The Best Hotels Closest to Winter Park Playhouse in Orlando 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 multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.

1. The Alfond Inn

1.1 km from Winter Park Playhouse

Juan

NT$9,388

NT$11,529 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

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

2. Hilton Garden Inn Winter Park

1.8 km from Winter Park Playhouse

Crystile

NT$6,339

NT$7,213 total

includes taxes & fees

Oct 11 - Oct 12

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 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.

3. SpringHill Suites by Marriott Winter Park

2 km from Winter Park Playhouse

Kenneth

NT$6,339

NT$7,213 total

includes taxes & fees

Oct 11 - Oct 12

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

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

Marcus

NT$4,121

NT$4,636 total

includes taxes & fees

Oct 4 - Oct 5

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

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

5. Park Plaza Hotel

Park Avenue District, 0.8 km from Winter Park Playhouse

Nancy

NT$5,705

NT$6,419 total

includes taxes & fees

Oct 11 - Oct 12

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

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

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.

6. Home2 Suites by Hilton Orlando Near UCF

13.4 km from Winter Park Playhouse

NT$3,684

NT$4,145 total

includes taxes & fees

Oct 8 - Oct 9

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 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.

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

7. The Delaney Hotel

7.6 km from Winter Park Playhouse

Shawn

NT$4,249

NT$4,781 total

includes taxes & fees

Oct 26 - Oct 27

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

8.6 km from Winter Park Playhouse

Mariam

NT$2,965

NT$3,448 total

includes taxes & fees

Oct 30 - Oct 31

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

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

14.7 km from Winter Park Playhouse

Martha

NT$4,460

NT$5,017 total

includes taxes & fees

Oct 11 - Oct 12

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

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

13.3 km from Winter Park Playhouse

Syed Junaid

NT$3,227

NT$3,631 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

11. Homewood Suites by Hilton® Orlando-UCF Area

14.6 km from Winter Park Playhouse

Tatyana

NT$3,892

NT$4,379 total

includes taxes & fees

Oct 7 - Oct 8

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 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.

12. TownePlace Suites by Marriott Orlando Airport

14.8 km from Winter Park Playhouse

Nadina

NT$3,090

NT$3,894 total

includes taxes & fees

Oct 26 - Oct 27

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 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.

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

13. La Quinta Inn & Suites by Wyndham Orlando UCF

14.8 km from Winter Park Playhouse

Cynthia

NT$2,739

NT$3,081 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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.

14. The Tiny Cottage in The Springs

9.3 km from Winter Park Playhouse

Anastasia

NT$4,244

NT$22,275 total

includes taxes & fees

Oct 27 - Oct 28

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

A laundry room with two front-loading washers, a dryer, and a window with a view of trees.

15. Residence Inn by Marriott Orlando East/UCF Area

13.7 km from Winter Park Playhouse

Kendra

NT$3,855

NT$4,336 total

includes taxes & fees

Oct 11 - Oct 12

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.

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

7.4 km from Winter Park Playhouse

Luis

NT$3,631

NT$4,085 total

includes taxes & fees

Oct 12 - Oct 13

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

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

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

17. Courtyard by Marriott Orlando Downtown

4.6 km from Winter Park Playhouse

Natalie

NT$4,035

NT$4,539 total

includes taxes & fees

Oct 4 - Oct 5

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 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

13.9 km from Winter Park Playhouse

bradford

NT$3,262

NT$3,669 total

includes taxes & fees

Oct 18 - Oct 19

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

A modern glass building with a prominent vertical glass facade and a corner entrance.

19. AC Hotel by Marriott Orlando Downtown

6.4 km from Winter Park Playhouse

Joy

NT$4,857

NT$5,464 total

includes taxes & fees

Oct 18 - Oct 19

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

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.

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

20. Aloft by Marriott Orlando Downtown

6.5 km from Winter Park Playhouse

Andrea

NT$5,073

NT$5,707 total

includes taxes & fees

Oct 5 - Oct 6

View all properties

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

Residence Inn by Marriott Orlando Downtown

10/10 Excellent

"Breakfast was good"

Sheraton Orlando North Hotel

8/10 Good

"The problem that I had was parking fee. I stayed there in June of this year did have parking fee at the time. Be careful of extra fees."

Comfort Suites Downtown

10/10 Excellent

"I"

Hilton Garden Inn Orlando Downtown

10/10 Excellent

"*"

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."

Home2 Suites by Hilton Orlando Downtown

10/10 Excellent

"The rooms were very spacious and clean. The rooftop pool was a fun surprise. The hot breakfast was delicious as well."

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."

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 savor 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 theater 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 savor 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 search for that perfect souvenir at Hollie Anna Shopping Center. Stroll along the area's lakeside, or simply savor 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 theater scene and major shopping area. If you're looking for a convenient place to stay, check out the 60 hotels and other accommodations you'll find within a mile.

What's the best hotel to stay close to Winter Park Playhouse?

Park Plaza Hotel is one of the top choices for your stay based on our traveler 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 are there near Winter Park Playhouse?

Expedia has 60 hotels and other accommodations 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! The majority of hotel reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you booked a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to review the best options available near Winter Park Playhouse.

Where can I learn more about changing or cancelling my trip in the area near Winter Park Playhouse?

To access more information about picking new dates or cancelling your stay near Winter Park Playhouse, head over to our customer service page.

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.

Find hotels near Winter Park Playhouse, Orlando from NT$3,081

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

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

11. Homewood Suites by Hilton® Orlando-UCF Area

12. TownePlace Suites by Marriott Orlando Airport

13. La Quinta Inn & Suites by Wyndham Orlando UCF

14. The Tiny Cottage in The Springs

15. Residence Inn by Marriott Orlando East/UCF Area

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

17. Courtyard by Marriott Orlando Downtown

18. Hampton Inn & Suites Orlando/East UCF Area

19. AC Hotel by Marriott Orlando Downtown

20. Aloft by Marriott Orlando Downtown

Compare popular hotels close to Winter Park Playhouse

Top Winter Park Playhouse Hotel Reviews

Residence Inn by Marriott Orlando Downtown

Sheraton Orlando North Hotel

Comfort Suites Downtown

Hilton Garden Inn Orlando Downtown

Candlewood Suites Orlando North Winter Park by IHG

Home2 Suites by Hilton Orlando Downtown

Holiday Inn Orlando North Winter Park 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

Explore a world of travel with Expedia