Winter Park Holiday Rentals, Orlando: Private House Rentals

A two-story house with a balcony, surrounded by lush greenery and trees.

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Our top choices for Winter Park hotels

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

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.

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

1. Hilton Garden Inn Winter Park

Winter Park

Crystile

฿6,672

฿7,592 total

includes taxes & fees

18 Oct - 19 Oct

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.

2. The Alfond Inn

Winter Park

Juan

฿9,881

฿12,135 total

includes taxes & fees

25 Oct - 26 Oct

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

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

3. SpringHill Suites by Marriott Winter Park

Winter Park

Donna

฿6,672

฿7,592 total

includes taxes & fees

18 Oct - 19 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 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 room with a fireplace, two upholstered chairs, a floor lamp, and a potted plant.

4. Park Plaza Hotel

Park Avenue District

thomas

฿6,556

฿7,375 total

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 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.

5. Comfort Suites Downtown

Ivanhoe Village

Marcus

฿4,365

฿4,911 total

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.

6. Courtyard by Marriott Orlando Downtown

Ivanhoe Village

Natalie

฿4,247

฿4,777 total

includes taxes & fees

15 Oct - 16 Oct

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 hot tub with a waterfall mural, a metal ladder, and a tiled floor.

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

7. Wingate by Wyndham - Orlando International Airport

Airport North

David Arturo

฿2,988

฿3,361 total

includes taxes & fees

14 Oct - 15 Oct

A hotel atrium with a central fountain, palm trees, and a circular seating area.

A modern restaurant with a panoramic view of the airport, featuring high ceilings, hanging spherical light fixtures, and a mix of seating arrangements.

A spacious living room with a large sofa, a coffee table, and a dining area with a chair and table.

A multi-level hotel lobby with a central atrium, seating areas, and a reception desk.

8. Hyatt Regency Orlando International Airport

Orlando

frank

฿7,343

฿8,261 total

includes taxes & fees

2 Nov - 3 Nov

A modern lobby with a checkered carpet, seating area, and a reception desk.

A self-service beverage area with refrigerated drink dispensers, snack shelves, and a water cooler.

A hotel room with a large bed, a desk, a chair, and a wall-mounted lamp.

A coffee station with espresso machines, a yogurt dispenser, and a fruit display.

9. Holiday Inn Express Orlando International Airport by IHG

Orlando

Lorellie

฿3,392

฿3,816 total

includes taxes & fees

13 Oct - 14 Oct

A modern hotel with a glass facade, palm trees, and a sign reading "DoubleTree by Hilton."

A spacious indoor area with a large central island, multiple seating arrangements, and a high ceiling with a skylight.

A pool area with lounge chairs and canopies, surrounded by palm trees.

A modern hotel with a glass facade, outdoor seating, and a clear sky.

10. DoubleTree by Hilton Orlando Airport

Airport North

Richard

฿3,272

฿3,681 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor patio area with seating, a bar, and a fire feature.

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

A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

A modern bar area with a long counter, bar stools, and a seating area with tables and chairs.

11. Hyatt House Orlando Airport

Airport North

Gerardo

฿4,124

฿4,640 total

includes taxes & fees

3 Nov - 4 Nov

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

A modern hotel lobby with seating areas, tables, and decorative wall panels.

A water play area with multiple fountains and colorful play structures.

A spacious lobby with a reception desk, seating area, and decorative hanging lights.

12. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Brianne

฿5,415

฿6,092 total

includes taxes & fees

28 Oct - 29 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 modern living room with a sofa, chairs, a fireplace, and a flat-screen TV mounted on the wall.

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

13. La Quinta Inn & Suites by Wyndham Orlando UCF

Orlando

Virginia

฿2,907

฿3,270 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A modern hotel dining area with multiple tables and chairs, a central bar area, and a kitchen in the background.

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

14. Fairfield Inn By Marriott Orlando Airport

Airport North

Alexis

฿3,392

฿3,816 total

includes taxes & fees

18 Oct - 19 Oct

A modern hotel room with a large bed, a nightstand, a drawer, a wall-mounted light, and a window with a view of trees.

A modern dining area with a buffet counter, red chairs, and large windows.

A modern lobby with a red sofa, grey armchairs, and a patterned rug.

A reception desk with a textured wall behind it, a small desk with a lamp, and a chair.

15. Ramada by Wyndham Suites Orlando Airport

Airport North

Sonia

฿2,384

฿2,682 total

includes taxes & fees

13 Oct - 14 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.

16. The Delaney Hotel

South Orange

Kandice

฿5,125

฿5,766 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A modern hotel room with a grey sofa, a small wooden table, a desk with a chair, a black floor lamp, and a framed abstract artwork on the wall.

17. Hyatt Place Orlando Airport

Airport North

David Chad

฿3,387

฿3,810 total

includes taxes & fees

2 Nov - 3 Nov

A spacious lobby with a wooden staircase, a reception desk, and a large wall clock.

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

An outdoor patio with tables and chairs, surrounded by palm trees and a well-maintained garden.

A modern dining area with a central island, wooden chairs, and large windows with blinds.

18. Country Inn & Suites by Radisson, Orlando Airport, FL

Airport North

Tionna

฿2,565

฿2,886 total

includes taxes & fees

13 Oct - 14 Oct

A hotel room with a bed, a nightstand, a lamp, a sofa, and a framed picture on the wall.

A beverage refrigerator stocked with various drinks and a shelf with snacks and chips.

A modern kitchen with a breakfast bar, wooden cabinets, and a view of the outdoors.

19. Hyatt Place Lake Mary/Orlando North

Lake Mary

David

฿3,118

฿3,598 total

includes taxes & fees

1 Nov - 2 Nov

A modern gym with treadmills, stationary bikes, and elliptical machines.

A modern kitchen with a central island, bar stools, and pendant lighting.

A modern hotel lobby with a central bar area, seating arrangements, and large windows providing natural light.

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

20. Wyndham Garden Orlando Airport

Belle Isle

Ian Robinson

฿2,951

฿3,319 total

includes taxes & fees

19 Oct - 20 Oct

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Where to stay in Winter Park

Find the best Winter Park areas for the activities you enjoy most.Learn more about Winter Park

A sign for the Winter Park Historical Museum at 200 West New England Avenue.

A brick building with a wooden fence, a bench, and a sign for the Winter Park Historical Museum.

A sign for the Winter Park Historical Museum with three black lamps on top.

A brick building with a black door, a poster of a vintage car, and a bench.

A brick building with a sign reading "Winter Park Historical Museum".

Hannibal Square

Hannibal Square showcases Winter Park's rich African American heritage through preserved historic buildings and cultural landmarks. The Hannibal Square Heritage Centre offers fascinating exhibits of Black history and art in this cultural enclave. Tree-lined streets create a peaceful atmosphere for exploring this significant district. Modern touches blend seamlessly with history along New England Avenue. Boutique galleries, upscale restaurants, and speciality shops occupy charming restored buildings. The neighborhood's compact, walkable layout makes it perfect for travellers seeking both cultural insights and sophisticated relaxation.

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A park with a central fountain, surrounded by benches and trees.

A covered patio with wicker furniture and large windows overlooking a garden.

A museum interior with a central stained glass window, wooden benches, potted plants, and framed artworks on the walls.

A museum interior with classical sculptures and framed paintings on the walls.

A display of various vases on a shelf in a museum.

Park Avenue District

Park Avenue District in Winter Park blends luxury shopping with historic charm. Mediterranean Revival buildings house upscale boutiques, art galleries, and pavement cafés along tree-lined streets. The Charles Hosmer Morse Museum showcases stunning Tiffany glass collections that art lovers shouldn't miss. Central Park offers elegant green spaces perfect for relaxation between shopping excursions. Sophisticated wine bars and fine dining establishments create a refined evening atmosphere. The walkable district maintains its European-inspired character with wrought-iron details and warm earth tones throughout.

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A wooden boardwalk leading to a gazebo over water.

A colorful hot air balloon with a striped pattern, a checkered pattern, and a bear-shaped balloon nearby.

Baldwin Park

Baldwin Park offers a peaceful retreat from Orlando's tourist buzz with tree-lined streets and homes encircling Lake Baldwin. This master-planned community features scenic walking trails, wooden boardwalks, and fishing piers that invite visitors to unwind by the water. The Village Centre anchors the area with boutique shops and cafes. Nature lovers will appreciate the extensive park system and preserved wetlands throughout the area. Kayaking, paddleboarding, and fishing are popular activities on Lake Baldwin. The area maintains a genuine suburban feel with limited nightlife, creating a tranquil escape for travellers seeking quiet evenings.

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A house covered in lights and decorations, with a sign that reads "Santa's Workshop."

Goldenrod

Goldenrod offers a peaceful suburban escape just outside Orlando with easy access to major attractions. This budget-friendly area blends college energy from nearby UCF with family-oriented residential charm. Enjoy casual bowling at Aloma Bowl or play a round at Winter Pines Golf Club. The area features diverse dining options along Semoran Boulevard where ethnic eateries showcase international flavours. While Goldenrod itself is quiet, you're just minutes from Winter Park Village's upscale shops and Red Bug Lake Park's natural beauty. A car is recommended for exploring Orlando's famous attractions.

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A park with a central fountain, surrounded by trees and benches.

College Quarter

College Quarter blends academic energy with residential charm around Rollins College's Mediterranean Revival campus. Red-tiled roofs and stucco buildings frame tree-lined walkways where students gather at outdoor cafes. Small galleries showcase emerging artists while independent bookshops invite browsing throughout this scholarly atmosphere. The area offers pleasant exploration along palm-dotted streets with historic architecture. Student-friendly eateries serve coffee, pizza, and international cuisine at budget-friendly prices. Brick pathways wind under mature oak canopies, creating a peaceful retreat just steps from campus activities.

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Stay near popular Winter Park attractions

A bar with wooden decor, a TV screen, and a bartender wearing a red jersey.

Full Sail University

8.4/10 (73 reviews)

Full Sail University offers cutting-edge facilities for entertainment media and emerging technologies. Tour the professional recording studios and Hollywood-style backlot where students master creative industry skills.

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A historic building with a tiled roof and arched windows, surrounded by lush greenery and a brick pathway.

Casa Feliz Historic Home Museum

9.2/10 (34 reviews)

This 1932 Spanish farmhouse showcases James Gamble Rogers II's distinctive Andalusian architecture with period furnishings. Enjoy Sunday "Music at the Casa" performances overlooking Lake Osceola.

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A pathway through a park with tall trees and hanging moss.

Kraft Azalea Gardens

9.6/10 (24 reviews)

Stroll beneath ancient cypress trees along Lake Maitland in this tranquil garden known for spectacular azalea blooms. Time your visit between February and April to witness the vibrant floral display at its peak.

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A stained glass window with a mermaid design.

Morse Museum of American Art

9.8/10 (68 reviews)

This intimate museum showcases Louis Comfort Tiffany's masterpieces. Marvel at his intricate stained-glass windows, ornate lamps, and restored chapel interior from the 1893 World's Fair.

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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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A park with a dirt path, trees with Spanish moss, and green grass.

Mead Garden

8.4/10 (27 reviews)

This 47-acre urban sanctuary showcases Florida's diverse ecosystems along the Great Florida Birding Trail. Explore winding boardwalks through wetlands, butterfly gardens, and serene Alice's Pond without paying admission.

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Winter Park Village

9.6/10 (323 reviews)

Winter Park Village combines upscale shopping with oak-shaded walkways and fountains in a pedestrian-friendly setting. Browse boutiques, enjoy a meal at a local restaurant, or catch a film at Regal Cinemas.

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Lee Road Shopping Center

9.0/10 (38 reviews)

A convenient retail hub in Winter Park, this area shopping centre serves everyday local needs. Browse its mix of stores and services while enjoying Florida's year-round pleasant shopping climate.

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Learn more about Winter Park

Stroll through the Morse Museum to see the world's largest collection of Tiffany glass, then boat through the Winter Park Chain of Lakes. Charming Park Avenue offers upscale shopping and outdoor cafés where you can people-watch before catching a sunset concert in Central Park.

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A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.

Top Winter Park Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent

"Definitely gotta bring the grandkids"

Drury Plaza Hotel Orlando - Disney Springs Area

8/10 Good

"Everything was great and getting the early access into Disney is amazing!!! Great breakfast and dinner!!!! Only thing was… the pool was closed for cleaning for 3 days and we weren’t told till we actually got to the hotel. I wish they had told us before hand as we had planned a while day to stay at the"

Hyatt Regency Orlando International Airport

10/10 Excellent

"Amazing place. I wish I had had more time to enjoy the pool."

Universal's Cabana Bay Beach Resort

8/10 Good

"Very clean room, kids friendly..only problem is limited food choices."

Universal's Endless Summer Resort - Dockside Inn and Suites

10/10 Excellent

"Room was lovely. Clean and well maintained. Easy to get extra towels and blankets via text to the front desk. Food court was open extra late for those (like ourselves) attending Halloween Horror Nights."

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent

"Had a great time and enjoyed the villa"

Marriott's Grande Vista

10/10 Excellent

"People are very professional and accommodating! 10/10"

Rosen Inn Lake Buena Vista

10/10 Excellent

"Clean room"

Courtyard by Marriott across Universal Orlando

8/10 Good

"The staff was super helpful. We arrived early, are room wasn’t ready but we were able to hang out on the property. It took 2 more times before our room was ready. They tried to be polite and accommodating, I did overhear other guests getting upset but they stayed polite and helpful. Only issue was 1:30 am fire alarm, fortunately the rest of my party was at the theme park. But it was odd that they were still checking people in as the lobby filled with guests in pajamas. Maybe a little more communication."

More cheap stays in Winter Park

Baymont by Wyndham Orlando North Millenia

2500 33Rd Street Orlando FL

฿1,630

฿2,095 total

13 Oct - 14 Oct

includes taxes & fees

Hampton Inn closest to Universal Orlando

5621 Windhover Dr Orlando FL

฿2,495

฿2,807 total

1 Nov - 2 Nov

includes taxes & fees

9/10 Wonderful! (1,807 reviews)

Days Inn by Wyndham Orlando Conv. Center/International Dr

9990 International Drive Orlando FL

฿2,537

฿2,854 total

18 Oct - 19 Oct

includes taxes & fees

Spark by Hilton Orlando near Universal

5635 Windhover Dr Orlando FL

฿2,822

฿3,174 total

2 Nov - 3 Nov

includes taxes & fees

8.8/10 Excellent! (1,764 reviews)

Hampton Inn Orlando-International Airport

5767 T.G. Lee Blvd. Orlando FL

฿3,249

฿3,655 total

26 Oct - 27 Oct

includes taxes & fees

9/10 Wonderful! (2,201 reviews)

AC Hotel by Marriott Orlando Downtown

333 South Garland Avenue Orlando FL

฿5,361

฿6,031 total

19 Oct - 20 Oct

includes taxes & fees

9.4/10 Exceptional! (1,373 reviews)

Find out more about Winter Park

Top reasons to visit Winter Park

Charming Downtown Area: Stroll along Park Avenue, filled with delightful shops and eateries, perfect for leisurely afternoons.
Beautiful Parks and Lakes: Enjoy outdoor adventures in scenic urban parks and picturesque lakes, ideal for relaxation and family activities.
Cultural Attractions: Explore local art museums and educational sites that highlight the vibrant culture of Winter Park.
Family-Friendly Entertainment: Visit nearby theme parks for thrilling adventures that cater to all ages.
Diverse Accommodations: Choose from charming boutique hotels to luxurious stays, ensuring a comfortable vacation experience.

Find great hotels near Winter Park

Explore a delightful range of hotel accommodations in Winter Park, Florida, where you can find the ideal lodging for family holidays, pet-friendly stays, and business trips. From charming boutique hotels to the luxurious Alfond Inn, Winter Park offers a variety of options to ensure a memorable vacation experience. Discover the perfect blend of comfort and convenience in this picturesque destination.

Universal's Cabana Bay Beach Resort: Embracing a vibrant retro theme, Universal's Cabana Bay Beach Resort is a 3.5-star property that offers a delightful family-friendly atmosphere. Located 19km from Winter Park, the resort boasts a guest rating of 9.0 out of 10. Families will appreciate amenities such as a complimentary crib service, a fee-based breakfast for children, and an engaging arcade game room. The resort captures the essence of a nostalgic beach vacation while providing modern comforts, making it an appealing choice for those with children.
DoubleTree by Hilton at the Entrance to Universal Orlando: This 4-star hotel, situated 18km from Winter Park, offers a sophisticated blend of business and leisure amenities, achieving a guest rating of 8.4 out of 10. The property is pet-friendly, accommodating dogs and cats with specific policies. Families can enjoy features like a children’s pool and a lively arcade game room. With convenient access to Orlando's attractions and a warm welcome with their signature chocolate chip cookie, this hotel caters well to both business travellers and holidaymakers.
Avanti International Resort: Located 23km from Winter Park, Avanti International Resort is a 3-star accommodation offering a relaxed beach vibe, ideal for families seeking a seaside escape. With a guest rating of 8.0 out of 10, this resort is equipped with child-friendly amenities, including window guards and a children’s pool, ensuring a safe and enjoyable experience for younger guests. Direct beach access allows for sun-soaked days, while the welcoming atmosphere makes it a charming choice for a family getaway.

Where to stay in Winter Park

Winter Park, Florida, is a delightful destination perfect for families and those seeking entertainment. Stroll along the charming Park Avenue, where you'll find delightful shops and eateries. Explore the picturesque scenery and friendly atmosphere of Central Florida, making it an ideal spot for budget-conscious travellers. Experience the warm hospitality of the locals while immersing yourself in the vibrant culture and stunning parks that Winter Park has to offer.

Orlando: As a vibrant metropolis, Orlando is the heartbeat of Central Florida with Winter Park nestled within its embrace. Visitors flock here year-round, with peak seasons in March, July, and December. Orlando is renowned for its family-friendly entertainment and business opportunities. You’ll find a plethora of attractions, including world-famous theme parks, engaging film studios, and beautiful beaches. Enjoy shopping in bustling areas and immerse yourself in the arts at local centres. Orlando is an ideal base for those seeking a dynamic travel experience.
Baldwin Park: This charming neighbourhood, located near Winter Park, offers a delightful blend of outdoor activities and urban living. Baldwin Park sees an influx of visitors primarily from March to April and in July. Families will love the parks and recreational spots, while the local shopping mall and educational institutions add to the community's appeal. Attractions such as theme parks and modern universities are within easy reach, making it a perfect spot for a leisurely exploration of city life.
Goldenrod: Situated close to Winter Park, Goldenrod is a neighbourhood that strikes a balance between urban convenience and family-friendly activities. With moderate seasonal visitor patterns peaking from February to March and again in September, Goldenrod caters to both business travellers and family groups. The area boasts shopping centres and educational facilities, alongside attractions like urban parks and theme parks. It’s an inviting option for those looking to experience a blend of city culture and outdoor enjoyment.

Things to do near Winter Park

Shopping

In Winter Park, visit the charming Park Avenue with its local boutiques and artisan shops. If you're up for a drive, head to The Mall at Millenia, approximately 19km away, showcasing a range of upscale retailers and dining options.

Recreation

Explore the serene atmosphere at the Yoga Studio in Winter Park, where you can engage in various classes tailored to all levels. Afterward, enjoy a leisurely stroll through the beautiful Central Park, surrounded by lush greenery and charming lakeside views.

Adventure

Experience the thrill of racing at Orlando Speedworld, located 24km from Winter Park. This venue offers an exhilarating atmosphere for motorsport enthusiasts, where you can enjoy high-speed races and feel the adrenaline rush of the track in a vibrant, sporty environment.

Nightlife

In Winter Park, you can enjoy the lively atmosphere at the Wine Room on Park Avenue, which offers an extensive selection of wines. For a more vibrant scene, head to The Hangar, known for its craft cocktails and DJ nights, perfect for those looking to dance the night away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Winter Park

Winter Park offers a delightful mix of family-friendly activities and cultural experiences, making it an ideal destination for a city-themed vacation. Visitors can enjoy outdoor adventures at the urban parks and beautiful lakes, while art enthusiasts can explore the local art museums. For additional fun, consider nearby theme parks and the scenic central park, ensuring a memorable holiday filled with entertainment and relaxation.

Crealde School of Art: Nestled in Winter Park, this gallery offers a vibrant cultural experience, showcasing diverse artworks and hosting various art classes. Visitors can immerse themselves in the local art scene and appreciate the creativity on display.
Lake Eola Park: Located 6km from Winter Park, this urban park provides a serene escape amidst the city hustle. Families can enjoy leisurely strolls around the picturesque lake, while outdoor enthusiasts can partake in activities like paddle boating and picnicking.
Casa Feliz Historic Home Museum: Situated in Winter Park, this charming historic house museum offers insights into the area's architectural heritage. Visitors can explore its beautiful Spanish-style design and learn about the history of the local community.

Best time to go to Winter Park

The best time to visit Winter Park can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winter Park falls in August, when visitor numbers are slightly low and weather is mostly sunny with moderate rain. The coolest average temperature in Winter Park falls in January, visitor numbers are slightly high and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	60.3°F (15.7°C)	Light Rain	Mostly Sunny	Slightly High	Average
February	64.0°F (17.8°C)	Light Rain	Mostly Sunny	Slightly High	Average
March	67.5°F (19.7°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
April	72.5°F (22.5°C)	Light Rain	Mostly Sunny	Average	Slightly High
May	77.0°F (25.0°C)	Light Rain	Mostly Sunny	Slightly Low	Average
June	81.0°F (27.2°C)	Light Rain	Mostly Sunny	Average	Average
July	82.4°F (28.0°C)	Light Rain	Mostly Sunny	Average	Average
August	82.6°F (28.1°C)	Moderate Rain	Mostly Sunny	Slightly Low	Slightly Low
September	80.2°F (26.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
October	75.0°F (23.9°C)	Light Rain	Mostly Sunny	Average	Average
November	68.2°F (20.1°C)	No Rain	Mostly Sunny	Slightly Low	Slightly Low
December	64.0°F (17.8°C)	No Rain	Mostly Sunny	Average	Slightly High

The nearest major airports for your trip to Winter Park

Accessing Winter Park, Florida is convenient with several major airports nearby. Orlando International Airport (MCO) is located 19km away, with luxury accommodations such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both around 13km from the airport. Transportation services include airport shuttles and transportation for a fee. Tampa International Airport (TPA) is 135km away, offering hotels like ROOST Tampa and JW Marriott Tampa Water Street, both 10km from the airport. Daytona Beach International Airport (DAB) is 71km distant, with options like Daytona Grande Oceanfront Resort and Hilton Daytona Beach Oceanfront Resort, situated 6km from the airport.

Frequently asked questions

What's the best place to stay in Winter Park?

Hyatt Regency Orlando International Airport, located 11.8 mi (19.1 km) from the heart of Winter Park, is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando and Marriott's Grande Vista. See all available top hotels, or vacation rentals in Winter Park.

If I need to cancel my hotel reservation in Winter Park, will I receive a refund?

Yes, you'll find most hotel room reservations are fully refundable if you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winter Park.

What's the best LGBTQ-friendly accommodation in Winter Park?

Park Plaza Hotel is a top LGBTQ-friendly hotel, and features free Wi-Fi and comfy beds. Hilton Garden Inn Winter Park is another good choice for your trip. See all available hotels listed as LGBTQ-friendly in Winter Park.

What's the best dog-friendly hotel in Winter Park?

The Alfond Inn is a top dog-friendly hotel, and offers 2 outdoor pools and a restaurant for its human guests. Park Plaza Hotel is another option for a stay with your pet. See more pet-friendly hotel accommodations in Winter Park.

What's the best luxury accommodation option in Winter Park?

The Alfond Inn is a luxury hotel with 2 outdoor pools and spa services, and it's a popular choice for Expedia travellers looking for an elegant place to stay. Find more luxury hotels in Winter Park.

What's the best boutique accommodation in Winter Park?

The Alfond Inn is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 outdoor pools and spa services. See all boutique hotels in Winter Park.

What's the best accommodation for a golf trip to Winter Park?

Park Plaza Hotel is a top hotel that has an adjacent golf course and features free WiFi. You can tee off at Winter Park Country Club or Winter Pines Golf Club while you're in town. See more golf hotels in Winter Park.

What are some accommodation options with pools in Winter Park?

Hyatt Regency Orlando International Airport: Features 2 restaurants, an outdoor pool and complimentary wireless Internet access. Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando and Marriott's Grande Vista are a couple of other choices that offer an on-site pool. View all hotels with pools in Winter Park.

What is the best spa hotel in Winter Park?

The Alfond Inn is a top luxury spa hotel featuring a fitness centre, a bar and a restaurant. Enjoy a facial, body scrub or Swedish massage at the on-site spa. See all spa hotels in Winter Park.

How is it staying in Winter Park?

Visitors give high marks for the top-notch restaurants in Winter Park, which is also known for its university setting and shopping. Tourists can also enjoy the city's gardens, cafés and lake views. Around the area, top sights include Universal Studios Florida, Universal Orlando Resort and Orange County Convention Center. In Winter Park, there are 138 hotels and other accommodation options to choose from. Find out more about Winter Park.

What is there to see in Winter Park?

Cultural venues include Casa Feliz Historic Home Museum, Albin Polasek Museum and Sculpture Gardens and Morse Museum of American Art. Natural beauty is on display at Lake Mizell, Kraft Azalea Gardens and Lake Virginia. University life is a highlight and campuses to tour include Rollins College and Full Sail University. Take a look at what more there is to see and do in Expedia's Winter Park guide.

What's the best way to get around Winter Park?

If you want to venture outside the area, take a train from Winter Park Station. If you want to venture out around the area, you may want a rental car in Winter Park for your journey.

What's the seasonal weather like in Winter Park?

The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm of rainfall.

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Our top choices for Winter Park hotels

1. Hilton Garden Inn Winter Park

2. The Alfond Inn

3. SpringHill Suites by Marriott Winter Park

4. Park Plaza Hotel

5. Comfort Suites Downtown

6. Courtyard by Marriott Orlando Downtown

7. Wingate by Wyndham - Orlando International Airport

8. Hyatt Regency Orlando International Airport

9. Holiday Inn Express Orlando International Airport by IHG

10. DoubleTree by Hilton Orlando Airport

11. Hyatt House Orlando Airport

12. Drury Plaza Hotel Orlando - Disney Springs Area

13. La Quinta Inn & Suites by Wyndham Orlando UCF

14. Fairfield Inn By Marriott Orlando Airport

15. Ramada by Wyndham Suites Orlando Airport

16. The Delaney Hotel

17. Hyatt Place Orlando Airport

18. Country Inn & Suites by Radisson, Orlando Airport, FL

19. Hyatt Place Lake Mary/Orlando North

20. Wyndham Garden Orlando Airport

Where to stay in Winter Park

Hannibal Square

Park Avenue District

Baldwin Park

Goldenrod

College Quarter

Stay near popular Winter Park attractions

Full Sail University

Casa Feliz Historic Home Museum

Kraft Azalea Gardens

Morse Museum of American Art

Winter Park History Museum

Mead Garden

Winter Park Village

Lee Road Shopping Center

Learn more about Winter Park

Top Winter Park Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Drury Plaza Hotel Orlando - Disney Springs Area

Hyatt Regency Orlando International Airport

Universal's Cabana Bay Beach Resort

Universal's Endless Summer Resort - Dockside Inn and Suites

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Marriott's Grande Vista

Rosen Inn Lake Buena Vista

Courtyard by Marriott across Universal Orlando

More cheap stays in Winter Park

Baymont by Wyndham Orlando North Millenia

Hampton Inn closest to Universal Orlando

Days Inn by Wyndham Orlando Conv. Center/International Dr

Spark by Hilton Orlando near Universal

Hampton Inn Orlando-International Airport

AC Hotel by Marriott Orlando Downtown

Find out more about Winter Park

Top reasons to visit Winter Park

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Where to stay in Winter Park

Things to do near Winter Park

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Frequently asked questions

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