Explore 2 Luxury Hotels in Winter Park

Name: Park Plaza Hotel
Price range: $206 total
Rating: 8.4

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Best Luxury Hotels in Winter Park

The Alfond Inn

300 East New England Avenue Winter Park FL

$394 nightly

$443 total

Jan 5 - Jan 6

Total with taxes and fees

This luxury hotel features 2 outdoor pools, a gym, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...

9.4/10 Exceptional! (1,008 reviews)

Beautiful, classy hotel w/o breaking the bank. Pretty grounds and conveniently located.

Reviewed on Dec 28, 2025

Park Plaza Hotel

307 South Park Avenue Winter Park FL

Fully refundableReserve now, pay when you stay

$183 nightly

$206 total

Jan 18 - Jan 19

Total with taxes and fees

A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and ...

8.4/10 Very Good! (1,000 reviews)

Wonderful hotel! Classic old beautiful view amazing location.If you're expecting all modern amenities you should pass but if you're looking for a unique experience then I highly recommend

Reviewed on Dec 30, 2025

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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.

More 4 star hotels in Winter Park

Rosen Shingle Creek

9939 Universal Blvd Orlando FL

$119 nightly

$134 total

Jan 23 - Jan 24

Total with taxes and fees

9.4/10 Exceptional! (4,402 reviews)

5 star hotels in Winter Park

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

10100 Dream Tree Blvd. Lake Buena Vista FL

$1,105 nightly

$1,243 total

Jan 19 - Jan 20

Total with taxes and fees

9.6/10 Exceptional! (877 reviews)

Winter Park Luxury Hotels

Do you want to stay at an elegant 5 star hotel for your next getaway? Do you want to be pampered like royalty? When you're ready, the Winter Park luxury hotels are the plush oasis you’ve been looking for.

Choose from the best luxury hotels in Winter Park to make your stay as comfortable and memorable as possible. Deluxe amenities await you upon check-in—perks like a heated pool, luxurious spa, and 24-hour reception service will cater to your every need, no matter the hour. If you’re tired from the day’s activities and don’t feel like wandering around to look for a meal, sit down to dinner at one of the high-end restaurants on property or contact room service for a sophisticated dining experience in the comfort of your own suite. Getting to and from the airport will be an easy task as well because most of these fancy hotels offer a free shuttle service for easy transportation.

We want you to enjoy your next vacation in style and the top luxury resorts in Winter Park will help you do just that. Browse Travelocity right now to find amazing deals on the best luxury hotels and 4 star hotels in Winter Park, and plan your next opulent escape.