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Bridgeport Downtown South Historic District Vacations

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

Hotwire can help you find your travel bliss with Bridgeport Downtown South Historic District 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 Downtown South Historic District

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 Downtown South Historic District 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 Downtown South Historic District well.

Top Hotel Deals

See all 86 Hotels in Bridgeport Downtown South Historic District
Holiday Inn Bridgeport-Trumbull-Fairfield

Holiday Inn Bridgeport-Trumbull-Fairfield

1070 Main St, Bridgeport
    3.0 out of 5.0
     
     

    Located in the heart of Bridgeport, this hotel is within a 10-minute walk of Barnum Museum, Webster Bank Arena, and Housatonic Museum of Art. Ballpark at Harbor ...

    Holiday Inn Bridgeport-Trumbull-Fairfield$93

    Holiday Inn Bridgeport-Trumbull-Fairfield$93
    Omni New Haven Hotel at Yale

    Omni New Haven Hotel at Yale

    155 Temple St, New Haven
      4.0 out of 5.0
       
       

      Combining classic New England style with up-to-date features, this 19-story hotel is one block from the historic New Haven Green and the Shubert Theater and ...

      Omni New Haven Hotel at Yale$161

      Omni New Haven Hotel at Yale$161
      Danfords Hotel and Marina

      Danfords Hotel and Marina

      25 E Broadway, Port Jefferson
        3.5 out of 5.0
         
         

        Located in the heart of Port Jefferson, this spa hotel is steps from Harborfront Park, Maritime Explorium, and Port Jefferson. Theatre Three and Mather House ...

        Danfords Hotel and Marina$186

        Danfords Hotel and Marina$186
        La Quinta Inn & Suites New Haven

        La Quinta Inn & Suites New Haven

        400 Sargent Dr, New Haven
          2.5 out of 5.0
           
           

          Located in Long Wharf, this hotel is 0.1 mi (0.1 km) from Long Wharf Theatre and 1.7 mi (2.7 km) from Yale University. Knights of Columbus Museum and Wooster ...

          La Quinta Inn & Suites New Haven$84

          La Quinta Inn & Suites New Haven$84
          DoubleTree by Hilton Norwalk

          DoubleTree by Hilton Norwalk

          789 Connecticut Ave, Norwalk
            3.5 out of 5.0
             
             

            Situated on the Strip, this hotel is within 3 mi (5 km) of SoNo Switch Tower Museum, Lockwood-Mathews Mansion, and Stepping Stones Museum for Children. Historic ...

            DoubleTree by Hilton Norwalk$95

            DoubleTree by Hilton Norwalk$95
            New Haven Village Suites

            New Haven Village Suites

            3 Long Wharf Dr, New Haven
              3.0 out of 5.0
               
               

              This all-suite hotel is near all downtown New Haven attractions, 1 mile from Yale University, and within 5 miles of Tweed/New Haven Airport. Albertus Magnus ...

              New Haven Village Suites$122

              New Haven Village Suites$122
              Red Roof Inn Milford - New Haven

              Red Roof Inn Milford - New Haven

              10 Rowe Ave, Milford
                2.0 out of 5.0
                 
                 

                Situated in Milford, this motel is within 3 mi (5 km) of Silver Sands State Park, Walnut Beach, and Port Milford. Perry House and National Helicopter Museum ...

                Red Roof Inn Milford - New Haven$72

                Red Roof Inn Milford - New Haven$72
                Hyatt Place Milford / New Haven

                Hyatt Place Milford / New Haven

                190 Old Gate Lane, Milford
                  3.0 out of 5.0
                   
                   

                  Just off highway I-95, Hyatt Place Milford / New Haven is a 5-minute drive from Westfield Connecticut Post shopping mall. Trains from nearby Milford Station ...

                  Hyatt Place Milford / New Haven$113

                  Hyatt Place Milford / New Haven$113
                  Hotel Zero Degrees Norwalk

                  Hotel Zero Degrees Norwalk

                  353 Main Ave, Norwalk
                    3.5 out of 5.0
                     
                     

                    This family-friendly Norwalk hotel is located on a river, within 2 mi (3 km) of Caldor Shopping Center and Gateway Shopping Center. Silvermine Arts Center and ...

                    Hotel Zero Degrees Norwalk$129

                    Hotel Zero Degrees Norwalk$129
                    Motel 6 Milford

                    Motel 6 Milford

                    111 Schoolhouse Road, Milford
                      2.5 out of 5.0
                       
                       

                      Situated in the business district, this hotel is within 3 mi (5 km) of Silver Sands State Park, Walnut Beach, and Port Milford. Perry House and National Helicopter ...

                      Motel 6 Milford$77

                      Motel 6 Milford$77

                      Top Flight Deals

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