Top 10 Hotels Near Winter Park Playhouse in Orlando for 2026

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Our top choices for Winter Park Playhouse hotels

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

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

1. Hilton Garden Inn Winter Park

1.8 km from Winter Park Playhouse

Crystile

RM764

RM870 total

includes taxes & fees

6 Sept - 7 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

RM805

RM916 total

includes taxes & fees

6 Sept - 7 Sept

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

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

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.

3. Comfort Suites Downtown

2.5 km from Winter Park Playhouse

Raul Jr

RM469

RM528 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

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

4. Park Plaza Hotel

Park Avenue District, 0.8 km from Winter Park Playhouse

Stephanie

RM669

RM753 total

includes taxes & fees

6 Sept - 7 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 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.

5. The Delaney Hotel

7.6 km from Winter Park Playhouse

Alexandra

RM522

RM587 total

includes taxes & fees

7 Sept - 8 Sept

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

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

A compact kitchen with white cabinets, a built-in microwave, a coffee maker, and a sink.

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

6. The Tiny Cottage in The Springs

9.3 km from Winter Park Playhouse

Anastasia

RM539

RM2,827 total

includes taxes & fees

19 Sept - 20 Sept

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

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

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

Kachiri

RM495

RM557 total

includes taxes & fees

10 Sept - 11 Sept

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

A modern lounge area with a round wooden table surrounded by grey and yellow striped armchairs, a patterned wall divider, and a flat-screen TV mounted on the wall.

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

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

8. TownePlace Suites by Marriott Orlando Airport

14.8 km from Winter Park Playhouse

Nadina

RM356

RM448 total

includes taxes & fees

13 Sept - 14 Sept

A modern dining area with a large table, chairs, and a coffee station.

A display of packaged food items on a table with a sign reading "Good all round".

A modern hotel building with a prominent 'avid' sign, multiple windows, and a covered entrance area.

A market area with shelves stocked with snacks, beverages, and packaged goods.

9. avid hotel Orlando International Airport by IHG

15.5 km from Winter Park Playhouse

Breana

RM356

RM400 total

includes taxes & fees

14 Sept - 15 Sept

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.

10. Aloft by Marriott Orlando Downtown

6.5 km from Winter Park Playhouse

Jesus

RM547

RM615 total

includes taxes & fees

20 Sept - 21 Sept

A modern living room with a stone fireplace, a sofa, a coffee table, and a lamp.

A refrigerated beverage display and shelves stocked with snacks and beverages.

A hotel room with a wooden desk, a flat-screen TV, a lamp, a chair, a small cabinet, and a trash bin.

A hotel room with two beds, a desk, and two lamps.

11. Fairfield Inn By Marriott Orlando Airport

15.5 km from Winter Park Playhouse

keylin

RM340

RM383 total

includes taxes & fees

13 Sept - 14 Sept

A hotel room with two beds, a sofa, a small table, a lamp, and a framed abstract artwork on the wall.

A reception area with a wooden floor, a reception desk, and two grey armchairs.

A modern bar area with a long counter, multiple seating options, and a variety of bottles and glasses.

12. Hyatt Place Orlando Airport

15.3 km from Winter Park Playhouse

Yahella

RM419

RM472 total

includes taxes & fees

9 Sept - 10 Sept

A modern kitchen with wooden cabinets, a central island, and a breakfast bar.

A hotel room with two beds, a desk, a television, and a large mirror.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

A modern living room with a sofa, ottomans, a flat-screen TV, and a patterned rug.

13. Hampton Inn Orlando-International Airport

15.5 km from Winter Park Playhouse

Jorge

RM345

RM388 total

includes taxes & fees

14 Sept - 15 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.

14. Home2 Suites by Hilton Orlando Airport

14.9 km from Winter Park Playhouse

Min

RM395

RM444 total

includes taxes & fees

13 Sept - 14 Sept

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

A modern outdoor living area with a fireplace, comfortable seating, and large windows offering views of greenery.

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

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.

15. Residence Inn by Marriott Orlando Downtown

4.9 km from Winter Park Playhouse

Taylor

RM489

RM551 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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

7.4 km from Winter Park Playhouse

Luz

RM411

RM463 total

includes taxes & fees

13 Sept - 14 Sept

A modern restaurant with multiple dining tables and chairs, a bar area, and a television mounted on the wall.

A modern hotel room with a large white bathtub, a neatly made bed, and a small bedside table with a lamp.

A Wingate by Wyndham hotel with a modern facade, a covered entrance, and a parking area with a handicapped parking space.

A modern lounge area with a sofa set, ottomans, and a small table.

17. Wingate by Wyndham - Orlando International Airport

15.2 km from Winter Park Playhouse

Todd

RM309

RM348 total

includes taxes & fees

7 Sept - 8 Sept

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

A modern hotel lobby with a large mirror, a chandelier, and a seating area.

A modern living room with a large TV, comfortable seating, a chandelier, and a view of the outdoors.

A modern hotel room with a large window, wicker furniture, and a decorative mirror.

18. TownePlace Suites by Marriott Orlando Downtown

7.4 km from Winter Park Playhouse

Robert

RM526

RM591 total

includes taxes & fees

20 Sept - 21 Sept

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

A reception area with a wooden ceiling and a large abstract artwork above the reception desk.

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

Matthew

RM384

RM431 total

includes taxes & fees

13 Sept - 14 Sept

A modern bar area with seating, bar counters, and televisions.

A multi-level hotel corridor with balconies, a blue carpeted walkway, and a row of windows with blinds.

A modern lobby with a circular seating area, three orange ottomans, and a patterned rug.

A modern interior with a reception area, a refrigerator stocked with beverages, and a chandelier.

20. Embassy Suites by Hilton Orlando Airport

15.5 km from Winter Park Playhouse

Jamie

RM434

RM489 total

includes taxes & fees

13 Sept - 14 Sept

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Compare popular hotels close to Winter Park Playhouse

Property	Property class	Guest rating
Hilton Garden Inn Winter Park	9.2 Wonderful 740 reviews	View
SpringHill Suites by Marriott Winter Park	9.2 Wonderful 404 reviews	View
Comfort Suites Downtown	8.8 Excellent 1,056 reviews	View
Park Plaza Hotel	8.6 Excellent 1,002 reviews	View
The Delaney Hotel	9.6 Exceptional 1,201 reviews	View

Top Winter Park Playhouse Hotel Reviews

Park Plaza Hotel

10/10 Excellent

"Abs"

Comfort Suites Downtown

8/10 Good

"Helpful and friendly staff, great location to hospital, rooms felt pretty clean, easy parking"

Hilton Garden Inn Winter Park

10/10 Excellent

"I stay here regularly for work. I like a first floor too and the staff always remembers my preference and name Home away from home"

Courtyard by Marriott Orlando Downtown

10/10 Excellent

"Nice room and the restaurant downstairs was a plus!"

The Alfond Inn

10/10 Excellent

"I liked everything about the Alfond. Location was great, hotel was great, beautiful, clean.very enjoyable. I did not like that the pool closed at dark, and the pillows were not good at all. Otherwise, I will be back for sure but I'll bring a pillow."

Home2 Suites by Hilton Orlando Downtown

10/10 Excellent

"Clean room! Easy parking! Great staff"

Residence Inn by Marriott Orlando Downtown

10/10 Excellent

"Buen hotel todo funciona muy bien ,buen trato al cliente"

Crowne Plaza Orlando - Downtown by IHG

10/10 Excellent

"Kyle at front desk was amazing ."

InTown Suites Extended Stay Select Orlando Fl- Lee Rd

10/10 Excellent

"Wonderful upgrade"

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 great live music 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.

Hotels near Winter Park Playhouse

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Our top choices for Winter Park Playhouse hotels

1. Hilton Garden Inn Winter Park

2. SpringHill Suites by Marriott Winter Park

3. Comfort Suites Downtown

4. Park Plaza Hotel

5. The Delaney Hotel

6. The Tiny Cottage in The Springs

7. Courtyard by Marriott Orlando Downtown

8. TownePlace Suites by Marriott Orlando Airport

9. avid hotel Orlando International Airport by IHG

10. Aloft by Marriott Orlando Downtown

11. Fairfield Inn By Marriott Orlando Airport

12. Hyatt Place Orlando Airport

13. Hampton Inn Orlando-International Airport

14. Home2 Suites by Hilton Orlando Airport

15. Residence Inn by Marriott Orlando Downtown

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

17. Wingate by Wyndham - Orlando International Airport

18. TownePlace Suites by Marriott Orlando Downtown

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

20. Embassy Suites by Hilton Orlando Airport

Compare popular hotels close to Winter Park Playhouse

Top Winter Park Playhouse Hotel Reviews

Park Plaza Hotel

Comfort Suites Downtown

Hilton Garden Inn Winter Park

Courtyard by Marriott Orlando Downtown

The Alfond Inn

Home2 Suites by Hilton Orlando Downtown

Residence Inn by Marriott Orlando Downtown

Crowne Plaza Orlando - Downtown by IHG

InTown Suites Extended Stay Select Orlando Fl- Lee Rd

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