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Bridgeport Vacations

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

Hotwire can help you find your travel bliss with Bridgeport 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 Bridgeport

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 Bridgeport 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 Bridgeport well.

Top Hotel Deals

See all 13 Properties in Bridgeport
Super 8 by Wyndham Vincennes

Super 8 by Wyndham Vincennes

609 Shirlee St, Vincennes
    2.0 out of 5.0
     
     

    Situated in Vincennes, this motel is within 3 mi (5 km) of Vincennes University, Gregg Park, and Rogers Clark National Historical Park. Fife Opera House and ...

    Super 8 by Wyndham Vincennes$50

    Super 8 by Wyndham Vincennes$50
    Baymont by Wyndham Robinson

    Baymont by Wyndham Robinson

    1500 W Main Street, Robinson
      2.5 out of 5.0
       
       

      Situated in Robinson, this hotel is within 1 mi (2 km) of Deer Run Mary Heath Memorial Golf Course and Washington Park. Fife Opera House is 8 mi (12.9 km) ...

      Baymont by Wyndham Robinson$78

      Baymont by Wyndham Robinson$78
      TownePlace Suites by Marriott Vincennes

      TownePlace Suites by Marriott Vincennes

      1320 Willow St, Vincennes
        2.5 out of 5.0
         
         

        Situated in Vincennes, this hotel is 1.1 mi (1.8 km) from Rogers Clark National Historical Park and within 3 mi (5 km) of Vincennes University and Gregg Park. ...

        TownePlace Suites by Marriott Vincennes$109

        TownePlace Suites by Marriott Vincennes$109
        Super 8 by Wyndham Olney

        Super 8 by Wyndham Olney

        425 SW Route 130, Olney
          2.0 out of 5.0
           
           

          Situated in Olney, this motel is within a 15-minute walk of Olney Central College and Olney Township Town Hall. Alvin Musgrove Park is 2.1 mi (3.4 km) away.

          Super 8 by Wyndham Olney$62

          Super 8 by Wyndham Olney$62
          Hampton Inn Vincennes

          Hampton Inn Vincennes

          2863 Ford Rd, Vincennes
            2.5 out of 5.0
             
             

            Situated in Vincennes, this hotel is within 3 mi (5 km) of Gregg Park, Vincennes University, and Rogers Clark National Historical Park. Wabash Valley College ...

            Hampton Inn Vincennes$93

            Hampton Inn Vincennes$93
            Comfort Suites

            Comfort Suites

            2555 Hart St, Vincennes
              2.0 out of 5.0
               
               

              Situated in Vincennes, this hotel is within 3 mi (5 km) of Vincennes University, Rogers Clark National Historical Park, and Gregg Park. Fife Opera House and ...

              Comfort Suites$83

              Comfort Suites$83
              Red Roof Inn Vincennes

              Red Roof Inn Vincennes

              1800 S Old Decker Rd, Vincennes
                2.5 out of 5.0
                 
                 

                Situated in Vincennes, this motel is 2.1 mi (3.4 km) from Rogers Clark National Historical Park and 3.1 mi (4.9 km) from Vincennes University. Gregg Park is ...

                Red Roof Inn Vincennes$68

                Red Roof Inn Vincennes$68
                The Holiday Motel & Restaurant

                The Holiday Motel & Restaurant

                1300 S West St, Olney
                  2.5 out of 5.0
                   
                   

                  Located in the heart of Olney, this motel is within 3 mi (5 km) of Olney Central College, Olney Township Town Hall, and Alvin Musgrove Park. Jasper County Museum ...

                  The Holiday Motel & Restaurant$75

                  The Holiday Motel & Restaurant$75
                  Holiday Inn Express Vincennes

                  Holiday Inn Express Vincennes

                  2720 Battery Rd, Vincennes
                    2.5 out of 5.0
                     
                     

                    Situated in Vincennes, this hotel is 1.1 mi (1.7 km) from Gregg Park and within 3 mi (5 km) of Vincennes University and Rogers Clark National Historical Park. ...

                    Holiday Inn Express Vincennes$114

                    Holiday Inn Express Vincennes$114
                    Super 8 by Wyndham Mt. Carmel IL

                    Super 8 by Wyndham Mt. Carmel IL

                    937 Enterprise Ln, Mount Carmel
                      2.0 out of 5.0
                       
                       

                      Situated on a river, this motel is 1.9 mi (3.1 km) from Wabash Valley College and within 20 mi (32 km) of Grayville Public Library and Grayville City Hall. Grayville ...

                      Super 8 by Wyndham Mt. Carmel IL$68

                      Super 8 by Wyndham Mt. Carmel IL$68

                      Top Flight Deals

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