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

Winter Park Hotels from S$77

  • 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
4 Sept - 5 Sept
Tomorrow
5 Sept - 6 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Filter by

Star rating

Guest rating

Our top choices for Winter Park hotels

1. Park Plaza Hotel

Park Plaza Hotel
Park Avenue District
United States
Stephanie
S$237
includes taxes & fees
20 Sept - 21 Sept
Park Plaza Hotel

2. The Alfond Inn

The Alfond Inn
Winter Park
United States
Jorge Felix
S$365
includes taxes & fees
13 Sept - 14 Sept
The Alfond Inn

3. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
Winter Park
United States
Crystile
S$273
includes taxes & fees
6 Sept - 7 Sept
Hilton Garden Inn Winter Park

4. SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
Winter Park
United States
Kenneth
S$287
includes taxes & fees
6 Sept - 7 Sept
SpringHill Suites by Marriott Winter Park

5. Comfort Suites Downtown

Comfort Suites Downtown
Ivanhoe Village
United States
Raul Jr
S$165
includes taxes & fees
28 Sept - 29 Sept
Comfort Suites Downtown

6. Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
Ivanhoe Village
United States
Talan
S$175
includes taxes & fees
7 Sept - 8 Sept
Courtyard by Marriott Orlando Downtown

7. La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
Orlando
United States
Cynthia
S$116
includes taxes & fees
13 Sept - 14 Sept
La Quinta Inn & Suites by Wyndham Orlando UCF

8. The Delaney Hotel

The Delaney Hotel
South Orange
United States
Alexandra
S$187
includes taxes & fees
7 Sept - 8 Sept
The Delaney Hotel

9. Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
Airport North
United States
Katherine
S$127
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn & Suites Orlando Airport @ Gateway Village

10. Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
Airport North
United States
Todd
S$112
includes taxes & fees
7 Sept - 8 Sept
Wingate by Wyndham - Orlando International Airport

11. La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
Airport North
Canada
Vincent
S$102
includes taxes & fees
27 Sept - 28 Sept
La Quinta Inn & Suites by Wyndham Orlando Airport

12. Hyatt House Orlando Airport

Hyatt House Orlando Airport
Airport North
United States
suketu
S$157
includes taxes & fees
20 Sept - 21 Sept
Hyatt House Orlando Airport

13. Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
Airport North
United States
Yahella
S$148
includes taxes & fees
6 Sept - 7 Sept
Hyatt Place Orlando Airport

14. Fairfield Inn By Marriott Orlando Airport

Fairfield Inn By Marriott Orlando Airport
Airport North
United States
keylin
S$120
includes taxes & fees
6 Sept - 7 Sept
Fairfield Inn By Marriott Orlando Airport

15. Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
Airport North
United States
Dwayne
S$107
includes taxes & fees
29 Sept - 30 Sept
Ramada by Wyndham Suites Orlando Airport

16. avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
Orlando
United States
Breana
S$125
includes taxes & fees
14 Sept - 15 Sept
avid hotel Orlando International Airport by IHG

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

Country Inn & Suites by Radisson, Orlando Airport, FL
Airport North
United States
Carmen
S$110
includes taxes & fees
10 Sept - 11 Sept
Country Inn & Suites by Radisson, Orlando Airport, FL

18. DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport
Airport North
United States
Ami
S$141
includes taxes & fees
28 Sept - 29 Sept
DoubleTree by Hilton Orlando Airport

19. Hampton Inn Orlando-International Airport

Hampton Inn Orlando-International Airport
Airport North
United States
Jorge
S$122
includes taxes & fees
10 Sept - 11 Sept
Hampton Inn Orlando-International Airport

20. EVEN Hotel Orlando International Airport by IHG

EVEN Hotel Orlando International Airport by IHG
Airport North
United States
Aaron
S$133
includes taxes & fees
8 Sept - 9 Sept
EVEN Hotel Orlando International Airport by IHG
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Winter Park

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

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.

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.

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.

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.

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.

Stay near popular Winter Park attractions

A bar with wooden decor, a TV screen, and a bartender wearing a red jersey.
Photo by Jay Mullenix

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.
See properties
A traditional brick house with a tiled roof, surrounded by well-maintained hedges and tropical plants.

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.
See properties
A historic building with large columns and moss-covered trees.

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

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
A statue of a man in a garden, a yellow building, and a well-maintained lawn.
Photo by Visit Orlando

Albin Polasek Museum and Sculpture Gardens

8.8/10 (26 reviews)
This intimate museum showcases over 200 sculptures by Czech-American artist Albin Polasek in his former residence. Stroll through Mediterranean gardens along Lake Osceola and glimpse into the sculptor's original studio.
See properties

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.
See properties

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.
See properties

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.

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

Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Me and my Son loved it! We’ll definitely be back!"
Nicole 2-night trip
Posted 4 hours ago
Universal's Cabana Bay Beach Resort
Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite

10/10 Excellent
"place was great , very well located ,super clean ,well maintained , pool was awesome restaurants were great"
Pericles Brito and lumenia 6-night trip
Posted 5 hours ago
Caribe Royale Orlando, WorldHotels Elite
Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort

10/10 Excellent
"Our family stay was great. The water park on site is clean, and has areas for younger children as well as older children and adults. It doesnt open until 11am, however the other pool areas are open earlier and stay open later (waterpark closes at 7) The waterpark had lifeguards standing by the pool areas for the smallers kids, however I was surprised that there wasnt a lifeguard by the larger, outdoor pool area. That larger pool was open very late, as we went night swimming and my kids had tons of fun. The only thing I would keep in mind while booking is that due to the pool being open late, if youre planning on getting to bed around 8 or 9pm don't expect it to be quiet outside. You will hear kids laughing and having fun in the pool, so if that's not for you ask for a room not near the outdoor pool. Also, Im not a big fan of the gradual incline of the pool... it gradually gets deeper and for my child it was difficult to notice. Id rather a pool were one side is specific dept and the other side is deeper, possibly with a floating rope in between so that children realize when they're going in the deep end. Kids are having fun swimming and not looking at the liner of the pool to read the gradual increase in dept. For us, it was so convienient having to step out of our room and right to the pool area. Rooms were very clean!! I appreciate the abundance of towels that were left in the room and the hairdryers."
Joseph Gene 3-night trip
Posted 9 hours ago
Coco Key Hotel & Water Park Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"All was fine"
Vincent M. 5-night trip
Posted 9 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"I didn't like being put by the kid pool when we stood there, I wish someone would of told us that side was people with kids."
Karen 3-night trip
Posted 10 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"My son and I enjoyed our stay"
Jamella 2-night trip
Posted 11 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Price was good for everything that was included, breakfast, dinner, and complimentary drinks daily. Kids had fun at the pool and was close to every where we were going"
Ramiro 4-night trip
Posted 11 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
Universal's Endless Summer Resort - Surfside Inn and Suites

Universal's Endless Summer Resort - Surfside Inn and Suites

8/10 Good
"The hotel was beautiful the roll was close to the traffic and the noise was annoying and the up level room was noise too. The pillow was too soft and my neck was stiff every morning.The bathroom was too small in tight to bath. The pool was amazing and bar off the pool drink was bad, my strawberry daiquiri tasted bad.. overall 6/10 star."
Raquel 2-night trip
Posted 12 hours ago
Universal's Endless Summer Resort - Surfside Inn and Suites
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8/10 Good
"No"
MARIE 2-night trip
Posted 14 hours ago
Rosen Inn Lake Buena Vista

More cheap stays in Winter Park

Baymont by Wyndham Orlando North Millenia

Baymont by Wyndham Orlando North Millenia

2500 33Rd Street Orlando FL
S$77
17 Sept - 18 Sept
includes taxes & fees
Baymont by Wyndham Orlando North Millenia
Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

5635 Windhover Dr Orlando FL
S$110
28 Sept - 29 Sept
includes taxes & fees
Spark by Hilton Orlando near Universal
Holiday Inn Express & Suites Orlando at SeaWorld by IHG

Holiday Inn Express & Suites Orlando at SeaWorld by IHG

10771 International Drive Orlando FL
S$120
8 Sept - 9 Sept
includes taxes & fees
Holiday Inn Express & Suites Orlando at SeaWorld by IHG
Hampton Inn Orlando-International Airport

Hampton Inn Orlando-International Airport

5767 T.G. Lee Blvd. Orlando FL
S$122
10 Sept - 11 Sept
includes taxes & fees
9/10 Wonderful! (2,152 reviews)
Hampton Inn Orlando-International Airport
Hampton Inn Orlando Near Universal Blv/International Dr

Hampton Inn Orlando Near Universal Blv/International Dr

7110 S. Kirkman Rd Orlando FL
S$132
13 Sept - 14 Sept
includes taxes & fees
Hampton Inn Orlando Near Universal Blv/International Dr
AC Hotel by Marriott Orlando Downtown

AC Hotel by Marriott Orlando Downtown

333 South Garland Avenue Orlando FL
S$230
20 Sept - 21 Sept
includes taxes & fees
AC Hotel by Marriott Orlando Downtown

Find out more about Winter Park

Top reasons to visit Winter Park

  • Charming Downtown: Stroll along Park Avenue, lined with boutique shops and cafés, perfect for leisurely exploration.
  • Beautiful Parks and Lakes: Enjoy the picturesque scenery of urban parks and serene lakes, ideal for outdoor activities.
  • Art and Culture: Visit captivating art museums that showcase the region's rich cultural heritage and artistic talent.
  • Family-Friendly Attractions: Engage in a variety of activities suitable for all ages, ensuring fun for the whole family.
  • Exceptional Accommodations: Experience unique stays at charming hotels like The Alfond Inn, known for its outstanding service.

Find great hotels near Winter Park

In Winter Park, Florida, you'll discover a variety of hotel accommodations ranging from charming boutique hotels to family-friendly resorts. Whether you're seeking a pet-friendly environment, business amenities, or a relaxing vacation experience, Winter Park offers an array of options to cater to every traveler's needs. Notably, The Alfond Inn stands out for its unique charm and exceptional service, making it a preferred choice for visitors.

  • Universal's Cabana Bay Beach Resort: A delightful nod to the retro beach resorts of the 1950s and 60s, Universal's Cabana Bay Beach Resort is a vibrant, family-friendly hotel located approximately 19.3km from Winter Park. With a guest rating of 9.0, this 3.5-star property offers a lively atmosphere, featuring an expansive pool area and an on-site arcade game room. Families will appreciate the thoughtful amenities for children, including complimentary cribs and breakfast options designed for younger guests. The resort's playful design and fun-filled environment make it an ideal choice for those seeking a nostalgic vacation experience.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: Situated 17.7km from Winter Park, the DoubleTree by Hilton is a welcoming 4-star hotel celebrated for its blend of comfort and convenience. Rated 8.4 by guests, it caters to both families and business travellers, offering a pet-friendly environment for those wishing to bring their furry companions along. The property features a children’s pool and an arcade game room, ensuring entertainment for the younger guests. The hotel also provides a warm, signature cookie upon arrival, adding a personal touch to your stay. With its proximity to Universal Orlando and comprehensive amenities, this hotel caters to a variety of travel needs.
  • Avanti International Resort: Located approximately 22.5km from Winter Park, Avanti International Resort is a charming 3-star accommodation that appeals to families and beach enthusiasts alike. With a guest rating of 8.0, this resort is designed for relaxation, offering direct access to a lovely beach. The hotel features a variety of child-friendly amenities, including window guards and free cribs, ensuring a safe environment for families. The vibrant atmosphere and convenient location make it a suitable choice for those looking to enjoy both leisure and family time during their stay.

Where to stay in Winter Park

Winter Park, Florida, offers a delightful blend of family-friendly activities and charming city vibes. Stroll along Park Avenue, where you’ll discover boutique shops and cafés, or explore the beautiful parks and lakes that define this picturesque region. Just a short drive away, Central Florida reveals even more attractions, making Winter Park an ideal base for both relaxation and adventure. Experience the warm hospitality and scenic beauty that makes this city a must-visit destination.

  • Orlando: A vibrant metropolis that serves as the backdrop for Winter Park, Orlando is renowned for its year-round appeal. The city experiences peaks in visitor numbers during March, July, and December, drawing families and business travellers alike. Orlando is a hub of entertainment, with world-famous theme parks, film studios, and stunning beaches within easy reach. Enjoy shopping at bustling malls, immerse yourself in the local arts scene, or indulge in fine dining experiences. Whether you're looking for thrilling adventures or a leisurely stroll through the city, Orlando has something for everyone.
  • Goldenrod: Nestled close to Winter Park, Goldenrod is a charming neighbourhood that offers a blend of family-friendly activities and urban experiences. With a moderate seasonal influx of visitors peaking in February to March and September, Goldenrod is perfect for those seeking a mix of education, shopping, and leisure. The area is home to a modern college university and several urban parks, making it ideal for both relaxation and exploration. Wander through local shops or enjoy a day out in the nearby theme parks, and discover the welcoming community spirit that Goldenrod has to offer.
  • Aloma: Another delightful neighbourhood adjacent to Winter Park, Aloma attracts visitors year-round with its appealing blend of city and family-themed experiences. Peak travel times align with March, July, and December, offering a lively atmosphere for those visiting. Aloma boasts convenient access to shopping centres and urban parks, perfect for a leisurely day out. The presence of a modern college university adds to the dynamic feel of the area. Enjoy a day at the beach or explore local attractions, making Aloma a lovely addition to your Florida itinerary.

Things to do near Winter Park

Shopping

In the heart of Winter Park, you can explore Park Avenue, known for its charming boutiques and local shops. If you're up for a drive, visit The Mall at Millenia, a premier shopping destination with a range of high-end retailers and dining options, about 24.1km away.

Recreation

In Winter Park, indulge in rejuvenating treatments at the renowned The Ravenous Pig, where wellness meets culinary delight. Nearby, the peaceful surroundings of the Mead Botanical Garden offer serene walking trails and lush landscapes, ideal for relaxation and reflection amidst nature’s beauty.

Adventure

Experience the thrill of motorsport at Orlando Speedworld, located 24.1km from Winter Park. Feel the adrenaline rush as you watch or participate in exciting racing events. The venue offers a vibrant atmosphere, perfect for those seeking an adventurous day filled with speed and excitement.

Nightlife

Winter Park's nightlife offers a charming blend of sophistication and laid-back vibes. Enjoy a lively evening at The Wine Room for a taste of fine wines, or visit the eclectic Park Avenue for a variety of bars and eateries, perfect for casual socialising with friends.

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

Booking tips and Expedia advantages for Winter Park

To save money during your visit to Winter Park, consider travelling during the off-peak months of August to September and November when accommodation prices are lower. Take advantage of free attractions like Lake Eola Park and Casa Feliz Historic Home Museum. For public transport, buses are a cost-effective option. Book your hotel about a month in advance and aim for a Tuesday stay to secure the best rates. Additionally, explore Expedia’s last-minute deals and consider bundling your hotel with flights and activities for added savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winter Park are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
  • The best time to book a hotel: Book your hotel in Winter Park about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winter Park is Tuesday. The most expensive day to stay in Winter Park is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia's search tool to refine your preferences, such as your budget, preferred location, and the type of accommodation you desire. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the most economical prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: Consider saving money by combining your Winter Park hotel reservation with your flights and activities through an Expedia package. This way, you can enjoy a more cost-effective travel experience.

Find the best attractions in and around Winter Park

Winter Park is a charming destination ideal for family-friendly and entertainment-themed vacations. Visitors can explore delightful urban parks, serene lakes, and captivating art museums, catering to outdoor enthusiasts and those seeking cultural experiences. Additionally, Central Park and nearby theme parks offer a variety of activities for all ages, ensuring an enjoyable stay in this picturesque Florida city.

  • Albin Polasek Museum and Sculpture Gardens: Nestled in Winter Park, this museum showcases the artistry of Albin Polasek, featuring a stunning collection of sculptures and beautiful gardens. Visitors can immerse themselves in the tranquillity of the surroundings while appreciating the intricate works that reflect cultural heritage.
  • Church Street Station: Located 8.0km from Winter Park, this vibrant tourist precinct offers a lively atmosphere, perfect for families. With outdoor spaces, dining options, and entertainment, it serves as a hub of activity where visitors can soak in the local ambience.
  • Orange Avenue: This bustling street, also 8.0km away, captures the essence of city life. Lined with shops, eateries, and urban art, it invites exploration and provides a glimpse into the local lifestyle.

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January60.3°F (15.7°C)Light RainMostly SunnySlightly HighAverage
February64.0°F (17.8°C)Light RainMostly SunnySlightly HighAverage
March67.5°F (19.7°C)Light RainMostly SunnySlightly HighSlightly High
April72.5°F (22.5°C)Light RainMostly SunnyAverageSlightly High
May77.0°F (25.0°C)Light RainMostly SunnySlightly LowAverage
June81.0°F (27.2°C)Light RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Light RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Moderate RainMostly SunnySlightly LowSlightly Low
September80.2°F (26.8°C)Light RainMostly SunnyAverageSlightly Low
October75.0°F (23.9°C)Light RainMostly SunnyAverageAverage
November68.2°F (20.1°C)No RainMostly SunnySlightly LowSlightly Low
December64.0°F (17.8°C)No RainMostly SunnyAverageSlightly High

The nearest major airports for your trip to Winter Park

Accessing Winter Park, Florida, is convenient via its major airports. Orlando International Airport (MCO) is situated 19.3km away, with nearby hotels such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 12.9km from the airport, offering various transportation services. Tampa International Airport (TPA) is 135.2km away, featuring options like The Tampa EDITION, ROOST Tampa, and JW Marriott Tampa Water Street, all within 9.7km of the airport. Daytona Beach International Airport (DAB) is located 70.8km from Winter Park, with hotels like Daytona Grande Oceanfront Resort and Hilton Daytona Beach Oceanfront Resort just 6.4km away, providing easy access to the airport.

Frequently asked questions

What's the best place to stay in Winter Park?
Rosen Inn Lake Buena Vista, located 17.6 mi (28.4 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 DoubleTree by Hilton at the Entrance to Universal Orlando and Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando. 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?
Rosen Inn Lake Buena Vista: Hotel located near Disney Springs™. Features 2 outdoor swimming pools, a children's pool and a snack bar/deli. DoubleTree by Hilton at the Entrance to Universal Orlando and Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando 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 Universal's Volcano Bay. 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 Morse Museum of American Art, Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens. Natural beauty is on display at Kraft Azalea Gardens, Lake Virginia and Mead Garden. 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.

Explore a world of travel with Expedia