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Check prices on hotels in Winter Park

Tonight Jun 25 - Jun 26
This weekend Jun 28 - Jun 30
Next weekend Jul 5 - Jul 7

Featured Winter Park 5 Star Hotels

See all 5,252 Properties in Winter Park

Estimated price for 1 night/2 adults

The Ritz-Carlton Orlando, Grande Lakes
The Ritz-Carlton Orlando, Grande Lakes
5.0 out of 5.0 4012 Central Florida Parkway, Orlando, FL
Free Cancellation
4.6/5 (985 reviews)
$215/ night for 2 guests

Beautiful hotel and staff were very welcoming and helpful.

Reviewed on May 25, 2019
Waldorf Astoria Orlando
Waldorf Astoria Orlando
5.0 out of 5.0 14200 Bonnet Creek Resort Lane, Orlando, FL
Free Cancellation
4.6/5 (1912 reviews)
$227/ night for 2 guests

The property lives up to its name. Alot of hotel brands vary at differant locations. The Waldorf always is consistent to its reputation.

Reviewed on Jun 15, 2019
Four Seasons Resort Orlando At Walt Disney World Resort
Four Seasons Resort Orlando At Walt Disney World Resort
5.0 out of 5.0 10100 Dream Tree Blvd., Lake Buena Vista, FL
Free Cancellation
4.8/5 (478 reviews)
$595/ night for 2 guests

Amazing hotel, super clean, staff very nice , Italian restaurant very good we will return for sure.

Reviewed on Jun 19, 2019
Luxury 5 bedroom home with private pool
Luxury 5 bedroom home with private pool
5.0 out of 5.0 4841 Kings Castle Cricle, Kissimmee, FL
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There's nothing wrong with enjoying the finer things in life. Add an extra layer of luxury on your next trip to Winter Park by treating yourself to the best of the best when it comes to accommodation. It's an ideal pairing. There's no reason to delay a getaway to Winter Park any longer. You'll join the multitudes of vacationers who have made Winter Park so fashionable in the last few seasons. Additionally, the hotels in this area receive outstanding marks for guest services, so you know you'll be well cared for during your getaway. What are you waiting for? Our 5-star hotels in Winter Park are the perfect places to relax in during your next chunk of time off.

5-Star Hotels in Winter Park

Don't be afraid to live the high life while you're on vacation, along with the best conditions. Spa treatments, delicious meals, and personalized service are all waiting for you. You're sure to find exactly the accommodation you need. We should also mention, the hotels in this area receive noteworthy marks for customer satisfaction, so you know you'll be well cared for during your getaway. What kind of amenities will make your stay a wonderful one? 24-hour room service, so you can order that filet mignon in the wee hours of the morning? A reflexology treatment that will leave you feeling refreshed and alive? Butler services? Whatever it is your heart desires, you're bound to find it here. Want to see for yourself? Plenty of visitors recommend this location.

But you aren't going to spend your entire vacation in your room, of course. You're in luck. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. Whatever you plan to do, the 5-star hotels in Winter Park are waiting for you to relax after an exciting day.

Make Your Escape

The results are in, and Winter Park 5-star hotels are the place to be when you book your next vacation. Additionally, these accommodations are highly rated -- 90% of visitors recommended 5-star hotels in Winter Park! Expedia can help you land a great deal on accommodation. It's time to plan your next great escape. Opt for one of our Winter Park 5-star hotels today and relax in total tranquility tomorrow.

Recently booked 5 Star Hotels in Winter Park

Park Plaza Hotel
3.0 out of 5.0
Last booking: 8 minutes ago
The Alfond Inn
4.0 out of 5.0
Last booking: 10 hours ago