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Old Saybrook Vacations

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

Hotwire can help you find your travel bliss with Old Saybrook 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 Old Saybrook

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 Old Saybrook 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 Old Saybrook well.

Top Hotel Deals

See all 294 Properties in Old Saybrook
Water's Edge Resort & Spa

Water's Edge Resort & Spa

1525 Boston Post Road, Westbrook
    3.5 out of 5.0
     
     

    This Westbrook resort is on the beach, 1.7 mi (2.8 km) from Tanger Outlets, and within 6 mi (10 km) of Harvey's Beach and Indian River Marina. General William ...

    Water's Edge Resort & Spa $179

    Water's Edge Resort & Spa $179
    Super 8 by Wyndham Old Saybrook

    Super 8 by Wyndham Old Saybrook

    37 Spencer Plain Rd, Old Saybrook
      2.0 out of 5.0
       
       

      Situated in Old Saybrook, this hotel is within 3 mi (5 km) of Katharine Hepburn Cultural Arts Center, General William Hart House, and Harvey's Beach. Tanger ...

      Super 8 by Wyndham Old Saybrook$76

      Super 8 by Wyndham Old Saybrook$76
      Quality Inn Old Saybrook - Westbrook

      Quality Inn Old Saybrook - Westbrook

      100 Essex Rd, Old Saybrook
        2.5 out of 5.0
         
         

        Located in the heart of Old Saybrook, this hotel is within 3 mi (5 km) of Florence Griswold Museum, Katharine Hepburn Cultural Arts Center, and General William ...

        Quality Inn Old Saybrook - Westbrook$119

        Quality Inn Old Saybrook - Westbrook$119
        Madison Beach Hotel

        Madison Beach Hotel

        94 West Wharf Road, Madison
          4.0 out of 5.0
           
           

          Nestled on the beach, this Madison hotel is within 1 mi (2 km) of Deacon John Grave House and Scranton Memorial Library. Allis-Bushnell House and Museum is 1.3 ...

          Madison Beach Hotel$370

          Madison Beach Hotel$370
          Saybrook Point Inn, Marina and Spa

          Saybrook Point Inn, Marina and Spa

          2 Bridge St, Old Saybrook
            3.5 out of 5.0
             
             

            Situated on the waterfront, this spa hotel is 1.5 mi (2.4 km) from General William Hart House and 1.7 mi (2.7 km) from Katharine Hepburn Cultural Arts Center. ...

            Saybrook Point Inn, Marina and Spa$206

            Saybrook Point Inn, Marina and Spa$206
            Econo Lodge Inn & Suites Old Saybrook Westbrook

            Econo Lodge Inn & Suites Old Saybrook Westbrook

            1750 Boston Post Rd, Old Saybrook
              2.0 out of 5.0
               
               

              Located in the heart of Old Saybrook, this motel is within 3 mi (5 km) of Katharine Hepburn Cultural Arts Center, General William Hart House, and Harvey's Beach. ...

              Econo Lodge Inn & Suites Old Saybrook Westbrook$79

              Econo Lodge Inn & Suites Old Saybrook Westbrook$79
              The Scranton Seahorse Inn

              The Scranton Seahorse Inn

              818 Boston Post Road, Madison
                 
                 

                Situated near the beach, this bed & breakfast is steps from Scranton Memorial Library and Allis-Bushnell House and Museum. Deacon John Grave House and Hammonasset ...

                The Scranton Seahorse Inn$169

                The Scranton Seahorse Inn$169
                The Griswold Inn

                The Griswold Inn

                36 Main Street, Essex
                  3.0 out of 5.0
                   
                   

                  Situated in the historical district, this inn is steps from Essex Island Marina and Connecticut River Museum. Pratt House and Essex Library are also within 15 ...

                  Pier Blue Guesthouse

                  Pier Blue Guesthouse

                  1430 Boston Post Rd, Old Saybrook
                    2.0 out of 5.0
                     
                     

                    Located in Saybrook Manor, this hotel is within 3 mi (5 km) of Katharine Hepburn Cultural Arts Center, General William Hart House, and Harvey's Beach. Tanger ...

                    Pier Blue Guesthouse$79

                    Pier Blue Guesthouse$79
                    Clinton Motel

                    Clinton Motel

                    163 East Main Street, Clinton
                       
                       

                      Situated by the ocean, this motel is within 1 mi (2 km) of Adam Stanton House and General Store Museum and Indian River Marina. Clinton Crossing Premium Outlets ...

                      Clinton Motel$78

                      Clinton Motel$78

                      Top Flight Deals

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