Search for Cheap Deals on
Hotels in Winter Park

Check Last Minute Winter Park Hotel Deals

Tonight Jun 21 - Jun 22Next weekend Jun 26 - Jun 28

Choose from 14962 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 ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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! (7,017 reviews)
"This was our first trip to Universal. We have stayed on Disney property many times prior to this so that was what we were use to. Our girls are both at an age where they wanted to conquer some more thrilling attractions. So with that being said we figured it would be best to stay on property for ..."

Reviewed on Jun 21, 2026

Universal's Cabana Bay Beach Resort
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 ...
8.6/10 Excellent! (6,936 reviews)
"."

Reviewed on Jun 21, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

5 out of 5
14200 Bonnet Creek Resort Lane Orlando FL
  • 55 min drive from Winter Park Village
Book a stay at this luxury resort in Orlando. Enjoy 2 outdoor pools, a full-service spa, and 6 restaurants. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (545 reviews)
"Overall a very beautiful hotel. Room’s were nice at the surface, but our toilet wasn’t working properly. Then, maintenance left all their tools in the room after they’d finished fixing it and when we tried notifying a staff member that was in the hallway, he just told us he wasn’t part of that crew ..."

Reviewed on Jun 20, 2026

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
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! (4,232 reviews)
"We love staying at the Hyatt when we have an early morning flight the next day. The restaurant is amazing, staff are always friendly, and rooms are spacious and super clean."

Reviewed on Jun 20, 2026

Hyatt Regency Orlando International Airport
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! (3,602 reviews)
"Excellent accommodations One bedroom suite with washer dryer and a kitchen Beautiful grounds Many pools, very good for kids and families"

Reviewed on Jun 20, 2026

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
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 ...
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! (6,563 reviews)
"We had a wonderful stay at Westgate Resort. The room was clean, comfortable, and well-maintained. The staff was friendly and helpful throughout our visit, and the property itself was beautiful and family-friendly. We especially enjoyed the amenities and overall atmosphere. The only suggestions I ..."

Reviewed on Jun 20, 2026

Westgate Lakes Resort & Spa Universal Studios Area
Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

4 out of 5
8113 Resort Village Drive Orlando FL
  • 52 min drive from Winter Park Village
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (10,047 reviews)
"It was not as good as previous years"

Reviewed on Jun 20, 2026

Lake Buena Vista Resort Village & Spa
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
  • 43 min drive from Winter Park Village
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (4,503 reviews)
"Overall it was a good stay. They ended up only having an ADA unit which was ok, but the showers were not ideal. It is a huge property. The staff were incredibly friendly and supportive. The unit was clean, but dated. For the price, it was a good deal."

Reviewed on Jun 20, 2026

Marriott's Grande Vista
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 ...
8/10 Very Good! (115 reviews)
"Amazing breakfast, staff are great, Parking always accessible"

Reviewed on Jun 20, 2026

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort

3.5 out of 5
7400 International Dr Orlando FL
  • 36 min drive from Winter Park Village
Book a stay at this family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 5 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (4,061 reviews)
"Room smelled like weed and they only could accommodate us with a housekeeping refresh. The waterpark was why we booked and it was the only perk and descent because it was clean and you didn’t have to wait in long lines. Overall though the place just seemed a little trashy and not family friendly. ..."

Reviewed on Jun 20, 2026

Coco Key Hotel & Water Park Resort
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 14,962 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 $101. 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 $101.

How many hotels are there in Winter Park?

With over 14,962 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 $101.

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.