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Hotels in Winter Garden

Choose from 53224 Winter Garden Hotel Deals

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
  • 6 min drive from Flamingo Crossings Town Center
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (10,258 reviews)
"Excellent opportunity for the family"

Reviewed on Jun 22, 2026

The Grove Resort & Water Park Orlando
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

3 out of 5
631 FLAGLER AVE Winter Garden FL
  • 4 min walk from Flamingo Crossings Town Center
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...
9.4/10 Exceptional! (5,029 reviews)
"The rooms were very clean, staff was friendly, and good breakfast (loved their gluten free options). My only issue was that the hotel shuttle to DisneyWorld had to be reserved 24hours ahead of departure time which was 7:45am, however when check-in is at 4pm it’s impossible to reserve a spot for the ..."

Reviewed on Jun 22, 2026

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
341 Flagler Ave Winter Garden FL
  • 4 min walk from Flamingo Crossings Town Center
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...
9.2/10 Wonderful! (5,674 reviews)
"The property and staff were amazing during our stay. The front desk attendants were always friendly and helpful! The rooms were a very nice size, with everything we needed to store food and drinks for our stay. The breakfast was less than desirable. The line was long and the food was gone as soon ..."

Reviewed on Jun 22, 2026

Home2 Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

3 out of 5
411 Flagler Ave Winter Garden FL
  • 3 min walk from Flamingo Crossings Town Center
Stay at this hotel in Winter Garden. Enjoy free breakfast, 2 bars/lounges, and a free theme park shuttle. Our guests praise the breakfast and the pool in our ...
9.4/10 Exceptional! (2,523 reviews)
"Rooms are clean beds are comfy and the staff are very nice would stay again"

Reviewed on Jun 22, 2026

Homewood Suites by Hilton Orlando at Flamingo Crossings
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

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

3.5 out of 5
13279 Hartzog Road Winter Garden FL
  • 4 min walk from Flamingo Crossings Town Center
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...
9/10 Wonderful! (2,219 reviews)
"Shower room water pressure low, after request change room it better."

Reviewed on Jun 21, 2026

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3 out of 5
2111 FLAGLER AVE Winter Garden FL
  • 3 min walk from Flamingo Crossings Town Center
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and 2 bars/lounges. Our guests praise the breakfast and the pool ...
9.6/10 Exceptional! (2,137 reviews)
"Great"

Reviewed on Jun 22, 2026

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4 out of 5
17777 Bali Blvd Winter Garden FL
  • 8 min drive from Flamingo Crossings Town Center
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, 2 outdoor pools, and free water park access. Our guests praise the pool and the helpful ...
8.8/10 Excellent! (3,945 reviews)
"arrived 2 and a half hours after check-in and was told my room was not ready. Had to leave the lobby and get back in an extremely long line just to get my keys activated when my room was ready at 7 PM. Staff was trying to be understanding, amenities were great weather permitting can be a very fun ..."

Reviewed on Jun 22, 2026

Hilton Vacation Club Aqua Sol Orlando West
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
  • 19 min drive from Flamingo Crossings Town Center
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (5,863 reviews)
"Muy buen lugar !"

Reviewed on Jun 22, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
  • 28 min drive from Flamingo Crossings Town Center
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (7,033 reviews)
"Very nice and clean . Helpful staff"

Reviewed on Jun 22, 2026

Universal's Cabana Bay Beach Resort
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
  • 9 min drive from Flamingo Crossings Town Center
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (4,527 reviews)
"Drove down from Myrtle Beach with husband, granddaughter and dog. Check in was fantastic and quick. The lobby is fun with plenty to see and the hotel felt super modern. We headed right back out for the night but when we got to our room we realized we didn't have any washcloths and no trash can. By ..."

Reviewed on Jun 22, 2026

Kompose Boutique Resort at Theme Parks
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

3.5 out of 5
6515 International Drive Orlando FL
  • 28 min drive from Flamingo Crossings Town Center
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our ...
7.4/10 Good! (4,740 reviews)
"While the outdoor pool and bar were nice, the rooms were baron. No art, nothing there. A bed, a desk, two chairs. Only a couple of the outlets worked. Very disappointing."

Reviewed on Jun 22, 2026

Wyndham I-Drive Avanti Resort & Conference Center
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
  • 31 min drive from Flamingo Crossings Town Center
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (6,954 reviews)
"Stayed there for four nights. The bathroom had poor water pressure, the toilet was not flushing properly, the shower was dripping non stop. The air conditioning temperature was hard to control. It was either blasting freezing air or would shut off, which made sleeping uncomfortable. The was one working ..."

Reviewed on Jun 22, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
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.

Find cheap hotels in Winter Garden

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For you, intrepid voyager, Hotwire has a large selection of the best hotels in Winter Garden.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Winter Garden’s 53,224 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $78. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Winter Garden hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Winter Garden. No matter your reason for visiting Winter Garden, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Winter Garden hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Winter Garden for as low as $78.

How many hotels are there in Winter Garden?

With over 53,224 hotels in Winter Garden, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $78.

How to find cheap car rentals in Winter Garden?

Finding a cheap car rental deal in Winter Garden is as easy as scoring cheap hotels in Winter Garden. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.