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Chamberlain Vacations

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

Hotwire can help you find your travel bliss with Chamberlain 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 Chamberlain

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 Chamberlain 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 Chamberlain well.

Top Hotel Deals

See all 222 Hotels in Chamberlain
Ocean Gate Resort

Ocean Gate Resort

70 Ocean Gate Rd, Southport
    2.5 out of 5.0
     
     

    This family-friendly Southport resort is located on the waterfront, within 3 mi (5 km) of Hendricks Hill Museum, Maine State Aquarium and Hendricks Head Light. ...

    CAP N FISH'S WATERFRONT INN

    CAP N FISH'S WATERFRONT INN

    63 Atlantic Avenue, Boothbay Harbor
      2.0 out of 5.0
       
       

      Situated in Boothbay Harbor, this hotel is within a 10-minute walk of Fisherman's Memorial Park, Boothbay Harbor Marina, and Barrett Park. Boothbay Harbor Memorial ...

      Flagship Inn and Suites

      Flagship Inn and Suites

      200 Townsend Avenue, Boothbay Harbor
        2.5 out of 5.0
         
         

        Situated in Boothbay Harbor, this hotel is within a 15-minute walk of Boothbay Region Historical Society Museum and Opera House at Boothbay Harbor. Boothbay ...

        Fishermans Wharf Inn

        Fishermans Wharf Inn

        22 Commercial St, Boothbay Harbor
          2.5 out of 5.0
           
           

          Situated near the beach, this hotel is steps from Boothbay Harbor Marina, Burnt Island Living Lighthouse, and Boothbay Harbor Memorial Library. Opera House at ...

          Beach Cove Waterfront Inn

          Beach Cove Waterfront Inn

          48 Lakeview Road, Boothbay Harbor
            2.0 out of 5.0
             
             

            Offering direct access to the beach, this Boothbay Harbor motel is within 2 mi (3 km) of Boothbay Harbor Memorial Library, Boothbay Harbor Marina, and Fisherman's ...

            Boothbay Harbor Inn

            Boothbay Harbor Inn

            31 Atlantic Ave, Boothbay Harbor
              2.5 out of 5.0
               
               

              Situated on the waterfront, this motel is within a 10-minute walk of Fisherman's Memorial Park, Boothbay Harbor Marina, and Boothbay Harbor Memorial Library. ...

              Harborage Inn on the Oceanfront

              Harborage Inn on the Oceanfront

              75 Townsend Avenue, Boothbay Harbor
                3.5 out of 5.0
                 
                 

                Located in the heart of Boothbay Harbor, this bed & breakfast is within a 5-minute walk of Opera House at Boothbay Harbor, Boothbay Harbor Marina, and Boothbay ...

                Spruce Point Inn Resort & Spa

                Spruce Point Inn Resort & Spa

                88 Grandview Ave, Boothbay Harbor
                  3.5 out of 5.0
                   
                   

                  This family-friendly Boothbay Harbor hotel is located on the waterfront, within 2 mi (3 km) of Fisherman's Memorial Park, Barrett Park, and Boothbay Harbor Marina. ...

                  Spruce Point Inn Resort & Spa$175

                  Spruce Point Inn Resort & Spa$175
                  Hampton Inn Bath (Brunswick Area)

                  Hampton Inn Bath (Brunswick Area)

                  140 Commercial St, Bath
                    3.0 out of 5.0
                     
                     

                    Situated near the beach, this hotel is within a 10-minute walk of Waterfront Park and Chocolate Church. Maine Maritime Museum and Doubling Point Lighthouse are ...

                    Hampton Inn Bath (Brunswick Area)$148

                    Hampton Inn Bath (Brunswick Area)$148
                    White Anchor Inn

                    White Anchor Inn

                    609 Wiscasset Road, Boothbay
                      2.0 out of 5.0
                       
                       

                      Situated in Boothbay, this hotel is within a 15-minute walk of Boothbay Railway Village and The Boothbay Playhouse. Boothbay Golf Course is 1.9 mi (3.1 km) ...

                      White Anchor Inn$79

                      White Anchor Inn$79