Hotels in Winter Park

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Where to stay in Winter Park?

The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very Good, (9,791 reviews)
Set in Four Corners, this vibrant family-friendly resort boasts a free water park with a lazy river just minutes from Disney's Animal Kingdom. Three restaurants, six outdoor pools, and three poolside bars create an entertaining vacation atmosphere with convenient Orlando airport access.
The price is $165
$241 total
includes taxes & fees
May 14 - May 15
The Grove Resort & Water Park Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (5,394 reviews)
The price is $119
$134 total
includes taxes & fees
Jun 1 - Jun 2
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 star property
Florida Center
9.0 out of 10, Wonderful, (6,768 reviews)
The price is $150
$169 total
includes taxes & fees
May 10 - May 11
Universal's Cabana Bay Beach Resort
La Quinta Inn & Suites by Wyndham Orlando Airport
La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
Airport North
7.4 out of 10, Good, (1,905 reviews)
The price is $78
$88 total
includes taxes & fees
Jun 1 - Jun 2
La Quinta Inn & Suites by Wyndham Orlando Airport
The Alfond Inn
The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,008 reviews)
The price is $299
$365 total
includes taxes & fees
May 14 - May 15
The Alfond Inn
Marriott's Grande Vista
Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,280 reviews)
Unwind at this Orlando resort's 4 outdoor pools and full-service spa. The Grill at Grande Vista serves American cuisine while guests rave about the helpful staff. Located within driving distance of Disney Springs™ and Florida Mall, with golf course access.
The price is $127
$142 total
includes taxes & fees
May 18 - May 19
Marriott's Grande Vista
DoubleTree by Hilton Hotel Orlando Downtown
DoubleTree by Hilton Hotel Orlando Downtown
4.0 star property
Ivanhoe Village
8.0 out of 10, Very Good, (3,301 reviews)
Escape to a tranquil downtown retreat with a refreshing outdoor pool and American cuisine at 60 South restaurant. Located near Camping World Stadium with convenient access to Lynx Central Station, this hotel offers clean rooms and attentive staff.
The price is $117
$131 total
includes taxes & fees
May 17 - May 18
DoubleTree by Hilton Hotel Orlando Downtown
Hilton Garden Inn Winter Park
Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (690 reviews)
Experience modern comfort at this Winter Park hotel near Kia Center and AdventHealth Orlando. After a workout in the fitness center, enjoy a meal at the restaurant or relax at the bar. Free WiFi and parking plus easy access to downtown attractions create an ideal base for travelers.
The price is $174
$198 total
includes taxes & fees
Jun 7 - Jun 8
Hilton Garden Inn Winter Park
Crowne Plaza Orlando - Downtown by IHG
Crowne Plaza Orlando - Downtown by IHG
3.5 star property
Lake Dot
8.8 out of 10, Excellent, (724 reviews)
Escape to this downtown gem with an outdoor pool and bar just minutes from Kia Center and AdventHealth Orlando. The peaceful atmosphere, convenient Lynx Central Station access, and thoughtful room amenities create a perfect Orlando adventure base.
The price is $126
$142 total
includes taxes & fees
Jun 5 - Jun 6
Crowne Plaza Orlando - Downtown by IHG
Park Plaza Hotel
Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,003 reviews)
Escape to this golf hotel with a garden terrace and bar, where you can sip drinks after exploring nearby attractions. Winter Park Station is just a 3-minute walk away, with Kia Center and Camping World Stadium a short drive from your room.
The price is $195
$219 total
includes taxes & fees
May 17 - May 18
Park Plaza Hotel
Courtyard by Marriott Orlando Downtown
Courtyard by Marriott Orlando Downtown
3.0 star property
Ivanhoe Village
9.4 out of 10, Exceptional, (1,006 reviews)
This peaceful Orlando hotel sits near downtown dining and bars. Enjoy The Bistro's American cuisine, a refreshing outdoor pool, and 24-hour fitness center. Just a 5-minute drive to Kia Center, with Lynx Central Station only 12 minutes away by foot.
The price is $131
$147 total
includes taxes & fees
May 17 - May 18
Courtyard by Marriott Orlando Downtown
DoubleTree by Hilton Orlando Theme Park Resort
DoubleTree by Hilton Orlando Theme Park Resort
4.0 star property
International Drive District
7.6 out of 10, Good, (6,737 reviews)
The price is $65
$101 total
includes taxes & fees
Jun 1 - Jun 2
DoubleTree by Hilton Orlando Theme Park Resort
Sheraton Orlando North Hotel
Sheraton Orlando North Hotel
3.5 star property
Maitland
8.4 out of 10, Very Good, (1,097 reviews)
This quiet Maitland hotel offers an outdoor pool and 2 restaurants for your relaxation. Close to RDV Sportsplex and Cranes Roost Park, with easy access to local shopping. Clean rooms and helpful staff create a comfortable atmosphere for business travelers.
The price is $110
$123 total
includes taxes & fees
May 15 - May 16
Sheraton Orlando North Hotel
DoubleTree by Hilton Orlando Airport
DoubleTree by Hilton Orlando Airport
4.0 star property
Airport North
8.6 out of 10, Excellent, (2,345 reviews)
Escape the bustle at this quiet hotel offering an outdoor pool and Fusion cuisine at Landings restaurant. Just 3.4 mi from Orlando airport with free shuttle service, you'll find Florida Mall and restaurants nearby while enjoying 24-hour fitness amenities.
The price is $111
$125 total
includes taxes & fees
May 17 - May 18
DoubleTree by Hilton Orlando Airport
Residence Inn by Marriott Orlando Downtown
Residence Inn by Marriott Orlando Downtown
3.0 star property
Downtown Orlando
9.0 out of 10, Wonderful, (767 reviews)
The price is $127
$143 total
includes taxes & fees
May 31 - Jun 1
Residence Inn by Marriott Orlando Downtown
Hilton Orlando/Altamonte Springs
Hilton Orlando/Altamonte Springs
4.0 star property
Altamonte Springs
9.0 out of 10, Wonderful, (1,415 reviews)
A peaceful retreat with an inviting outdoor pool and American dining at The U restaurant. Just 15 minutes from Kia Center, this hotel offers convenient access to Cranes Roost Park and Altamonte Mall, with free WiFi and parking for hassle-free exploration.
The price is $123
$142 total
includes taxes & fees
May 17 - May 18
Hilton Orlando/Altamonte Springs
Comfort Suites Downtown
Comfort Suites Downtown
2.5 star property
Ivanhoe Village
8.8 out of 10, Excellent, (1,009 reviews)
This quiet hotel features a seasonal outdoor pool and fitness center, just 5 minutes from downtown attractions. Enjoy free breakfast, WiFi, and parking while staying close to Camping World Stadium and Tinker Field. Guests consistently praise the helpful staff.
The price is $114
$128 total
includes taxes & fees
Jun 1 - Jun 2
Comfort Suites Downtown
SpringHill Suites by Marriott Winter Park
SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (367 reviews)
Discover comfort at this Winter Park hotel, just 15 minutes from Kia Center. Fuel up with free breakfast, stay connected with WiFi, and maintain your routine in the fitness center. Grab snacks at the deli or relax with drinks at the bar.
The price is $209
$238 total
includes taxes & fees
May 17 - May 18
SpringHill Suites by Marriott Winter Park
Embassy Suites by Hilton Orlando Downtown
Embassy Suites by Hilton Orlando Downtown
3.5 star property
Downtown Orlando
9.0 out of 10, Wonderful, (1,013 reviews)
The price is $159
$179 total
includes taxes & fees
May 31 - Jun 1
Embassy Suites by Hilton Orlando Downtown
Hilton Garden Inn Orlando Downtown
Hilton Garden Inn Orlando Downtown
3.0 star property
Lake Eola Heights
8.8 out of 10, Excellent, (925 reviews)
Relax at this peaceful downtown retreat with an outdoor pool and Garden Grille & Bar restaurant. Just 5 minutes from Kia Center and a 7-minute walk to Lynx Central Station, the clean rooms and helpful staff create a perfect Orlando base.
The price is $118
$133 total
includes taxes & fees
May 17 - May 18
Hilton Garden Inn Orlando Downtown
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.

When is the best time to visit Winter Park?

Our prices for hotels in Winter Park are cheapest in July
Price trends for hotels in Winter Park
Pricing is based on two traveler single night rates
View properties in May
Currently viewing crowd sizes and weather for May.
Typical weather for Winter Park
May
High 30°C / low 21°C. Sunny most days.
View properties in May
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May, no crowd data, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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July, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
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September, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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November, no crowd data, average high temperature 24 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 21 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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March, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighborhoods in Winter Park

Hannibal Square

Hannibal Square blends rich African American heritage with modern charm in Winter Park's cultural heart. The Heritage Center 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.

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 neighborhood.

Baldwin Park

Baldwin Park offers a peaceful retreat from Orlando's tourist hustle with its scenic Lake Baldwin at the center 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 Center buzzes with boutique shopping and casual dining. The neighborhood 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.

Goldenrod

Goldenrod offers a laid-back suburban vibe just outside Orlando's buzzing center. The neighborhood blends residential calm with convenient access to attractions, making it perfect for travelers 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.

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

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 unrivaled 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.

Kraft Azalea Community Park in Winter Park located north of Orlando in Orange County, Florida.

Check out reviews of Winter Park hotels guests love

Frequently asked questions

What hotels do travelers like in Winter Park?
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 58 vacation homes. In addition, you can choose from 18 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.