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Winter Garden Hotels from S$71

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Our top choices for Winter Garden hotels

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (5,690 reviews)
"Was a great stay really close to Disney world parks I really enjoyed my stay and would book again!"
United States
Bryant
The price is S$109
includes taxes & fees
24 Nov - 25 Nov
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2. 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, (2,304 reviews)
"We were very pleased with our stay here. The location, the rooms and breakfast were great!"
United States
Michael
The price is S$134
includes taxes & fees
24 Nov - 25 Nov
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (531 reviews)
"Excellent staff!!"
United States
Rafael
The price is S$158
includes taxes & fees
29 Nov - 30 Nov
Home2 Suites By Hilton Winter Garden

4. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (6,234 reviews)
"Fantastic hotel, loved every minute of our stay!"
United States
Melissa
The price is S$140
includes taxes & fees
24 Nov - 25 Nov
Home2 Suites by Hilton Orlando at Flamingo Crossings

5. 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, (2,345 reviews)
"We loved staying in this hotel!"
United States
James
The price is S$123
includes taxes & fees
3 Nov - 4 Nov
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

6. 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, (1,911 reviews)
"Great place to stay"
United States
Ramon
The price is S$125
includes taxes & fees
3 Nov - 4 Nov
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

7. 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, (2,766 reviews)
"Would absolutely stay here again. Super close to the Disney parks and within walking distance of shopping."
United States
Suzanne M.
The price is S$164
includes taxes & fees
29 Nov - 30 Nov
Homewood Suites by Hilton Orlando at Flamingo Crossings

8. 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, (3,941 reviews)
"We loved this hotel/resort!"
United States
Kevin
The price is S$183
includes taxes & fees
9 Nov - 10 Nov
Hilton Vacation Club Aqua Sol Orlando West

9. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.2 out of 10, Very good, (10,918 reviews)
"Great place to stay!"
United States
Jessica
The price is S$360
includes taxes & fees
2 Dec - 3 Dec
The Grove Resort & Water Park Orlando

10. Modern 3BR Condo Near Disney- Pool and Hot Tub

Modern 3BR Condo Near Disney- Pool and Hot Tub
2.0 star property
Winter Garden
The price is S$296
includes taxes & fees
29 Nov - 30 Nov
Modern 3BR Condo Near Disney- Pool and Hot Tub

11. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is S$638
includes taxes & fees
9 Nov - 10 Nov
Fire Pit & Yard: Updated Winter Garden Home!

12. Upstay - Large Condo w Pool, Sauna, Gym

Upstay - Large Condo w Pool, Sauna, Gym
4.0 star property
Winter Garden
The price is S$307
includes taxes & fees
2 Nov - 3 Nov
Upstay - Large Condo w Pool, Sauna, Gym

13. Upstay Tropical Style Family Condo w Pool

Upstay Tropical Style Family Condo w Pool
2.0 star property
Winter Garden
The price is S$446
includes taxes & fees
15 Nov - 16 Nov
Upstay Tropical Style Family Condo w Pool

14. Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is S$316
includes taxes & fees
4 Nov - 5 Nov
Condo With Sauna, Games, Poolnear Disney

15. Upstay - Condo Near Disney w Pool Hot tub Sauna

Upstay - Condo Near Disney w Pool Hot tub Sauna
2.0 star property
Winter Garden
The price is S$298
includes taxes & fees
2 Nov - 3 Nov
Upstay - Condo Near Disney w Pool Hot tub Sauna

16. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
8.0 out of 10, Very good, (1 review)
"Our room is spacious it just needs some TLC. It had water damage in the kitchen that never bother to fix the moldings, bade board and ceiling. Once you see that you cant help but notice other things"
United States
Angel
The price is S$313
includes taxes & fees
2 Nov - 3 Nov
Upstay Condo Near Disney w Pool & Sauna

17. Upstay - Modern Family Apartment w Pool Hot Tub

Upstay - Modern Family Apartment w Pool Hot Tub
2.0 star property
Winter Garden
The price is S$334
includes taxes & fees
3 Nov - 4 Nov
Upstay - Modern Family Apartment w Pool Hot Tub

18. Modern 3BR Resort Condo With Pool Near Disney

Modern 3BR Resort Condo With Pool Near Disney
4.0 star property
Winter Garden
The price is S$304
includes taxes & fees
2 Nov - 3 Nov
Modern 3BR Resort Condo With Pool Near Disney

19. Upstay - Condo Near Disney w Pool-spa-sauna-games

Upstay - Condo Near Disney w Pool-spa-sauna-games
2.0 star property
Winter Garden
The price is S$332
includes taxes & fees
29 Nov - 30 Nov
Upstay - Condo Near Disney w Pool-spa-sauna-games

20. Upstay - 3BR Condo w Pool and Sauna

Upstay - 3BR Condo w Pool and Sauna
4.0 star property
Winter Garden
The price is S$317
includes taxes & fees
2 Nov - 3 Nov
Upstay - 3BR Condo w Pool and Sauna
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.

Hotels recommended for families in Winter Garden

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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

Downtown Winter Garden

Historic City centre Winter Garden charms visitors with its beautifully preserved early 20th century buildings along brick-lined Plant Street. The restored 1935 Garden Theatre anchors this pedestrian-friendly district where wide pavements invite leisurely exploration. Regular street events and a popular farmers market create a lively atmosphere throughout the week. Cyclists will love accessing the scenic West Orange Trail that runs through city centre. History buffs can explore the Central Florida Railway Museum and Heritage Museum to discover local stories. The area's artisanal shops, farm-to-table restaurants, and outdoor dining spots make this walkable district perfect for a relaxed Florida getaway.

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

Vista del Lago offers a peaceful retreat just minutes from Orlando's world-famous attractions. This welcoming Four Corners community features resort-style amenities including sparkling pools and recreation areas. Families appreciate the quiet residential setting after busy theme park days. Wide streets lined with Mediterranean-style holiday homes create a relaxing atmosphere for travellers. Disney's Animal Kingdom and Magic Kingdom are just a short drive away. Most visitors enjoy having kitchen facilities and private spaces while staying close to Orlando's excitement.

Oakland

Oakland charms visitors with its well-preserved historic buildings and small-town atmosphere just outside Orlando's bustling tourist zones. Victorian homes line oak-canopied streets while the city centre area offers antique shops and local cafes. The 128-acre Oakland Nature Preserve provides scenic boardwalks through cypress wetlands. Lake Apopka shoreline offers excellent bird watching with over 200 species. History buffs will appreciate the 1889 Healthy House Museum and railway heritage. Most businesses close early, creating a peaceful evening environment. The West Orange Trail connects cyclists to Winter Garden's wider area.

Killarney

Killarney offers a peaceful retreat from Orlando's tourist bustle while keeping adventure within reach. This family-friendly suburb surrounds you with manicured lawns, palm trees, and quiet residential streets. The nearby West Orange Trail and Lake Apopka provide perfect settings for outdoor recreation. Budget-conscious travellers will appreciate the affordable accommodation and relaxed atmosphere. Take morning strolls along spacious pavements or visit Oakland Nature Preserve just minutes away. A car is essential for exploring Winter Garden's charming city centre and reaching Orlando's famous attractions.

Stay near popular Winter Garden attractions

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.

A brick building with a clock tower and a sign that reads "Winter Garden."

Top Winter Garden Hotel Reviews

More cheap stays in Winter Garden

Hotels in Winter Garden with star rating

Find out more about Winter Garden

Top reasons to visit Winter Garden

  • Family-Friendly Attractions: Winter Garden is perfect for families, offering a variety of entertainment options including theme parks and golf courses.
  • Charming Downtown: Stroll through the historic downtown area, where a friendly atmosphere complements delightful shops and eateries.
  • Outdoor Activities: Enjoy outdoor parks, scenic spots, and bird watching opportunities that enhance your adventure in Central Florida.
  • Winter Garden Village: Indulge in shopping and dining experiences at the vibrant Winter Garden Village.
  • Diverse Accommodations: Choose from a range of inviting hotels, ensuring a comfortable stay for all travellers.

Find great hotels in and around Winter Garden

Discover a range of delightful accommodations in Winter Garden, Florida, catering to families, business travellers, and pet owners alike. From the inviting Fairfield Inn to the renowned Hilton Orlando, you'll find options that promise a memorable stay. With a variety of star-rated hotels and insightful reviews, you're sure to select the perfect lodging for your holiday experience.

  • Universal's Cabana Bay Beach Resort: Embrace the nostalgic charm of the 1950s and 60s at Universal's Cabana Bay Beach Resort, a family-friendly 3.5-star hotel located 16.1km from Winter Garden. With a vibrant retro theme, guests are welcomed by colourful decor and a lively atmosphere. Amenities include a spacious arcade game room for children and complimentary cribs, making it a suitable choice for families. Enjoy a refreshing swim in the large pools or relax on the sandy beach, all while indulging in delightful breakfast options tailored for younger guests. This resort offers a unique vacation experience, blending fun and comfort in an engaging setting.
  • The Grove Resort & Water Park Orlando: Nestled in Winter Garden, The Grove Resort & Water Park Orlando is a 4-star resort offering a perfect blend of relaxation and excitement for families. With an impressive guest rating of 8.0 out of 10, this property features an extensive water park, complete with thrilling slides and a lazy river. Children can enjoy the onsite mini-golf and arcade game room, while parents will appreciate the convenience of a children’s club. The resort’s spacious accommodations and variety of dining options make it an excellent base for your family vacation, ensuring both comfort and entertainment are at your fingertips.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: A 4-star hotel located 16.1km from Winter Garden, DoubleTree by Hilton at the Entrance to Universal Orlando is ideal for families, business travellers, and pet owners alike. Guests appreciate the welcoming atmosphere and thoughtful amenities, including a dedicated children's pool and arcade game room. The hotel’s pet-friendly policy, allowing dogs and cats, makes it a versatile choice for those travelling with furry companions. With its proximity to major attractions and a range of dining options, this hotel combines convenience and comfort for a memorable stay.

Where to stay in and around Winter Garden

Winter Garden offers a delightful blend of family-friendly attractions and vibrant community spirit. Explore the charming Winter Garden Village for shopping and dining, or stroll through the historic downtown area to soak in its friendly atmosphere. Nearby, the sun-soaked landscapes of Central Florida and the picturesque Winter Park provide perfect opportunities for excursions and relaxation. Your visit promises a memorable experience filled with warmth and hospitality.

  • Orlando: Located a mere 20.9km from Winter Garden, Orlando is a bustling metropolis renowned for its vibrant atmosphere. This city is a magnet for tourists year-round, with peak visitor numbers in March, July, and December. Families flock to Orlando for its plethora of entertainment-themed attractions, including world-famous theme parks and film studios. The city also boasts an array of shopping areas and arts centres, making it a multifaceted destination. The nearby beaches provide a perfect escape for those seeking relaxation after a day of adventure.
  • Ocoee: Just 4.8km away from Winter Garden, Ocoee is a charming city that welcomes visitors throughout the year. Popular for family-oriented and outdoor experiences, Ocoee attracts tourists during peak months like March, July, and September. In addition to its shopping mall centres and resorts, Ocoee is close to theme parks and sports facilities, catering to those looking for both leisure and excitement. This city’s friendly atmosphere and variety of attractions make it a delightful stop for any traveller.
  • Oakland: Nestled around Winter Garden, Oakland is a picturesque neighbourhood that thrives on outdoor and family-friendly activities. With peak visitor numbers from January to March, this area offers a serene escape for those seeking relaxation and entertainment. Golf enthusiasts will appreciate the local golf courses, while the nearby lakes add to the natural beauty of the surroundings. Oakland's proximity to theme parks and film studios ensures that adventure is always within reach, making it an ideal spot for a well-rounded vacation.

Things to do in Winter Garden

Shopping

In Winter Garden, visit the charming Winter Garden Village for a mix of shops and dining options. If you're up for a drive, check out The Mall at Millenia, located 24.1km away, featuring high-end retailers and a variety of dining experiences.

Recreation

In Winter Garden, the LakeHouse Wellness Centre offers holistic treatments and fitness classes within a serene environment. Nearby, the Spa at Bella Collina provides a luxurious escape with rejuvenating massages and wellness therapies amidst picturesque landscapes, ideal for unwinding and relaxation.

Adventure

In Winter Garden, explore the scenic West Orange Trail, ideal for cycling and walking amidst lush landscapes. Experience the thrill of zip-lining at the Orlando Tree Trek Adventure Park, where challenges await high above the ground, offering an exhilarating day out in nature.

Nightlife

Experience the vibrant nightlife at The Crooked Can Brewery, where you can sample a variety of craft beers. For a lively atmosphere, visit Plant Street Market for food vendors and live music, or unwind at the quaint Winter Garden Wine Bar, offering a selection of fine wines.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Winter Garden

Winter Garden, Florida, is an ideal destination for families seeking entertainment and urban experiences. Visitors can explore a variety of attractions, including theme parks, golf courses, and urban parks. The local points of interest offer a delightful blend of outdoor activities and cultural experiences, ensuring that travellers of all ages can enjoy their time in this charming city.

  • Walt Disney World® Resort: Located a mere 16.1km from Winter Garden, this iconic theme park offers a magical experience for families. With enchanting attractions, captivating shows, and delightful dining options, guests can immerse themselves in the Disney magic and create unforgettable memories.
  • Central Florida Fairgrounds: Just 14.5km away, this vibrant fairground provides a lively atmosphere for outdoor activities and events. Families can enjoy various fairs, exhibitions, and concerts, making it a great spot for enjoying local culture and community spirit.
  • Tinker Field: At 17.7km distance, this historic site is rich in culture and nostalgia. Once a home to baseball games and concerts, Tinker Field invites visitors to explore its storied past and appreciate its significance in the local community.

Best time to go to Winter Garden

The best time to visit Winter Garden can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winter Garden falls in August, when visitor numbers are slightly low and weather is mostly sunny with moderate rain. The coolest average temperature in Winter Garden falls in January, visitor numbers are slightly high and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January59.9°F (15.5°C)Light RainMostly SunnySlightly HighAverage
February63.9°F (17.7°C)Light RainMostly SunnySlightly HighAverage
March67.3°F (19.6°C)Light RainMostly SunnyAverageSlightly High
April72.5°F (22.5°C)Light RainMostly SunnyAverageSlightly High
May77.2°F (25.1°C)Light RainMostly SunnySlightly LowAverage
June81.0°F (27.2°C)Moderate RainMostly SunnyAverageAverage
July82.4°F (28.0°C)Moderate RainMostly SunnyAverageAverage
August82.6°F (28.1°C)Moderate RainMostly SunnySlightly LowSlightly Low
September80.2°F (26.8°C)Moderate RainMostly SunnySlightly HighSlightly Low
October74.8°F (23.8°C)Light RainMostly SunnySlightly LowAverage
November67.8°F (19.9°C)Light RainMostly SunnyAverageSlightly Low
December63.7°F (17.6°C)Light RainMostly SunnyAverageSlightly High

The nearest major airports for your trip to Winter Garden

Accessing Winter Garden, Florida, is convenient via three major airports. Orlando International Airport (MCO) is situated 30.6km away, with notable hotels such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 12.9km from MCO, offering various transportation services. Tampa International Airport (TPA) lies 114.3km from Winter Garden, featuring excellent accommodations like The Tampa EDITION and JW Marriott Tampa Water Street, both 9.7km from TPA. Daytona Beach International Airport (DAB) is 85.3km away, with options like Daytona Grande Oceanfront Resort and Hilton Daytona Beach Oceanfront Resort, both 6.4km from DAB, providing easy airport access.

Frequently asked questions

What's the best place to stay in Winter Garden?
The Grove Resort & Water Park Orlando is one of the top choices for your stay based on our traveller data. This resort offers 6 outdoor pools and a free water park. Other good choices for your visit include Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Home2 Suites by Hilton Orlando at Flamingo Crossings. 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?
Formosa Valley Resort by UNE Homes: This holiday home rental outside Winter Garden is equipped with an outdoor pool, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. 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 Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Home2 Suites by Hilton Orlando at Flamingo Crossings. 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?
The Grove Resort & Water Park Orlando is a top LGBTQ-friendly resort, and features 6 outdoor pools and free WiFi. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Home2 Suites by Hilton Orlando at Flamingo Crossings 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?
Oakland Manor House is a top B&B that has an adjacent golf course and features free WiFi. Visit Orange County National Golf Club, Disney's Magnolia Golf Course or Disney's Palm Golf Course to perfect your golf swing. 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 within a short walk of 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 371 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 Garden Theatre, Central Florida Railroad Museum and Winter Garden Heritage Museum. Families come for the theme park and water parks, specifically attractions such as Surfari Water Park. 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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