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

Hampshire Vacations

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

Hotwire can help you find your travel bliss with Hampshire 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 Hampshire

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 Hampshire 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 Hampshire well.

Top Hotel Deals

See all 61 Hotels in Hampshire
Super 8 by Wyndham Hampshire IL

Super 8 by Wyndham Hampshire IL

115 Arrowhead Drive, Hampshire
    2.0 out of 5.0
     
     

    Situated in Hampshire, this motel is within 12 mi (20 km) of Terrace Hill Golf Course, Crystal Woods Golf Club, and Craig Woods Golf Club. Algonquin Historic ...

    Country Inn & Suites by Radisson, Crystal Lake, IL

    Country Inn & Suites by Radisson, Crystal Lake, IL

    600 Tracy Trail, Crystal Lake
      2.5 out of 5.0
       
       

      Situated in Crystal Lake, this hotel is within 1 mi (2 km) of Crystal Court Shopping Center and Three Oaks Recreation Area. Crystal Lake City Hall and Crystal ...

      Country Inn & Suites by Radisson, Crystal Lake, IL$87

      Country Inn & Suites by Radisson, Crystal Lake, IL$87
      Red Roof PLUS+ Chicago - Schaumburg/Woodfield Mall

      Red Roof PLUS+ Chicago - Schaumburg/Woodfield Mall

      2500 Hassell Road, Hoffman Estates
        2.5 out of 5.0
         
         

        Situated in Hoffman Estates, this motel is 1.2 mi (1.9 km) from Bridges of Poplar Creek Country Club and 2.6 mi (4.2 km) from Arboretum of South Barrington. ...

        Red Roof PLUS+ Chicago - Schaumburg/Woodfield Mall$55

        Red Roof PLUS+ Chicago - Schaumburg/Woodfield Mall$55
        Country Inn & Suites by Radisson, Sycamore, IL

        Country Inn & Suites by Radisson, Sycamore, IL

        1450 South Peace Road, Sycamore
          2.5 out of 5.0
           
           

          Situated in Sycamore, this hotel is 3.1 mi (5 km) from Buena Vista Golf Course and within 9 mi (15 km) of Northern Illinois University and Huskie Stadium. Arcada ...

          Country Inn & Suites by Radisson, Sycamore, IL$80

          Country Inn & Suites by Radisson, Sycamore, IL$80
          The Herrington Inn & Spa

          The Herrington Inn & Spa

          15 S River Ln, Geneva
            4.0 out of 5.0
             
             

            Situated on a river, this hotel is within 3 mi (5 km) of Beith House Museum, Arcada Theater, and Delnor Community Hospital. Geneva Commons and Kane County Fairgrounds ...

            The Herrington Inn & Spa$179

            The Herrington Inn & Spa$179
            Holiday Inn Express Hotel & Suites Chicago-Algonquin

            Holiday Inn Express Hotel & Suites Chicago-Algonquin

            2595 Bunker Hill Dr, Algonquin
              2.5 out of 5.0
               
               

              Situated in the suburbs, this hotel is 1.8 mi (3 km) from Terrace Hill Golf Course and 3 mi (4.8 km) from Algonquin Historic Village Hall. Raging Buffalo Snowboard ...

              Holiday Inn Express Hotel & Suites Chicago-Algonquin$82

              Holiday Inn Express Hotel & Suites Chicago-Algonquin$82
              Comfort Suites Elgin

              Comfort Suites Elgin

              2480 Bushwood Drive, Elgin
                2.5 out of 5.0
                 
                 

                This Elgin, IL hotel is located in the Grove Business Park, 4 miles from the Schaumburg Convention Center. Grand Victoria Casino, Prime Outlets Huntley and Woodfield ...

                Comfort Suites Elgin$77

                Comfort Suites Elgin$77
                Hawthorn Suites by Wyndham Chicago Hoffman Estates

                Hawthorn Suites by Wyndham Chicago Hoffman Estates

                2875 Greenspoint Pkwy, Barrington
                  2.5 out of 5.0
                   
                   

                  Situated in Hoffman Estates, this hotel is 1.6 mi (2.6 km) from Bridges of Poplar Creek Country Club and 2.1 mi (3.3 km) from Arboretum of South Barrington. ...

                  Hawthorn Suites by Wyndham Chicago Hoffman Estates$59

                  Hawthorn Suites by Wyndham Chicago Hoffman Estates$59
                  Hilton Garden Inn Hoffman Estates

                  Hilton Garden Inn Hoffman Estates

                  2425 Barrington Road, Hoffman Estates
                    3.0 out of 5.0
                     
                     

                    Situated in the suburbs, this hotel is 1.7 mi (2.8 km) from Bridges of Poplar Creek Country Club and 3 mi (4.9 km) from Arboretum of South Barrington. The Water ...

                    Hilton Garden Inn Hoffman Estates$76

                    Hilton Garden Inn Hoffman Estates$76
                    Baymont by Wyndham DeKalb

                    Baymont by Wyndham DeKalb

                    1314 W Lincoln Highway, DeKalb
                      2.0 out of 5.0
                       
                       

                      Situated in DeKalb, this hotel is within 1 mi (2 km) of Huskie Stadium and Northern Illinois University. Buena Vista Golf Course is 3.3 mi (5.3 km) away.

                      Baymont by Wyndham DeKalb$67

                      Baymont by Wyndham DeKalb$67

                      Top Flight Deals

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