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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.

Top Hotel Deals

See all 727 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$79

    Sheraton Orlando North Hotel$79
    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 Altamonte Mall are also ...

      Homewood Suites by Hilton Orlando-Maitland$107

      Homewood Suites by Hilton Orlando-Maitland$107
      Thurston House

      Thurston House

      851 Lake Avenue, Maitland
        3.5 out of 5.0
         
         

        Situated in Maitland, this bed & breakfast is close to Enzian Theater, Lake Lily Park, and Maitland Art Center. Local attractions also include Winter Park Village ...

        Thurston House$235

        Thurston House$235
        Best Western Lake Buena Vista - Disney Springs® Resort Area

        Best Western Lake Buena Vista - Disney Springs® Resort Area

        2000 Hotel Plaza Boulevard, Lake Buena Vista
          3.0 out of 5.0
           
           

          Adjacent to the restaurants, shops, and entertainment of Disney Springs® Area, this Lake Buena Vista hotel is within 3 miles from Epcot, and 5 miles from the ...

          Best Western Lake Buena Vista - Disney Springs® Resort Area$87

          Best Western Lake Buena Vista - Disney Springs® Resort Area$87
          B Resort and Spa located in Disney Springs® Resort Area

          B Resort and Spa located in Disney Springs® Resort Area

          1905 Hotel Plaza Blvd, Lake Buena Vista
            4.0 out of 5.0
             
             

            Walking distance to 2 Walt Disney World Parks

            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 ...

              Orlando Metropolitan Resort$39

              Orlando Metropolitan Resort$39
              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$204

                Universal's Cabana Bay Beach Resort$204
                Universal's Loews Royal Pacific Resort

                Universal's Loews Royal Pacific Resort

                6300 Hollywood Way, Orlando
                  4.0 out of 5.0
                   
                   

                  Located a short walk from Universal Studios Florida™, Universal’s Islands of Adventure™ and Universal CityWalk™, this 1000-room hotel offers Early Park Admission* ...

                  Universal's Loews Royal Pacific Resort$389

                  Universal's Loews Royal Pacific Resort$389
                  Westgate Lakes Resort & Spa Universal Studios Area

                  Westgate Lakes Resort & Spa Universal Studios Area

                  9500 Turkey Lake Rd, Orlando
                    4.0 out of 5.0
                     
                     

                    The Westgate Lakes Resort & Spa Universal Studios Area is perfect for families and closely located to Orlando's theme parks. SeaWorld® and Universal Studios ...

                    Westgate Lakes Resort & Spa Universal Studios Area$103

                    Westgate Lakes Resort & Spa Universal Studios Area$103
                    The Point Hotel & Suites

                    The Point Hotel & Suites

                    7389 Universal Blvd, Orlando
                      3.5 out of 5.0
                       
                       

                      For families looking for a base near Orlando theme parks, The Point Orlando Resort fits the bill. Walt Disney World Resort and SeaWorld® are both within a 15-minute ...

                      The Point Hotel & Suites$98

                      The Point Hotel & Suites$98

                      Top Flight Deals

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