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Hotels in Winter Park

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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! (5,487 reviews)
Lots of room. Perfect for families

Reviewed on May 16, 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 family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.4/10 Exceptional! (4,160 reviews)
Clean room, well maintained property, inside airport terminal,very convenient for Disney cruise line transportation to Port Canaveral and back to airport

Reviewed on May 16, 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! (6,806 reviews)
Love the pool and lazy river. The 26$ per day for parking is a bit steep. Especially for us Canadians who have to convert. The rooms are showing their wear. I’ve been there when they first opened and there doesn’t seem to be any room updates. Hot water in shower was an issue, broken closet door. ...

Reviewed on May 16, 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! (1,380 reviews)
Room was clean

Reviewed on May 16, 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! (5,274 reviews)
Another stay at Dockside for our family of five vacation. This time we arranged for two adjoining rooms. Stay was pleasant. Staff was friendly and helpful. Place was clean and the texting service made getting extra towels and pillows a breeze. Pool was well attended by staff/ lifeguards and areas ...

Reviewed on May 16, 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! (6,450 reviews)
We had the best experience here. They staff was so great and accommodating. I never write reviews but I had to this time because it was exceptional.

Reviewed on May 16, 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! (789 reviews)
Warm welcome and good experience

Reviewed on May 15, 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! (432 reviews)
Room was big and had a good layout, but needed some updating or fixing, some wear and tear on the room noticeable. Did not like that We had to pay so much for parking. We did like how close it was to the Disney parks. Couldn’t use the waterslides due to thunderstorms, but the rest of the amenities ...

Reviewed on May 16, 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! (3,434 reviews)
Great experience. Highly recommended it

Reviewed on May 16, 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! (2,271 reviews)
Everything was great! Staff was very friendly, personable and helpful! Would go back again

Reviewed on May 16, 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! (1,526 reviews)
They charge me for parking and it was supposed to be free

Reviewed on May 16, 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)
This was a perfect location for visiting Universal Florida and Islands of adventure. It was not as crowded as other hotels in the area. Staff was extremely helpful.

Reviewed on May 16, 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

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Frequently Asked Questions About Winter Park hotels

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How many hotels are there in Winter Park?

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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.