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Maitland Vacations

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

Hotwire can help you find your travel bliss with Maitland 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 Maitland

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 Maitland 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 Maitland well.

Maitland Flight + Hotel packages

Top Hotel Deals

See all 732 Hotels in Maitland
Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

600 N Lake Destiny Dr, Maitland
    3.5 out of 5.0
     
     

    Located in the Maitland Center office park, Sheraton Orlando North Hotel is 4 miles (6.4 kilometers) from the Altamonte Mall. Downtown Orlando is 6 miles ...

    Sheraton Orlando North Hotel$109

    Sheraton Orlando North Hotel$109
    Homewood Suites by Hilton Orlando-Maitland

    Homewood Suites by Hilton Orlando-Maitland

    290 Southhall Ln, Maitland
      3.0 out of 5.0
       
       

      Situated in Maitland, this hotel is within 3 mi (5 km) of Maitland Art Center, Lake Lily Park, and Enzian Theater. Cranes Roost Park and Winter Park Country ...

      Homewood Suites by Hilton Orlando-Maitland$118

      Homewood Suites by Hilton Orlando-Maitland$118
      Thurston House

      Thurston House

      851 Lake Avenue, Maitland
        3.5 out of 5.0
         
         

        Situated in Maitland, this bed & breakfast is within 1 mi (2 km) of Enzian Theater, Lake Lily Park, and Maitland Art Center. Winter Park Country Club and Winter ...

        Universal's Cabana Bay Beach Resort

        Universal's Cabana Bay Beach Resort

        6550 Adventure Way, Orlando
          3.0 out of 5.0
           
           

          Within walking distance of Universal Orlando™ theme parks and Universal CityWalk™, this hotel offers Early Park Admission* to The Wizarding World of Harry Potter™ ...

          Universal's Cabana Bay Beach Resort$164

          Universal's Cabana Bay Beach Resort$164
          Orlando Metropolitan Resort

          Orlando Metropolitan Resort

          8444 Austrian Court, Orlando
            2.5 out of 5.0
             
             

            Across the Blvd. to The I Wheel on International Drive. The Metropolitan Resort is walking distance to countless restaurants, pointe Orlando's shops, Orlando ...

            Country Inn & Suites by Radisson, Orlando Airport, FL

            Country Inn & Suites by Radisson, Orlando Airport, FL

            5440 Forbes Pl, Orlando
              3.0 out of 5.0
               
               

              Situated near the airport, this hotel is 1.7 mi (2.8 km) from Orlando Watersports Complex and within 6 mi (10 km) of Florida Mall and Ventura Country Club. Festival ...

              DoubleTree by Hilton at the Entrance to Universal Orlando

              DoubleTree by Hilton at the Entrance to Universal Orlando

              5780 Major Blvd, Orlando
                4.0 out of 5.0
                 
                 

                This official Universal Partner hotel is a half-mile (0.8 kilometers) from Universal Orlando, 6 miles (9.6 kilometers) from SeaWorld, and 14 miles (22.5 kilometers) ...

                Avanti International Resort

                Avanti International Resort

                8738 International Dr, Orlando
                  3.0 out of 5.0
                   
                   

                  This hotel is within 3 miles of SeaWorld and Universal Studios and 8 miles from Walt Disney World Resort.

                  Avanti International Resort$120

                  Avanti International Resort$120
                  Hyatt Regency Orlando International Airport

                  Hyatt Regency Orlando International Airport

                  9300 Jeff Fuqua Boulevard, Orlando
                    4.0 out of 5.0
                     
                     

                    An elevator ride away from the airport's shops, restaurants, and day spa, this hotel is within 21 miles of Walt Disney World, SeaWorld, and Universal Studios ...

                    Hyatt Regency Orlando International Airport$179

                    Hyatt Regency Orlando International Airport$179
                    Wyndham Orlando Resort International Drive

                    Wyndham Orlando Resort International Drive

                    8001 International Dr, Orlando
                      3.5 out of 5.0
                       
                       

                      Located in the midst of International Drive, this resort is just minutes from I-Drive 360 and 1 mile from Orange County Convention Center.

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