.

    Killington Mountain Lodge, BW Signature Collection

    Killington Mountain Lodge, BW Signature Collection

    2617 Killington Rd, Killington
      3.5 out of 5.0
       
       

      Conveniently near skiing facilities, this Killington hotel is located in the mountains, within 3 mi (5 km) of Killington Golf Course and Killington Resort, and ...

      Killington Mountain Lodge, BW Signature Collection$89

      Killington Mountain Lodge, BW Signature Collection$89
      Chalet Killington

      Chalet Killington

      2685 Killington Rd, Killington
        2.5 out of 5.0
         
         

        Conveniently near skiing facilities, this Killington hotel is within 3 mi (5 km) of Killington Golf Course and Killington Resort and close to winter sports such ...

        Comfort Inn Trolley Square

        Comfort Inn Trolley Square

        19 Allen St, Rutland
          2.5 out of 5.0
           
           

          Situated in the business district, this hotel is 0.6 mi (1 km) from Rutland Regional Medical Center and within 12 mi (20 km) of New England Maple Museum and ...

          Comfort Inn Trolley Square$80

          Comfort Inn Trolley Square$80
          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 golf hotel is within a 15-minute walk of Gander Gallery and Manchester Designer Outlets. Dana L. Thompson Memorial ...

            Palmer House Resort$98

            Palmer House Resort$98
            Hampton Inn Rutland

            Hampton Inn Rutland

            47 Farrell Rd, Rutland
              2.5 out of 5.0
               
               

              Situated near the airport, this hotel is within 1 mi (2 km) of Diamond Run Mall and Vermont State Fairgrounds. Rutland Regional Medical Center and Paramount ...

              Hampton Inn Rutland$105

              Hampton Inn Rutland$105
              Hampton Inn and Suites Manchester

              Hampton Inn and Suites Manchester

              4519 Main St, Manchester
                2.5 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 ...

                Hampton Inn and Suites Manchester$127

                Hampton Inn and Suites Manchester$127
                Holiday Inn Express Springfield

                Holiday Inn Express Springfield

                818 Charlestown Rd, Springfield
                  2.5 out of 5.0
                   
                   

                  Situated in a rural location, this hotel is within a 15-minute walk of Baltimore Covered Bridge and Eureka Schoolhouse. The Fort at No.4 Open Air Museum is 1.3 ...

                  Holiday Inn Express Springfield$110

                  Holiday Inn Express Springfield$110
                  Killington Grand Resort Hotel

                  Killington Grand Resort Hotel

                  228 East Mountain Road, Killington
                    3.5 out of 5.0
                     
                     

                    Located next to a golf course, this ski-in/ski-out hotel in Killington is within 1 mi (2 km) of Killington Golf Course and Killington Resort and close to winter ...

                    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

                      Top Flight Deals

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