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

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

1. The Alfond Inn

0.7 mi from Winter Park Playhouse

Juan

£252

includes taxes & fees

1 Oct - 2 Oct

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

2. Hilton Garden Inn Winter Park

1.1 mi from Winter Park Playhouse

Crystile

£171

includes taxes & fees

4 Oct - 5 Oct

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

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

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.

3. SpringHill Suites by Marriott Winter Park

1.2 mi from Winter Park Playhouse

Kenneth

£171

includes taxes & fees

25 Oct - 26 Oct

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

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

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

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

4. Comfort Suites Downtown

1.6 mi from Winter Park Playhouse

Marcus

£110

includes taxes & fees

4 Oct - 5 Oct

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 waterfront property with a dock, boats, and a building with multiple balconies.

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.

5. Park Plaza Hotel

Park Avenue District, 0.5 mi from Winter Park Playhouse

Nancy

£152

includes taxes & fees

11 Oct - 12 Oct

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

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

6. Home2 Suites by Hilton Orlando Near UCF

8.4 mi from Winter Park Playhouse

£98

includes taxes & fees

8 Oct - 9 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 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.

7. The Delaney Hotel

4.7 mi from Winter Park Playhouse

Shawn

£114

includes taxes & fees

26 Oct - 27 Oct

A circular stone fire pit with flames, surrounded by wicker chairs and a potted plant.

A modern hotel lobby with seating areas, a coffee station, and a waffle bar.

A modern hotel lobby with a seating area, a bar, and a television.

A hotel with a pool, palm trees, and a clear sky.

8. Hampton Inn & Suites Orlando-North/Altamonte Springs

5.3 mi from Winter Park Playhouse

Mariam

£83

includes taxes & fees

30 Oct - 31 Oct

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

A poolside area with lounge chairs, a stone fire feature, and a view of a lake.

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

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

8.2 mi from Winter Park Playhouse

Syed Junaid

£86

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

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

9.2 mi from Winter Park Playhouse

Martha

£119

includes taxes & fees

4 Oct - 5 Oct

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

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

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

11. Homewood Suites by Hilton® Orlando-UCF Area

9.1 mi from Winter Park Playhouse

Tatyana

£104

includes taxes & fees

7 Oct - 8 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 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.

12. La Quinta Inn & Suites by Wyndham Orlando UCF

9.2 mi from Winter Park Playhouse

Cynthia

£73

includes taxes & fees

18 Oct - 19 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 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.

13. TownePlace Suites by Marriott Orlando Airport

9.2 mi from Winter Park Playhouse

Nadina

£92

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

14. Residence Inn by Marriott Orlando East/UCF Area

8.5 mi from Winter Park Playhouse

Kendra

£103

includes taxes & fees

4 Oct - 5 Oct

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

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

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

4.6 mi from Winter Park Playhouse

Luis

£97

includes taxes & fees

12 Oct - 13 Oct

A spacious lobby with a high ceiling, chandeliers, and a central decorative column.

A Holiday Inn Express hotel with a modern facade, multiple floors, and a flat roof.

A hotel pool area with lounge chairs, a pool, and a building with multiple windows.

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

16. Holiday Inn Orlando East - UCF Area by IHG

9.2 mi from Winter Park Playhouse

COLLEEN

£85

includes taxes & fees

21 Oct - 22 Oct

A hotel lobby with leather seating, a reception desk, and a herringbone wood floor.

A modern bar area with a long counter, multiple TVs, and bar stools.

A hotel with a modern facade, multiple flags, and a well-lit entrance.

A hotel fitness center with treadmills, ellipticals, and free weights.

17. DoubleTree by Hilton Hotel Orlando East - UCF Area

8.9 mi from Winter Park Playhouse

John

£93

includes taxes & fees

7 Oct - 8 Oct

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

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

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

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

18. Hampton Inn & Suites Orlando/East UCF Area

8.6 mi from Winter Park Playhouse

bradford

£86

includes taxes & fees

18 Oct - 19 Oct

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.

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.

19. Courtyard by Marriott Orlando Downtown

2.9 mi from Winter Park Playhouse

Natalie

£108

includes taxes & fees

4 Oct - 5 Oct

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

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

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

7.8 mi from Winter Park Playhouse

Leigh

£99

includes taxes & fees

4 Oct - 5 Oct

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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
Hilton Garden Inn Winter Park	9.2 Wonderful 747 reviews	View
SpringHill Suites by Marriott Winter Park	9.2 Wonderful 415 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

Comfort Suites Downtown

10/10 Excellent

"I"

Candlewood Suites Orlando North Winter Park by IHG

10/10 Excellent

"I'm very glad to have found this property. Well-appointed, super clean rooms, and genuinely friendly staff service. Anytime I am in the area, I will stay there again."

Holiday Inn Orlando North Winter Park by IHG

10/10 Excellent

"This was a really nice and clean hotel. The beds are really comfortable, and the staff was very helpful. I will definitely be staying here again. Another huge perk is that they did not charge the parking fee that is so common in the Orlando area."

8th Green Cottage "A relaxing Oasis in the city" Guesthouse

10/10 Excellent

"Wonderful place to stay until we closed on our new home."

Private Luxury Pool / Swim up bar / Smart-home

10/10 Excellent

"Host was very helpful with the whole process and answered all questions when needed! Would definitely stay here again"

2/1 with private backyard in the heart of Ivanhoe

10/10 Excellent

"Everything was as the description reads. It was just what I expected. Thank you."

Spacious 3BR w/ MIL suite & backyard

10/10 Excellent

"Property was clean, accurate as pictures, reasonable price and communication with host was great, thank you"

TreeTop Villa - Minutes to Downtown and Winter Park

8/10 Good

"A pleasant stay in this part of Central Florida.My brother and I were here for about a week visiting family, and the location was convenient to Winter Park's attractions.Check-in and check-out were easy, though the code sent via text from the owner differed from what we saw on the site. The property is the second floor of a house with a staircase entrance. It is part of an older home, and it's neat and updated. We could not connect to the WiFi, however.You may hear noise on occasion from the family living on the ground level, but never too early or too late. The neighborhood itself is quiet.We would stay here again for future visits."

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 acclaimed theatre scene.

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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 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, 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.

Search Hotels Near Winter Park Playhouse, Orlando

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Our top choices for Winter Park Playhouse hotels

1. The Alfond Inn

2. Hilton Garden Inn Winter Park

3. SpringHill Suites by Marriott Winter Park

4. Comfort Suites Downtown

5. Park Plaza Hotel

6. Home2 Suites by Hilton Orlando Near UCF

7. The Delaney Hotel

8. Hampton Inn & Suites Orlando-North/Altamonte Springs

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

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

11. Homewood Suites by Hilton® Orlando-UCF Area

12. La Quinta Inn & Suites by Wyndham Orlando UCF

13. TownePlace Suites by Marriott Orlando Airport

14. Residence Inn by Marriott Orlando East/UCF Area

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

16. Holiday Inn Orlando East - UCF Area by IHG

17. DoubleTree by Hilton Hotel Orlando East - UCF Area

18. Hampton Inn & Suites Orlando/East UCF Area

19. Courtyard by Marriott Orlando Downtown

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

Compare popular hotels close to Winter Park Playhouse

Top Winter Park Playhouse Hotel Reviews

Comfort Suites Downtown

Candlewood Suites Orlando North Winter Park by IHG

Holiday Inn Orlando North Winter Park by IHG

8th Green Cottage "A relaxing Oasis in the city" Guesthouse

Private Luxury Pool / Swim up bar / Smart-home

2/1 with private backyard in the heart of Ivanhoe

Spacious 3BR w/ MIL suite & backyard

TreeTop Villa - Minutes to Downtown and Winter Park

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