Hotels in Winter Garden

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Tonight
Dec 24 - Dec 25
Tomorrow
Dec 25 - Dec 26
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Where to stay in Winter Garden?

Exterior
Home2 Suites By Hilton Winter Garden
Home2 Suites By Hilton Winter Garden
3.0 star property
9.4 out of 10, Exceptional, (365)
  • cleanliness
    Modern Winter Garden hotel near major attractions and entertainment venues.
The price is $139
$156 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Home2 Suites By Hilton Winter Garden
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.
See more propertiesforward arrow

Check out pet-friendly hotels in Winter Garden

Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (5118)
The price is $106
$119 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Home2 Suites by Hilton Orlando at Flamingo Crossings
View all properties

You may also like hotels with pools in Winter Garden

Outdoor pool
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
3.5 star property
Winter Garden
10.0 out of 10, Exceptional, (2)
The price is $144
$280 total
includes taxes & fees
Dec 25 - Dec 26
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
View all properties

You can also stay at hotels with a hot tub in Winter Garden

Outdoor pool, a heated pool
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (2237)
The price is $118
$133 total
includes taxes & fees
Jan 4 - Jan 5, 2026
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
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.
View all properties

When is the best time to visit Winter Garden?

Our prices for hotels in Winter Garden are cheapest in September
Price trends for hotels in Winter Garden
Pricing is based on two traveler single night rates
View properties in December
Currently viewing crowd sizes and weather for December.
Typical weather for Winter Garden
December
Moderate crowds
High 23°C / low 14°C. Sunny most days.
View properties in December
23°
weather_sun
December, Moderate crowds, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
20°
weather_sun
January, Low crowds, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
23°
weather_sun
February, Low crowds, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
25°
weather_sun
March, High crowds, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
28°
weather_sun
April, Moderate crowds, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
weather_sun
May, Low crowds, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
21°
32°
weather_partly_sunny
June, High crowds, average high temperature 32 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
24°
32°
weather_partly_sunny
July, High crowds, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
32°
weather_partly_sunny
August, High crowds, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
31°
weather_partly_sunny
September, Moderate crowds, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
24°
29°
weather_sun
October, Moderate crowds, average high temperature 29 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
25°
weather_sun
November, Low crowds, average high temperature 25 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
Monthly weather averages (˚C)

Top neighborhoods in Winter Garden

Horizon West

Winter Garden's Horizon West neighborhood has a host of places to visit such as Walt Disney World® Resort and Orange County National Golf Club.

Oakland

Winter Garden's Oakland neighborhood offers attractions including Oakland Nature Preserve.

Downtown Winter Garden

The Downtown Winter Garden neighborhood offers attractions such as West Orange Trail and Central Florida Railroad Museum.

Killarney

Winter Garden's Killarney neighborhood offers attractions including Oakland Nature Preserve.

Top landmarks in Winter Garden

Flamingo Crossings Town Center

If you want to give your credit card some exercise, head out to Flamingo Crossings Town Center in Bay Lake.
See properties

Disney's Palm Golf Course

4.0/5 (119 reviews)
You might want to practice your swing at Disney's Palm Golf Course, a golf course located 11.2 mi (18.1 km) from central Winter Garden. If Disney's Palm Golf Course doesn't quite scratch your golfing itch, Grand Cypress Golf Club, and Orange Lake Golf are also nearby.
See properties

Learn more about Winter Garden

Notable for its golfing, Winter Garden features attractions such as Lake Butler and Orange County National Golf Club. Visitors to this family-friendly city speak highly of the restaurants whereas sights include Lake Louisa State Park and Disney's Magnolia Golf Course.

See all hotels in Winter Garden
ARM53A Historic Downtown Area and Clock of Winter Garden Florida

Check out reviews of Winter Garden hotels guests love

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"Yes and yes, would definitely recommend."
Omar Antonio Rivera 6-night trip
Posted 2 days ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Frequently asked questions

What hotels do travelers like in Winter Garden?
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center, Home2 Suites by Hilton Orlando at Flamingo Crossings and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance are all accommodations that are popular with guests.
Where can I find free parking with my stay in Winter Garden?
Edgewater Hotel offers the perk of free parking.
Can I book a refundable accommodation in Winter Garden?
If you need the flexibility to change your plans to Winter Garden, most properties 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 should I stay in Winter Garden if I'm looking for a cheap accommodation?
An inexpensive option worth considering is Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center.
Where can I stay in Winter Garden if I want a vacation home instead of a traditional hotel?
If you want to find a good alternative to a hotel, look over our selection of 6 vacation homes. In addition, there are 32 apartments and 40 condos.
What will the weather in Winter Garden be like during my visit?
August and July are typically the warmest months in Winter Garden when the average temp is 82°F. January and February are the coldest months when the average temperature is 64°F. August and July are the months with the most rain.
Why should I book my Winter Garden hotel through Hotels.com?
There are lots of reasons to book your Winter Garden 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.