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Sterling Vacations

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

Hotwire can help you find your travel bliss with Sterling 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 Sterling

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 Sterling 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 Sterling well.

Top Hotel Deals

See all 87 Hotels in Sterling
Chocksett Inn and Restaurant

Chocksett Inn and Restaurant

59 Laurelwood Road, Sterling
    3.5 out of 5.0
     
     

    Situated in Sterling, this romantic hotel is within 12 mi (20 km) of The Mall at Whitney Field, Nashoba Valley Winery, and Wachusett Mountain Ski Area. Solomon ...

    Red Roof PLUS+ Boston - Framingham

    Red Roof PLUS+ Boston - Framingham

    650 Cochituate Rd, Framingham
      2.0 out of 5.0
       
       

      The hotel is within a half-hour drive of downtown Boston, and only minutes from New England's largest concentration of retail outlets. Natick Mall offers a huge ...

      Red Roof PLUS+ Boston - Framingham$110

      Red Roof PLUS+ Boston - Framingham$110
      Magnuson Hotel Framingham

      Magnuson Hotel Framingham

      130 Worcester Rd, Framingham
        2.5 out of 5.0
         
         

        Situated in the business district, this hotel is within a 10-minute walk of Fun and Games Family Entertainment Center and Shoppers World. Natick Collection and ...

        Magnuson Hotel Framingham$79

        Magnuson Hotel Framingham$79
        Hilton Garden Inn Worcester

        Hilton Garden Inn Worcester

        35 Major Taylor Boulevard, Worcester
          3.0 out of 5.0
           
           

          Situated in Worcester, this hotel is within a 10-minute walk of DCU Center, Mechanics Hall, and Union Station. Franklin D. Roosevelt American Heritage Center ...

          Hilton Garden Inn Worcester$114

          Hilton Garden Inn Worcester$114
          Days Inn by Wyndham Leominster/Fitchburg Area

          Days Inn by Wyndham Leominster/Fitchburg Area

          482 N Main St, Leominster
            2.0 out of 5.0
             
             

            Situated in Leominster, this motel is 2.1 mi (3.4 km) from The Mall at Whitney Field and within 6 mi (10 km) of Fitchburg State University and Johnny Appleseed ...

            Days Inn by Wyndham Leominster/Fitchburg Area$80

            Days Inn by Wyndham Leominster/Fitchburg Area$80
            Holiday Inn Express Hotel & Suites Auburn

            Holiday Inn Express Hotel & Suites Auburn

            10-12 Johnson St, Auburn
              2.5 out of 5.0
               
               

              Situated in Auburn, this hotel is 1.2 mi (1.9 km) from Auburn Mall and 2.9 mi (4.6 km) from Goddard Rocket Launching Site. Fitton Field and College of the Holy ...

              Holiday Inn Express Hotel & Suites Auburn$113

              Holiday Inn Express Hotel & Suites Auburn$113
              Courtyard by Marriott Boston Marlborough

              Courtyard by Marriott Boston Marlborough

              75 Felton St, Marlborough
                3.0 out of 5.0
                 
                 

                Situated in Marlborough, this hotel is 0.3 mi (0.4 km) from Peter Rice Homestead and within 3 mi (5 km) of New England Sports Center and John Brown Bell. Solomon ...

                Courtyard by Marriott Boston Marlborough$89

                Courtyard by Marriott Boston Marlborough$89
                Residence Inn by Marriott Boston Framingham

                Residence Inn by Marriott Boston Framingham

                400 Staples Dr, Framingham
                  3.0 out of 5.0
                   
                   

                  Situated in the business district, this aparthotel is within 6 mi (10 km) of Edgell Library, Framingham Town Common, and Old Village Hall. Framingham Plymouth ...

                  Residence Inn by Marriott Boston Framingham$106

                  Residence Inn by Marriott Boston Framingham$106
                  Motel 6 Boston West - Framingham

                  Motel 6 Boston West - Framingham

                  1668 Worcester Rd, Framingham
                    2.0 out of 5.0
                     
                     

                    Situated in Framingham, this motel is within 3 mi (5 km) of Edgell Library, Framingham Town Common, and Old Village Hall. Framingham Plymouth Church and Bowditch ...

                    Motel 6 Boston West - Framingham$74

                    Motel 6 Boston West - Framingham$74
                    Motel 6 Westborough

                    Motel 6 Westborough

                    399 Turnpike Rd, Northborough
                      2.0 out of 5.0
                       
                       

                      Situated in Northborough, this motel is 2.8 mi (4.6 km) from Westborough Country Club and 2.9 mi (4.7 km) from Ski Ward Ski Area. Regatta Point Park and EcoTarium ...

                      Motel 6 Westborough$71

                      Motel 6 Westborough$71

                      Top Flight Deals

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