Winter Park Hotels from S$89

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Top 10 trending Winter Park hotels

Park Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (1007)
"Excellent location, beautiful 100-year-old hotel "
Park Plaza Hotel
Hilton Garden Inn Winter Park
3.0 star property
9.2 out of 10, Wonderful, (606)
"The dining options close by are increasing and the area is becoming more attractive"
The price is S$267
includes taxes & fees
26 Oct - 27 Oct
Hilton Garden Inn Winter Park
The Alfond Inn
4.0 star property
9.4 out of 10, Exceptional, (1008)
"Wonderful location and excellent staff."
The Alfond Inn
SpringHill Suites by Marriott Winter Park
2.5 star property
9.0 out of 10, Wonderful, (320)
"It was nice to use this hotel."
The price is S$276
includes taxes & fees
2 Nov - 3 Nov
SpringHill Suites by Marriott Winter Park
The Delaney Hotel
3.5 star property
9.6 out of 10, Exceptional, (1020)
"great restaurant and even better rooms!"
The Delaney Hotel
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
3.0 star property
8.4 out of 10, Very good, (1936)
"Very good room and location. Will definitely stay there again "
The price is S$124
includes taxes & fees
20 Oct - 21 Oct
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
Extended Stay America Premier Suites Orlando Sanford
2.5 star property
8.6 out of 10, Excellent, (1005)
"Great place to stay. Great location and awesome staff. "
The price is S$117
includes taxes & fees
20 Oct - 21 Oct
Extended Stay America Premier Suites Orlando Sanford
Comfort Suites Downtown
2.5 star property
8.8 out of 10, Excellent, (1013)
"Was a good basic clean safe hotel stay"
The price is S$179
includes taxes & fees
26 Oct - 27 Oct
Comfort Suites Downtown
Hyatt Place Lake Mary/Orlando North
3.0 star property
8.8 out of 10, Excellent, (1048)
"Enjoyed the stay"
The price is S$147
includes taxes & fees
16 Oct - 17 Oct
Hyatt Place Lake Mary/Orlando North
The Eo Inn - Downtown
3.0 star property
8.0 out of 10, Very good, (1007)
"I loved this hotel. The staff was very down to earth "
The price is S$222
includes taxes & fees
13 Nov - 14 Nov
The Eo Inn - Downtown
Ramada by Wyndham Suites Orlando Airport
3.0 star property
8.2 out of 10, Very good, (4981)
"Very nice stay"
The price is S$115
includes taxes & fees
30 Oct - 31 Oct
Ramada by Wyndham Suites Orlando Airport
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (3657)
"Great hotel"
The price is S$118
includes taxes & fees
22 Oct - 23 Oct
Wingate by Wyndham - Orlando International Airport
La Quinta Inn & Suites by Wyndham Orlando UCF
3.0 star property
8.6 out of 10, Excellent, (2688)
"Everything was nice specially the breakfast buffet"
The price is S$142
includes taxes & fees
23 Oct - 24 Oct
La Quinta Inn & Suites by Wyndham Orlando UCF
DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very good, (6768)
"Great stay"
The price is S$143
includes taxes & fees
27 Oct - 28 Oct
DoubleTree by Hilton at the Entrance to Universal Orlando
Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
7.8 out of 10, Good, (4089)
"Beautiful hotel"
The price is S$89
includes taxes & fees
28 Oct - 29 Oct
Country Inn & Suites by Radisson, Orlando Airport, FL
SPOT X Hotel Orlando/Intl Dr by The Red Collection
3.0 star property
8.6 out of 10, Excellent, (2806)
"renovated rooms, nice staff"
The price is S$111
includes taxes & fees
29 Oct - 30 Oct
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Rosen Inn International
3.0 star property
8.4 out of 10, Very good, (5844)
"Great value and convenient location. "
The price is S$117
includes taxes & fees
2 Nov - 3 Nov
Rosen Inn International
Rosen Shingle Creek
4.5 star property
9.4 out of 10, Exceptional, (4097)
"Always a great experience when we stay here. "
The price is S$121
includes taxes & fees
8 Nov - 9 Nov
Rosen Shingle Creek
Hyatt Regency Orlando
4.5 star property
9.2 out of 10, Wonderful, (1777)
"Great place to stay "
The price is S$268
includes taxes & fees
15 Nov - 16 Nov
Hyatt Regency Orlando
Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
7.4 out of 10, Good, (3718)
"Very clean, friendly staff."
The price is S$98
includes taxes & fees
27 Oct - 28 Oct
Wyndham I-Drive Avanti Resort & Conference Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Winter Park

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

Baldwin Park

If you're looking for some top things to see and do in Baldwin Park and surrounding area, you can visit Orlando Fashion Square and East Orlando Shopping Center.

Hannibal Square

While visiting Hannibal Square, you might make a stop by sights like Hannibal Square Heritage Center and Winter Park History Museum.

Goldenrod

The live music and art galleries are a few reasons travellers visit Goldenrod. Want to see more of the surrounding area? Red Bug Lake Park and Winter Park Village are a few top sights nearby.

Park Avenue District

If you're spending some time in Park Avenue District, Morse Museum of American Art and Cahall Sandspur Field are top sights worth seeing.

College Quarter

Though College Quarter may not have many top sights, you can venture to the surrounding area to see attractions like Casa Feliz Historic Home Museum and Winter Park Tennis Center.

Stay near popular Winter Park attractions

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.

Top Winter Park Hotel Reviews

More cheap stays in Winter Park

Find out more about Winter Park

Top reasons to visit Winter Park

  • Picturesque Parks and Lakes: Winter Park is renowned for its beautiful urban parks and serene lakes, perfect for outdoor enthusiasts.
  • Cultural Experiences: The city boasts engaging art museums and cultural attractions that appeal to visitors of all ages.
  • Charming Downtown: Explore vibrant boutiques and cafes in a welcoming atmosphere that showcases local charm.
  • Family-Friendly Activities: Enjoy a variety of family-oriented fun, from water parks to scenic hiking trails.
  • Diverse Accommodation Options: A range of hotels and resorts cater to every traveller's needs, ensuring a comfortable stay.

Find great hotels near Winter Park

Winter Park, Florida, offers a diverse selection of hotel accommodations, perfect for every type of traveller. From charming resorts to family-friendly hotels, you'll discover a variety of options, including pet-friendly and business-themed establishments. Whether you're seeking a stay at the renowned Park Plaza Hotel or other featured hotels, Winter Park promises a delightful experience amidst its picturesque surroundings.

  • Universal's Cabana Bay Beach Resort: This vibrant, retro-themed resort captures the essence of a classic Florida beach getaway. With a focus on family fun, it boasts an array of child-friendly amenities including a complimentary crib service and an exciting arcade game room. The resort features spacious rooms styled with a nostalgic flair, reminiscent of the 1950s and 60s. Guests can enjoy two large pools, a lazy river, and the convenience of on-site dining options. Located 19.3km from Winter Park, this resort offers a lively atmosphere perfect for creating lasting family memories.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: This upscale hotel is ideal for both business and leisure travellers, with a welcoming atmosphere for all, including the LGBTQIA community. Situated 17.7km from Winter Park, it features well-appointed rooms and a range of facilities catering to corporate needs, such as multiple meeting rooms and an accessible business centre. Families are also well accommodated, with amenities including a children's pool and arcade game room. Guests appreciate the warm welcome with a signature chocolate chip cookie upon arrival, making it a comfortable choice for a multifaceted vacation experience.
  • Avanti International Resort: This charming 3-star hotel offers a pet-friendly environment, making it perfect for families who wish to bring their furry friends along. Located 22.5km from Winter Park, it boasts direct access to the beach and numerous amenities for children, including an arcade game room and a children's pool. The resort’s relaxed atmosphere and well-maintained facilities ensure a delightful stay for visitors of all ages. With a unique pet policy that allows certain pets on-site, Avanti International Resort combines comfort, convenience, and a welcoming vibe for families and pets alike.

Where to stay in Winter Park

Winter Park, Florida, offers a delightful blend of family-friendly activities and urban charm. Explore the vibrant downtown, where friendly locals welcome you to charming boutiques and cafes. This wellness destination is perfect for relaxation and recreation, making it an ideal spot for all ages. With easy access to Central Florida, you're just a stone's throw away from unforgettable experiences that will create lasting memories for every traveller.

  • Orlando: As a vibrant metropolis, Orlando is a hub of excitement and activity, making it a prime destination for tourists. Situated adjacent to Winter Park, the city boasts a year-round influx of visitors, with peak times in March, July, and December. Orlando is renowned for its family-friendly attractions, entertainment-themed venues, and abundant outdoor activities. Notable landmarks include world-famous theme parks, film studios, and nearby beaches, ensuring a diverse travel experience. The city is also home to a variety of shopping areas and cultural centres, providing ample opportunities for exploration and enjoyment.
  • Goldenrod: Nestled closely to Winter Park, Goldenrod is a charming neighbourhood that offers a blend of family-oriented and business-themed experiences. The area sees moderate seasonal travel, with peaks from February to March and in September. Visitors can enjoy shopping at local malls and centres, while education facilities, including a modern college university, add to the neighbourhood’s appeal. Goldenrod's proximity to historic colleges and theme parks makes it an attractive spot for both leisure and educational pursuits, providing a well-rounded experience for all types of travellers.
  • Aloma: Another delightful neighbourhood near Winter Park, Aloma attracts visitors with its city-themed, family-friendly, and outdoor experiences. Like its counterparts, Aloma experiences a steady flow of tourists throughout the year, with peaks in March, July, and December. The area features shopping centres and malls, catering to those looking for retail therapy. It is also home to both modern and historic colleges, as well as local parks, which offer a serene environment for relaxation and recreation. Aloma’s blend of attractions ensures a fulfilling stay for everyone.

Things to do in and around Winter Park

Winter Park offers a delightful blend of family-friendly activities and entertainment options, making it an ideal holiday destination. Visitors can enjoy picturesque picnic areas, explore scenic hiking trails, and indulge in the fun of a water park. For those seeking adventure, eco tours and day trips provide unique experiences, while the charming shopping areas and resorts add to the city's allure.

Shopping

For a delightful shopping experience, visit Winter Park Village, a vibrant centre with entertainment and family-friendly options. Additionally, Altamonte Mall, located 8.0km away, offers a variety of shops and leisure activities. If you're up for a drive, explore the surrounding boutiques for unique treasures.

Recreation

At Kia Center, immerse yourself in an energetic atmosphere with various sporting events. Forest Lake Golf Club invites you to enjoy a round of golf amidst beautiful landscapes, while Camping World Stadium offers thrilling sports experiences just a short distance from Winter Park.

Adventure

Experience the thrill of racing at Lil 500 Go-Karts, located 4.8km from Winter Park, where adrenaline meets fun. At Paintball World Sports Complex, 11.3km away, engage in exhilarating paintball battles. For a unique adventure, soar through the air at iFly Orlando, situated 19.3km from Winter Park.

Nightlife

In Winter Park, the Plaza Theatre offers a charming mix of culture and romance, perfect for an evening out. For a cinematic experience, the Enzian Theatre is just a short distance away, while Battleground Orlando provides thrilling adventure vibes for those seeking a more interactive nightlife experience.

*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 near Winter Park

Winter Park offers a delightful blend of family-friendly activities and cultural experiences, making it an ideal destination for a well-rounded vacation. Visitors can explore beautiful urban parks, serene lakes, and engaging art museums, catering to outdoor enthusiasts and culture seekers alike. With its charming atmosphere and diverse attractions, Winter Park promises an enjoyable getaway for all ages.

  • Harry P. Leu Gardens: Discover the enchanting beauty of Harry P. Leu Gardens, a stunning botanical garden located 3.2km from Winter Park. With its lush landscapes, vibrant flowers, and serene pathways, it offers a perfect romantic escape for couples and a delightful family outing amidst nature's splendour.
  • Orange Avenue: Stroll along Orange Avenue, situated 8.0km from Winter Park. This lively street pulsates with city vibes, featuring an array of shops, eateries, and local culture, ideal for those looking to immerse themselves in the urban atmosphere.
  • Church Street Station: Experience the charm of Church Street Station, located 8.0km away. This vibrant tourist precinct is perfect for families and offers outdoor entertainment, dining options, and a taste of local festivities, making it a great spot for a day out.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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

Visiting Winter Park, Florida, is convenient with two major airports nearby. Orlando International Airport (MCO) is situated 19.3km away, offering excellent hotel options such as The Ritz-Carlton Orlando, Grande Lakes, and Hyatt Regency Orlando, both with shuttle services to the airport. Alternatively, Orlando Sanford International Airport (SFB) is located 20.9km from Winter Park, with nearby hotels like Hilton Orlando/Altamonte Springs and The Westin Lake Mary, Orlando North, providing transfers and shuttles for easy access. For those considering a further option, Daytona Beach International Airport (DAB) lies 70.8km away, with several hotels, including Hilton Daytona Beach Oceanfront Resort, accessible via nearby transport services.

Frequently asked questions

What's the best place to stay in Winter Park?
Hilton Garden Inn Winter Park is a favourite with Expedia customers. This hotel offers a restaurant and free parking. Reviews from our site also recommend The Alfond Inn and SpringHill Suites by Marriott Winter Park as top choices for your visit. See all available top hotels, or vacation rentals in Winter Park.
What are some of the best holiday rentals that Winter Park has to offer?
Marriott's Sabal Palms: This holiday home rental outside of Winter Park is located near the airport, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with an outdoor tennis court and 1 hot tub. See all 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 a restaurant and an outdoor pool for its human guests. Two other good options for you and your pet's trip include Park Plaza Hotel and gorgeous property at winter park -118. 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 spa services and valet parking, 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 spa services and massages. 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. Universal's Cabana Bay Beach Resort 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, an outdoor pool 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 Walt Disney World® Resort. In Winter Park, there are 115 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 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.

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