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Main Street Vacations

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

Hotwire can help you find your travel bliss with Main Street 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 Main Street

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 Main Street 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 Main Street well.

Main Street Flight + Hotel packages

Top Hotel Deals

See all 3,624 Hotels in Main Street
Los Pinos by Ski Village Resorts

Los Pinos by Ski Village Resorts

43 Snowflake Drive, Breckenridge
    3.0 out of 5.0
     
     

    Conveniently near skiing facilities, this Historic District condo building is located in the mountains, within 3 mi (5 km) of Edwin Carter Museum and Breckenridge ...

    Chimney Ridge by Ski Village Resorts

    Chimney Ridge by Ski Village Resorts

    109 N. Main Street, Breckenridge
      3.0 out of 5.0
       
       

      Conveniently near skiing facilities, this Historic District condo building is located in the mountains, within 3 mi (5 km) of Edwin Carter Museum and Breckenridge ...

      Cimarron by Ski Village Resorts

      Cimarron by Ski Village Resorts

      305 South Park Avenue, Breckenridge
        3.0 out of 5.0
         
         

        Conveniently near skiing facilities, this Historic District condo building is within 3 mi (5 km) of Edwin Carter Museum and Breckenridge Ski Resort and close ...

        Water House on Main Street by Wyndham Vacation Rentals

        Water House on Main Street by Wyndham Vacation Rentals

        600 Columbine Road, Breckenridge
          4.0 out of 5.0
           
           

          Conveniently near skiing facilities, this Breckenridge condo resort is located in the mountains, within 3 mi (5 km) of Riverwalk Center and Breckenridge Ski ...

          Water House on Main Street by Wyndham Vacation Rentals$227

          Water House on Main Street by Wyndham Vacation Rentals$227
          Main Street Station by Wyndham Vacation Rentals

          Main Street Station by Wyndham Vacation Rentals

          505 S. Main Street, Breckenridge
            3.5 out of 5.0
             
             

            On the Blue River at the end of Breckenridge's Main Street, this hotel lies across from the Blue River Boardwalk, adjacent to Maggie Pond, and two blocks from ...

            Main Street Station by Wyndham Vacation Rentals$180

            Main Street Station by Wyndham Vacation Rentals$180
            Park Avenue Lofts by Great Western Lodging

            Park Avenue Lofts by Great Western Lodging

            500 Park Avenue, Breckenridge
              3.0 out of 5.0
               
               

              Conveniently near skiing facilities, this Historic District condo resort is located in the mountains, within 3 mi (5 km) of Edwin Carter Museum and Breckenridge ...

              Sawmill Creek Condominiums by Great Western Lodging

              Sawmill Creek Condominiums by Great Western Lodging

              105 South Park Avenue, Breckenridge
                3.0 out of 5.0
                 
                 

                Located in the mountains, this Historic District condo building offers ski-in/ski-out access within 3 mi (5 km) of Edwin Carter Museum and Breckenridge Ski Resort ...

                Trails End Condominiums by Great Western Lodging

                Trails End Condominiums by Great Western Lodging

                455 Village Road, Breckenridge
                  3.0 out of 5.0
                   
                   

                  Located in the mountains, this Historic District condo resort offers ski-in/ski-out access within 3 mi (5 km) of Edwin Carter Museum and Breckenridge Ski Resort ...

                  Main Street Retreat - Gondola to Lifts by RedAwning

                  Main Street Retreat - Gondola to Lifts by RedAwning

                  302 North Main Street, Breckenridge
                    4.0 out of 5.0
                     
                     

                    This condo building is located in Breckenridge (Historic District), close to Edwin Carter Museum, Breckenridge Ski Resort, and Main Street. Also nearby are Barney ...

                    Sawmill Creek Condos

                    Sawmill Creek Condos

                    105 South Park Avenue,, BRECKENRIDGE
                       
                       

                      This hotel is located in Breckenridge (Historic District), close to Edwin Carter Museum, Breckenridge Ski Resort, and Main Street. Also nearby are Barney Ford ...

                      Top Flight Deals

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