⭐ Top 10 Hotels Near Winter Park Playhouse for 2026

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

Tomorrow

This weekend

Next weekend

Our top choices for Winter Park Playhouse hotels

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.

An outdoor dining area with tables and chairs, string lights, and a building with arches and balconies.

A spacious lobby with a high ceiling, large windows, and a grand piano.

A spacious hall with a grand piano, large windows, and a central floral arrangement.

1. The Alfond Inn

1.1 km from Winter Park Playhouse

Juan

S$425

includes taxes & fees

27 Sept - 28 Sept

An outdoor seating area with a fire feature, cushioned benches, and chairs.

A modern hotel entrance with a sign reading "Springhill Suites by Marriott".

A modern lobby with a curved sofa, armchairs, a coffee table, and a large screen wall.

A modern lobby with a seating area, a reception desk, and a large window providing a view of the outdoors.

2. SpringHill Suites by Marriott Winter Park

2 km from Winter Park Playhouse

Kenneth

S$289

includes taxes & fees

11 Oct - 12 Oct

A modern bar area with a long counter, multiple seating options, and pendant lighting.

A spacious lobby with modern seating, a piano, and a bar area.

A spacious living area with a grand piano, a modern sofa set, and a large wooden column.

A coffee shop interior with a counter, shelves of coffee beans, and a refrigerated display.

3. Hilton Garden Inn Winter Park

1.8 km from Winter Park Playhouse

Crystile

S$289

includes taxes & fees

28 Sept - 29 Sept

A spacious lobby with a reception desk, seating area with sofas and armchairs, and large windows allowing natural light.

A hotel entrance with a covered area, palm trees, and an American flag.

A hotel room with a blue sofa, a wooden desk, a TV, and a lamp.

A hotel room with two beds, a blue sofa, a wooden table, and framed pictures on the wall.

4. Comfort Suites Downtown

2.5 km from Winter Park Playhouse

Honey

S$173

includes taxes & fees

29 Sept - 30 Sept

A cozy lounge area with leather sofas, a coffee table, and potted plants.

A spacious living room with a leather sofa, armchairs, and a coffee table. There are potted plants and a large rug.

A cozy living room with a leather sofa, a wooden coffee table, and a leather armchair. There are potted plants and a staircase in the background.

A balcony with a red tablecloth, a wicker basket, a vase with flowers, a tray with food and drinks, and a person holding a cup.

5. Park Plaza Hotel

Park Avenue District, 0.8 km from Winter Park Playhouse

Brian

S$257

includes taxes & fees

11 Oct - 12 Oct

A stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.

A modern hotel with a glass facade, outdoor seating, and a well-lit entrance.

A bar area with a long counter, bar stools, and a variety of bottles and glasses.

A reception desk with a dark wooden panel and illuminated letters spelling "BELAN HOTEL".

6. The Delaney Hotel

7.6 km from Winter Park Playhouse

Shawn

S$187

includes taxes & fees

4 Oct - 5 Oct

A multi-story hotel with a modern design, featuring balconies and a covered entrance.

An outdoor patio area with wicker furniture, a glass table, and a view of a building in the background.

A modern bar area with a curved counter, bar stools, and a variety of liquor bottles.

7. Courtyard by Marriott Orlando Downtown

4.6 km from Winter Park Playhouse

Natalie

S$182

includes taxes & fees

28 Sept - 29 Sept

An outdoor patio area with yellow chairs and tables, a striped sofa, and string lights.

A modern dining area with wooden tables and chairs, a buffet counter with various food items, and a refrigerator displaying dairy products.

A hotel with a modern design, featuring a pool area, outdoor seating, and a covered walkway.

A hotel reception desk with a 'HOME 2 Suites by Hilton' sign, a refrigerator with 'cold' and 'really cold' labels, and a snack shelf.

8. Home2 Suites by Hilton Orlando Near UCF

13.4 km from Winter Park Playhouse

S$144

includes taxes & fees

6 Oct - 7 Oct

A modern hotel with a central atrium, multiple floors, and a well-lit entrance area with palm trees.

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees and a building.

A modern hotel complex with multiple buildings, a swimming pool, and landscaped gardens.

A hotel room with two beds, a desk with a chair, a TV, a bookshelf, and a balcony with a view of buildings and greenery.

9. The Celeste Hotel, Orlando, a Tribute Portfolio Hotel

14.7 km from Winter Park Playhouse

Martha

S$201

includes taxes & fees

11 Oct - 12 Oct

An outdoor seating area with wicker furniture and a stone fire feature.

A modern hotel lobby with a stone wall, a blue sofa, a round table, and a reception desk.

A Fairfield Inn & Suites Marriott hotel with a modern design, featuring a covered entrance and a stone pillar with the hotel name.

10. Fairfield Inn & Suites by Marriott Orlando East/UCF Area

13.3 km from Winter Park Playhouse

Syed Junaid

S$145

includes taxes & fees

29 Sept - 30 Sept

A hotel lobby with a wooden floor, grey upholstered chairs, a flat-screen TV, framed pictures on the wall, and a reception desk.

A breakfast bar with waffle makers, coffee machines, and a variety of pastries.

A hotel entrance with a clear sign reading "Hampton Inn & Suites" and a "CLEARANCE 130'."

A swimming pool with a tiled deck, lounge chairs, and potted plants.

11. Hampton Inn & Suites Orlando/East UCF Area

13.9 km from Winter Park Playhouse

Carlos

S$146

includes taxes & fees

3 Oct - 4 Oct

A hotel with a symmetrical facade, multiple stories, and a central entrance.

A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with a clock.

A modern cafeteria with multiple seating areas, a buffet with a variety of food options, and a television mounted on the wall.

12. Homewood Suites by Hilton® Orlando-UCF Area

14.6 km from Winter Park Playhouse

S$164

includes taxes & fees

1 Oct - 2 Oct

An outdoor seating area with wicker furniture, a central fire pit, and large windows.

A modern cafe with wooden tables and chairs, a central counter with a coffee machine, and a view of the city through the windows.

A multi-story hotel with a modern design, featuring a mix of white and dark blue exterior walls, large windows, and a parking area with several cars.

A hotel reception desk with a 'HELLO Orlando' sign, a digital screen, and a map on the wall.

13. TownePlace Suites by Marriott Orlando Airport

14.8 km from Winter Park Playhouse

Nadina

S$156

includes taxes & fees

29 Sept - 30 Sept

A breakfast bar with various food items and a clock on the wall.

A hotel lobby with a 'Treats' section featuring snacks and beverages, a chalkboard with 'Treats' written on it, and a 'Welcome to Orlando' sign.

A modern living room with a sofa, armchairs, a coffee table, and lamps.

A reception desk with a welcome sign for The Sun Shingle State, a stone wall, and a view of the lobby area.

14. Hampton Inn & Suites Orlando/Downtown South - Medical Center

7.4 km from Winter Park Playhouse

Glerisbeth

S$164

includes taxes & fees

12 Oct - 13 Oct

A hotel with a modern facade, multiple floors, and a rooftop pool area.

A bar area with a long counter, multiple shelves of bottles, and several chairs.

A modern lounge area with a central fire feature, comfortable seating, and a large flat-screen TV.

A modern hotel room with a blue sofa, a grey armchair, a black coffee table, and a bed with a white headboard.

15. Aloft by Marriott Orlando Downtown

6.5 km from Winter Park Playhouse

Andrea

S$218

includes taxes & fees

2 Oct - 3 Oct

A reception area with a pool view mural, two reception desks, and a waiting area with chairs.

A hotel room with a bed, desk, chair, and a sofa.

A hotel with a prominent 'La Quinta' sign, a covered entrance, and a well-lit driveway.

A modern living room with a sofa, chairs, a fireplace, and a flat-screen TV mounted on the wall.

16. La Quinta Inn & Suites by Wyndham Orlando UCF

14.8 km from Winter Park Playhouse

Cynthia

S$126

includes taxes & fees

18 Oct - 19 Oct

A patio area with a stone fire pit, outdoor furniture, and a brick exterior.

A hotel room with a bed, a desk with chairs, a TV, and a window with curtains.

A spacious dining area with round tables and chairs, a ceiling fan, and large windows allowing natural light.

A pool area with lounge chairs and umbrellas, surrounded by a fence, and adjacent to multi-story buildings with a brick facade.

17. Residence Inn by Marriott Orlando East/UCF Area

13.7 km from Winter Park Playhouse

Kendra

S$174

includes taxes & fees

4 Oct - 5 Oct

A modern living room with a white sofa, a dining table with chairs, a fireplace, and a staircase leading to an upper level.

A small, cozy attic bedroom with two beds, a small table, and a window with a view of the sky.

A staircase with a white railing, surrounded by potted plants and a small rock garden at the base.

Two wicker rocking chairs with colorful cushions on a patterned rug, a white fence, and a window with blinds.

18. The Tiny Cottage in The Springs

9.3 km from Winter Park Playhouse

Anastasia

S$892

includes taxes & fees

24 Sept - 25 Sept

An outdoor seating area with a fire pit, sofas, and tables.

A poolside area with lounge chairs and palm trees.

A modern cafe with wooden tables and pink chairs, a counter with a coffee machine, and a refrigerator with drinks.

A modern lounge area with a large sofa, multiple tables, and ottomans.

19. Home2 Suites by Hilton Orlando Airport

14.9 km from Winter Park Playhouse

Emily

S$140

includes taxes & fees

30 Sept - 1 Oct

A modern bar area with high ceilings, multiple levels, and a variety of seating options including bar stools and tables.

A modern bar area with a long counter, bar stools, and a central island with a built-in grill.

A hotel room with a sofa, armchairs, a dining table, and a kitchen area.

A modern hotel lobby with a reception desk, a seating area with a sofa, a bookshelf, and a large chandelier.

20. Embassy Suites by Hilton Orlando Downtown

5.9 km from Winter Park Playhouse

Suyin

S$234

includes taxes & fees

28 Sept - 29 Sept

View all properties

Compare popular hotels close to Winter Park Playhouse

Property	Property class	Guest rating
The Alfond Inn	9.6 Exceptional 1,000 reviews	View
SpringHill Suites by Marriott Winter Park	9.2 Wonderful 414 reviews	View
Hilton Garden Inn Winter Park	9.2 Wonderful 745 reviews	View
Comfort Suites Downtown	8.8 Excellent 1,072 reviews	View
Park Plaza Hotel	8.6 Excellent 1,000 reviews	View

Top Winter Park Playhouse Hotel Reviews

Courtyard by Marriott Orlando Downtown

8/10 Good

"Great clean hotel-wouldnt hesitate to stay here again..."

DoubleTree by Hilton Hotel Orlando Downtown

8/10 Good

"We have enjoyed staying here a couple of times because of its close proximity to Winter Park and surrounding areas. However, it is a very old original property with ongoing issues. Elevators are not always working well and furnishings are old. Parking deck room card never works to enter or exit. Refrigerator was not working but staff quickly replaced it. With that said, the staff goes above and beyond. However, I prefer not to have to always work around an issue when I am on vacation. For this reason I doubt we will return. Doubletree needs to upgrade."

Park Plaza Hotel

8/10 Good

"Historic hotel with an excellent staff. Nice surroundings and excellent location. Only issue was that the room was very dark, especially in the bathroom. I'd stay again!"

Holiday Inn Orlando North Winter Park by IHG

10/10 Excellent

"The service and the comfort"

Candlewood Suites Orlando North Winter Park by IHG

8/10 Good

"Good"

Residence Inn by Marriott Orlando Downtown

10/10 Excellent

"Everything was great"

The Eo Inn - Downtown

10/10 Excellent

"The age of the place is part of its charm. It defiantly needs some needs some TLC but the location and staff make up for all of that."

Comfort Suites Downtown

10/10 Excellent

"Everything worked out so well near many of the attractions we were attending clam clean space room was perfect great atmosphere"

Crowne Plaza Orlando - Downtown by IHG

10/10 Excellent

"Excelente"

Other attractions near Winter Park Playhouse

Winter Park History Museum

7.2/10 (5 reviews)

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

Commune with nature and explore the great outdoors at Lake Rose during your travels in Winter Park. Stroll along the area's lakeside or simply savour its top-notch restaurants.

See properties

Hannibal Square Heritage Center

You can spend time browsing the exhibits at Hannibal Square Heritage Center in Winter Park. Stroll along the area's lakeside or experience its acclaimed theatre scene.

See properties

Winter Park Tennis Center

7.6/10 (4 reviews)

Catch an event at Winter Park Tennis Center during your trip to Winter Park. While you're here, you can savour the top-notch restaurants.

See properties

Winter Park Community Center

Enjoy an outing to Winter Park Community Center during your stay in Winter Park.

See properties

Cahall Sandspur Field

Catch an event at Cahall Sandspur Field during your trip to Winter Park. Discover the area's great live music and shops.

See properties

Hollie Anna Shopping Center

During your visit to Winter Park, you can do some window-shopping at Hollie Anna Shopping Center. Stroll along the area's lakeside or simply savour its top-notch restaurants.

See properties

Virginia S. Nelson Rose Garden

8.8/10 (9 reviews)

Explore the great outdoors at Virginia S. Nelson Rose Garden, a lovely green space in Winter Park. Visit the area's shops or amble around its picturesque gardens.

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 62 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 62 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, Tinker Field Plaza and Maitland Art Center 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.

Hotels near Winter Park Playhouse

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Winter Park Playhouse hotels

1. The Alfond Inn

2. SpringHill Suites by Marriott Winter Park

3. Hilton Garden Inn Winter Park

4. Comfort Suites Downtown

5. Park Plaza Hotel

6. The Delaney Hotel

7. Courtyard by Marriott Orlando Downtown

8. Home2 Suites by Hilton Orlando Near UCF

9. The Celeste Hotel, Orlando, a Tribute Portfolio Hotel

10. Fairfield Inn & Suites by Marriott Orlando East/UCF Area

11. Hampton Inn & Suites Orlando/East UCF Area

12. Homewood Suites by Hilton® Orlando-UCF Area

13. TownePlace Suites by Marriott Orlando Airport

14. Hampton Inn & Suites Orlando/Downtown South - Medical Center

15. Aloft by Marriott Orlando Downtown

16. La Quinta Inn & Suites by Wyndham Orlando UCF

17. Residence Inn by Marriott Orlando East/UCF Area

18. The Tiny Cottage in The Springs

19. Home2 Suites by Hilton Orlando Airport

20. Embassy Suites by Hilton Orlando Downtown

Compare popular hotels close to Winter Park Playhouse

Top Winter Park Playhouse Hotel Reviews

Courtyard by Marriott Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown

Park Plaza Hotel

Holiday Inn Orlando North Winter Park by IHG

Candlewood Suites Orlando North Winter Park by IHG

Residence Inn by Marriott Orlando Downtown

The Eo Inn - Downtown

Comfort Suites Downtown

Crowne Plaza Orlando - Downtown by IHG

Other attractions near Winter Park Playhouse

Winter Park History Museum

Lake Rose

Hannibal Square Heritage Center

Winter Park Tennis Center

Winter Park Community Center

Cahall Sandspur Field

Hollie Anna Shopping Center

Virginia S. Nelson Rose Garden

Frequently asked questions