Search Gay-Friendly Hotels in Winter Park

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Check availability on Winter Park Gay-Friendly Hotels

Tonight
30 Dec - 31 Dec
Tomorrow
31 Dec - 1 Jan
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Winter Park LGBT-friendly hotels

Front of property
Park Plaza Hotel

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1000)
"Would stay at the Park again."
United States
Edward
The price is ฿5,644
฿6,350 total
includes taxes & fees
23 Jan - 24 Jan 2026
Park Plaza Hotel
Reception
Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (637)
"Every staff member worked at making the stay pleasant and enjoyable "
United States
Brian
The price is ฿6,298
฿7,166 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Garden Inn Winter Park
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (1926)
"Good place to stay "
United States
victor
The price is ฿2,454
฿2,760 total
includes taxes & fees
4 Jan - 5 Jan 2026
Aloft Orlando Lake Buena Vista
Property amenity
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.6 out of 10, Excellent, (764)
"What a wonderful stay! "
United States
Lucia
The price is ฿2,647
฿2,978 total
includes taxes & fees
26 Jan - 27 Jan 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4373)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is ฿3,750
฿4,219 total
includes taxes & fees
23 Jan - 24 Jan 2026
Rosen Shingle Creek
Outdoor pool, pool umbrellas, pool loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
International Drive District
7.4 out of 10, Good, (3973)
"Great location "
United States
Mark
The price is ฿1,960
฿2,842 total
includes taxes & fees
5 Jan - 6 Jan 2026
Wyndham I-Drive Avanti Resort & Conference Center
6 outdoor pools, free pool cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4204)
"Enjoyed our stay. "
United States
WILLIAM
The price is ฿3,498
฿3,935 total
includes taxes & fees
25 Jan - 26 Jan 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
View from room
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
International Drive District
8.6 out of 10, Excellent, (5485)
"Great stay"
United States
Stephanie
The price is ฿2,523
฿2,838 total
includes taxes & fees
25 Jan - 26 Jan 2026
Rosen Inn at Pointe Orlando
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
Florida Center
8.4 out of 10, Very good, (6918)
"we enjoyed the stay here, it is having nice rooms and breakfast."
United States
suresh
The price is ฿2,829
฿3,183 total
includes taxes & fees
15 Jan - 16 Jan 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
Exterior
Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL
3.5 star property
International Drive District
9.0 out of 10, Wonderful, (3727)
"nice place to stay "
United States
Greg
The price is ฿3,070
฿3,453 total
includes taxes & fees
25 Jan - 26 Jan 2026
Tru By Hilton Orlando Convention Center Area, FL
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.
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Top Winter Park Hotel Reviews

Frequently asked questions

Searching for gay-friendly accommodation in Winter Park?
Whether you are travelling with your partner or flying solo, you'll find gay-friendly hotels in Winter Park on Expedia. People like Winter Park for its shopping and restaurants.
What is the favourite LGBTQ-friendly place to stay in Winter Park?
Park Plaza Hotel is a top LGBTQ-friendly hotel, and features free Wi-Fi and comfy beds. Hilton Garden Inn Winter Park is another good option for your holiday.
How many LGBTQ-friendly hotels will I find in Winter Park?
There are currently 2 LGBTQ-friendly hotels in Winter Park.
What are the top places to visit in Winter Park?
During your trip, get out and enjoy everything Winter Park has to offer. You and your travelling companions may want to visit Casa Feliz Historic Home Museum, Winter Park Village and Morse Museum of American Art. While you're here, create some great memories of your trip with stops at Kraft Azalea Gardens, Lake Virginia and Winter Park Tennis Center.
What is a gay-friendly hotel in Winter Park?
LGBTQ-friendly hotels are places where lesbian, gay, bisexual and transgender travellers are proudly welcomed. Expedia has compiled a selection of LGBTQ-friendly hotels worldwide. In Winter Park, these hotels prioritise a diverse environment in which guests are welcomed, respected and not obliged to declare or hide their sexual orientation.
What can I expect from an LGBTQ-friendly Winter Park hotel?
Stay at a gay-friendly hotel in Winter Park and you won't have to hide your same-sex relationship or your sexuality when you check in. Some of Expedia's LGBTQ-friendly hotels go the extra mile and offer concierge services that provide information about nearby LGBTQ restaurants and local events.