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Hotels in Winter Park

Choose from 15186 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! (5,664 reviews)
"Loved our stay. The unit was pristine and offered lots of room for the 8 of us. Many amenities and the staff was welcoming. I highly endorse this property."

Reviewed on Jun 3, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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! (6,946 reviews)
"Great location quick walk to universal"

Reviewed on Jun 2, 2026

DoubleTree by Hilton at the Entrance to Universal 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! (6,909 reviews)
"Good rooms very spacious except bathroom was small considering we had a suite"

Reviewed on Jun 3, 2026

Universal's Cabana Bay Beach Resort
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! (6,516 reviews)
"I had an awesome vacation! Thanks so much and I would definitely return."

Reviewed on Jun 3, 2026

Westgate Lakes Resort & Spa Universal Studios Area
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 ...
7.8/10 Good! (7 reviews)
"The whole point of booking was to enjoy the water park that was closed down and not even advertised"

Reviewed on Jun 3, 2026

Holiday Inn Resort Orlando Suites - Waterpark by IHG
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. ...
8.6/10 Excellent! (896 reviews)
"Everything was amazing! I just wish the staff were a little bit more friendly. But that’s just an easy fix! The rooms were clean and was in a great location"

Reviewed on Jun 2, 2026

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!
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! (5,353 reviews)
"Was very crowded and the buses to Universal were not organized at all. We lost hours waiting on buses to take us to the parks."

Reviewed on Jun 3, 2026

Universal's Endless Summer Resort - Dockside Inn and Suites
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! (3,526 reviews)
"Great option, great price."

Reviewed on Jun 3, 2026

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 out of 5
6515 International Drive 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 private pools. Our guests praise the pool and the clean rooms in our ...
7.4/10 Good! (4,655 reviews)
"Room was clean hot tub was relaxing. The pool was nice very very kid friendly so just be mindful, especially to those adults that want to go to the pool for relaxation. Expect a lot of kids the only caveat I would say negative if anything would simply just have to be two things one. I’m not sure ..."

Reviewed on Jun 3, 2026

Wyndham I-Drive Avanti Resort & Conference Center
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! (526 reviews)
"Atmosphere"

Reviewed on May 28, 2026

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Caribe Royale Orlando

Caribe Royale Orlando

4.5 out of 5
8101 World Center Dr Orlando FL
  • 51 min drive from Winter Park Village
Book a stay at this luxury hotel in Orlando. Enjoy 3 outdoor pools, a full-service spa, and 5 restaurants. Our guests praise the pool and the restaurant in our ...
9.2/10 Wonderful! (5,113 reviews)
"I loved that everything was available on property. We enjoyed the meals, pool, and the large room."

Reviewed on Jun 3, 2026

Caribe Royale Orlando
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! (9,977 reviews)
"Our stay was extremely disappointing. The biggest concern was the condition of the arcade area. There was visible black mold, holes in the walls, caution tape, and safety cones throughout the space. For an area designed for families and children, it looked neglected and poorly maintained. We took ..."

Reviewed on Jun 2, 2026

Lake Buena Vista Resort Village & Spa
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

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Frequently Asked Questions About Winter Park hotels

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

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How many hotels are there in Winter Park?

With over 15,186 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 $90.

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.