Hotels in Winter Park

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Oct 22 - Oct 23
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Oct 23 - Oct 25
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Top 5 hotels in Winter Park at a glance

Where to stay in Winter Park?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Winter Park on Hotels.com. These Winter Park hotels consistently deliver on quality, location and traveler experience. Last updated on .

A modern bar area with a long counter, multiple seating options, and pendant lighting.
A spacious living area with a grand piano, a modern sofa set, and a large wooden column.
A spacious lobby with modern seating, a piano, and a bar area.
A covered outdoor seating area with brick flooring, white columns, and orange cushioned chairs.

1. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
Winter Park
CA $280
CA $318 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Garden Inn Winter Park
A cozy living room with a leather sofa, a wooden coffee table, and a leather armchair. There are potted plants and a staircase in the background.
A waterfront property with a dock, boats, and a building with multiple balconies.
A cozy lounge area with leather sofas, a coffee table, and potted plants.
A cozy room with a fireplace, two upholstered chairs, a floor lamp, and a potted plant.

2. Park Plaza Hotel

Park Plaza Hotel
Park Avenue District
CA $265
CA $298 total
includes taxes & fees
Nov 21 - Nov 22
Park Plaza Hotel
A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.
A multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.
A spacious hall with a grand piano, large windows, and a central floral arrangement.
An outdoor dining area with tables and chairs, string lights, and a building with arches and balconies.

3. The Alfond Inn

The Alfond Inn
Winter Park
CA $395
CA $487 total
includes taxes & fees
Nov 22 - Nov 23
The Alfond Inn
An outdoor seating area with a fire feature, cushioned benches, and chairs.
A hotel room with a desk, two beds, a chair, a lamp, and a painting on the wall.
A modern hotel entrance with a sign reading "Springhill Suites by Marriott".
A modern lobby with a curved sofa, armchairs, a coffee table, and a large screen wall.

4. SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
Winter Park
CA $280
CA $318 total
includes taxes & fees
Oct 25 - Oct 26
SpringHill Suites by Marriott Winter Park
A spacious lobby with a reception desk, seating area with sofas and armchairs, and large windows allowing natural light.
A hotel room with a blue sofa, a wooden desk, a TV, and a lamp.
A hotel room with two beds, a blue sofa, a wooden table, and framed pictures on the wall.
A hotel entrance with a covered area, palm trees, and an American flag.

5. Comfort Suites Downtown

Comfort Suites Downtown
Ivanhoe Village
CA $186
CA $209 total
includes taxes & fees
Oct 25 - Oct 26
Comfort Suites Downtown
A multi-story hotel with a modern design, featuring balconies and a covered entrance.
A modern living room with a large flat-screen TV, blue sofas, a round coffee table, and a bookshelf.
An outdoor patio area with wicker furniture, a glass table, and a view of a building in the background.
A modern bar area with a curved counter, bar stools, and a variety of liquor bottles.

6. Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
Ivanhoe Village
CA $178
CA $200 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard by Marriott Orlando Downtown
A stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.
A round mirror reflecting a couple on a bed with a wooden headboard, a lamp, and a small shelf.
A modern hotel with a glass facade, outdoor seating, and a well-lit entrance.
A reception desk with a dark wooden panel and illuminated letters spelling "BELAN HOTEL".

7. The Delaney Hotel

The Delaney Hotel
South Orange
CA $208
CA $235 total
includes taxes & fees
Oct 25 - Oct 26
The Delaney Hotel
A modern living room with a stone fireplace, a sofa, a coffee table, and a lamp.
A hotel room with two beds, a desk, and two lamps.
A modern hotel dining area with multiple tables and chairs, a central bar area, and a kitchen in the background.
A hotel room with a wooden desk, a flat-screen TV, a lamp, a chair, a small cabinet, and a trash bin.

8. Fairfield Inn By Marriott Orlando Airport

Fairfield Inn By Marriott Orlando Airport
Airport North
CA $124
CA $140 total
includes taxes & fees
Nov 22 - Nov 23
Fairfield Inn By Marriott Orlando Airport
A reception area with a pool view mural, two reception desks, and a waiting area with chairs.
A hallway with a dark wood console table, a green vase, and framed artwork on the wall. A sign indicates the direction to the fitness center, ice machine, and AV room.
A hotel with a prominent 'La Quinta' sign, a covered entrance, and a well-lit driveway.
A modern living room with a sofa, chairs, a fireplace, and a flat-screen TV mounted on the wall.

9. La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
Orlando
CA $124
CA $140 total
includes taxes & fees
Nov 2 - Nov 3
La Quinta Inn & Suites by Wyndham Orlando UCF
An outdoor seating area with green chairs and umbrellas, a fire pit, and a building with large windows in the background.
A hotel room with a sofa, two armchairs, a coffee table, and a wall-mounted sign reading "gateway village - ORLANDO stay a while".
A hotel lobby with round tables, chairs, a bar area, and a large screen.
A bar area with a long counter, multiple seating options, and a television screen.

10. Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
Airport North
CA $142
CA $160 total
includes taxes & fees
Nov 16 - Nov 17
Hampton Inn & Suites Orlando Airport @ Gateway Village
An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.
A large hotel with multiple towers, a well-maintained lawn, and a reflective water body in front.
A spacious lobby with high ceilings, arched columns, and a mix of seating areas.
A spacious hotel lobby with a central staircase, multiple seating areas, and large windows offering views of the outdoor area.

11. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
CA $154
CA $173 total
includes taxes & fees
Oct 30 - Oct 31
Rosen Shingle Creek
A hotel room with a bed, a sofa, a desk, a TV, and a painting on the wall.
A modern restaurant with multiple dining tables and chairs, a bar area, and a television mounted on the wall.
A modern lounge area with a sofa set, ottomans, and a small table.
A hot tub with a waterfall mural, a metal ladder, and a tiled floor.

12. Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
Airport North
CA $128
CA $144 total
includes taxes & fees
Nov 1 - Nov 2
Wingate by Wyndham - Orlando International Airport
A modern kitchen with a central island, bar stools, and pendant lighting.
A modern hotel room with a bed, a desk, a chair, a sofa, and a large window.
A modern hotel lobby with a central bar area, seating arrangements, and large windows providing natural light.
A modern reception area with a counter, a wall-mounted lamp, and a mural.

13. Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
Belle Isle
CA $124
CA $139 total
includes taxes & fees
Oct 27 - Oct 28
Wyndham Garden Orlando Airport
Restaurant
A conference room with rows of chairs, a projector screen, and large windows with curtains.
A bar area with a long counter, multiple stools, and shelves with bottles.
A modern reception desk with a flat-screen TV, a computer, and a phone. There is a seating area with chairs and a table, and a large window with a view of palm trees.

14. Hyatt Place Lake Mary/Orlando North

Hyatt Place Lake Mary/Orlando North
Lake Mary
CA $131
CA $151 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt Place Lake Mary/Orlando North
A compact living space with a kitchenette, a dining area, and a seating area.
A multi-story hotel with a central courtyard, featuring a flagpole, palm trees, and a clear blue sky.
An outdoor patio area with wicker furniture, a covered seating area, and a stone wall.
A compact kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, a coffee maker, and a sink.

15. Staybridge Suites Orlando Airport South by IHG

Staybridge Suites Orlando Airport South by IHG
Airport North
CA $135
CA $152 total
includes taxes & fees
Nov 22 - Nov 23
Staybridge Suites Orlando Airport South by IHG
A spacious lobby with a wooden staircase, a reception desk, and a large wall clock.
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.
A modern dining area with a central island, wooden chairs, and large windows with blinds.
An outdoor patio with tables and chairs, surrounded by palm trees and a well-maintained garden.

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

Country Inn & Suites by Radisson, Orlando Airport, FL
Airport North
CA $109
CA $122 total
includes taxes & fees
Oct 26 - Oct 27
Country Inn & Suites by Radisson, Orlando Airport, FL
A hotel with a prominent tower, palm trees, and a red roof.
A buffet area with a microwave, coffee maker, and various food containers.
A hotel room with a sofa, a television mounted on the wall, and a door leading to another room.
A reception area with a modern design, featuring a reception desk, a large floral wall art, and a seating area with a sofa and armchairs.

17. La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
Airport North
CA $104
CA $117 total
includes taxes & fees
Nov 18 - Nov 19
La Quinta Inn & Suites by Wyndham Orlando Airport
A modern dining area with a large table, chairs, and a coffee station.
A display of packaged food items on a table with a sign reading "Good all round".
A modern hotel building with a prominent 'avid' sign, multiple windows, and a covered entrance area.
A market area with shelves stocked with snacks, beverages, and packaged goods.

18. avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
Orlando
CA $131
CA $147 total
includes taxes & fees
Oct 26 - Oct 27
avid hotel Orlando International Airport by IHG
An outdoor patio area with seating, a bar, and a fire feature.
A modern bar area with a long counter, bar stools, and a seating area with tables and chairs.
A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.
A modern hotel with a blue facade, a covered entrance, and palm trees in the foreground.

19. Hyatt House Orlando Airport

Hyatt House Orlando Airport
Airport North
CA $166
CA $186 total
includes taxes & fees
Nov 22 - Nov 23
Hyatt House Orlando Airport
A modern kitchen with a central island, dining area with chairs, and a flat-screen TV mounted on the wall.
A reception area with a wooden reception desk, a large framed picture of a Ferris wheel, and a vending machine.
A hotel reception area with two computer workstations, a printer, and a framed sign.
A hotel room with two beds, each with white linens, a headboard, bedside tables with lamps, and a carpeted floor.

20. Hampton Inn closest to Universal Orlando

Hampton Inn closest to Universal Orlando
Florida Center
CA $109
CA $123 total
includes taxes & fees
Nov 12 - Nov 13
Hampton Inn closest to Universal Orlando
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Our prices for hotels in Winter Park are cheapest in June
Price trends for hotels in Winter Park
Pricing is based on two traveller single night rates
View properties in October
Typical weather for Winter Park
October
High 28°C / low 21°C. Sunny most days.
View properties in October
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Top neighborhoods in Winter Park

A sign for the Winter Park Historical Museum at 200 West New England Avenue.
A brick building with a wooden fence, a bench, and a sign for the Winter Park Historical Museum.
A sign for the Winter Park Historical Museum with three black lamps on top.
A brick building with a black door, a poster of a vintage car, and a bench.
A brick building with a sign reading "Winter Park Historical Museum".

Hannibal Square

Hannibal Square blends rich African American heritage with modern charm in Winter Park's cultural heart. The Heritage Centre showcases local Black history through exhibits and art, while New England Avenue buzzes with boutique galleries and upscale restaurants in restored buildings. History buffs and art lovers can explore the neighborhood's preserved architecture and cultural landmarks. The dining scene features Southern fusion and contemporary American cuisine in historic settings with tree-lined outdoor seating. Most accommodations are charming boutique bed & breakfasts in converted historic homes. The compact, walkable layout makes exploring this authentic cultural enclave a breeze.

A park with a central fountain, surrounded by benches and trees.
A covered patio with wicker furniture and large windows overlooking a garden.
A museum interior with a central stained glass window, wooden benches, potted plants, and framed artworks on the walls.
A museum interior with classical sculptures and framed paintings on the walls.
A display of various vases on a shelf in a museum.

Park Avenue District

Park Avenue District combines elegant shopping with cultural treasures in Winter Park's sophisticated heart. The Charles Hosmer Morse Museum dazzles with its Tiffany glass collection while tree-lined boulevards showcase Mediterranean Revival architecture. Stroll through Central Park's gardens between boutique visits or enjoy sidewalk cafés, galleries, and shops in this European-inspired atmosphere. Fine dining dominates with farm-to-table restaurants and wine bars offering seasonal cuisine. Most attractions sit within a 3-block radius, making this walkable district ideal for architecture enthusiasts. Boutique hotels and luxury bed & breakfasts provide upscale accommodations with personalized service throughout this refined area.

A wooden boardwalk leading to a gazebo over water.
A colorful hot air balloon with a striped pattern, a checkered pattern, and a bear-shaped balloon nearby.
Photo by Amanda Corrao

Baldwin Park

Baldwin Park offers a peaceful retreat from Orlando's tourist hustle with its scenic Lake Baldwin at the centre of it all. Tree-lined streets wind through this charming planned community where wooden boardwalks and fishing piers dot the lakeside trail. Pocket parks and playgrounds provide perfect spots for afternoon breaks, while the Village Centre buzzes with boutique shopping and casual dining. The area shines with its walkable layout and extensive trail system, making cars optional for local exploration. Upscale cafes and bistros serve everything from Italian to American fare, while vacation rentals and condos offer homey alternatives to Orlando's mega-resorts. Getting to theme parks requires a short drive, but that's the trade-off for genuine tranquility.

A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.
A serene river surrounded by dense trees and greenery.
A lake with a gazebo, grassy banks, and a clear blue sky.
A house covered in lights and decorations, with a sign that reads "Santa's Workshop."
Photo by Jay Mullenix

Goldenrod

Goldenrod offers a laid-back suburban vibe just outside Orlando's buzzing centre. The area blends residential calm with convenient access to attractions, making it perfect for travellers who want breathing room. You can hit the lanes at Aloma Bowl, tee off at Winter Pines Golf Club, or explore nearby Red Bug Lake Park between Orlando adventures. Budget-friendly dining spots line Semoran Boulevard with casual chain restaurants and family diners serving meals that won't break the bank. The area is definitely car country, so rent wheels to zip between Winter Park Village and downtown Orlando. Extended-stay hotels and mid-range chains provide comfy, no-fuss places to crash after long theme park days.

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

College Quarter

College Quarter wraps you in academic charm with Mediterranean Revival buildings and leafy walkways. Students chat at outdoor cafes while indie bookstores and small galleries invite exploration. Stroll through palm-dotted streets where historic architecture creates a scholarly yet welcoming vibe. Catch a game at Barker Stadium or visit the Winter Park Playhouse for a cultural fix. Budget-friendly cafes and casual eateries cater to student appetites with extended hours during the school year. Vacation rentals in converted student housing offer affordable stays, putting you steps away from campus attractions. The neighborhood's walkable streets make getting around a breeze without needing a car.

Top landmarks in Winter Park

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)
If you'd like to get a taste of Winter Park student life, check out Full Sail University, located 2.2 mi (3.6 km) from central Winter Park.
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A historic building with a tiled roof and arched windows, surrounded by lush greenery and a brick pathway.

Casa Feliz Historic Home Museum

9.2/10 (34 reviews)
If museums are on your list of things to see in Winter Park, then you might want to head to Casa Feliz Historic Home Museum. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you want to see more of the museums in Winter Park, you can easily walk to Morse Museum of American Art or Winter Park History Museum.
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A park with a dirt path, trees with Spanish moss, and green grass.

Mead Garden

8.4/10 (27 reviews)
If you like spending time outside, why not spend the afternoon at Mead Garden, a park located 3.2 mi (5.1 km) from the center of Orlando. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Want to stretch your legs some more? Head to Harry P. Leu Gardens and Festival Park, both nearby.
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A pathway through a park with tall trees and hanging moss.

Kraft Azalea Gardens

9.6/10 (24 reviews)
Ready for an education in local botany? Kraft Azalea Gardens should make your list of places to visit, located 0.8 mi (1.3 km) from central Winter Park. Want to stretch your legs some more? Head to Harry P. Leu Gardens and Cranes Roost Park, both nearby.
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A stained glass window with a mermaid design.

Morse Museum of American Art

9.8/10 (68 reviews)
Morse Museum of American Art is just one of the attractions in Park Avenue District, Winter Park so you might want to stop by during your trip. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you want to experience more of the culture Winter Park has to offer, head to Casa Feliz Historic Home Museum, Rollins College, and Winter Park Village.
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A sign for the Winter Park Historical Museum at 200 West New England Avenue.

Winter Park History Museum

7.2/10 (5 reviews)
Winter Park History Museum is just one of the attractions in Hannibal Square, Winter Park so you might want to stop by during your trip. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. If you want to experience more of the culture Winter Park has to offer, head to Rollins College, Casa Feliz Historic Home Museum, and Orlando Museum of Art.
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Winter Park Village

9.6/10 (323 reviews)
If you like shopping, take time out to go to Winter Park Village when in Winter Park. It's also full of great shops and restaurants, so you can spend the afternoon having a wander.
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Lee Road Shopping Center

9.0/10 (38 reviews)
If you want to give your credit card some exercise, head out to Lee Road Shopping Center in Fairview Shores. It's also full of great shops and restaurants, so you can spend the afternoon having a wander. Splash some more cash at The Center of Winter Park Shopping Center and Hollie Anna Shopping Center.
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Learn more about Winter Park

Escape the theme park frenzy on Park Avenue's brick-paved elegance, where upscale boutiques and outdoor cafes create a sophisticated small-town atmosphere. The Morse Museum houses an unrivalled collection of Tiffany glass that sparkles like frozen sunlight. Paddle a swan boat across Lake Osceola for postcard-worthy photos, or explore the hidden beauty of Kraft Azalea Gardens. Rollins College campus offers Spanish Mediterranean architecture worth admiring before browsing the Albin Polasek Museum's sculpture gardens. Winter Park Village provides shopping without the mall madness, while Casa Feliz Historic Home Museum reveals the city's wealthy winter resident past. Visit during a festival when the already-charming streets transform into celebration central.

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

Check out reviews of Winter Park hotels guests love

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Clean property and amenities"
Vera 3-night trip
Posted less than an hour ago
Marriott's Grande Vista
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"An excellent experience with this hotel. Everything was wonderful and way exceeding our expectations. I highly recommend it! Thank you."
Tieliu Tyler 2-night trip
Posted 1 hour ago
Drury Plaza Hotel Orlando - Disney Springs Area
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Loved this hotel! We received a surprise upgrade with our room upon check in. Thanks, Cabana Bay! The Starbucks onsite was super convenient before heading to the parks and getting your morning caffeine fix. The early park admission we received for Epic was awesome and enabled us to get on a bunch of rides before the park opened. The buses were great and ran every 15 minutes. Overall, it has everything you need and the staff were incredibly helpful! I’d highly recommend staying here if you’re planning to hit up the Universal parks."
Amy 3-night trip
Posted 5 hours ago
Universal's Cabana Bay Beach Resort
Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando

10/10 Excellent
"We had a prank fire alarm 1:30 am and then a second time. First time I’ve had that in all my years of traveling."
Sharaz 3-night trip
Posted 18 hours ago
Courtyard by Marriott across Universal Orlando

Frequently asked questions

How much does a hotel room cost in Winter Park?
You can discover great hotels in Winter Park from CA $117 with properties to suit all budgets and needs. If you're after an affordable hotel in Winter Park that meets all of your requirements, set your filters and then sort the results by "Price: low to high".
How can I find deals and earn rewards at Winter Park hotels?
Discover great deals on Winter Park hotel stays with Hotels.com. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. And make sure to check out our last-minute deals on Winter Park hotels.
Can I book Winter Park hotels with free cancellation?
It's easy to book a refundable Winter Park hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top-rated luxury hotels in Winter Park?
One of the most popular luxury hotels in Winter Park is The Alfond Inn. The Alfond Inn is a luxury hotel with a high guest rating amongst our travelers, and it offers 2 outdoor pools, a sauna and Swedish massage treatments.
What are some top pet-friendly hotels in Winter Park?
Consider one of our travelers' favorite pet-friendly hotels in Winter Park:You can check "Pet friendly" on the Hotels.com "Amenities" filter in your search to find even more pet-friendly hotels in Winter Park.
What are the top Winter Park hotels with a pool?
For a little extra luxury, discover some of the best Winter Park hotels with a pool. The Alfond Inn is a great hotel with 2 outdoor pools and a guest rating of 9.6 out of 10. Plus, you can make the most of its restaurant and poolside bar. You can select "Pool" in the "Amenities" filter of your search on Hotels.com to find even more places to stay in Winter Park with a pool.
What are the top Winter Park boutique hotels?
Choose a stylish and luxurious boutique hotel in Winter Park. The Alfond Inn is a popular hotel with our travelers, offering guests 2 outdoor pools and a restaurant as well as climate-controlled guestrooms with late-night room service and pillowtop mattresses.
What are some popular hotels in central Winter Park?
If you're looking for hotels in central Winter Park, check out The Alfond Inn and Park Plaza Hotel. Travelers love The Alfond Inn for its location, as well as the 2 outdoor pools, restaurant and poolside bar this hotel offers. Park Plaza Hotel is another popular central hotel with a hot spring, a restaurant and a bar/lounge. Stay at one of these hotels for easy access to top sights like Kia Center, Camping World Stadium, and Tinker Field Plaza. Downtown Orlando and College Park are some of the most central neighborhoods for your Winter Park vacation.
Can I book a refundable hotel in Winter Park?
If you're looking for the flexibility to change your plans to Winter Park, most hotels offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Winter Park if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, browse our selection of 55 vacation homes. In addition, you can choose from 19 apartments.
What will the weather in Winter Park be like during my vacation?
July and August are typically the warmest months in Winter Park when the average temp is 82°F. January and February are the coldest months when the average temperature is 64°F. August and September are the months with the most rain.
Why should I book my Winter Park hotel through Hotels.com?
There are lots of reasons to book your Winter Park trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Winter Park

Discover Winter Park: Where Adventure Meets Enchantment in a Snow-Kissed Wonderland

Nestled just north of Orlando, Winter Park, Florida, is a charming city that seamlessly blends cultural richness with natural beauty. Stroll along Park Avenue, lined with boutique shops and delightful eateries, or take a serene boat tour through its picturesque lakes and canals. Don’t miss the renowned Charles Hosmer Morse Museum of American Art, home to stunning Tiffany glass. Enjoy lush gardens at the beautiful Mead Botanical Garden or experience the thrilling events at Rollins College’s Alfond Sports Center. With its enchanting landscapes and vibrant arts scene, Winter Park invites you to discover its unique allure. For great hotel rates in Winter Park, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels near Winter Park

Winter Park offers a range of hotel accommodations, from luxury rooms with stunning views to charming boutique hotels that reflect the area’s unique character. Visitors can enjoy comfortable stays in well-appointed hotels near the city, perfect for exploring the beautiful surroundings and local attractions. Here are some of the most popular hotels with our travelers near Winter Park:

  1. Comfort Suites DowntownOpens in a new window: This inviting budget-friendly hotel boasts a commendable guest rating of 8.8 out of 10, making it an attractive option for leisure travellers. With a focus on comfort, the property features clean and cozy rooms, a complimentary hot breakfast, and a central location that provides easy access to activities in Orlando. Guests appreciate the warm and accommodating atmosphere, perfect for those seeking a relaxing stay near essential amenities.
  2. Countryside Inn & Suites OrlandoOpens in a new window: A charming budget-friendly hotel, Countryside Inn & Suites Orlando offers a delightful pet-friendly experience, allowing furry companions to join in on the adventure. The guest-centric amenities include various pet policies, ensuring a worry-free stay for pet owners. With a welcoming environment and comfortable accommodations, this hotel is ideal for those looking to explore Winter Park while enjoying the company of their beloved pets.
  3. Holiday Inn Orlando North Winter Park by IHGOpens in a new window: Designed with the modern traveller in mind, Holiday Inn Orlando North Winter Park by IHG is an appealing budget-friendly option that caters to business-oriented guests. This hotel provides a conducive atmosphere for productivity, featuring comfortable rooms and essential amenities that ensure a smooth stay. With a focus on convenience and quality, this property stands out as a top choice for individuals seeking a seamless travel experience in Winter Park.

Where to stay near Winter Park

Some of the best areas to stay in when visiting Winter Park, Florida, are Orlando, Altamonte Springs, and Maitland. Orlando offers thrilling theme parks and vibrant entertainment; Altamonte Springs boasts beautiful parks and friendly cafes; and Maitland features a charming arts scene and family-friendly dining. For first-time visitors, Orlando is the ideal choice for its diverse attractions.

  1. OrlandoOpens in a new window: Orlando is a vibrant, bustling city known for its world-class theme parks and family-friendly activities. It’s perfect for those looking to experience the excitement of attractions like Universal Studios Florida and SeaWorld® Orlando. Beyond the thrills, Orlando boasts a lively shopping scene and a variety of cultural venues to explore. The city's dining options cater to every palate, making it a great spot for food lovers. If you’re into golf, you’ll find fantastic courses to tee off on. Stay at hotels that offer easy access to these attractions, ensuring your trip is both comfortable and fun.
  2. Altamonte SpringsOpens in a new window: Just a short drive from Orlando, Altamonte Springs is a charming area that combines natural beauty with a friendly atmosphere. It’s ideal for those who enjoy shopping and dining, especially around Cranes Roost Park, where you can stroll along the beautiful lakefront. The parks in the area provide lovely spots for a picnic or a leisurely walk. It’s a quieter alternative for families looking for a relaxing getaway while still being close to the action of Orlando. Look for accommodations that offer a homey feel and easy access to the outdoor spaces that make this area special.
  3. MaitlandOpens in a new window: Maitland is a hidden gem that offers a blend of art, culture, and community spirit. It’s a perfect spot for those who appreciate local art galleries and cultural attractions. The area features beautiful parks where you can unwind and enjoy the outdoors. Dining options focus on a cozy, friendly atmosphere, making it a great place for families and couples alike. With a slower pace compared to its neighbors, Maitland is ideal for travelers looking to escape the hustle and bustle while still being near the excitement of Orlando. Consider staying in charming local lodgings that reflect the area’s unique character.

Things to do in Winter Park

Winter Park offers a delightful escape with its picturesque lakes, lush gardens, and scenic parks, perfect for nature lovers. Enjoy leisurely boating on tranquil waters, soak in live music under the stars, or embark on a birdwatching adventure amidst vibrant flora. It's a charming destination for relaxation and exploration!

  • Walt Disney World® ResortOpens in a new window – Dive into the magical world of Walt Disney World® Resort, where thrilling rides, enchanting characters, and spectacular shows await. Spend your day exploring diverse themed areas and indulge in delicious treats while surrounded by stunning gardens and vibrant natural landscapes.
  • Tinker FieldOpens in a new window – Step back in time at Tinker Field, a historic site that once hosted memorable baseball games and concerts. Wander around the grounds and soak in the nostalgia of this iconic venue, where the spirit of past events still lingers in the air.
  • Universal Studios FloridaOpens in a new window – Experience the excitement of Universal Studios Florida, where blockbuster films come to life. With exhilarating rides and immersive attractions, you’ll have the chance to step into your favourite movies and experience the thrill of a lifetime.
  • Lake Eola ParkOpens in a new window – Take a leisurely stroll through Lake Eola Park, an urban oasis that boasts picturesque views and serene walking paths. Enjoy a peaceful afternoon by the lake, where you can watch the swans glide by and relax under the shade of lush trees.
  • Dr. Phillips Center for the Performing ArtsOpens in a new window – Discover the vibrant arts scene at the Dr. Phillips Center for the Performing Arts. Attend a captivating performance or simply enjoy the stunning architecture of this cultural hub, which showcases a variety of events from Broadway shows to concerts.

4 tips for savvy savings when booking a hotel in Winter Park

  1. Book for the cheapest times: The most affordable time to visit Winter Park is during August, September, and November, when hotel prices tend to be lower. For a great value for money experience, consider staying for at least 3 to 4 days to fully explore the area's key landmarks, cultural sites, and natural beauty. During your budget-friendly getaway, you can visit local universities, enjoy delightful cafes and dining options, stroll through beautiful gardens, and take in the serene lakeside views. Don't miss out on the vibrant shopping scene, opportunities for birdwatching, and live music events that make Winter Park a culturally rich destination.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Winter Park, consider checking the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may discover discounted hotel rates as your travel date approaches. To stay informed about flash sales and exclusive last-minute promotions, enable email alerts or push notifications from Hotels.com. With the Smart ShoppingOpens in a new window tool available in the app, you can effectively compare hotel prices and amenities, ensuring you’re more likely to see the best options. This way, if prices drop or rooms become available, you'll be among the first to know and ready to book your getaway.
  3. Be flexible with dates: Prices may fluctuate due to factors like the hotel's location, star rating, and the time of year, so having some flexibility with your travel dates could help you find a more affordable stay in a Winter Park hotel. For those seeking a distinctive experience, boutique hotels often provide a more personalised touch and may offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price is on the higher side, we may suggest alternative dates that could lead to a more budget-friendly option.
  4. Consider your location: Hotels near the city centre usually tend to be more expensive, but thanks to Winter Park's excellent public transit options, you may discover a more affordable independent hotel located further out that remains well-connected. For those interested in exploring alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often great value for money to be found. Opting for these alternative destinations can provide a more authentic and budget-friendly experience.

Best time to go to Winter Park

Winter Park experiences its lowest average temperature in January, at 60.3°F (15.7°C), while August is the hottest month, with an average temperature of 82.6°F (28.1°C). August is typically the wettest month. If you’re looking to soak up the lively atmosphere in Winter Park, January to March are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light rainfall. However, if you prefer a more relaxed experience, May, August, and November are perfect for a quieter getaway, marked by no to moderate rainfall and mostly sunny conditions.

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