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Lakeville Vacations

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

Hotwire can help you find your travel bliss with Lakeville 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 Lakeville

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 Lakeville 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 Lakeville well.

Top Hotel Deals

See all 78 Hotels in Lakeville
Interlaken Inn & Resort

Interlaken Inn & Resort

74 Interlaken Road, Lakeville
    3.5 out of 5.0
     
     

    Situated on a lake, this hotel is close to Holley-Williams House Museum and Scoville Memorial Library. Area attractions also include Lime Rock Park and Great ...

    Inn at Iron Masters

    Inn at Iron Masters

    229 Main Street, Lakeville
      2.5 out of 5.0
       
       

      Situated in Lakeville, this motel is within 1 mi (2 km) of Holley-Williams House Museum and Scoville Memorial Library. Lime Rock Park and Great Falls are also ...

      Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

      Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires

      249 Stockbridge Rd, Great Barrington
        2.5 out of 5.0
         
         

        This family-friendly Great Barrington hotel is located in the mountains, within 2 mi (3 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. Ski Butternut ...

        Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$135

        Fairfield Inn & Suites by Marriott Great Barrington Lenox/Berkshires$135
        Days Inn by Wyndham Torrington

        Days Inn by Wyndham Torrington

        492 East Main St, Torrington
          2.0 out of 5.0
           
           

          Situated in Torrington, this motel is within 1 mi (2 km) of Hotchkiss-Fyler House Museum, KidsPlay Museum, and Warner Theater. Connecticut Valley Winery is 3 ...

          Days Inn by Wyndham Torrington$72

          Days Inn by Wyndham Torrington$72
          Days Inn by Wyndham Great Barrington

          Days Inn by Wyndham Great Barrington

          372 Main Street, Great Barrington
            2.0 out of 5.0
             
             

            Situated in Great Barrington, this motel is within 1 mi (2 km) of Mahaiwe Performing Arts Center and Lake Mansfield Park. W.E.B. Du Bois Boyhood Homesite is ...

            Days Inn by Wyndham Great Barrington$81

            Days Inn by Wyndham Great Barrington$81
            Rodeway Inn & Suites

            Rodeway Inn & Suites

            395 Winsted Rd, Torrington
              2.5 out of 5.0
               
               

              Situated in the historical district, this hotel is within 2 mi (3 km) of Hotchkiss-Fyler House Museum, KidsPlay Museum, and Warner Theater. Connecticut Valley ...

              Rodeway Inn & Suites$76

              Rodeway Inn & Suites$76
              The Briarcliff Motel

              The Briarcliff Motel

              506 Stockbridge Road, Great Barrington
                2.0 out of 5.0
                 
                 

                Situated in Great Barrington, this motel is within 6 mi (10 km) of Mission House, Berkshire Theatre Festival, and Naumkeag. National Shrine of the Divine Mercy ...

                The Briarcliff Motel$140

                The Briarcliff Motel$140
                Lantern House Motel

                Lantern House Motel

                256 Stockbridge Road, Great Barrington
                  2.5 out of 5.0
                   
                   

                  Situated in Great Barrington, this motel is within 3 mi (5 km) of Mahaiwe Performing Arts Center, Lake Mansfield Park, and Ski Butternut. W.E.B. Du Bois Boyhood ...

                  Travelodge by Wyndham Great Barrington Berkshires

                  Travelodge by Wyndham Great Barrington Berkshires

                  400 Stockbridge Rd, Great Barrington
                    2.0 out of 5.0
                     
                     

                    Situated in Great Barrington, this motel is within 6 mi (10 km) of Mahaiwe Performing Arts Center, Lake Mansfield Park, and Ski Butternut. Mission House and ...

                    Travelodge by Wyndham Great Barrington Berkshires$67

                    Travelodge by Wyndham Great Barrington Berkshires$67
                    The Egremont Village Inn

                    The Egremont Village Inn

                    17 Main Streeet, South Egremont
                      3.0 out of 5.0
                       
                       

                      Situated in Egremont, this bed & breakfast is 1.5 mi (2.4 km) from W.E.B. Du Bois Boyhood Homesite and within 6 mi (10 km) of Mahaiwe Performing Arts Center ...

                      Top Flight Deals

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