Winter Garden Hotels from S$82

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6 Dec - 7 Dec
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Top 10 trending Winter Garden hotels

Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
Winter Garden
8.0 out of 10, Very good, (8765)
"Amazing guest amazing views wonderful place to live at very clean rooms "
United States
Markeisha
The price is S$289
includes taxes & fees
7 Dec - 8 Dec
The Grove Resort & Water Park Orlando
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool loungers
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, (5051)
"Great location nice breakfast and front desk people is amazing "
United States
Orlando
The price is S$150
includes taxes & fees
14 Dec - 15 Dec
Home2 Suites by Hilton Orlando at Flamingo Crossings
Exterior
Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden

3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (360)
"Room was clean and beds very comfortable"
United States
Arne
The price is S$166
includes taxes & fees
17 Dec - 18 Dec
Home2 Suites By Hilton Winter Garden
Outdoor pool, open 9:00 AM to 10:00 PM, pool loungers
Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2127)
"Our stay was great and location was convenient when looking for food!"
United States
Sofia Alexia
The price is S$185
includes taxes & fees
14 Dec - 15 Dec
Homewood Suites by Hilton Orlando at Flamingo Crossings
Free daily buffet breakfast
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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

2.5 star property
Bay Lake
9.4 out of 10, Exceptional, (4308)
"Really good place to stay "
United States
Lians
The price is S$169
includes taxes & fees
15 Dec - 16 Dec
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Exterior
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
Winter Garden
8.8 out of 10, Excellent, (4066)
"Really nice place friendly staff. "
United States
Keith
The price is S$191
includes taxes & fees
17 Dec - 18 Dec
Hilton Vacation Club Aqua Sol Orlando West
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (1965)
"Great stay"
United States
Windy Laine
The price is S$208
includes taxes & fees
15 Dec - 16 Dec
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
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

3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (2247)
"Great stay"
United States
Christopher
The price is S$166
includes taxes & fees
9 Dec - 10 Dec
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

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

3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1642)
"Great room, easy check in and courteous staff. "
United States
Kevin
The price is S$166
includes taxes & fees
15 Dec - 16 Dec
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
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

3.5 star property
Winter Garden
The price is S$311
includes taxes & fees
7 Dec - 8 Dec
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Lobby
Orange County National Lodge

Orange County National Lodge

3.0 star property
Horizon West
7.4 out of 10, Good, (259)
"Peaceful "
United States
Britt
The price is S$229
includes taxes & fees
8 Dec - 9 Dec
Orange County National Lodge
Interior
Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!

3.0 star property
Winter Garden
The price is S$659
includes taxes & fees
7 Dec - 8 Dec
Fire Pit & Yard: Updated Winter Garden Home!
2 bedrooms, Internet
Upstay Amazing Disney Condo w Patio Sleeps 6

Upstay Amazing Disney Condo w Patio Sleeps 6

2.0 star property
Winter Garden
Upstay Amazing Disney Condo w Patio Sleeps 6
3 bedrooms, Internet
Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool Sauna Sleeps 8

2.0 star property
Winter Garden
The price is S$331
includes taxes & fees
7 Dec - 8 Dec
Upstay Condo w Pool Sauna Sleeps 8
Terrace/patio
The Delaney Hotel

The Delaney Hotel

3.5 star property
South Orange
9.6 out of 10, Exceptional, (1011)
"All around wonderful stay"
United States
Caleb
The price is S$206
includes taxes & fees
21 Dec - 22 Dec
The Delaney Hotel
Premium bedding, in-room safe, desk, blackout curtains
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

3.0 star property
Airport North
8.2 out of 10, Very good, (5164)
"Great place to stay close to airport "
United States
Rebekah
The price is S$130
includes taxes & fees
5 Jan - 6 Jan, 2026
Ramada by Wyndham Suites Orlando Airport
5 outdoor pools, pool umbrellas, pool loungers
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 star property
Clermont
8.8 out of 10, Excellent, (2070)
"Enjoyed the friendly bartenders and staff. "
United States
Todd J
The price is S$187
includes taxes & fees
16 Dec - 17 Dec
Summer Bay Orlando by Exploria Resorts
Pillow-top beds, in-room safe, desk, blackout curtains
Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport

3.0 star property
Airport North
8.8 out of 10, Excellent, (3720)
"Good room, good breakfast and convenient to the airport."
United States
Mark
The price is S$119
includes taxes & fees
9 Dec - 10 Dec
Wingate by Wyndham - Orlando International Airport
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
Clermont
8.4 out of 10, Very good, (1053)
"Great room great breakfast"
United States
Kelly
The price is S$158
includes taxes & fees
4 Jan - 5 Jan, 2026
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Outdoor pool, pool umbrellas, pool loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1927)
"Beautiful resort with very friendly staff. "
United States
kristie
The price is S$141
includes taxes & fees
16 Dec - 17 Dec
Kompose Boutique Resort at Theme Parks
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.
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Where to stay in Winter Garden

Find the best Winter Garden areas for the activities you enjoy most. Learn more about Winter Garden
Learn more about Winter Garden

Horizon West

While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.

Vista del Lago

While Vista del Lago isn't home to many top sights, Orange Lake Golf and Flamingo Crossings Town Center are some notable places to visit nearby.

Oakland

Oakland might not have many top sights, but Bella Collina Golf Club and West Orange Trail are two attractions nearby that you can check out.

Downtown Winter Garden

If you're spending some time in Downtown Winter Garden, West Orange Trail and Central Florida Railroad Museum are top sights worth seeing.

Killarney

Killarney might not have many top sights, but Bella Collina Golf Club and West Orange Trail are two attractions nearby that you can check out.

Stay near popular Winter Garden attractions

Flamingo Crossings Town Center

This convenient retail hub at Disney World's western gateway offers diverse shopping and dining options. Explore Target, Walgreens, and restaurants in a pedestrian-friendly environment perfect for a theme park break.
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Disney's Palm Golf Course

4.0/5 (119 reviews)
This championship course winds through Florida woodlands with shimmering lakes and tropical sands. Enjoy complimentary range balls before navigating the Arnold Palmer-redesigned fairways and strategic water hazards.
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Learn more about Winter Garden

Stroll the charming brick-lined streets of historic city centre where the Plant Street Market buzzes with local food vendors and craft beer. Pedal along the West Orange Trail that cuts through town, stopping at the Heritage Museum or to catch a show at the Garden Theatre.

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

Top Winter Garden Hotel Reviews

Walt Disney World Swan

Walt Disney World Swan

10/10 Excellent
"Love this hotel so much! Beautifully decorated for Christmas! The rooms are renovated and the facility is just gorgeous! The staff is so kind and helpful as well!"
Justyna 2-night trip
Posted 1 day ago
Walt Disney World Swan

More cheap stays in Winter Garden

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

5635 Windhover Dr Orlando FL
The price is S$115 per night from 15 Dec to 16 Dec
S$115
15 Dec - 16 Dec
includes taxes & fees
9/10 Wonderful! (400 reviews)

Hotels in Winter Garden with star rating

Frequently asked questions

What's the best place to stay in Winter Garden?
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center is a favourite with Expedia customers. This hotel is steps from Flamingo Crossings Town Center, and offers free breakfast and a restaurant. Reviews from our site also recommend Home2 Suites by Hilton Orlando at Flamingo Crossings and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance as top choices for your stay. See all available top hotels, or vacation rentals in Winter Garden.
What are some of the best holiday rentals that Winter Garden has to offer?
The Berkley, Orlando: This holiday home rental outside of Winter Garden offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub. See all vacation rentals in Winter Garden.
If I need to cancel my hotel reservation in Winter Garden, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winter Garden.
What's the best budget-friendly accommodation in Winter Garden?
Based on reviews, The Grove Resort & Water Park Orlando is a popular resort for our travellers who want a more economical choice, and features free Wi-Fi and free water-park access. Other good choices for your budget-friendly stay include Home2 Suites by Hilton Orlando at Flamingo Crossings and Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center. View all budget hotels in Winter Garden.
What's the best family accommodation in Winter Garden?
The Grove Resort & Water Park Orlando is a resort with free water park access and a lazy river, and it's a top choice on Expedia for families. Other good options for your stay with the children include Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance. Also, attractions such as Surfari Water Park and Central Florida Railroad Museum are fun for children of all ages. Find more child-friendly accommodations in Winter Garden.
What's the best LGBTQ-friendly hotel in Winter Garden?
Home2 Suites by Hilton Orlando at Flamingo Crossings is a top LGBTQ-friendly hotel that features free breakfast and a 24-hour fitness centre. The Grove Resort & Water Park Orlando and Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center are two other good choices for your trip. See all available hotels listed as LGBTQ-friendly in Winter Garden.
What's the best dog-friendly accommodation option in Winter Garden?
Home2 Suites by Hilton Orlando at Flamingo Crossings is a top hotel for people travelling with their pets, and offers a restaurant and in-room kitchenettes for its human guests. Two other good options for you and your pet's trip include Homewood Suites by Hilton Orlando at Flamingo Crossings and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance. See more pet-friendly hotel accommodations in Winter Garden.
What's the best accommodation for a golf trip to Winter Garden?
Orange County National Lodge is a top lodge that has a golf course and features free WiFi. Another good choice is Oakland Manor House if you'd like to stay near a golf course while in town. You can tee off at Orange County National Golf Club, Disney's Magnolia Golf Course or Disney's Palm Golf Course while you're in town. See more golf hotels in Winter Garden.
What are some accommodation options with pools in Winter Garden?
The Grove Resort & Water Park Orlando is a top resort with 6 outdoor swimming pools, a children's pool and free water park access. A couple of other options with an on-site pool include Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Hilton Vacation Club Aqua Sol Orlando West. View all hotels with pools in Winter Garden.
What's the most popular hotel in Winter Garden with an on-site water park or a water park nearby?
The Grove Resort & Water Park Orlando is a popular resort, featuring free water park access, 6 outdoor pools and a children's club. It's located only steps from Surfari Water Park. Hilton Vacation Club Aqua Sol Orlando West and The Palisades Resort Orlando are two other water park hotels you can choose from. Take a look at all hotels with or near waterparks in Winter Garden.
How is it staying in Winter Garden?
Families will find child-friendly activities in Winter Garden, and visitors give high marks for the theme park, shopping and water parks. Welcoming and relaxing, this city attracts tourists with its restaurants and golf courses. Top sights around the area include Universal Studios Florida, Universal Orlando Resort and Magic Kingdom® Park. In Winter Garden, there are 360 hotels and other accommodation options to choose from. Find out more about Winter Garden.
What should I do while I'm visiting Winter Garden?
Cultural venues include Central Florida Railroad Museum, Garden Theatre and Winter Garden Art Association. Families come for the theme park and water parks, specifically attractions such as Surfari Water Park and Carter Family Bowl. Landmarks like Plant Street Market and Newton Park might be worth a visit. Take a look at what more there is to see and do in Expedia's Winter Garden guide.
What's the weather like in Winter Garden?
The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.

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