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Windham Vacations

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

Hotwire can help you find your travel bliss with Windham 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 Windham

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 Windham 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 Windham well.

Top Hotel Deals

See all 258 Hotels in Windham
Microtel Inn & Suites By Wyndham Windham

Microtel Inn & Suites By Wyndham Windham

965 Roosevelt Trail, Windham
    3.0 out of 5.0
     
     

    Situated in a rural location, this hotel is 10.5 mi (17 km) from Sebago Lake State Park and within 20 mi (32 km) of University of Southern Maine and Children's ...

    Microtel Inn & Suites By Wyndham Windham$114

    Microtel Inn & Suites By Wyndham Windham$114
    Sebago Lake Lodge & Cottages

    Sebago Lake Lodge & Cottages

    661 Whites Bridge Rd, Windham
      3.0 out of 5.0
       
       

      Situated in Windham, this lodge is 12.1 mi (19.5 km) from Sebago Lake State Park and within 20 mi (32 km) of University of Southern Maine and Children's Museum ...

      Genes Lodge Apartment 5

      Genes Lodge Apartment 5

      58 Hackett Road, Windham
        3.5 out of 5.0
         
         

        Situated in North Windham, this cabin is close to St Josephs College. Area attractions also include Sebago Lake.

        New Marblehead Lodge Apartment 4

        New Marblehead Lodge Apartment 4

        5 Upper Basin Rd, Windham
          3.5 out of 5.0
           
           

          Situated in North Windham, this apartment building is close to St Josephs College. Area attractions also include Sebago Lake and Shaw Park.

          Lady Pepperell Apartment 3

          Lady Pepperell Apartment 3

          14 MARSTON RD, Windham
            3.5 out of 5.0
             
             

            Situated in North Windham, this apartment building is close to St Josephs College. Area attractions also include Sebago Lake.

            It's Jest A Camp Apartment 1

            It's Jest A Camp Apartment 1

            67 HACKETT RD, Windham
              3.5 out of 5.0
               
               

              Situated in North Windham, this apartment building is close to St Josephs College. Area attractions also include Sebago Lake.

              Ramada Plaza by Wyndham Portland

              Ramada Plaza by Wyndham Portland

              155 Riverside St, Portland
                3.0 out of 5.0
                 
                 

                Situated near the airport, this hotel is 0.7 mi (1.1 km) from Joker's Family Fun and Games and within 3 mi (5 km) of Riverside Municipal Golf Course and University ...

                Ramada Plaza by Wyndham Portland$85

                Ramada Plaza by Wyndham Portland$85
                Fireside Inn & Suites

                Fireside Inn & Suites

                81 Riverside St, Portland
                  3.0 out of 5.0
                   
                   

                  This family-friendly Portland hotel is located near the airport, within 3 mi (5 km) of Joker's Family Fun and Games, Southworth Planetarium and Riverside Municipal ...

                  Fireside Inn & Suites$100

                  Fireside Inn & Suites$100
                  Super 8 by Wyndham Portland/Westbrook Area

                  Super 8 by Wyndham Portland/Westbrook Area

                  208 Larrabee Rd, Westbrook
                    2.0 out of 5.0
                     
                     

                    Situated in Westbrook, this motel is 0.8 mi (1.4 km) from Joker's Family Fun and Games and within 3 mi (5 km) of Riverside Municipal Golf Course and University ...

                    Super 8 by Wyndham Portland/Westbrook Area$68

                    Super 8 by Wyndham Portland/Westbrook Area$68
                    Hyatt Place Portland-Old Port

                    Hyatt Place Portland-Old Port

                    433 Fore St, Portland
                      3.0 out of 5.0
                       
                       

                      Located in Downtown Portland, this hotel is within a 10-minute walk of Casco Bay Lines Ferry Terminal, Wadsworth-Longfellow House, and Victoria Mansion. Portland ...

                      Hyatt Place Portland-Old Port$145

                      Hyatt Place Portland-Old Port$145

                      Top Flight Deals

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