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Check prices on hotels in Winter Park

Tonight May 20 - May 21
This weekend May 24 - May 26
Next weekend May 31 - Jun 2

Top 10 Hotels in Winter Park

See all 4,300 Properties in Winter Park

Estimated price for 1 night/2 adults

The Alfond Inn

The Alfond Inn

300 East New England Avenue, Winter Park, FL
The Alfond Inn
  • Free Cancellation
  • Reserve now, pay when you stay
4.0 out of 5.0
 
 

Located in the heart of Winter Park, this boutique hotel is 0.3 mi (0.5 km) from Rollins College and within 3 mi (5 km) of Winter Park Village and Florida Hospital ...

$239 per night for 2 guests

Jun 2 - Jun 3
Park Plaza Hotel

Park Plaza Hotel

307 South Park Avenue , Winter Park, FL
Park Plaza Hotel
  • Free Cancellation
  • Reserve now, pay when you stay
3.0 out of 5.0
 
 

Located in the heart of Winter Park, this golf hotel is within a 10-minute walk of Winter Park Historical Museum, Virginia S. Nelson Rose Garden, and Rollins ...

$137 per night for 2 guests

May 21 - May 22
Winter Park Charm

Winter Park Charm

Winter Park, FL
Winter Park Charm
     
     

    Situated in Winter Park, this vacation home is within 1 mi (2 km) of Enzian Theater and Winter Park Village. Orlando Science Center and Rollins College are also ...

    Winter Park CharmGet Rates

    Luxury Vacation Place in Winter Park Garden

    Luxury Vacation Place in Winter Park Garden

    Winter Park, FL
    Luxury Vacation Place in Winter Park Garden
       
       

      Situated in Winter Park, this vacation home is 0.8 mi (1.2 km) from Kraft Azalea Gardens and within 3 mi (5 km) of Rollins College and Winter Park Village. Winter ...

      Luxury Vacation Place in Winter Park GardenGet Rates

      Casa Aloma - Elegant Winter Park House With Great Pool and Huge Backyard!!

      Casa Aloma - Elegant Winter Park House With Great Pool and Huge Backyard!!

      Winter Park, FL
      Casa Aloma - Elegant Winter Park House With Great Pool and Huge Backyard!!
         
         

        This family-friendly Winter Park vacation home is within 3 mi (5 km) of Full Sail University and Rollins College. Kraft Azalea Gardens and Albin Polasek Museum ...

        Casa Aloma - Elegant Winter Park House With Great Pool and Huge Backyard!!Get Rates

        Remodeled 4 Bedroom/3 Bath Home Near Disney, Beaches and UCF

        Remodeled 4 Bedroom/3 Bath Home Near Disney, Beaches and UCF

        Winter Park, FL
        Remodeled 4 Bedroom/3 Bath Home Near Disney, Beaches and UCF
           
           

          Situated in Winter Park, this historic vacation home is 0.9 mi (1.4 km) from Full Sail University and 2.8 mi (4.5 km) from Rollins College. Albin Polasek Museum ...

          Remodeled 4 Bedroom/3 Bath Home Near Disney, Beaches and UCFGet Rates

          Private Poolside Guest House In Winter Park/orlando

          Private Poolside Guest House In Winter Park/orlando

          Winter Park, FL
          Private Poolside Guest House In Winter Park/orlando
             
             

            Situated in Winter Park, this guesthouse is within 2 mi (3 km) of Florida Hospital Orlando, Orlando Science Center, and Winter Park Village. Rollins College ...

            Private Poolside Guest House In Winter Park/orlandoGet Rates

            Relaxing, Lake-view Home Near Park Ave. With Lots to Offer

            Relaxing, Lake-view Home Near Park Ave. With Lots to Offer

            Winter Park, FL
            Relaxing, Lake-view Home Near Park Ave. With Lots to Offer
               
               

              Situated in Winter Park, this historic vacation home is within 3 mi (5 km) of Rollins College, Orlando Science Center, and Winter Park Village. Orlando Museum ...

              Relaxing, Lake-view Home Near Park Ave. With Lots to OfferGet Rates

              'lakeside' in Olde Winter Park

              'lakeside' in Olde Winter Park

              Winter Park, FL
              'lakeside' in Olde Winter Park
                 
                 

                Situated on a lake, this property is within 3 mi (5 km) of Winter Park Village, Orlando Science Center, and Florida Hospital Orlando. Rollins College and Orlando ...

                'lakeside' in Olde Winter ParkGet Rates

                Elegant Modern Escape in Winter Park

                Elegant Modern Escape in Winter Park

                Winter Park, FL
                Elegant Modern Escape in Winter Park
                   
                   

                  Situated in Winter Park, this vacation home is within 1 mi (2 km) of Orlando Philharmonic Orchestra and Florida Hospital Orlando. Orlando Science Center and ...

                  Elegant Modern Escape in Winter ParkGet Rates

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