Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
You can spend time exploring the galleries in Casa Feliz Historic Home Museum during your travels in Winter Park. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
Explore the great outdoors at Mead Garden, a lovely green space in Winter Park. Stroll along the area's lakeside, or simply savor its top-notch restaurants.
Explore the great outdoors at Kraft Azalea Gardens, a lovely green space in Winter Park. Stroll along the area's lakeside or experience its great live music.
You can spend time browsing the exhibits at Morse Museum of American Art during your trip to Winter Park. Make time to visit the area's shops, or simply enjoy its top-notch restaurants.
Commune with nature and explore the great outdoors at Lake Virginia during your travels in Winter Park. Experience the area's great live music and acclaimed theater scene.
You can spend time exploring the galleries in Albin Polasek Museum and Sculpture Gardens in Winter Park. Discover the area's top-notch restaurants and its acclaimed theater scene.
Meander down brick-paved Park Avenue, browsing upscale boutiques and al fresco cafes in this sophisticated enclave. Explore world-class art at the Morse Museum or paddle a swan boat across picturesque Lake Osceola.
Winter Park has a vibrant food scene offering many different cuisines. Park Ave. area is very walkable and everyone is wonderful. We even had a 10-minute conversation with the local police officer who gave us some great restaurant recommendations.
John
10.0/10
Excellent
Area has quite a bit of culture and history. Beautiful parks, and cobblestone/brick streets. There was some homeless present but not as much as other parts of Florida.
Rob
10.0/10
Excellent
Winter park is lovely. Very walkable and great restaurants and shops. The people are also very welcoming.
Anonymous traveler
10.0/10
Excellent
If you're not staying in Disney World or International Drive area, your best bet is Winter Park.
Omar
8.0/10
Good
We like the area... lots avaliable to do, see and eat. We will return.
"Everything we come here with my partner and I have a blast, it’s so easy to check in and out. Affordable, it’s located in a good place and nearby lots of food and convenience stores."
"Very pleasant stay. Staff were helpful
Breakfast and kick back were great and kids enjoyed the popcorn and drinks.
Transport to parks was regular and prompt.
Will definitely be back "
If you're looking for the flexibility to change your plans to Winter Park, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winter Park if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, browse our selection of 69 vacation homes. In addition, you can choose from 27 apartments.
What will the weather in Winter Park be like during my vacation?
July and August are typically the warmest months in Winter Park when the average temp is 82°F. January and February are the coldest months when the average temperature is 64°F. August and September are the months with the most rain.
Why should I book my Winter Park hotel through Hotels.com?
There are lots of reasons to book your Winter Park trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.
Find out more about Winter Park
Find out more about Winter Park
If you're looking to discover somewhere new, look no further than Winter Park. Whether you're planning to stay for a night or for the week, the area around Winter Park has accommodations to fit every need. Search for hotels in Winter Park with Hotels.com by checking our online map. Our map displays the areas and neighborhoods around all Winter Park hotels so you can see how close you are from landmarks and attractions, and then refine your search within the larger area. The best Winter Park hotel deals are here with our lowest price guarantee.