Search Hotels Near Winter Park Playhouse, Orlando

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
22 Dec - 23 Dec
Tomorrow
23 Dec - 24 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Filter by

Guest rating
Guest rating
Star rating

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, (1007)
"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 Rp3.333.250
Rp3.792.368 total
includes taxes & fees
11 Jan - 12 Jan 2026
Hilton Garden Inn Winter Park
Lobby
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 Rp3.500.750
Rp3.982.899 total
includes taxes & fees
23 Dec - 24 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, (1003)
"Good clean hotel with friendly staff"
United States
david
The price is Rp2.121.388
Rp2.386.560 total
includes taxes & fees
4 Jan - 5 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 Rp2.821.041
Rp3.173.670 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, (1005)
"Beautiful hotel & convenient location"
United States
John
The price is Rp2.261.250
Rp2.543.906 total
includes taxes & fees
25 Dec - 26 Dec
Courtyard by Marriott Orlando Downtown
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 Rp2.263.763
Rp2.546.734 total
includes taxes & fees
25 Dec - 26 Dec
Aloft Orlando Downtown
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 Rp1.909.500
Rp2.148.187 total
includes taxes & fees
25 Dec - 26 Dec
Residence Inn 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, (1042)
"Everything about the Delaney Hotel was absolutely amazing!!!!"
United States
Tara
The Delaney Hotel
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, (1052)
"This is a nice property and we loved the Sky Bar. Very nice and convenient to the arena. "
United States
Steven
The price is Rp2.998.250
Rp3.373.115 total
includes taxes & fees
23 Dec - 24 Dec
AC Hotel by Marriott Orlando Downtown
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, (1013)
"Beautiful hotel great breakfast "
United States
Nadia
The price is Rp2.098.775
Rp2.361.122 total
includes taxes & fees
23 Dec - 24 Dec
Embassy Suites by Hilton Orlando Downtown
Outdoor pool
Hilton Garden Inn Orlando Downtown

Hilton Garden Inn Orlando Downtown

Hilton Garden Inn Orlando Downtown
3.0 star property
5.2 km from Winter Park Playhouse
8.8 out of 10, Excellent, (794)
"Friendly staff, clean rooms, good location "
United States
Terri
The price is Rp1.987.890
Rp2.236.376 total
includes taxes & fees
25 Dec - 26 Dec
Hilton Garden Inn Orlando Downtown
Room, 1 King Bed, Corner | Pillow-top beds, in-room safe, desk, blackout curtains
DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown
4.0 star property
4.2 km from Winter Park Playhouse
8.2 out of 10, Very good, (2900)
"Very clean hotel, helpful staff."
United States
Tom
The price is Rp1.634.465
Rp1.838.773 total
includes taxes & fees
23 Dec - 24 Dec
DoubleTree by Hilton Hotel Orlando Downtown
Exterior
Home2 Suites by Hilton Orlando Downtown

Home2 Suites by Hilton Orlando Downtown

Home2 Suites by Hilton Orlando Downtown
2.5 star property
5.2 km from Winter Park Playhouse
8.8 out of 10, Excellent, (888)
"Location was good."
United States
Yolanda
The price is Rp2.321.215
Rp2.611.367 total
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites by Hilton Orlando Downtown
Free daily on-the-go breakfast
Homewood Suites by Hilton Orlando-Maitland

Homewood Suites by Hilton Orlando-Maitland

Homewood Suites by Hilton Orlando-Maitland
3.0 star property
5.4 km from Winter Park Playhouse
8.8 out of 10, Excellent, (1001)
"Breakfast was OK"
United States
Larry
The price is Rp1.771.815
Rp1.993.291 total
includes taxes & fees
4 Jan - 5 Jan 2026
Homewood Suites by Hilton Orlando-Maitland
Reception
Courtyard by Marriott Orlando Altamonte Springs/Maitland

Courtyard by Marriott Orlando Altamonte Springs/Maitland

Courtyard by Marriott Orlando Altamonte Springs/Maitland
3.0 star property
6 km from Winter Park Playhouse
9.0 out of 10, Wonderful, (1001)
"Staff front desk, restaurant and bar all were outstanding. Breakfast in morning top notch and bar service in evening outstanding "
Canada
duff
The price is Rp1.793.925
Rp2.018.165 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard by Marriott Orlando Altamonte Springs/Maitland
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 Rp1.728.600
Rp1.965.345 total
includes taxes & fees
4 Jan - 5 Jan 2026
TownePlace Suites by Marriott Orlando Altamonte Springs/Maitland
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 Rp2.183.865
Rp2.456.849 total
includes taxes & fees
2 Jan - 3 Jan 2026
Hampton Inn & Suites Orlando/Downtown South - Medical Center
Exterior
Crowne Plaza Orlando - Downtown by IHG

Crowne Plaza Orlando - Downtown by IHG

Crowne Plaza Orlando - Downtown by IHG
3.5 star property
5.1 km from Winter Park Playhouse
8.8 out of 10, Excellent, (544)
"Great place to stay with the family. "
United States
Jerome
The price is Rp2.127.250
Rp2.393.155 total
includes taxes & fees
25 Dec - 26 Dec
Crowne Plaza Orlando - Downtown by IHG
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, (1001)
"Clean room, friendly staff"
United States
Andre
The price is Rp1.979.013
Rp2.283.496 total
includes taxes & fees
28 Dec - 29 Dec
Hampton Inn & Suites Orlando-North/Altamonte Springs
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

DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

10/10 Excellent
"Outstanding service "
NARCISO 1-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Orlando Downtown
Motel 6 Orlando, FL - Winter Park

Motel 6 Orlando, FL - Winter Park

10/10 Excellent
"We saw a few roaches but other than that it was ok"
Tricia 2-night trip
Posted 10 days ago
Motel 6 Orlando, FL - Winter Park

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 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.
What's the best place to stay close to Winter Park Playhouse?
Park Plaza Hotel is one of the top choices for your stay based on our traveller 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 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.