The Best Hotels Closest to Winter Park Playhouse in Orlando - 2026 Updated Prices

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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 multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.

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

Jorge Felix

Rp4.283.475

Rp5.356.423 total

includes taxes & fees

31 Aug - 1 Sept

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

A hotel room with a desk, two beds, a chair, a lamp, and a painting on the wall.

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

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

2. SpringHill Suites by Marriott Winter Park

2 km from Winter Park Playhouse

Kenneth

Rp2.992.771

Rp3.404.907 total

includes taxes & fees

6 Sept - 7 Sept

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

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

A covered outdoor seating area with brick flooring, white columns, and orange cushioned chairs.

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

3. Hilton Garden Inn Winter Park

1.8 km from Winter Park Playhouse

Crystile

Rp3.343.977

Rp3.804.703 total

includes taxes & fees

13 Sept - 14 Sept

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

A pool area with a hot tub, lounge chairs, and a covered seating area.

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

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

4. Comfort Suites Downtown

2.5 km from Winter Park Playhouse

Raul Jr

Rp2.015.233

Rp2.267.136 total

includes taxes & fees

20 Sept - 21 Sept

A storefront with a sign reading "Jewel's Hotel" and "Originals."

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 cozy room with a fireplace, two upholstered chairs, a floor lamp, and a potted plant.

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

5. Park Plaza Hotel

Park Avenue District, 0.8 km from Winter Park Playhouse

Rp2.928.722

Rp3.294.790 total

includes taxes & fees

13 Sept - 14 Sept

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 living room with a large flat-screen TV, blue sofas, a round coffee table, and a bookshelf.

6. Courtyard by Marriott Orlando Downtown

4.6 km from Winter Park Playhouse

Rp2.165.623

Rp2.436.326 total

includes taxes & fees

3 Sept - 4 Sept

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 round mirror reflecting a couple on a bed with a wooden headboard, a lamp, and a small shelf.

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

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

7. The Delaney Hotel

7.6 km from Winter Park Playhouse

Alexandra

Rp2.154.123

Rp2.423.587 total

includes taxes & fees

7 Sept - 8 Sept

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

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

A modern hotel room with a grey sofa, a brown ottoman, a standing lamp, and a large abstract painting on the wall.

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

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

7.4 km from Winter Park Playhouse

wesly

Rp1.799.024

Rp2.023.903 total

includes taxes & fees

6 Sept - 7 Sept

A modern lobby with large windows, a seating area with sofas and chairs, and a view of a lush garden.

A modern bar area with a central counter, seating area, and a view of the kitchen in the background.

A modern restaurant with large windows, wooden ceiling, and hanging pendant lights.

A modern lobby with a reception desk, seating area, and large windows offering views of the outdoors.

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

14.7 km from Winter Park Playhouse

Martha

Rp2.477.020

Rp2.786.648 total

includes taxes & fees

4 Sept - 5 Sept

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

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

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

A modern lounge area with a sofa, tables, and chairs, featuring a flat-screen TV, a cabinet, and a large window.

10. Home2 Suites by Hilton Orlando Near UCF

13.4 km from Winter Park Playhouse

Rp2.016.648

Rp2.268.729 total

includes taxes & fees

6 Sept - 7 Sept

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.

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

13.3 km from Winter Park Playhouse

Melissa

Rp1.789.647

Rp2.013.352 total

includes taxes & fees

3 Sept - 4 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 swimming pool with a tiled deck, lounge chairs, and potted plants.

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

A hotel room with a desk, a chair, a sofa, a TV, a mirror, and a window with curtains.

12. Hampton Inn & Suites Orlando/East UCF Area

13.9 km from Winter Park Playhouse

Carlos

Rp1.871.566

Rp2.105.511 total

includes taxes & fees

6 Sept - 7 Sept

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

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.

A hallway with a dark wood console table, a green vase, and framed artwork on the wall. A sign indicates the direction to the fitness center, ice machine, and AV room.

13. La Quinta Inn & Suites by Wyndham Orlando UCF

14.8 km from Winter Park Playhouse

helen

Rp1.443.749

Rp1.624.218 total

includes taxes & fees

6 Sept - 7 Sept

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

A hotel with a symmetrical facade, multiple balconies, and a landscaped entrance with palm trees.

A modern lobby with a sectional sofa, a round coffee table, and a seating area with a patterned rug.

14. Homewood Suites by Hilton® Orlando-UCF Area

14.6 km from Winter Park Playhouse

Tatyana

Rp2.016.648

Rp2.268.729 total

includes taxes & fees

6 Sept - 7 Sept

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

An outdoor patio with wooden flooring, yellow chairs, a round table, and a seating area with sofas and a red umbrella.

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

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

15. Aloft by Marriott Orlando Downtown

6.5 km from Winter Park Playhouse

Laron

Rp2.250.550

Rp2.531.870 total

includes taxes & fees

5 Sept - 6 Sept

A rooftop lounge with outdoor seating, a fire feature, and a view of the cityscape.

A modern bar area with a long counter, multiple seating options, and large windows offering a city view.

A spacious, modern lounge area with high ceilings, large windows, and contemporary furniture.

A rooftop bar with a long counter, multiple bar stools, and a city view.

16. AC Hotel by Marriott Orlando Downtown

6.4 km from Winter Park Playhouse

Samuel

Rp2.691.990

Rp3.028.490 total

includes taxes & fees

6 Sept - 7 Sept

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

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

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

17. TownePlace Suites by Marriott Orlando Airport

14.8 km from Winter Park Playhouse

Nadina

Rp1.556.984

Rp1.961.801 total

includes taxes & fees

7 Sept - 8 Sept

A spacious living area with a large sofa, dining table, and chairs, a fireplace, and large windows offering a view of greenery.

A multi-story hotel with a modern design, featuring a mix of residential and commercial spaces, situated in an urban area with a view of the city skyline.

An indoor swimming pool with clear glass walls, metal railings, and a view of the outside.

A modern kitchen with a built-in grill, a fireplace, and a dining area with outdoor seating.

18. Residence Inn by Marriott Orlando Downtown

4.9 km from Winter Park Playhouse

Taylor

Rp2.158.546

Rp2.428.363 total

includes taxes & fees

2 Sept - 3 Sept

A modern dining area with a central island, multiple seating options, and a large flat-screen TV on the wall.

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

A Marriott hotel with a modern facade, multiple floors, and a parking lot.

A modern living room with a fireplace, comfortable seating, a dining area, and large windows.

19. NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia

12.5 km from Winter Park Playhouse

Charde

Rp1.677.827

Rp1.887.556 total

includes taxes & fees

13 Sept - 14 Sept

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

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

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

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

Kendall

Rp2.742.061

Rp3.084.818 total

includes taxes & fees

6 Sept - 7 Sept

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Compare popular hotels close to Winter Park Playhouse

Property	Property class	Guest rating
The Alfond Inn	9.6 Exceptional 1,004 reviews	View
SpringHill Suites by Marriott Winter Park	9.2 Wonderful 404 reviews	View
Hilton Garden Inn Winter Park	9.2 Wonderful 736 reviews	View
Comfort Suites Downtown	8.8 Excellent 1,054 reviews	View
Park Plaza Hotel	8.6 Excellent 1,002 reviews	View

Top Winter Park Playhouse Hotel Reviews

DoubleTree by Hilton Hotel Orlando Downtown

8/10 Good

"We just stayed one night but the staff were wonderful. We were able to check in an hour early and we got really good cookies at check in."

Crowne Plaza Orlando - Downtown by IHG

10/10 Excellent

"The room was immaculate and the staff came to clean it very day as well. The pool and lunch area were kept amazingly clean and neat. It was an amazing stay. Will definitely come back soon!"

The Eo Inn - Downtown

8/10 Good

"Staffs was help full, clean bed and comfy building need TLC"

Comfort Suites Downtown

10/10 Excellent

"Parking was great and the room was clean."

Motel 6 Orlando, FL - Winter Park

10/10 Excellent

"Bueno"

InTown Suites Extended Stay Select Orlando Fl- Lee Rd

10/10 Excellent

"Wonderful upgrade"

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

10/10 Excellent

"Very nice place"

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.

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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.

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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 great live music.

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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.

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Winter Park Community Center

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

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Cahall Sandspur Field

Catch an event at Cahall Sandspur Field during your trip to Winter Park. Discover the area's acclaimed theatre scene and shops.

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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.

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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.

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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 61 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 61 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 Morse Museum of American Art, Casa Feliz Historic Home Museum or Orlando Museum of Art. Sights like Maitland Art Center, Church Street Station and Tinker Field are landmarks to visit in the area. You can check out the local talent at Orlando Shakespeare Theater, The Plaza Theatre and The Social.

Search Hotels Near Winter Park Playhouse, Orlando

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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. Courtyard by Marriott Orlando Downtown

7. The Delaney Hotel

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

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

10. Home2 Suites by Hilton Orlando Near UCF

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

12. Hampton Inn & Suites Orlando/East UCF Area

13. La Quinta Inn & Suites by Wyndham Orlando UCF

14. Homewood Suites by Hilton® Orlando-UCF Area

15. Aloft by Marriott Orlando Downtown

16. AC Hotel by Marriott Orlando Downtown

17. TownePlace Suites by Marriott Orlando Airport

18. Residence Inn by Marriott Orlando Downtown

19. NEW - Fairfield Inn & Suites by Marriott Orlando at Millenia

20. Embassy Suites by Hilton Orlando Downtown

Compare popular hotels close to Winter Park Playhouse

Top Winter Park Playhouse Hotel Reviews

DoubleTree by Hilton Hotel Orlando Downtown

Crowne Plaza Orlando - Downtown by IHG

The Eo Inn - Downtown

Comfort Suites Downtown

Motel 6 Orlando, FL - Winter Park

InTown Suites Extended Stay Select Orlando Fl- Lee Rd

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

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