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20 Dec - 21 Dec
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21 Dec - 22 Dec
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26 Dec - 28 Dec
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Our top choices for Winter Park Playhouse hotels

Exterior
The Alfond Inn

The Alfond Inn

The Alfond Inn
4.0 star property
1.1 km from Winter Park Playhouse
9.6 out of 10, Exceptional, (1004)
"Amazing location, warm and friendly staff, beautiful property!"
Canada
Diandra
The Alfond Inn
Reception
Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
1.7 km from Winter Park Playhouse
9.2 out of 10, Wonderful, (634)
"Great Stay! 5 stars all day long!"
United States
Donizete Aparecido
The price is 5.236.685 ₫
5.957.979 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Garden Inn Winter Park
Lobby lounge
SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
2 km from Winter Park Playhouse
9.2 out of 10, Wonderful, (336)
"Hotel brand new, everything is clean"
United States
Yunior
The price is 5.236.685 ₫
5.957.847 ₫ total
includes taxes & fees
21 Dec - 22 Dec
SpringHill Suites by Marriott Winter Park
Lobby
Comfort Suites Downtown

Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
2.5 km from Winter Park Playhouse
8.8 out of 10, Excellent, (1001)
"Good clean hotel with friendly staff"
United States
david
The price is 3.332.795 ₫
3.749.395 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Comfort Suites Downtown
Front of property
Park Plaza Hotel

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District, 0.8 km from Winter Park Playhouse
8.6 out of 10, Excellent, (1001)
"Would stay at the Park again."
United States
Edward
The price is 4.431.981 ₫
4.985.978 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Park Plaza Hotel
Property amenity
Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
4.6 km from Winter Park Playhouse
9.6 out of 10, Exceptional, (1003)
"Beautiful hotel & convenient location"
United States
John
The price is 2.920.965 ₫
3.286.086 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Courtyard by Marriott Orlando Downtown
Design Room | Living area | 40-inch Smart TV with digital channels, TV
The Tiny Cottage in The Springs

The Tiny Cottage in The Springs

The Tiny Cottage in The Springs
4.0 star property
9.3 km from Winter Park Playhouse
9.8 out of 10, Exceptional, (26)
"I really like this place, this is the second time I have booked here. I do consider it whenever I travel to the area."
United States
Anastasia
The price is 4.207.374 ₫
17.869.759 ₫ total
includes taxes & fees
27 Dec - 28 Dec
The Tiny Cottage in The Springs
Terrace/patio
The Delaney Hotel

The Delaney Hotel

The Delaney Hotel
3.5 star property
7.6 km from Winter Park Playhouse
9.6 out of 10, Exceptional, (1039)
"Everything about the Delaney Hotel was absolutely amazing!!!!"
United States
Tara
The Delaney Hotel
Bar (on property)
Aloft Orlando Downtown

Aloft Orlando Downtown

Aloft Orlando Downtown
3.0 star property
6.5 km from Winter Park Playhouse
9.4 out of 10, Exceptional, (1003)
"Great hotel "
United States
Annette
The price is 3.556.472 ₫
4.001.032 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Aloft Orlando Downtown
Outdoor pool
TownePlace Suites by Marriott Orlando Downtown

TownePlace Suites by Marriott Orlando Downtown

TownePlace Suites by Marriott Orlando Downtown
3.0 star property
7.3 km from Winter Park Playhouse
9.4 out of 10, Exceptional, (435)
"Pet friendly and great prices per a night with breakfast included "
United States
Angelina
The price is 3.999.880 ₫
4.499.865 ₫ total
includes taxes & fees
25 Dec - 26 Dec
TownePlace Suites by Marriott Orlando Downtown
View from property
Fairfield Inn & Suites by Marriott Orlando East/UCF Area

Fairfield Inn & Suites by Marriott Orlando East/UCF Area

Fairfield Inn & Suites by Marriott Orlando East/UCF Area
2.5 star property
13.3 km from Winter Park Playhouse
9.6 out of 10, Exceptional, (1004)
"I was only here for one night but the room was very comfortable and breakfast was good. "
United States
Neil
The price is 2.661.762 ₫
2.994.482 ₫ total
includes taxes & fees
24 Dec - 25 Dec
Fairfield Inn & Suites by Marriott Orlando East/UCF Area
Lounge
AC Hotel by Marriott Orlando Downtown

AC Hotel by Marriott Orlando Downtown

AC Hotel by Marriott Orlando Downtown
2.5 star property
6.4 km from Winter Park Playhouse
9.2 out of 10, Wonderful, (1048)
"This is a nice property and we loved the Sky Bar. Very nice and convenient to the arena. "
United States
Steven
The price is 4.710.385 ₫
5.299.183 ₫ total
includes taxes & fees
21 Dec - 22 Dec
AC Hotel by Marriott Orlando Downtown
Outdoor pool
The Celeste Hotel, Orlando, a Tribute Portfolio Hotel

The Celeste Hotel, Orlando, a Tribute Portfolio Hotel

The Celeste Hotel, Orlando, a Tribute Portfolio Hotel
3.5 star property
14.7 km from Winter Park Playhouse
9.6 out of 10, Exceptional, (568)
"All staff very helpful and professional. The hotel is beautiful and our room is spotless. "
United States
Robert
The price is 3.578.840 ₫
4.026.195 ₫ total
includes taxes & fees
23 Dec - 24 Dec
The Celeste Hotel, Orlando, a Tribute Portfolio Hotel
Exterior
Hampton Inn & Suites Orlando/Downtown South - Medical Center

Hampton Inn & Suites Orlando/Downtown South - Medical Center

Hampton Inn & Suites Orlando/Downtown South - Medical Center
2.5 star property
7.4 km from Winter Park Playhouse
9.2 out of 10, Wonderful, (1007)
"The staff, amenities, and breakfast were great!"
Canada
Lujeen
The price is 3.430.950 ₫
3.859.819 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Hampton Inn & Suites Orlando/Downtown South - Medical Center
Lobby
NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia

NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia

NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia
2.5 star property
12.5 km from Winter Park Playhouse
9.4 out of 10, Exceptional, (326)
"Staff was friendly and very accommodating. "
United States
Jayde
The price is 2.815.705 ₫
3.167.668 ₫ total
includes taxes & fees
25 Dec - 26 Dec
NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia
Exterior
Hampton Inn & Suites Orlando-North/Altamonte Springs

Hampton Inn & Suites Orlando-North/Altamonte Springs

Hampton Inn & Suites Orlando-North/Altamonte Springs
3.0 star property
8.6 km from Winter Park Playhouse
9.2 out of 10, Wonderful, (1000)
"Clean room, friendly staff"
United States
Andre
The price is 3.109.117 ₫
3.587.471 ₫ total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Orlando-North/Altamonte Springs
Property amenity
Residence Inn by Marriott Orlando Downtown

Residence Inn by Marriott Orlando Downtown

Residence Inn by Marriott Orlando Downtown
3.0 star property
4.9 km from Winter Park Playhouse
9.0 out of 10, Wonderful, (688)
"The staff and manager were amazing as well as the facilities were very nice. We will return there in the future."
United States
Penny
The price is 2.763.075 ₫
3.108.460 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Residence Inn by Marriott Orlando Downtown
Exterior
Home2 Suites by Hilton Orlando Near UCF

Home2 Suites by Hilton Orlando Near UCF

Home2 Suites by Hilton Orlando Near UCF
3.0 star property
13.4 km from Winter Park Playhouse
9.4 out of 10, Exceptional, (796)
"Wonderful staff, great room, clean place. "
United States
Claudette
The price is 3.156.248 ₫
3.550.779 ₫ total
includes taxes & fees
29 Dec - 30 Dec
Home2 Suites by Hilton Orlando Near UCF
Presidential Suite, 1 King Bed, Non Smoking | View from room
Embassy Suites by Hilton Orlando Downtown

Embassy Suites by Hilton Orlando Downtown

Embassy Suites by Hilton Orlando Downtown
3.5 star property
5.9 km from Winter Park Playhouse
9.0 out of 10, Wonderful, (1007)
"Beautiful hotel great breakfast "
United States
Nadia
The price is 3.297.270 ₫
3.709.429 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Embassy Suites by Hilton Orlando Downtown
Fridge, microwave, stovetop, dishwasher
TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland

TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland

TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland
3.0 star property
8.5 km from Winter Park Playhouse
9.4 out of 10, Exceptional, (837)
"Staff was friendly, hotel was super clean. "
United States
Ron
The price is 2.715.708 ₫
3.087.644 ₫ total
includes taxes & fees
24 Dec - 25 Dec
TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland
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 Playhouse Hotel Reviews

Hotels near other Winter Park Playhouse attractions

Winter Park History Museum

You can spend time studying the exhibits at Winter Park History Museum during your trip to Winter Park. Wander the picturesque gardens and lakeside in the area.
See properties

Lake Rose

Explore the great outdoors at Lake Rose, a lovely green space in Winter Park. Stroll along the area's lakeside or experience its great live music.
See properties

Frequently asked questions

What's the area like around Winter Park Playhouse?
Winter Park Playhouse is located in a welcoming area of Winter Park known for its popular theatre scene and major shopping area. If you're looking for a convenient place to stay, take a look at the 60 hotels and other accommodation options you'll find within a mile.
How many hotels will I find near Winter Park Playhouse?
Expedia has 60 hotels and other accommodation options within a mile from Winter Park Playhouse.
If I need to cancel the hotel reservation for my stay near Winter Park Playhouse, will I receive a refund?
Yes, you'll find most hotel reservations are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Add your dates and click on "Search", then use the filter option "fully refundable" to view top deals close to Winter Park Playhouse.
What can I see and do near Winter Park Playhouse?
You might want to spend some time browsing the exhibits at Casa Feliz Historic Home Museum, Orlando Museum of Art or Orlando Science Center. Sights like Church Street Station, Maitland Art Center and Jack Kerouac House are landmarks to visit in the area. You can check out the local talent at The Plaza Theatre, The Social and Dr. Phillips Center for the Performing Arts.