Winter Park Hotels

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Our top choices for Winter Park hotels

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1000)
"Would stay at the Park again."
United States
Edward
The price is P9,911
P11,150 total
includes taxes & fees
Dec 28 - Dec 29
Park Plaza Hotel

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (635)
"Great Stay! 5 stars all day long!"
United States
Donizete Aparecido
The price is P11,710
P13,323 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hilton Garden Inn Winter Park

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1000)
"Great very clean staff wonderful "
United States
Lisa
The Alfond Inn

SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (336)
"Hotel brand new, everything is clean"
United States
Yunior
The price is P12,299
P13,993 total
includes taxes & fees
Dec 25 - Dec 26
SpringHill Suites by Marriott Winter Park

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4373)
"Great resort will revisit one day "
United States
Jewel
The price is P7,014
P7,891 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Rosen Shingle Creek

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
International Drive District
7.4 out of 10, Good, (3942)
"Excellent room and the beds were very comfortable, also very clean "
United States
Daisy
The price is P3,667
P5,317 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Wyndham I-Drive Avanti Resort & Conference Center

Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL
3.5 star property
International Drive District
9.0 out of 10, Wonderful, (3705)
"Friendly staff, great service, clean rooms, enjoyed the stay. "
United States
Katherine
The price is P5,260
P5,917 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Tru By Hilton Orlando Convention Center Area, FL

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4165)
"Great stay"
United States
Shawna
The price is P6,544
P7,362 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
International Drive District
8.6 out of 10, Excellent, (5431)
"Great stay"
United States
Stephanie
The price is P5,296
P5,958 total
includes taxes & fees
Dec 25 - Dec 26
Rosen Inn at Pointe Orlando

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
Kissimmee
8.2 out of 10, Very Good, (5134)
"Beautiful place to stay."
United States
Mohammad
The price is P2,856
P5,245 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Palazzo Lakeside Hotel

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
Florida Center
8.4 out of 10, Very Good, (6913)
"Great hotel great food"
United States
Malika
The price is P5,260
P5,917 total
includes taxes & fees
Jan 15 - Jan 16, 2026
DoubleTree by Hilton at the Entrance to Universal Orlando

Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites
3.0 star property
Florida Center
9.2 out of 10, Wonderful, (5092)
"Wonderful place to stay!!"
United States
Heidi
The price is P8,474
P9,533 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Universal's Endless Summer Resort - Dockside Inn and Suites

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
Orlando
8.8 out of 10, Excellent, (1919)
"Great stay"
United States
Gerard
The price is P4,590
P5,164 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Aloft Orlando Lake Buena Vista

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
Orlando
8.6 out of 10, Excellent, (5639)
"Great property to stay"
United States
Deepankar
The price is P4,819
P5,421 total
includes taxes & fees
Jan 23 - Jan 24, 2026
Rosen Inn Lake Buena Vista

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
International Drive District
8.6 out of 10, Excellent, (738)
"What a wonderful stay! "
United States
Lucia
The price is P4,952
P5,571 total
includes taxes & fees
Jan 14 - Jan 15, 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
Orlando
8.6 out of 10, Excellent, (3485)
"Clean room, comfortable bed and great breakfast "
United States
Jena
The price is P5,590
P6,289 total
includes taxes & fees
Jan 8 - Jan 9, 2026
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

Avanti International Resort

Avanti International Resort
4.0 star property
International Drive District
7.8 out of 10, Good, (4341)
"Enjoyed our stay "
United States
Sheltra
The price is P4,452
P6,200 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Avanti International Resort

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1388)
"Good location, good breakfast "
United States
Andrea
The price is P6,944
P7,812 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hyatt House Orlando International Drive

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5441)
"Great stay!"
United States
Kiran
The price is P9,503
P10,691 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Drury Plaza Hotel Orlando - Disney Springs Area

Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4150)
"The hotel was great!"
United States
Robin
The price is P6,313
P7,173 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Rosen Centre Hotel
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Where to stay in Winter Park

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

Baldwin Park

Baldwin Park might not have many top sights, but Orlando Fashion Square and East Orlando Shopping Center are two attractions nearby that you can check out.

Hannibal Square

If you're spending some time in Hannibal Square, Hannibal Square Heritage Center and Winter Park History Museum are top sights worth seeing.

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.

Goldenrod

The live music and art galleries are a few reasons travelers visit Goldenrod. Though there aren't many top sights in the neighborhood, you can visit Red Bug Lake Park and Winter Park Village, a few notable attractions nearby.

College Quarter

If you're looking for some top things to see and do in College Quarter and surrounding area, you can visit 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.

Kraft Azalea Gardens showing a fountain, a park and a pond

Top Winter Park Hotel Reviews

More cheap stays in Winter Park

Find out more about Winter Park

Top reasons to visit Winter Park

  • Charming Downtown: Stroll along Park Avenue, featuring delightful boutiques and cafes in a picturesque setting.
  • Scenic Parks and Lakes: Enjoy serene parks and beautiful lakes, perfect for relaxation and outdoor activities.
  • Cultural Experiences: Explore engaging art museums that showcase the vibrant local culture and heritage.
  • Family-Friendly Attractions: Winter Park offers a variety of entertainment options suitable for families.
  • Convenient Accommodations: Choose from a range of lodgings, including family-friendly and boutique hotels.

Find great hotels near Winter Park

Discover a delightful array of hotel accommodations in Winter Park, Florida, where comfort meets convenience. Whether you're seeking a family-friendly resort, a pet-friendly getaway, or a boutique hotel with personalised service, Winter Park offers options to suit every traveller's needs. Enjoy easy access to local attractions and indulge in the best hotel amenities for a memorable vacation experience. With glowing hotel reviews and a variety of lodging types, your ideal retreat awaits in this charming destination.

  • Universal's Cabana Bay Beach Resort: Embrace a vibrant retro theme at Universal's Cabana Bay Beach Resort, a delightful 3.5-star hotel located 19.3km from Winter Park. Ideal for families, this resort offers an array of amenities tailored for children, including a fun-filled Arcade Game Room and complimentary cribs. Guests can revel in the family-friendly atmosphere, with spacious rooms that evoke the charm of the 1950s and 60s, ensuring a memorable vacation experience.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: Situated 17.7km from Winter Park, this 4-star hotel is perfect for those seeking a welcoming environment for families, LGBTQIA travellers, and pet owners. The DoubleTree is known for its warm hospitality, evident in their signature chocolate chip cookie welcome. Children will enjoy amenities such as a dedicated pool and arcade game room. The property allows pets and provides a service animal fee waiver, ensuring all guests feel at home in a stylish and comfortable setting.
  • Avanti International Resort: Located 22.5km from Winter Park, Avanti International Resort presents a modern city-themed escape with a 3-star rating. This pet-friendly hotel caters to business travellers and leisure seekers alike. Guests can enjoy the convenience of its city-centre location while taking advantage of its pet policy, which permits pets and waives fees for service animals. With a relaxed atmosphere and essential amenities, it’s an excellent choice for those looking to blend work and play during their stay.

Where to stay in Winter Park

Winter Park, Florida, offers a charming blend of family-friendly attractions and urban delights. Stroll down Park Avenue, where you’ll find delightful boutiques and cafes nestled in the picturesque downtown. This city is perfect for a quiet getaway, allowing you to unwind in its serene parks while still enjoying the vibrant atmosphere. Explore nearby regions for a mix of entertainment and relaxation, making your vacation a truly memorable experience.

  • Orlando: As a vibrant metropolis, Orlando serves as the heart of central Florida and is the gateway to Winter Park. Known for its year-round appeal, the city attracts visitors for family-friendly entertainment and business-themed experiences. Orlando boasts an array of attractions, including world-renowned theme parks, film studios, and beautiful beaches. The city is home to sprawling resorts and shopping areas, making it a perfect base for your adventures. Whether you're indulging in the arts at local centres or enjoying a thrilling day at a theme park, Orlando promises an unforgettable travel experience.
  • Hannibal Square: Nestled close to Winter Park, Hannibal Square is a charming neighbourhood celebrated for its rich history and vibrant community spirit. Visitors flock here for family outings, outdoor experiences, and entertainment. The area features recreational spaces and golf facilities, ideal for those looking to relax and unwind. With its proximity to Winter Park's attractions such as theme parks and scenic beaches, Hannibal Square offers a delightful blend of leisure and adventure, making it a must-visit destination.
  • Goldenrod: Located just a stone's throw from Winter Park, Goldenrod is a lively neighbourhood that attracts visitors seeking a mix of city charm and outdoor fun. This area is particularly popular among families, with opportunities for education and leisure at local resorts and shopping centres. Goldenrod's appeal lies in its accessibility to landmarks like modern universities and theme parks, providing a diverse range of activities. Whether you're exploring local shops or enjoying the outdoor scenery, Goldenrod is a wonderful addition to your holiday itinerary.

Things to do in and around Winter Park

Winter Park, Florida, is an ideal destination for families seeking entertainment and outdoor adventures. Visitors can explore charming shopping areas, enjoy educational experiences, and partake in various outdoor activities, including scenic hiking trails. The city also offers proximity to theme parks, making it a fantastic spot for holidaymakers looking for fun and relaxation amidst beautiful surroundings.

Shopping

In Winter Park, you can enjoy shopping at Winter Park Village, featuring a vibrant mix of shops and entertainment. Additionally, visit All Fired Up for unique gifts. For more options, if you're up for a drive, check out Lee Road Shopping Center, which also offers a delightful shopping experience.

Recreation

At Camping World Stadium, immerse yourself in the energetic atmosphere of sports events, just 9.7km from Winter Park. Enjoy live performances at The Social, located 8.0km away, where the vibrant entertainment scene awaits. For relaxation, the Winter Park Country Club offers scenic golf amidst beautiful outdoor settings.

Adventure

Experience the thrill of indoor skydiving at iFly Orlando, located 19.3km from Winter Park, where you can soar like a bird. For a fast-paced adventure, head to Lil 500 Go-Karts, 4.8km away, for exhilarating racing. Alternatively, enjoy tennis at RDV Sportsplex Tennis Center, situated 6.4km from Winter Park.

Nightlife

In Winter Park, The Plaza Theatre offers a charming atmosphere with its romantic and cultural performances, while Enzian Theater provides an entertaining experience for families. For a bit of adventure, head to Battleground Orlando, where the arcade thrills await, perfect for family fun.

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

Booking tips and Expedia advantages for Winter Park

Winter Park, Florida, offers several ways to save on your visit. Enjoy free attractions like Orange Avenue, Lake Eola Park, and Casa Feliz Historic Home Museum. For travel, consider the local bus system or walking to explore the area. To secure the best hotel rates, plan your trip between August to September or November, book about a month in advance, and aim for a Tuesday stay, as Saturdays are pricier. Check Expedia for last-minute deals and consider bundling your hotel with flights 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 budget, preferred location, and desired type of accommodation. To find the most economical prices and offers, adjust the price filter to sort from lowest to highest.
  • Consider bundling your trip: You can enjoy savings by combining your Winter Park hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Winter Park

Winter Park offers a delightful vacation experience for families and culture enthusiasts alike. Visitors can explore the city's charming parks, picturesque lakes, and engaging art museums. The area is perfect for outdoor activities, providing a blend of entertainment and cultural experiences. Don't miss the opportunity to enjoy the beauty of the City of Winter Park while immersing yourself in its vibrant local attractions.

  • Casa Feliz Historic Home Museum: Immerse yourself in the rich cultural heritage of Winter Park at Casa Feliz, a beautifully restored historic home that showcases Spanish and Mediterranean architecture. Enjoy guided tours that reveal its fascinating history and charming artefacts, making it a delightful stop for culture enthusiasts.
  • Kraft Azalea Gardens: This enchanting flower garden offers a serene outdoor experience perfect for families. Stroll along picturesque pathways lined with vibrant blooms, and enjoy peaceful views of Lake Maitland, making it an ideal spot for picnics and relaxation.
  • RDV Sportsplex: A premier sports facility located just 6.4km from Winter Park, RDV Sportsplex offers a variety of activities, from ice skating to fitness classes. Whether you're a sports enthusiast or looking to enjoy a fun day out, this venue caters to all ages.

Best time to go to Winter Park

The best time to visit Winter Park is dependent 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 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 with three major airports nearby. Orlando International Airport (MCO) is approximately 19.3km away and offers luxurious hotels like The Ritz-Carlton Orlando, Grande Lakes and Hyatt Regency Orlando, both providing shuttle services. Orlando Sanford International Airport (SFB) is located 20.9km from Winter Park, with notable accommodations such as Hilton Orlando/Altamonte Springs and The Westin Lake Mary, Orlando North. For those considering Melbourne Orlando International Airport (MLB), it's 88.5km from Winter Park, with nearby options like DoubleTree Suites by Hilton Melbourne Beach Oceanfront. Each airport provides various transportation services to ensure a smooth journey to your destination.

Frequently asked questions

What's the best place to stay in Winter Park?
Hilton Garden Inn Winter Park is a favorite with Expedia customers. This hotel offers a restaurant and a fitness center. Reviews from our site also recommend The Alfond Inn and SpringHill Suites by Marriott Winter Park as top choices for your stay. See all available top hotels, or vacation rentals in Winter Park.
What are some of the best vacation rentals in Winter Park?
Marriott's Sabal Palms: This vacation home near Winter Park is located near the airport and has an outdoor pool, a balcony, and a barbecue grill 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 a 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! Most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a reservation that's non-refundable, you might still have the option to 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 hotel in Winter Park?
Park Plaza Hotel is a top LGBTQ-friendly hotel, and features free WiFi and comfy beds. Hilton Garden Inn Winter Park is another good choice for your stay. See all available hotels listed as LGBTQ-friendly in Winter Park.
What's the best pet-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. Other good options for you and your pet 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 place to stay 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 travelers 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 favorite hotel with Expedia travelers looking for a stylish stay, and features 2 outdoor pools and spa services. See all boutique hotels in Winter Park.
What's the best golf hotel in 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 accommodations with pools in Winter Park?
DoubleTree by Hilton Hotel Orlando at SeaWorld: Resort, 8-minute walk from Aquatica. Features 2 outdoor pools, a children's pool, and 2 restaurants. Universal's Cabana Bay Beach Resort and Wyndham I-Drive Avanti Resort & Conference Center are a couple of other choices that feature an onsite 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 center, a bar, and a restaurant. Enjoy a facial, body scrub, or Swedish massage at the onsite 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, cafes, 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 129 hotels and other accommodations to choose from. Find out more about Winter Park.
What should I do while I'm visiting Winter Park?
Cultural venues include Casa Feliz Historic Home Museum, Morse Museum of American Art, and Albin Polasek Museum and Sculpture Gardens. Natural beauty is on display at Kraft Azalea Gardens, Lake Virginia, and Howell Branch Preserve Pavilion. University life is a highlight and campuses to tour include Rollins College and Full Sail University. Check out what more to see and do in Expedia's Winter Park guide.
How should I get around Winter Park?
To venture out into the surrounding area, ride aboard one of the trains 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 temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.