Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Howey-in-the-Hills Vacations

Pack those stellar shades. We have Howey-in-the-Hills 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 Howey-in-the-Hills – great memories and a tall tale or two.

Hotwire can help you find your travel bliss with Howey-in-the-Hills 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 Howey-in-the-Hills

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 Howey-in-the-Hills 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 Howey-in-the-Hills well.

Howey-in-the-Hills Flight + Hotel packages

Top Hotel Deals

See all 197 Hotels in Howey-in-the-Hills
Mission Inn Resort & Club

Mission Inn Resort & Club

10400 County Road 48, Howey-in-the-Hills
    3.5 out of 5.0
     
     

    Situated in Howey-in-the-Hills, this spa hotel is within 12 mi (20 km) of Wooten Park, Eustis Village Shopping Center, and Plantation Golf Club. Lakeridge Winery ...

    Mission Inn Resort & Club$175

    Mission Inn Resort & Club$175
    Ww_705 - RUD 115928

    Ww_705 - RUD 115928

    8905 Rhodes St, Kissimmee
      3.5 out of 5.0
       
       
      Days Inn & Suites by Wyndham Clermont

      Days Inn & Suites by Wyndham Clermont

      20390 US Highway 27, Clermont
        2.0 out of 5.0
         
         

        Situated in a rural location, this hotel is 2.4 mi (3.8 km) from Lakeridge Winery and within 9 mi (15 km) of Lake David Park and Palisades Golf Club. Ferndale ...

        Days Inn & Suites by Wyndham Clermont$59

        Days Inn & Suites by Wyndham Clermont$59
        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
          Fairfield Inn & Suites Orlando Ocoee

          Fairfield Inn & Suites Orlando Ocoee

          10971 W Colonial Dr, Ocoee
            3.0 out of 5.0
             
             

            Situated in Ocoee, this hotel is within 9 mi (15 km) of Garden Theatre, Central Florida Fairgrounds, and Turkey Lake Park. Tinker Field and Camping World Stadium ...

            Fairfield Inn & Suites Orlando Ocoee$110

            Fairfield Inn & Suites Orlando Ocoee$110
            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
              WoodSpring Suites Orlando Clermont

              WoodSpring Suites Orlando Clermont

              16311 SR 50, Clermont
                2.5 out of 5.0
                 
                 

                Situated in Clermont, this hotel is within 3 mi (5 km) of Sanctuary Ridge Golf Club, National Training Center, and Southlake Hospital. Oakland Nature Preserve ...

                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
                  Red Roof Inn Orlando West - Ocoee

                  Red Roof Inn Orlando West - Ocoee

                  11241 W Colonial Dr, Ocoee
                    2.0 out of 5.0
                     
                     

                    Located in the heart of Ocoee, this hotel is within 9 mi (15 km) of Garden Theatre, Central Florida Fairgrounds, and MetroWest Golf Club. Turkey Lake Park and ...

                    Red Roof Inn Orlando West - Ocoee$64

                    Red Roof Inn Orlando West - Ocoee$64
                    Orange County National Lodge

                    Orange County National Lodge

                    16325 Phil Ritson Way, Winter Garden
                      3.0 out of 5.0
                       
                       

                      Situated in Winter Garden, this golf lodge is in the same area as Walt Disney World®, Magic Kingdom® Park, and Disney's Magnolia Golf Course. Area attractions ...

                      Orange County National Lodge$60

                      Orange County National Lodge$60

                      Top Flight Deals

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