Find hotels near Winter Park Playhouse, Orlando from ￥16,241

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Dec 13 - Dec 14
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Dec 14 - Dec 15
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Dec 19 - Dec 21
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Dec 26 - Dec 28

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Our top choices for Winter Park Playhouse hotels

Terrace/patio
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, (1003)
"Amazing location, warm and friendly staff, beautiful property!"
Canada
Diandra
The Alfond Inn
Bar (on property)
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, (629)
"Loved the layout of the room and the Crabtree & Evelyn products in the shower. Close to many restaurants and shops. "
United States
Laura
The price is ￥26,051
￥29,640 total
includes taxes & fees
Dec 23 - Dec 24
Hilton Garden Inn Winter Park
Property amenity
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, (333)
"Good stay"
United States
Brandi
The price is ￥32,564
￥37,047 total
includes taxes & fees
Dec 14 - Dec 15
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, (1006)
"Good clean hotel with friendly staff"
United States
david
The price is ￥16,703
￥18,792 total
includes taxes & fees
Dec 22 - Dec 23
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, (1002)
"Excellent historical hotel on the famed Park Avenue in Winter Park. Great Location for Dining & Outdoor Activities. Hotel was comfortable and Staff were Friendly & Knowledgeable. Would Highly Recommend This Hotel."
United States
Marshall
The price is ￥24,784
￥27,882 total
includes taxes & fees
Dec 28 - Dec 29
Park Plaza Hotel
Exterior
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, (1002)
"Beautiful hotel & convenient location"
United States
John
The price is ￥16,015
￥18,016 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Orlando Downtown
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, (1024)
"The Hotel is wonderful had a great restaurant and bar the staff was very friendly and the room looked like the photos "
United States
Michael
The Delaney Hotel
The View | Individually decorated, individually furnished, laptop workspace
Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community

Orlando Lakefront Tiny House Community
3.0 star property
4.9 km from Winter Park Playhouse
9.4 out of 10, Exceptional, (331)
"We enjoyed our stay."
United States
Ardeeh
The price is ￥11,120
￥23,905 total
includes taxes & fees
Dec 14 - Dec 15
Orlando Lakefront Tiny House Community
Exterior
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, (1001)
"Awesome room and the staff could not have been more accommodating. The downtown location was incredible. I would love to stay here again. "
United States
Jeffrey
The price is ￥21,014
￥23,641 total
includes taxes & fees
Dec 21 - Dec 22
Aloft Orlando Downtown
Exterior
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, (833)
"Staff was friendly, hotel was super clean. "
United States
Ron
The price is ￥14,833
￥16,887 total
includes taxes & fees
Dec 21 - Dec 22
TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland
Property amenity
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)
"Nice location "
United States
Karen
The price is ￥14,436
￥16,241 total
includes taxes & fees
Dec 22 - Dec 23
Fairfield Inn & Suites by Marriott Orlando East/UCF Area
Lobby
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 ￥21,147
￥23,790 total
includes taxes & fees
Dec 21 - Dec 22
The Celeste Hotel, Orlando, a Tribute Portfolio Hotel
Bar (on property)
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, (1039)
"I enjoyed my stay at the AC hotel "
United States
Witchney
The price is ￥27,833
￥31,312 total
includes taxes & fees
Dec 21 - Dec 22
AC Hotel by Marriott Orlando Downtown
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, (1003)
"The staff, amenities, and breakfast were great!"
Canada
Lujeen
The price is ￥18,534
￥20,851 total
includes taxes & fees
Dec 21 - Dec 22
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, (322)
"Staff was friendly and very accommodating. "
United States
Jayde
The price is ￥16,637
￥18,718 total
includes taxes & fees
Dec 21 - Dec 22
NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia
Terrace/patio
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, (786)
"Wonderful staff, great room, clean place. "
United States
Claudette
The price is ￥17,290
￥19,452 total
includes taxes & fees
Dec 21 - Dec 22
Home2 Suites by Hilton Orlando Near UCF
BBQ/picnic area
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, (681)
"The place was great! "
United States
Morgan
The price is ￥16,326
￥18,367 total
includes taxes & fees
Dec 21 - Dec 22
Residence Inn by Marriott Orlando Downtown
Pool views, open daily
SpringHill Suites by Marriott Orlando at Millenia

SpringHill Suites by Marriott Orlando at Millenia

SpringHill Suites by Marriott Orlando at Millenia
3.0 star property
14.1 km from Winter Park Playhouse
9.4 out of 10, Exceptional, (1002)
"Excellent hotel for price, clean large rooms, friendly staff, pool, bar, restaurant and included breakfast. "
United States
John
The price is ￥18,386
￥20,685 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SpringHill Suites by Marriott Orlando at Millenia
Lobby
Residence Inn by Marriott Orlando at Millenia

Residence Inn by Marriott Orlando at Millenia

Residence Inn by Marriott Orlando at Millenia
3.0 star property
14.1 km from Winter Park Playhouse
9.4 out of 10, Exceptional, (927)
"The best place "
United States
Andrea
The price is ￥21,034
￥23,665 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Residence Inn by Marriott Orlando at Millenia
Property amenity
TownePlace Suites by Marriott Orlando Airport

TownePlace Suites by Marriott Orlando Airport

TownePlace Suites by Marriott Orlando Airport
3.5 star property
14.7 km from Winter Park Playhouse
9.4 out of 10, Exceptional, (450)
"Wonderful staff, ultra-clean room, delicious breakfast, and great location!"
United States
Carla
The price is ￥13,711
￥17,276 total
includes taxes & fees
Dec 22 - Dec 23
TownePlace Suites by Marriott Orlando Airport
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.
View all properties

Top Winter Park Playhouse Hotel Reviews

Comfort Suites Downtown

Comfort Suites Downtown

10/10 Excellent
"CLEAN ROOM. Smooth check in. Great location! Reasonably priced!!"
Todd 1-night trip
Posted 4 days ago
Comfort Suites Downtown

Hotels near other Winter Park Playhouse attractions

Winter Park History Museum

Find out about how this community began as the result of a doctor’s advice. Go on a walking tour to learn other interesting facts.
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 theater scene and major shopping area. If you're looking for a convenient place to stay, check out the 55 hotels and other accommodations you'll find within a mile.
What's the best hotel to stay close to Winter Park Playhouse?
Park Plaza Hotel is one of the top choices for your stay based on our traveler data, and this hotel offers a restaurant and a bar. It's located just a short 0.5 mi (0.8 km) from Winter Park Playhouse. Another good choice is The Alfond Inn, located just 0.7 mi (1.1 km) away.
How many hotels are there near Winter Park Playhouse?
Expedia has 55 hotels and other accommodations 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! The majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to review the best options available near Winter Park Playhouse.
Where can I learn more about changing or cancelling my trip in the area near Winter Park Playhouse?
To access more information about picking new dates or cancelling your stay near Winter Park Playhouse, head over to our customer service page.
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.

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