Search for Cheap Deals on
Hotels in Winter Park

Check Last Minute Winter Park Hotel Deals

Tonight May 22 - May 23This weekend May 22 - May 24

Choose from 15108 Winter Park Hotel Deals

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
  • 51 min drive from Winter Park Village
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (5,539 reviews)
"Perfect location for family trip No complain at all"

Reviewed on May 22, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
  • 32 min drive from Winter Park Village
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.4/10 Exceptional! (4,164 reviews)
"Grea TY"

Reviewed on May 18, 2026

Hyatt Regency Orlando International Airport
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
  • 34 min drive from Winter Park Village
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (6,819 reviews)
"Great place for the whole family"

Reviewed on May 22, 2026

Universal's Cabana Bay Beach Resort
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3 out of 5
7400 Canada Ave Orlando FL
  • 36 min drive from Winter Park Village
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions Universal’s Volcano ...
8.6/10 Excellent! (1,434 reviews)
"Hotel was accommodating, clean, housekeeping was daily checks, ac worked great. Room was decorated cute and a lot of storage and space. Only issue was the card key, it’s very sensitive, you have to keep separate away from other cards or it will not work when trying to open room door, then you have ..."

Reviewed on May 22, 2026

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
  • 34 min drive from Winter Park Village
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
9.2/10 Wonderful! (5,288 reviews)
"I realize this is not your top tier hotel and that you get what you pay for, but relatively speaking people are still paying a premium to stay on property and the hotel and guest rooms felt very institutional. The lobby and guest towers felt like any airport Hampton Inn or Comfort Suites. The ground ..."

Reviewed on May 22, 2026

Universal's Endless Summer Resort - Dockside Inn and Suites
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
  • 40 min drive from Winter Park Village
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (6,382 reviews)
"It was ok. Staff friendly."

Reviewed on May 22, 2026

Westgate Lakes Resort & Spa Universal Studios Area
B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

3 out of 5
6323 International Dr Orlando FL
  • 35 min drive from Winter Park Village
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the clean rooms in our reviews. ...
8.4/10 Very Good! (830 reviews)
"Very good very quiet and clean very close to universal and other spot for food tv not working tho"

Reviewed on May 22, 2026

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 out of 5
18000 International Dr S. Orlando FL
  • 53 min drive from Winter Park Village
Book a stay at this family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
7.4/10 Good! (471 reviews)
"Las habitaciones no están limpias , demasiado olor a humedad"

Reviewed on May 22, 2026

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr Orlando FL
  • 46 min drive from Winter Park Village
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (3,468 reviews)
"Very clean and spacious with gorgeous views!"

Reviewed on May 21, 2026

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Buena Vista Suites Orlando

Buena Vista Suites Orlando

4 out of 5
8203 World Center Dr Orlando FL
  • 51 min drive from Winter Park Village
Book a stay at this family-friendly hotel in Orlando. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
9.2/10 Wonderful! (2,289 reviews)
"Layout of the rooms and value were phenomenal. Will stay again no doubt!"

Reviewed on May 22, 2026

Buena Vista Suites Orlando
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

3 out of 5
8615 Vineland Avenue Orlando FL
  • 49 min drive from Winter Park Village
Book a stay at this family-friendly hotel in Orlando. Enjoy free breakfast, 3 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,544 reviews)
"Everything was good besides having carpets in the rooms"

Reviewed on May 22, 2026

Fairfield Inn & Suites Lake Buena Vista in Marriott Village
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
  • 31 min drive from Winter Park Village
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.4/10 Very Good! (6,915 reviews)
"The hotel is good, a bit old but in a great location. The rooms are a nice size"

Reviewed on May 22, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
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.

Find cheap hotels in Winter Park

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Winter Park hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winter Park.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winter Park’s 15,108 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $93. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Winter Park hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winter Park. No matter your reason for visiting Winter Park, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winter Park hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winter Park for as low as $93.

How many hotels are there in Winter Park?

With over 15,108 hotels in Winter Park, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $93.

How to find cheap car rentals in Winter Park?

Finding a cheap car rental deal in Winter Park is as easy as scoring cheap hotels in Winter Park. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.