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Winter Garden Hotels from S$73

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Our top choices for Winter Garden hotels

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, (5,066 reviews)
"Excelente hotel"
United States
Rene
The price is S$135
includes taxes & fees
15 Jul - 16 Jul
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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, (2,144 reviews)
"Great breakfast and very clean spacious rooms"
United States
Melissa
The price is S$159
includes taxes & fees
13 Jul - 14 Jul
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

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, (5,692 reviews)
"Good place to stay .."
United States
Marcy
The price is S$142
includes taxes & fees
19 Jul - 20 Jul
Home2 Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2,526 reviews)
"Would definitely stay again!"
United States
JANINE
The price is S$154
includes taxes & fees
27 Jul - 28 Jul
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 star property
Bay Lake
9.0 out of 10, Wonderful, (2,216 reviews)
"Very nice property and nice breakfast"
United States
Qianqian
The price is S$124
includes taxes & fees
29 Jul - 30 Jul
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

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, (1,757 reviews)
"Great place to stay!"
United States
Erik
The price is S$138
includes taxes & fees
9 Jul - 10 Jul
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (472 reviews)
"Location is very good."
United States
Carlos
The price is S$184
includes taxes & fees
6 Jul - 7 Jul
Home2 Suites By Hilton Winter Garden

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, (10,259 reviews)
"Great place to stay"
Canada
Jessica Judy Ann
The price is S$374
includes taxes & fees
29 Jul - 30 Jul
The Grove Resort & Water Park Orlando

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, (3,938 reviews)
"Nice family oriented place!!"
United States
Tiffany
The price is S$182
includes taxes & fees
29 Jul - 30 Jul
Hilton Vacation Club Aqua Sol Orlando West

Orange County National Lodge

Orange County National Lodge
3.0 star property
Horizon West
7.4 out of 10, Good, (262 reviews)
"A GREAT golf vacation experience!!"
United States
David
The price is S$199
includes taxes & fees
29 Jun - 30 Jun
Orange County National Lodge

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is S$708
includes taxes & fees
30 Jun - 1 Jul
Fire Pit & Yard: Updated Winter Garden Home!

Upstay: Condo Near Disney w Pool, Sauna

Upstay: Condo Near Disney w Pool, Sauna
3.5 star property
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"The unit was very clean and organized when we arrived. All the amenities and appliances that come with the unit worked amazing. The only exception was the WiFi. It was a bit slow, however this could be easily fixed and should not discourage from booking this property. Being at the pool was the highlight of staying at this property. It was clean and came with fun pool sized amenities like pool basketball and connect 4. Being in the lobby was also fun with the ping pong table and pool table. The...
United States
Nancy
The price is S$336
includes taxes & fees
15 Jul - 16 Jul
Upstay: Condo Near Disney w Pool, Sauna

Upstay 3BR Condo w Pool Patio Near Disney

Upstay 3BR Condo w Pool Patio Near Disney
2.0 star property
Winter Garden
The price is S$336
includes taxes & fees
29 Jun - 30 Jun
Upstay 3BR Condo w Pool Patio Near Disney

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is S$1,189
includes taxes & fees
29 Jun - 30 Jun
Oakland Manor House

Upstay Large Family Condo w Pool, Sauna

Upstay Large Family Condo w Pool, Sauna
3.5 star property
Winter Garden
The price is S$337
includes taxes & fees
1 Jul - 2 Jul
Upstay Large Family Condo w Pool, Sauna

Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
2.0 star property
Winter Garden
The price is S$330
includes taxes & fees
30 Jun - 1 Jul
Upstay Modern 2BR Condo Near Disney

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$369
includes taxes & fees
21 Jul - 22 Jul
Modern 3BR Resort Condo With Pool Near Disney

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$368
includes taxes & fees
13 Jul - 14 Jul
Upstay - Condo Near Disney w Pool-spa-sauna-games

Upstay: Resort Style Condo w Pool, Sauna

Upstay: Resort Style Condo w Pool, Sauna
4.0 star property
Winter Garden
Upstay: Resort Style Condo w Pool, Sauna

Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool Sauna Sleeps 8
2.0 star property
Winter Garden
The price is S$402
includes taxes & fees
21 Jul - 22 Jul
Upstay Condo w Pool Sauna Sleeps 8
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

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?
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 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?
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. 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 Universal's Volcano Bay. In Winter Garden, there are 368 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 Heritage Museum. 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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