Name: Homewood Suites by Hilton Orlando at Flamingo Crossings
Price range: $137 total
Rating: 9.4

Where to stay in Winter Garden

Oakland

When in Oakland, you can plan a visit to Bella Collina Golf Club and West Orange Trail, some noteworthy sights in the nearby area.

March 25, 2023, Winter Garden, FL: The West Orange bicycle trail through Winter Garden, Florida

Downtown Winter Garden

While visiting Downtown Winter Garden, you might make a stop by sights like West Orange Trail and Central Florida Railroad Museum.

Panoramic view of Lake Apopka and nature Florida.

Killarney

If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail.

See our Where To Stay guide

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

$222 nightly

$250 total

Apr 19 - Apr 20

Total with taxes and fees

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! (9,500 reviews)

Good

Reviewed on Apr 11, 2026

Home2 Suites by Hilton Orlando at Flamingo Crossings

341 Flagler Ave Winter Garden FL

$106 nightly

$119 total

Apr 27 - Apr 28

Total with taxes and fees

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! (5,425 reviews)

The accommodations were good and the breakfast was good.

Reviewed on Apr 11, 2026

Homewood Suites by Hilton Orlando at Flamingo Crossings

411 Flagler Ave Winter Garden FL

$122 nightly

$137 total

Apr 28 - Apr 29

Total with taxes and fees

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! (2,353 reviews)

Great breakfast

Reviewed on Apr 11, 2026

See all 54,434 properties in 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.

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8800 Vistana Centre Dr Orlando FL

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! (5,140 reviews)

Great fast and easy to use and many benefits

Reviewed on Apr 11, 2026

Vacation Village Orlando, Celebration

2975 Arabian Nights Blvd Kissimmee FL

Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...

8.6/10 Excellent! (3,844 reviews)

Check-in process was a breeze. The room was huge and beautiful! The pool was amazing as well. There were plenty of daily activities as well for the kids. We definitely enjoyed our stay and would stay again!

Reviewed on Apr 10, 2026

Marriott's Grande Vista

5925 Avenida Vista Orlando FL

Book a stay at this spa condo in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...

9/10 Wonderful! (4,148 reviews)

Stay was awesome

Reviewed on Apr 10, 2026

See all properties in 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.

Check Winter Garden hotel availability

Popular places to visit

Flamingo Crossings Town Center

You can do some window-shopping at Flamingo Crossings Town Center during your visit to Winter Garden. Discover the top-notch restaurants and entertainment choices in this walkable area.

Disney's Magnolia Golf Course

4/5(6 reviews)

Enjoy a round of golf in Winter Garden at Disney's Magnolia Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Disney's Palm Golf Course

5/5(1 review)

Enjoy a round of golf in Winter Garden at Disney's Palm Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.

Orange County National Golf Club

4.5/5(25 reviews)

Enjoy a round of golf in Winter Garden at Orange County National Golf Club. Amble around this family-friendly area's lakeside or experience its entertainment choices.

Surfari Water Park

4.5/5(377 reviews)

Enjoy a fun-filled day at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.

Disney's Oak Trail Golf Course

Enjoy a round of golf in Winter Garden at Disney's Oak Trail Golf Course. Discover the top-notch restaurants and entertainment choices in this family-friendly area.