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Winter Garden hotels

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Best Winter Garden hotels

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Most recommended Winter Garden hotels

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Hilton Vacation Club Aqua Sol Orlando West - Winter Garden - Pool
Parking
Free Wi-Fi
Pool
Homewood Suites by Hilton Orlando at FLAMINGO CROSSINGS - Winter Garden - Building
Free Wi-Fi
Pool
Pet friendly
$98+
Parking
Free Wi-Fi
Pool
Pet friendly

How much is a Winter Garden hotel?

Here are our most popular & best value hotels

3 stars

Good to know

Low season

December

High season

November

Average price (weeknight)

$189

Average price (weekend night)

$155
Cheapest month to stay with an average 28% drop in price.
Most expensive month to stay with an average 29% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a hotel in Winter Garden

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Winter Garden hotel deals

  • If you’re looking for a cheap hotel in Orlando, you should consider visiting during the low season. You'll find cheaper hotels in Orlando in December and August.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Orlando if you stay on a Saturday. The opposite is true for, Tuesday, which is usually the most expensive day.
  • Book at least -1 days before your stay begins to get the best price for your Orlando hotel.
  • The cheapest 3-star hotel room in Orlando found on KAYAK in the last 2 weeks was $99, while the most expensive was $269.
  • How long should you stay? KAYAK users usually book their hotel in Orlando for 3 days.
  • Avid cyclists will want to book lodging that is close to the West Orange Trail, such as the Charming Front Porch & Lake View. This 22-mile trail is both car-free and scenic, making it a great place for either a bike ride or a walk.
  • Winter Garden has become known for all of its delicious craft breweries, so make sure to go to one during your stay, such as the Crooked Can Brewing Company. The Michael's Palisades Resort Condo will put you less than a 10-minute walk from here and offers free parking.
  • If you want to go to a museum during your stay in Winter Garden, opt for a hotel that is in the city center, such as the OYO Townhouse Orlando West. If you stay at this hotel, you will be around a 5-minute drive from the Central Florida Railroad Museum.
  • Spend some time outdoors and go on a hike by choosing a hotel near the Oakland Nature Preserve, which is home to a variety of the region’s wildlife and includes a few trails. The Siena at Bella Collina is just a short drive from this area and has free parking.
  • Visitors that are in the area for work-related reasons can try to stay somewhere that is just a short distance from Florida’s Turnpike, which can be used to drive to Orlando’s nearby business district. The Fairfield Inn & Suites Orlando Ocoee can be found right next to this road.

FAQs when booking a hotel in Winter Garden

  • Where should I book a hotel in Winter Garden if I want to stay in an area that is scenic?

    If you want to be in a part of the city that is especially scenic, stay somewhere along Lake Apopka and its beautiful waterfront. The House with Large Deck offers impressive views of the lake and is just a short walking distance from the city’s downtown. 

  • Where is a convenient place to book a hotel in the city if I am visiting the area with a dog?

    When visiting the area with a furry friend, try to stay somewhere that is close to West Orange Dog Park, a large green space that will give your pooch the chance to stretch their legs and burn off some energy. The Windtree Villas is around a 5-minute walk from the park and a 10-minute walk from the lakefront.

  • Is there a part of the city that has many different dining options that are within walking distance of each other?

    The neighborhood of Ocoee has many different dining options to choose from, including cuisines like Italian, Mexican, and seafood. The Sweet Retreat in Sweetwater Club is less than a 5-minute walk from several local restaurants.

  • When traveling to Winter Garden with children, where should I try to find lodging?

    If you will be traveling to Winter Garden with your family, try to stay at a hotel that is close to Chapin Station, a large park that has an extensive play area with a jungle gym that children of all ages will have fun at. The Lake House With Majestic Views is only a 5-minute drive from this park and a 3-minute walk from Starke Lake.

  • What are the best hotels near Orange County National Golf Club?

    Orange County National Golf Club being one of the most popular landmarks in Winter Garden, many travelers enjoy staying close by. Orange County National Golf Center and Lodge is a recommended hotel on KAYAK within walking distance.

  • How much does a hotel cost in Winter Garden?

    In the last 3 days, double rooms in Winter Garden have been found on KAYAK for as cheap as $103. On average, the price for a double room is $166.

  • How much is a hotel in Winter Garden for tonight?

    In the last 3 hours, users have found Winter Garden hotels for tonight for as low as $103. Users have also found 3-star hotels from $111 and 4-star hotels from $115.

  • How much is a hotel in Winter Garden for this weekend?

    In the last 72 hours, users have found Winter Garden hotels for this weekend for as low as $157 per night. Users have also found 3-star hotels from $171 and 4-star hotels from $116.

  • Which freebies do KAYAK users look for when booking a hotel in Winter Garden?

    KAYAK users look for a hotel in Winter Garden with free breakfast. Hotels with free breakfast in Winter Garden include Homewood Suites by Hilton Orlando at FLAMINGO CROSSINGS, Towneplace Suites Orlando At Flamingo Crossings Town Center/Western Entrance, and SpringHill Suites by Marriott Orlando at FLAMINGO CROSSINGS Town Center/Western Entrance.

  • How do I find a hotel in central Winter Garden?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Winter Garden districts. You can also do a search using the city map to choose a specific location, like Winter Garden city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Winter Garden hotels with free parking?

    There are many hotels in Winter Garden that offer both parking and free parking. Popular choices among KAYAK users include Hilton Vacation Club Aqua Sol Orlando West, Suburban Studios and Fairfield Inn & Suites Orlando Ocoee.

Where to stay in Winter Garden?

Our map will help you find the perfect place to stay in Winter Garden by showing you the exact location of each hotel.