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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, (5,157 reviews)
"Excelente hotel"
United States
Rene
The price is ąøæ2,902
ąøæ3,265 total
includes taxes & fees
3 Aug - 4 Aug
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
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (5,738 reviews)
"Great hotel! Very clean and super close to Disney parks!"
United States
Itzayana
The price is ąøæ3,247
ąøæ3,653 total
includes taxes & fees
3 Aug - 4 Aug
Home2 Suites by Hilton Orlando at Flamingo Crossings

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 ąøæ3,750
ąøæ8,956 total
includes taxes & fees
4 Aug - 5 Aug
Upstay - Condo Near Disney w Pool Hot tub Sauna

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, (2,161 reviews)
"Great breakfast and very clean spacious rooms"
United States
Melissa
The price is ąøæ3,627
ąøæ4,081 total
includes taxes & fees
14 Jul - 15 Jul
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

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, (2,564 reviews)
"Would definitely stay again!"
United States
JANINE
The price is ąøæ3,529
ąøæ3,970 total
includes taxes & fees
26 Jul - 27 Jul
Homewood Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (478 reviews)
"Location is very good."
United States
Carlos
The price is ąøæ3,665
ąøæ4,124 total
includes taxes & fees
19 Jul - 20 Jul
Home2 Suites By Hilton Winter Garden

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

SpringHill Suites Orlando at FLAMINGO CROSSINGSĀ® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (2,226 reviews)
"Very nice property and nice breakfast"
United States
Qianqian
The price is ąøæ2,942
ąøæ3,310 total
includes taxes & fees
5 Aug - 6 Aug
SpringHill Suites Orlando at FLAMINGO CROSSINGSĀ® Town Center/Western Entrance

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

TownePlace Suites Orlando at FLAMINGO CROSSINGSĀ® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1,779 reviews)
"Great place to stay!"
United States
Erik
The price is ąøæ2,902
ąøæ3,265 total
includes taxes & fees
2 Aug - 3 Aug
TownePlace Suites Orlando at FLAMINGO CROSSINGSĀ® Town Center/Western Entrance

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, (10,377 reviews)
"Very good place to stay with a family"
United States
Haris
The price is ąøæ6,480
ąøæ9,130 total
includes taxes & fees
3 Aug - 4 Aug
The Grove Resort & Water Park Orlando

Orange County National Lodge

Orange County National Lodge
3.0 star property
Horizon West
7.6 out of 10, Good, (263 reviews)
"Room clean and accommodating. "
United States
Catherine A
The price is ąøæ5,324
ąøæ5,990 total
includes taxes & fees
21 Jul - 22 Jul
Orange County National Lodge

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, (3,964 reviews)
"Very clean and staff was very helpful. Would definitely visit again."
United States
Ashraf
The price is ąøæ3,328
ąøæ4,680 total
includes taxes & fees
23 Jul - 24 Jul
Hilton Vacation Club Aqua Sol Orlando West

Upstay: Tropical Style Family Condo w Pool

Upstay: Tropical Style Family Condo w Pool
3.5 star property
Winter Garden
The price is ąøæ2,995
ąøæ8,948 total
includes taxes & fees
4 Aug - 5 Aug
Upstay: Tropical Style Family Condo w Pool

Tropical Styled Condo w Outdoor Pool and Hot Tub

Tropical Styled Condo w Outdoor Pool and Hot Tub
2.0 star property
Winter Garden
The price is ąøæ3,844
ąøæ9,063 total
includes taxes & fees
4 Aug - 5 Aug
Tropical Styled Condo w Outdoor Pool and Hot Tub

Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ąøæ8,053
ąøæ18,219 total
includes taxes & fees
21 Jul - 22 Jul
Fire Pit & Yard: Updated Winter Garden Home!

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is ąøæ19,485
ąøæ31,862 total
includes taxes & fees
23 Jul - 24 Jul
Oakland Manor House

Upstay Family-friendly Condo w Pool Near Disney

Upstay Family-friendly Condo w Pool Near Disney
3.5 star property
Winter Garden
The price is ąøæ3,836
ąøæ9,908 total
includes taxes & fees
10 Jul - 11 Jul
Upstay Family-friendly Condo w Pool Near Disney

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 ąøæ3,792
ąøæ8,999 total
includes taxes & fees
4 Aug - 5 Aug
Modern 3BR Condo Near Disney- Pool and Hot Tub

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 ąøæ3,069
ąøæ9,044 total
includes taxes & fees
9 Jul - 10 Jul
Modern 3BR Resort Condo With Pool Near Disney

3BR Condo - Pool Sauna Gym - Near Disney

3BR Condo - Pool Sauna Gym - Near Disney
2.5 star property
Winter Garden
The price is ąøæ3,545
ąøæ8,764 total
includes taxes & fees
4 Aug - 5 Aug
3BR Condo - Pool Sauna Gym - Near Disney

Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is ąøæ2,869
ąøæ8,819 total
includes taxes & fees
4 Aug - 5 Aug
Condo With Sauna, Games, Poolnear Disney
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Where to stay in Winter Garden

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

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 WorldĀ® 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

Find out more about Winter Garden

Top reasons to visit Winter Garden

  • Charming Downtown Area: Explore the quaint streets of Winter Garden, filled with unique shops and delightful dining options, perfect for leisurely strolls.
  • Family-Friendly Attractions: Enjoy a variety of activities suitable for all ages, from theme parks to outdoor adventures.
  • Scenic Parks: Experience the beauty of Central Florida with picturesque parks ideal for relaxation and recreation.
  • Vibrant Community Vibe: Immerse yourself in the warm hospitality of friendly locals, enhancing your visit.
  • Convenient Accommodations: Choose from a range of hotels, ensuring comfort tailored to every traveller's needs.

Find great hotels in and around Winter Garden

Discover a delightful array of hotel accommodations in Winter Garden, Florida, tailored to suit every traveller's needs. Whether you seek a family-friendly resort, a pet-friendly retreat, or a business-focused hotel, options like the Fairfield Inn and Hilton Orlando offer comfort and convenience. With a variety of star-rated options and numerous reviews to guide your choice, Winter Garden promises a memorable stay for all visitors.

  • Universal's Cabana Bay Beach Resort: Embrace the retro charm of Universal's Cabana Bay Beach Resort, a 3.5-star property located 16km from Winter Garden. This family-oriented hotel captures the essence of 1950s Florida, offering a vibrant atmosphere that delights both children and adults. The resort features a range of kid-friendly amenities, including a complimentary breakfast for children, an arcade game room, and free cribs. Guests can enjoy spacious rooms designed with families in mind, making it an ideal base for those seeking a fun-filled vacation experience.
  • The Grove Resort & Water Park Orlando: Nestled within Winter Garden, The Grove Resort & Water Park Orlando is a 4-star resort that invites adventure-seekers to indulge in an array of recreational activities. Rated at 8.0 out of 10, this property boasts exciting onsite amenities such as a water park, fishing, and various water sports. Families will appreciate the dedicated children's club, splash pad, and free water park access. With a focus on family vacations, this resort provides an engaging environment for both relaxation and adventure.
  • DoubleTree by Hilton at the Entrance to Universal Orlando: Situated 16km from Winter Garden, the DoubleTree by Hilton at the Entrance to Universal Orlando offers a welcoming blend of comfort and convenience, making it a great choice for families, business travellers, and pet owners alike. Rated 8.4 out of 10, this 4-star hotel features child-friendly amenities such as a children’s pool and an arcade game room. Additionally, the property is pet-friendly, allowing dogs and cats with specific policies in place. Guests can enjoy thoughtful service and easy access to nearby attractions.

Where to stay in and around Winter Garden

Winter Garden, Florida, offers a delightful mix of family-friendly attractions and vibrant community vibes. Visitors can explore the charming downtown area, enjoy shopping and dining at Winter Garden Village, and experience the sunny atmosphere of Central Florida. Nearby, the picturesque Winter Park beckons with its scenic parks and cultural sites, making it an ideal destination for families and those seeking relaxation. Embrace the warm hospitality of the friendly locals as you discover this enchanting region.

  • Orlando: A bustling metropolis, Orlando is situated a mere 21km from Winter Garden. This vibrant city draws visitors year-round, particularly peaking in March, July, and December. Known for its family-friendly atmosphere and entertainment-themed experiences, Orlando boasts an array of attractions, including renowned theme parks, shopping districts, and a thriving arts scene. Highlights include iconic landmarks like Universal Studios and Walt Disney World, as well as beautiful beaches nearby, making it a perfect destination for both leisure and business travellers.
  • Ocoee: Located just 5km from Winter Garden, Ocoee is a charming city that welcomes travellers with its family-oriented and outdoor experiences. Visitor numbers swell in March, July, and September, with a slight dip in the latter part of the year. Ocoee offers a delightful mix of shopping mall centres and resorts, ensuring a pleasant stay. Nearby attractions include theme parks, film studios, and sports facilities, providing ample opportunities for entertainment and recreation. This city is a wonderful spot for those looking to enjoy a blend of relaxation and active pursuits.
  • Vista del Lago: Nestled around Winter Garden, Vista del Lago is a picturesque neighbourhood that appeals to families and urban explorers alike. With visitor numbers peaking in March, July, and December, this area offers a delightful mix of city-themed experiences. Guests can enjoy the local resorts, shopping areas, and centres. The proximity to notable landmarks, including theme parks, film studios, and serene lakes, makes Vista del Lago a charming destination for those seeking both adventure and tranquil escapes.

Things to do in Winter Garden

Shopping

In Winter Garden, you can visit the charming Winter Garden Village at Fowler Groves, featuring an array of shops and restaurants. If you're up for a drive, head to The Mall at Millenia, located 24km away, which offers upscale shopping with high-end brands and unique dining options.

Recreation

In Winter Garden, the Yoga House offers serene classes amid tranquil surroundings, promoting mindfulness and relaxation. Nearby, the Lakeview Wellness Centre provides holistic treatments, including massage therapy and nutritional guidance, encouraging a balanced lifestyle in a calming atmosphere.

Adventure

In Winter Garden, explore the scenic West Orange Trail, ideal for cycling and hiking amidst lush landscapes. For thrill-seekers, visit the nearby Orlando area for exhilarating zip-lining adventures and airboat tours through the stunning swamps, offering a unique glimpse into Florida's diverse wildlife.

Nightlife

In Winter Garden, the historic downtown area comes alive with charming bars and lively restaurants. Venues like the Plant Street Market offer craft beers and local music, while the nearby Crooked Can Brewing Co. invites visitors to enjoy a relaxed atmosphere with friends and a great selection of brews.

*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 is an ideal destination for family-friendly and entertainment-themed vacations, offering a variety of attractions. Visitors can explore popular points of interest such as theme parks, golf courses, and urban parks. Whether seeking outdoor adventures or cultural experiences, the area caters to travellers looking for enjoyable activities suited for all ages.

  • Walt Disney WorldĀ® Resort: Located 16km from Winter Garden, this iconic theme park offers a magical experience with its enchanting attractions and vibrant atmosphere. Families can delight in meeting beloved characters and enjoying thrilling rides.
  • Universal Studios Florida: Situated 14km away, this theme park invites visitors into the world of movies. With immersive themed areas and exhilarating attractions, it captures the essence of cinematic adventures, making it a fantastic choice for all ages.
  • Universal Orlando Resort: Also 16km from Winter Garden, this expansive resort features a variety of attractions, dining, and entertainment options. Guests can engage in thrilling experiences that bring their favourite films to life, all within a fun-filled environment.

Best time to go to Winter Garden

The best time to visit Winter Garden is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, 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

Reaching Winter Garden, Florida, is convenient via its major airports. Orlando International Airport (MCO) is situated 31km away, with nearby hotels like The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 13km from the airport, offering various transportation services. Tampa International Airport (TPA), located 114km from Winter Garden, features excellent accommodations such as ROOST Tampa and JW Marriott Tampa Water Street, both 10km from the airport. Daytona Beach International Airport (DAB) is 85km away, with options like Daytona Grande Oceanfront Resort and Hilton Daytona Beach Oceanfront Resort, both 6km from the airport, providing easy access for travellers.

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 366 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.