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Top 10 Winter Park hotels and places to stay

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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
Learn more about Winter Park
Baldwin Park map

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 map

Hannibal Square

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

Goldenrod map

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 map

Park Avenue District

1 out of top 10 points of interest in this area

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 map

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.

Learn more about Winter Park

Come to Winter Park and enjoy its university life, gardens and natural setting.

Find out more about Winter Park

Find out more about Winter Park

Top reasons to visit Winter Park

  • Charming Historic Streets: Wander through picturesque streets lined with stunning properties, showcasing Winter Park’s architectural beauty.
  • Family-Friendly Activities: Enjoy a variety of attractions, including parks, a water park, and engaging educational experiences for all ages.
  • Vibrant Cultural Scene: Immerse yourself in art and culture at local museums and galleries, highlighting the town's creative spirit.
  • Relaxing Outdoor Spaces: Unwind by serene lakes and urban parks, offering ample opportunities for picnics and leisurely strolls.
  • Diverse Accommodation Options: Choose from family resorts, pet-friendly hotels, and business lodgings, ensuring a comfortable stay.

Find great hotels near Winter Park

Discover a delightful selection of hotel accommodations in Winter Park, Florida, perfect for every type of traveller. Whether you're seeking a family-friendly resort, a pet-friendly hotel, or a business-themed stay, Winter Park offers a variety of options to suit your needs. With competitive room rates and an array of amenities, you can easily find the ideal base for your holiday adventures. Explore the charm of this picturesque town while enjoying comfortable and convenient lodging.

  • Universal's Cabana Bay Beach Resort: Embrace a vibrant retro theme at Universal's Cabana Bay Beach Resort, a delightful 3.5-star destination just 7.5km from Winter Park. Ideal for families seeking a fun-filled holiday, this resort boasts a plethora of child-friendly amenities, including free cribs and an exciting arcade game room. With its spacious family suites and playful atmosphere, guests can relax by the pool or indulge in classic diner fare at the on-site restaurant, making it a perfect spot for creating lasting memories.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: This 4-star hotel, located 6.8km from Winter Park, offers a warm welcome with its signature chocolate chip cookies upon arrival. A family-friendly and pet-friendly haven, the DoubleTree caters to diverse guests, including those from the LGBTQIA community. With amenities such as a children’s pool and an arcade game room, families can enjoy quality time together. Additionally, the hotel features modern meeting spaces, ensuring that business travellers have everything they need for a productive stay.
  • Avanti International Resort: Situated 8.7km from Winter Park, Avanti International Resort is a 3-star accommodation that perfectly blends family-friendly and business-oriented features. With multiple meeting rooms and a fully-equipped business centre, it caters to professionals while also providing a welcoming atmosphere for families. Children can enjoy the arcade game room, while pet owners will appreciate the pet-friendly policies. The thoughtful amenities, such as free cribs and safety features for children, ensure a comfortable stay for all guests.

Where to stay in and around Winter Park

Winter Park, Florida, offers a delightful blend of family-friendly activities and urban charm, making it an ideal destination for a memorable vacation. Explore the historic streets lined with stunning properties, unwind at wellness retreats, and immerse yourself in the vibrant atmosphere of top neighbourhoods. With friendly locals and an abundance of entertainment options, Winter Park promises an enjoyable experience for all ages, ensuring that your holiday is both relaxing and enriching.

  • Orlando: A vibrant metropolis located a mere 3.1km from Winter Park, Orlando is famed for its year-round appeal. The city sees a surge in visitors during March, July, and December, drawn to its family-friendly atmosphere and entertainment options. Orlando boasts an array of attractions, including renowned theme parks, a bustling shopping scene, and cultural venues such as arts centres and film studios. Whether you're looking to indulge in thrilling rides or enjoy a leisurely day at the beach, Orlando offers an unforgettable travel experience.
  • Baldwin Park: Nestled around Winter Park, Baldwin Park is a charming neighbourhood that welcomes travellers seeking a blend of family fun and urban charm. With peak visitor numbers in March to April and July, this area features delightful shopping districts, educational opportunities, and easy access to local resorts. Notable attractions include theme parks and modern college universities, making it an ideal spot for those wanting to experience a vibrant community atmosphere while enjoying a variety of activities.
  • Goldenrod: Located in close proximity to Winter Park, Goldenrod is a neighbourhood popular for its family-oriented and business-friendly vibe. With seasonal visitor peaks in February to March and September, Goldenrod offers a range of attractions, including historic and modern college universities, shopping malls, and centres. This area is perfect for those looking to combine a leisurely shopping experience with educational pursuits, all while enjoying the welcoming community spirit that defines Goldenrod.

Things to do in and around Winter Park

Winter Park, Florida, is ideal for families seeking entertainment and city-themed experiences. Visitors can enjoy a variety of activities, including exploring local resorts, shopping areas, and educational attractions. Don't miss the exciting Winter Park events and the fun at the nearby water park, ensuring a memorable holiday for all ages.

Shopping

In Winter Park, you can shop at Winter Park Village, which offers a vibrant mix of shops and entertainment. Altamonte Mall is a mere 3.1km away, featuring more family-friendly options. If you're up for a drive, visit nearby boutiques for unique gifts and souvenirs.

Recreation

The Kia Centre, located 3.1km from Winter Park, offers an energetic atmosphere perfect for sports enthusiasts. Dubsdread Golf Course, 1.9km away, combines outdoor beauty with excellent golfing. For a more expansive experience, The Trophy Club of Orlando, 5.0km from Winter Park, provides a delightful outdoor golfing backdrop.

Adventure

Experience thrilling races at Lil 500 Go-Karts, located 1.9km from Winter Park, where you can feel the adrenaline rush. For a unique adventure, head to iFly Orlando, 7.5km away, and enjoy the exhilarating sensation of indoor skydiving amidst a lively atmosphere.

Challenge yourself at the RDV Sportsplex Tennis Center, situated 2.5km from Winter Park, offering an exciting environment for tennis enthusiasts. Whether you're a beginner or a pro, enjoy a fantastic day of sports and adventure in this vibrant venue.

Nightlife

Experience the vibrant nightlife in Winter Park by visiting the Plaza Theatre for a cultural evening, or enjoy a romantic film at Enzian Theater. For a fun adventure, head to Battleground Orlando for arcade excitement, perfect for families and thrill-seekers alike.

Booking tips and Expedia advantages for Winter Park

Winter Park, Florida, offers numerous ways to save money during your visit. Enjoy free attractions like Orange Avenue, Lake Eola Park, and Casa Feliz Historic Home Museum. For budget accommodation, consider travelling in August, September, or November, and book your stay about a month in advance for the best rates. Tuesdays are the least expensive days to stay, while Saturdays are the priciest. Use Expedia to compare hotel rates, and don't forget to check for last-minute deals and package options that combine flights and activities for additional 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 desired hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To uncover the best prices and offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your Winter Park hotel reservation with your flights and activities by opting for an Expedia package.

Find the best attractions near Winter Park

Winter Park is an ideal destination for family-friendly and entertainment-themed holidays, featuring attractions like urban parks, serene lakes, and engaging art museums. Visitors can enjoy a variety of outdoor activities, cultural experiences, and family-oriented fun, making it a delightful spot for travellers seeking diverse adventures. Explore the charm of Winter Park and create lasting memories with its unique offerings.

  • Orlando Science Center: A fantastic destination for families, this interactive science museum offers hands-on exhibits and engaging displays. With a focus on culture and education, it's perfect for curious minds of all ages.
  • Orange Avenue: This vibrant street is the heart of the city, bustling with shops, restaurants, and nightlife. Experience the lively atmosphere as you stroll along, enjoying the local culture and urban vibes that define Orlando.
  • Lake Eola Park: A picturesque urban park ideal for families and outdoor enthusiasts, Lake Eola Park features beautiful walking paths, swan boat rentals, and serene picnic spots. It’s a lovely escape within the city, perfect for relaxation and recreation.

Best time to go to Winter Park

The best time to visit Winter Park is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, 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 HighSlightly High
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 Rain (Dry)Mostly SunnySlightly LowSlightly Low
December64.0°F (17.8°C)No Rain (Dry)Mostly SunnyAverageAverage

The nearest major airports for your trip to Winter Park

Winter Park, Florida, can be easily accessed via several major airports. Orlando International Airport (MCO) is situated 7.5km away, with nearby hotels such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 5.0km from the airport, offering various transportation services. Daytona Beach International Airport (DAB) is located 27.3km from Winter Park, with options like the Daytona Grande Oceanfront Resort and Hilton Daytona Beach Oceanfront Resort just a few miles away. For those considering Melbourne International Airport (MLB), it lies 34.2km from Winter Park, with accommodations like DoubleTree Suites by Hilton Melbourne Beach Oceanfront nearby. Each airport provides convenient access to the beautiful Winter Park area.

Top Winter Park Hotel Reviews

Frequently asked questions

What are the best hotels in Winter Park that travellers recommend?
The Park Plaza Hotel is a charming option in Winter Park, boasting an appealing review score of 8.4. Guests are drawn to its elegant stay enhanced by thoughtful amenities such as Egyptian cotton sheets, designer toiletries, and even champagne service. The onsite art gallery adds a touch of culture, making it a superb place for couples looking for a romantic getaway or art enthusiasts seeking inspiration amidst their travels.

For families, The Alfond Inn stands out with an impressive rating of 9.4. This boutique hotel offers premium bedding and spacious suites, ensuring everyone has a comfortable stay. Families will appreciate the poolside bar and outdoor pool, ideal for relaxation after a day of exploring Winter Park. Additionally, the hotel provides wedding services, making it a great choice for couples planning a special event or family gatherings.

Travellers seeking convenience and a modern touch might prefer the Hilton Garden Inn Winter Park, which enjoys an excellent review score of 9.2. Located conveniently near a shopping district, it allows guests to enjoy both relaxation and retail therapy. The premium rooms feature air conditioning for added comfort, making it a solid choice for both business travellers and leisure seekers looking to unwind after a busy day.
What are the best family hotels in Winter Park?
The Alfond Inn in Winter Park is a top-rated family-friendly hotel, boasting a great rating of 9.4. This elegant property offers a refreshing pool that serves as a great spot for families to unwind after a day of exploring. With features like child-friendly window designs and connecting rooms, it caters to the needs of families by ensuring safety and comfort for children while allowing parents to keep an eye on them. The hotel also provides sofa beds, making it easy to accommodate larger families without sacrificing space.

For another excellent option, consider the Park Plaza Hotel, which has a solid review rating of 8.4. This hotel is particularly family-friendly with its free rollaway beds for children and a cozy atmosphere that invites relaxation. The daily housekeeping service ensures a tidy environment, while the charming garden offers a lovely space for families to enjoy some outdoor time together. Find more child-friendly accommodations in Winter Park.
What are the best spa hotels in Winter Park?
For an exceptional spa experience in Winter Park, The Alfond Inn stands out with an exceptional score of 9.4, celebrated for its luxurious amenities and attentive service. This hotel features an extensive range of spa offerings, including couples treatment rooms that create an intimate atmosphere for relaxation. Guests can indulge in various therapies, from soothing hot stone massages to invigorating body scrubs, ensuring that every moment spent here feels rejuvenating.

In addition to its outstanding spa, The Alfond Inn offers a steam room superb for unwinding after a day of exploration, allowing travellers to bask in a serene environment. The combination of high-quality treatments and a welcoming ambiance makes it an excellent choice for couples seeking a romantic getaway. See all spa hotels in Winter Park.
What are the top pet-friendly hotels in Winter Park?
The Alfond Inn in Winter Park, Florida, is a great choice for travellers seeking a luxurious stay with their beloved pets. This boutique hotel boasts a remarkable 9.4 rating from guests, reflecting its attentive service and upscale amenities. Here, you can indulge in a relaxing retreat with on-site spa services, including a variety of massages and body treatments. The outdoor pool area invites you to unwind in style, complete with sun loungers and a poolside bar, creating a superb oasis for both you and your furry friends.

Another excellent pet-friendly option is the Hilton Garden Inn Winter Park, which has earned an excellent review score of 9.2. This hotel offers a warm and inviting space with free Wi-Fi and a well-equipped fitness centre. Positioned conveniently within a vibrant shopping district, it allows families to easily explore local attractions. The hotel is ideal for guests who appreciate both comfort and convenience, while also ensuring a stress-free environment for those traveling with pets.

For travellers or pets, the Park Plaza Hotel offers a charming experience in Winter Park. With an 8.4 review score, this hotel features an on-site art gallery and designer stores, superb for couples looking to enjoy a romantic getaway. Its location in the historical district means you're just steps away from cultural attractions and delightful dining options. See more pet-friendly hotels in Winter Park.
What are the top boutique hotels in Winter Park?
The Alfond Inn in Winter Park is a charming boutique hotel rated an impressive 9.4 by guests, making it a top choice for travellers seeking an intimate and stylish retreat. This exquisite hotel seamlessly blends luxury with a warm, inviting space, ensuring an exceptional experience for those who appreciate attentive service. See all boutique hotels in Winter Park.
What are the best budget hotels in Winter Park?
Hilton Garden Inn Winter Park stands out as an excellent choice for budget-conscious travellers seeking comfort and convenience. With an outstanding score of 9.2, this hotel offers a range of amenities that cater to both groups and solo travellers. Guests appreciate the free WiFi and accessible parking, while the fitness centre ensures that you can stay active during your stay. Located conveniently near a shopping district, it allows for easy exploration of local attractions.

Another fantastic option is the SpringHill Suites by Marriott Winter Park, which has earned an excellent review score of 9.0. This family-friendly hotel features a complimentary full breakfast, great for fueling up before a day of adventures. The child-friendly window design adds an extra layer of safety and comfort for families traveling with kids. Plus, with free parking and a fitness centre, it ensures a convenient stay for all guests.

For those who might be traveling as couples or solo, the Park Plaza Hotel, with a review score of 8.6, offers a unique blend of luxury and affordability. Nestled in the historical district, this hotel boasts an onsite art gallery and designer stores, appealing to those who appreciate culture and style. With premium bedding and designer toiletries, it ensures a touch of elegance without breaking the bank. View all budget hotels in Winter Park.
When is the best time to go to Winter Park?
The most popular time to visit Winter Park is February, when the ski season is in full swing and the mountains are blanketed in pristine snow. During this peak season, which runs from January to March, visitors can enjoy average temperatures around -3 to 2°C, providing a great winter wonderland for outdoor enthusiasts.

This vibrant period attracts a flurry of activity, as skiers and snowboarders flock to the slopes. With an array of well-maintained trails and stunning mountain views, February offers an exhilarating outdoor experience. After a day on the slopes, you can unwind in the charming village, where cosy restaurants serve hearty meals and warming drinks, great for recharging after an adventurous day.

For those looking for a quieter experience, May is a fantastic time to consider. The weather starts to warm up, and while the snow has melted, the scenery remains breathtaking, with lush greenery adorning the landscape. This month sees fewer crowds, allowing you to explore hiking trails and enjoy the natural beauty at a leisurely pace, often at more affordable rates.
Where can I find the best nightlife in Winter Park?
Winter Park, a charming city located just north of Orlando, offers a delightful blend of relaxed elegance and vibrant nightlife.

Park Avenue is the main hub for nightlife in Winter Park, lined with a variety of restaurants, bars, and cafes that create a lively atmosphere. Here, you'll find a mix of chic cocktail lounges and casual spots superb for unwinding after a day of exploring. Some venues even feature live music, adding to the enjoyable ambiance.

For a more laid-back experience, the Mead Botanical Garden area has a few hidden gems where you can enjoy a quiet drink surrounded by nature. It's a lovely setting for those who appreciate a more tranquil evening.

If you're up for a short drive, nearby Orlando offers a wide range of nightlife options, from energetic nightclubs to sophisticated rooftop bars, giving you even more choices for a memorable night out.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winter Park.
How can I save on a Winter Park hotel booking with Expedia?
Members always get our best prices. Find our best Winter Park hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Winter Park hotel?
Prices for hotels in Winter Park often vary, but you can find a great deal from £47 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.