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Leesburg Vacations

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

Hotwire can help you find your travel bliss with Leesburg 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 Leesburg

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 Leesburg 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 Leesburg well.

Leesburg Flight + Hotel packages

Top Hotel Deals

See all 141 Hotels in Leesburg
Best Western Plus Chain of Lakes Inn & Suites

Best Western Plus Chain of Lakes Inn & Suites

1321 N 14th St, Leesburg
    2.5 out of 5.0
     
     

    Situated in Leesburg, this hotel is 2 mi (3.2 km) from Venetian Gardens and 2.4 mi (3.8 km) from Lake Griffin State Park. Paquette's Historical Farmall Museum ...

    Best Western Plus Chain of Lakes Inn & Suites$77

    Best Western Plus Chain of Lakes Inn & Suites$77
    Holiday Inn Express Hotel & Suites The Villages

    Holiday Inn Express Hotel & Suites The Villages

    1205 Avenida Central North, The Villages
      2.5 out of 5.0
       
       

      Situated in The Villages, this hotel is 0.2 mi (0.4 km) from Spanish Springs Town Square and within 3 mi (5 km) of Orange Blossom Hills Golf & Country Club and ...

      Holiday Inn Express Hotel & Suites The Villages$80

      Holiday Inn Express Hotel & Suites The Villages$80
      The Waterfront Inn

      The Waterfront Inn

      1105 Lake Shore Drive, The Villages
        3.0 out of 5.0
         
         

        Situated on the waterfront, this hotel is 0.2 mi (0.4 km) from The Villages Market Square and within 6 mi (10 km) of Miona Lake Golf Club and Glenview Champions ...

        The Waterfront Inn$116

        The Waterfront Inn$116
        Holiday Inn Express Hotel & Suites Tavares - Leesburg

        Holiday Inn Express Hotel & Suites Tavares - Leesburg

        3601 W Burleigh Blvd, Tavares
          2.5 out of 5.0
           
           

          Situated near the airport, this hotel is within 9 mi (15 km) of Venetian Gardens, Mount Dora History Museum, and Carver Park. Gilbert Park and Mount Dora Museum ...

          Holiday Inn Express Hotel & Suites Tavares - Leesburg$88

          Holiday Inn Express Hotel & Suites Tavares - Leesburg$88
          Comfort Inn & Suites

          Comfort Inn & Suites

          1380 E Burleigh Boulevard, Tavares
            2.5 out of 5.0
             
             

            Situated in Tavares, this hotel is 0.7 mi (1.2 km) from Eustis Village Shopping Center and within 3 mi (5 km) of Wooten Park and Eustis Square. Eustis Historical ...

            Comfort Inn & Suites$95

            Comfort Inn & Suites$95
            Motel 6 Wildwood, FL

            Motel 6 Wildwood, FL

            345 East State Rt 44, Wildwood
              2.0 out of 5.0
               
               

              Situated in Wildwood, this motel is within 12 mi (20 km) of Lake Okahumpka Park, Don Garlits Museum of Racing, and Paquette's Historical Farmall Museum. The ...

              Motel 6 Wildwood, FL$53

              Motel 6 Wildwood, FL$53
              Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

              Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

              9700 Us Highway 441, Leesburg
                2.0 out of 5.0
                 
                 

                Situated near the airport, this hotel is 0.7 mi (1.2 km) from ViaPort Florida and within 6 mi (10 km) of Wooten Park and Venetian Gardens. Eustis Village Shopping ...

                Microtel Inn & Suites by Wyndham Leesburg/Mt Dora$63

                Microtel Inn & Suites by Wyndham Leesburg/Mt Dora$63
                Microtel Inn & Suites by Wyndham Lady Lake/The Villages

                Microtel Inn & Suites by Wyndham Lady Lake/The Villages

                850 South US Hwy 27/441, Lady Lake
                  3.0 out of 5.0
                   
                   

                  Situated in a rural location, this hotel is within 6 mi (10 km) of Lake Griffin State Park, Spanish Springs Town Square, and Uncle Donald's Farm. Orange Blossom ...

                  Microtel Inn & Suites by Wyndham Lady Lake/The Villages$72

                  Microtel Inn & Suites by Wyndham Lady Lake/The Villages$72
                  Comfort Suites The Villages

                  Comfort Suites The Villages

                  1202 Avenida Central, The Villages
                    2.5 out of 5.0
                     
                     

                    Located in the heart of The Villages, this hotel is 0.4 mi (0.6 km) from Spanish Springs Town Square and within 3 mi (5 km) of Orange Blossom Hills Golf & Country ...

                    Comfort Suites The Villages$97

                    Comfort Suites The Villages$97
                    Lakeside Inn

                    Lakeside Inn

                    100 N Alexander St, Mount Dora
                      3.0 out of 5.0
                       
                       

                      Located in Mount Dora, this beachfront hotel is in the historical district and within a 5-minute walk of Evans Park and Mount Dora History Museum. Donnelly Park ...

                      Lakeside Inn$139

                      Lakeside Inn$139

                      Top Flight Deals

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