Hotels in Winter Park

Free cancellation options if plans change
Unlock travel rewards with One Key
Save more with Member Prices

Check prices for these dates

Tonight
May 10 - May 11
Tomorrow
May 11 - May 12
Next weekend
May 16 - May 18
In two weeks
May 23 - May 25

Where to stay in Winter Park?

The Alfond Inn
Exterior

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1002)
$294 nightly
The price is $331
May 15 - May 16
Total includes taxes and fees
The Alfond Inn
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.
trending_down

Our prices for hotels in Winter Park are cheapest in August

See average prices and weather for all months

Price trends for hotels in Winter Park

Pricing is based on two traveler single night rates
May
$301
Average price during May is $301
Jun
$286
Average price during June is $286
Jul
$275
Average price during July is $275
Aug
$265
Average price during August is $265
Sep
$297
Average price during September is $297
Oct
$318
Average price during October is $318
Nov
$354
Average price during November is $354
Dec
$327
Average price during December is $327
Jan
$301
Average price during January is $301
Feb
$358
Average price during February is $358
Mar
$401
Average price during March is $401
Apr
$312
Average price during April is $312
Currently viewing crowd sizes and weather for May.

May

trending_upHigh crowds
High 86°F / low 70°F. Sunny most days.
86°
weather_sun
May, High crowds, average high temperature 86 degrees Fahrenheit, average low temperature 70 degrees Fahrenheit. Sunny most days.
70°
89°
weather_sun
June, High crowds, average high temperature 89 degrees Fahrenheit, average low temperature 75 degrees Fahrenheit. Sunny most days.
75°
90°
weather_sun
July, Low crowds, average high temperature 90 degrees Fahrenheit, average low temperature 76 degrees Fahrenheit. Sunny most days.
76°
90°
weather_partly_sunny
August, Moderate crowds, average high temperature 90 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Partly sunny.
77°
87°
weather_sun
September, Moderate crowds, average high temperature 87 degrees Fahrenheit, average low temperature 75 degrees Fahrenheit. Sunny most days.
75°
83°
weather_sun
October, High crowds, average high temperature 83 degrees Fahrenheit, average low temperature 69 degrees Fahrenheit. Sunny most days.
69°
76°
weather_sun
November, Moderate crowds, average high temperature 76 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
62°
73°
weather_sun
December, High crowds, average high temperature 73 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
69°
weather_sun
January, Low crowds, average high temperature 69 degrees Fahrenheit, average low temperature 53 degrees Fahrenheit. Sunny most days.
53°
73°
weather_sun
February, Low crowds, average high temperature 73 degrees Fahrenheit, average low temperature 56 degrees Fahrenheit. Sunny most days.
56°
77°
weather_sun
March, Moderate crowds, average high temperature 77 degrees Fahrenheit, average low temperature 59 degrees Fahrenheit. Sunny most days.
59°
82°
weather_sun
April, Low crowds, average high temperature 82 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
Monthly weather averages (˚F)
View all properties

Top neighborhoods in Winter Park

#upupandaway #balloonglow #balloonglow2019 #remax #upandaway #orlando #orlandoballoonglow #aroundorlando #baldwinpark #orlandonightlife #bluejacketpark #hotairballoon #otown #sonyalpha #orlandophotographer #centralflorida #visitflorida #thecitybeautiful #alpha6000 #a6000 #visitorlando #sony #thecitybeautiful #citybeautiful #sowhatever #illbeupupandaway #balloonfestival #adventuring #glow

Baldwin Park

The Baldwin Park neighborhood has lots to see including Universal Studios Florida and Universal Orlando Resort.

See properties in Baldwin Park
Baldwin Park

Top landmarks in Winter Park

Casa Feliz Historic Home Museum featuring a park and a house

Casa Feliz Historic Home Museum

You can spend time exploring the galleries in Casa Feliz Historic Home Museum during your travels in Winter Park. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.

See properties in Casa Feliz Historic Home Museum
Casa Feliz Historic Home Museum

Learn more about Winter Park

Notable for its university life, Winter Park features attractions such as Casa Feliz Historic Home Museum and Winter Park Village. The city has something for everyone including restaurants along with sights like Albin Polasek Museum and Sculpture Gardens and Morse Museum of American Art.

See all hotels in Winter Park
Lake Virginia featuring a park and a house
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
Sign in or join for free

Frequently asked questions

What hotels do travelers like in Winter Park?
Hilton Garden Inn Winter Park, The Alfond Inn and SpringHill Suites by Marriott Winter Park are all properties that our guests really like.
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 with my pet in Winter Park?
Your furry friend can stay with you at these pet-friendly hotels: The Alfond Inn, Park Plaza Hotel and ADA Compliant Room in Award Winning Hotel w/Rooftop Pool - Close to Parks!. There are 8 alternatives to choose from on our site.
Which Winter Park hotels do travelers like for their terrific location?
Travelers like these properties for their good location: The Alfond Inn and Park Plaza Hotel.
Where should I stay in Winter Park if I'm looking for a budget-friendly accommodation?
SpringHill Suites by Marriott Winter Park is an accommodation you might want to consider that’ll save you money.
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 60 vacation homes. In addition, there are 38 apartments and 5 condos.
Where can I stay if I'm visiting Winter Park with my family?
Your kids are welcome at The Alfond Inn, Hilton Garden Inn Winter Park and SpringHill Suites by Marriott Winter Park.
Where should I stay in Winter Park for a getaway with my partner?
The Alfond Inn is a good option for a romantic getaway with your special someone.
Where should I stay in Winter Park if I want a luxury accommodation?
An option for a luxury stay is The Alfond Inn.
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.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

OneKeyCash is not redeemable for cash and can only be used on Hotels.com®, Expedia®, and Vrbo®.

https://www.hotels.com/lp/b/deals