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Westborough Vacations

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

Hotwire can help you find your travel bliss with Westborough 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 Westborough

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 Westborough 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 Westborough well.

Westborough Flight + Hotel packages

Top Hotel Deals

See all 120 Hotels in Westborough
Hampton Inn Boston - Westborough

Hampton Inn Boston - Westborough

15 Connector Road, Westborough
    2.5 out of 5.0
     
     

    Situated in Westborough, this hotel is within 12 mi (20 km) of New England Sports Center, Solomon Pond Mall, and EcoTarium. Natick Collection and DCU Center ...

    Hampton Inn Boston - Westborough$105

    Hampton Inn Boston - Westborough$105
    Extended Stay America - Boston - Westborough - East Main St

    Extended Stay America - Boston - Westborough - East Main St

    180 E Main St, Westborough
      2.5 out of 5.0
       
       

      Situated near the airport, this hotel is 2.5 mi (4.1 km) from Westborough Country Club and within 9 mi (15 km) of John Brown Bell and Ski Ward Ski Area. Ghiloni ...

      Extended Stay America - Boston - Westborough - East Main St$103

      Extended Stay America - Boston - Westborough - East Main St$103
      Extended Stay America - Boston - Westborough - Computer Dr.

      Extended Stay America - Boston - Westborough - Computer Dr.

      1800 Computer Dr, Westborough
        2.5 out of 5.0
         
         

        Situated in the suburbs, this hotel is within 9 mi (15 km) of Westborough Country Club, Peter Rice Homestead, and Ski Ward Ski Area. John Brown Bell and New ...

        Extended Stay America - Boston - Westborough - Computer Dr.$90

        Extended Stay America - Boston - Westborough - Computer Dr.$90
        DoubleTree by Hilton Hotel Boston - Westborough

        DoubleTree by Hilton Hotel Boston - Westborough

        5400 Computer Dr, Westborough
          3.5 out of 5.0
           
           

          Situated in Westborough, this hotel is within 9 mi (15 km) of Westborough Country Club, Peter Rice Homestead, and Ski Ward Ski Area. John Brown Bell and New ...

          DoubleTree by Hilton Hotel Boston - Westborough$106

          DoubleTree by Hilton Hotel Boston - Westborough$106
          Westborough Inn

          Westborough Inn

          4 Boardman St, Westborough
            2.5 out of 5.0
             
             

            Located in the heart of Westborough, this hotel is 0.8 mi (1.3 km) from Westborough Country Club and 10.2 mi (16.4 km) from Union Station. Worcester Art Museum ...

            Extended Stay America - Boston - Westborough

            Extended Stay America - Boston - Westborough

            19 Connector Rd, Westborough
              2.5 out of 5.0
               
               

              Situated in Westborough, this hotel is within 9 mi (15 km) of Westborough Country Club, Peter Rice Homestead, and John Brown Bell. Ski Ward Ski Area and New ...

              Extended Stay America - Boston - Westborough$95

              Extended Stay America - Boston - Westborough$95
              Residence Inn By Marriott Boston Westborough

              Residence Inn By Marriott Boston Westborough

              25 Connector Rd, Westborough
                3.0 out of 5.0
                 
                 

                Situated in the suburbs, this hotel is within 9 mi (15 km) of Westborough Country Club, Peter Rice Homestead, and John Brown Bell. Ski Ward Ski Area and New ...

                Residence Inn By Marriott Boston Westborough$139

                Residence Inn By Marriott Boston Westborough$139
                Courtyard by Marriott Boston Westborough

                Courtyard by Marriott Boston Westborough

                3 Technology Dr, Westborough
                  3.0 out of 5.0
                   
                   

                  Situated in the suburbs, this hotel is within 9 mi (15 km) of Westborough Country Club, Peter Rice Homestead, and Ski Ward Ski Area. John Brown Bell and New ...

                  Courtyard by Marriott Boston Westborough$101

                  Courtyard by Marriott Boston Westborough$101
                  The Sleigh Maker Inn Bed and Breakfast

                  The Sleigh Maker Inn Bed and Breakfast

                  87 West Main St, Westborough
                    3.0 out of 5.0
                     
                     

                    Situated in the historical district, this bed & breakfast is 0.2 mi (0.4 km) from Westborough Country Club and within 9 mi (15 km) of Ski Ward Ski Area and Solomon ...

                    Hampton Inn Boston Waltham

                    Hampton Inn Boston Waltham

                    135 2nd Ave, Waltham
                      2.5 out of 5.0
                       
                       

                      Situated in Waltham, this hotel is close to Bentley College. Area attractions also include Walden Pond.

                      Hampton Inn Boston Waltham$116

                      Hampton Inn Boston Waltham$116

                      Top Flight Deals

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