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Top Rated Winter Garden Hotels

Estimated price for 1 night/2 adults

Edgewater Hotel
Edgewater Hotel
2.5 out of 5.0 99 W Plant St, Winter Garden, FL
$130
5.0/5 (1 reviews)

Enjoyed the unique location and the many restaurants and shops easily accessible from the Edgewater.

Reviewed on Mar 11, 2017
TownePlace Suites Orlando @ Flamingo Crossings West Entrance
TownePlace Suites Orlando @ Flamingo Crossings West Entrance
3.5 out of 5.0 13295 Flamingo Crossings Boulevard, Winter Garden, FL
Free Cancellation
$87
4.7/5 (21 reviews)

Great hotel in close proximity to Disney World. The breakfast is varied, the room was very clean, the layout was comfortable. Great for travelling with children.

Reviewed on Mar 25, 2019
SpringHill Suites Orlando at Flamingo Crossing/West Entrance
SpringHill Suites Orlando at Flamingo Crossing/West Entrance
3.0 out of 5.0 13279 Flamingo Crossings Boulevard, Winter Garden, FL
Free Cancellation
$103
4.6/5 (47 reviews)

The pool area is beautiful. The bar service was excellent. The front desk staff was extremely helpful. The breakfast was good.

Reviewed on Mar 20, 2019
The Grove Resort Orlando
The Grove Resort Orlando
4.0 out of 5.0 14501 Grove Resort Avenue, Winter Garden, FL
Free Cancellation
$159
4.5/5 (115 reviews)

Great place to stay with family and kids, amazing kids pool

Reviewed on Apr 13, 2019
Disney Area Villas Vacation Homes
Disney Area Villas Vacation Homes
3.5 out of 5.0 3050 Michigan Ave, Kissimmee, FL
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4.0/5 (1 reviews)

The house was big and comfortable, however the rooms were a little dusty and there was not soap on the bathroom

Reviewed on May 28, 2018
Liki Tiki Village by Diamond Resorts
Liki Tiki Village by Diamond Resorts
3.5 out of 5.0 17777 Bali Blvd, Winter Garden, FL
Free Cancellation
$107
4.0/5 (429 reviews)

It is definitely time for an interior and decor update. The property is starting to show some wear and tear.

Reviewed on Apr 16, 2019
Orange County National Lodge
Orange County National Lodge
3.0 out of 5.0 16325 Phil Ritson Way, Winter Garden, FL
$63
3.5/5 (2 reviews)

After a day at Disney this hotel location was a bit out in the middle of nowhere but not to hard to find and very quiet and nice with a very helpful staff and great opportunities of any golfer.

Reviewed on Jun 24, 2018
2/2 · 2 Bedroom/2 Bathroom Condo Near Disney
2/2 · 2 Bedroom/2 Bathroom Condo Near Disney
Winter Garden, FL
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Cozy Lake View Home With View of Disney Fireworks
Cozy Lake View Home With View of Disney Fireworks
Winter Garden, FL
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Luxury Hotels in Winter Garden

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Pet Friendly Winter Garden Hotels

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Finding a Hotel in Winter Garden


So you're thinking about a holiday to Winter Garden? If you want a place to call home that's located near some well-known Winter Garden attractions such as Walt Disney World® area and Walt Disney World® Resort, just go to Orbitz, choose your travel dates, and voilà! Review the list of hotels and other accommodations to find those that are close to everything you want to see.


Whether you want a bed and breakfast or a cheap hotel, Winter Garden has 34 places you can stay including:

  • 4 hotels
  • 9 condos

We make it easy to find a convenient flight into Kissimmee, FL (ISM-Kissimmee Gateway), which is 17.2 mi (27.7 km) from the heart of the city. Find your ideal flight in nothing flat by using the filters on our site to narrow down your search.


Accommodations in Winter Garden


Orbitz can help you find lodging that has all the amenities you want in a hotel, whether that's free parking, a kitchen, or a swimming pool.

If you want an early meal before venturing out to discover your surroundings, consider one of these Winter Garden properties, known for their free breakfast:

  • TownePlace Suites Orlando @ Flamingo Crossings West Entrance
  • SpringHill Suites Orlando at Flamingo Crossing/West Entrance
  • Liki Tiki Village by Diamond Resorts

Go for a swim when you stay at one of these Winter Garden properties, appreciated for their pools.

  • SpringHill Suites Orlando at Flamingo Crossing/West Entrance
  • TownePlace Suites Orlando @ Flamingo Crossings West Entrance
  • Z-suspended - Palisades Resort

What's the Weather Like in Winter Garden?


Debating whether you're going to need socks with your sandals while you're here? Winter Garden is typically warmest in July and August, while it’s usually the chilliest in January and December. The rainiest months are August and June, while the driest months are normally November and April. Here's a rundown of rain and seasonal temperatures so you're completely prepared for all that Mother Nature can deliver:


  • January to March: average temp during the day is 80°F and 47°F at night
  • April to June: average temp during the day is 91°F and 56°F at night
  • July to September: average temp during the day is 92°F and 69°F at night
  • October to December: average temp during the day is 87°F and 47°F at night
  • Annual rainfall average: 52.01 inches

Things to See and Do in Winter Garden


After you've taken in a bit of nature such as the waterparks in family-friendly Winter Garden, grab something to eat or drink at the restaurants. Discover these noteworthy sights during your visit:

  • Walt Disney World® area
  • Walt Disney World® Resort
  • Orange County National Golf Club
  • Lake Butler
  • Oakland Nature Preserve
  • Disney's Magnolia Golf Course

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