Hotels in Winter Garden

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Where to stay in Winter Garden?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Winter Garden on Hotels.com. These Winter Garden hotels consistently deliver on quality, location and traveller experience. Last updated on 14 November 2026.

1. 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, (6,282 reviews)
Escape to this Winter Garden hotel near Walt Disney World® Resort, offering a free theme park shuttle and hearty breakfast. Cool off in the outdoor pool, work out 24/7, and unwind in rooms with microwaves and refrigerators.
The price is ₹9,177
₹10,324 total
includes taxes & fees
29 Nov - 30 Nov
Home2 Suites by Hilton Orlando at Flamingo Crossings

2. 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, (5,764 reviews)
Located within 15 minutes of Walt Disney World® Resort, this hotel offers a refreshing outdoor pool with poolside bar. Jump on the free theme park shuttle after enjoying breakfast, or unwind at the bar/lounge after an action-packed day.
The price is ₹7,434
₹8,363 total
includes taxes & fees
15 Dec - 16 Dec
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

3. 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, (2,330 reviews)
The price is ₹9,113
₹10,252 total
includes taxes & fees
29 Nov - 30 Nov
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

4. 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, (2,784 reviews)
The price is ₹11,490
₹12,926 total
includes taxes & fees
29 Nov - 30 Nov
Homewood 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, (2,360 reviews)
The price is ₹7,364
₹8,284 total
includes taxes & fees
29 Nov - 30 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, (1,917 reviews)
The price is ₹8,182
₹9,204 total
includes taxes & fees
29 Nov - 30 Nov
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

7. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (536 reviews)
This bright hotel near West Orange Trail offers all the comforts of home with a refreshing outdoor pool and complimentary breakfast. Just a short drive from Orlando's iconic venues and Mall at Millenia, enjoy free parking and WiFi during your stay.
The price is ₹10,312
₹11,601 total
includes taxes & fees
29 Nov - 30 Nov
Home2 Suites By Hilton Winter Garden

8. 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, (10,951 reviews)
Set in Four Corners, this vibrant family-friendly resort boasts a free water park with a lazy river just minutes from Disney's Animal Kingdom. Three restaurants, six outdoor pools, and three poolside bars create an entertaining vacation atmosphere with convenient Orlando airport access.
The price is ₹16,341
₹23,579 total
includes taxes & fees
7 Dec - 8 Dec
The Grove Resort & Water Park Orlando

9. 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, (3,948 reviews)
Just 10 minutes from Flamingo Crossings, this family-friendly hotel offers a free water park and outdoor tennis. Enjoy poolside drinks at Shipwreck Sallys before exploring nearby Disney's Animal Kingdom and Hollywood Studios.
The price is ₹9,254
₹13,056 total
includes taxes & fees
23 Nov - 24 Nov
Hilton Vacation Club Aqua Sol Orlando West

10. Upstay: Stylish 3BR Condo w Pationear Disney

Upstay: Stylish 3BR Condo w Pationear Disney
4.0 star property
Winter Garden
10.0 out of 10, Exceptional, (1 review)
The price is ₹5,643
₹22,112 total
includes taxes & fees
18 Nov - 19 Nov
Upstay: Stylish 3BR Condo w Pationear Disney

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

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is ₹18,714
₹46,939 total
includes taxes & fees
15 Nov - 16 Nov
Fire Pit & Yard: Updated Winter Garden Home!

12. Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool Sauna Sleeps 8
2.0 star property
Winter Garden
8.0 out of 10, Very good, (1 review)
The price is ₹7,033
₹24,464 total
includes taxes & fees
17 Nov - 18 Nov
Upstay Condo w Pool Sauna Sleeps 8

13. Upstay Large Family Condo w Pool, Sauna

Upstay Large Family Condo w Pool, Sauna
3.5 star property
Winter Garden
The price is ₹6,677
₹23,276 total
includes taxes & fees
8 Dec - 9 Dec
Upstay Large Family Condo w Pool, Sauna

14. 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 ₹7,478
₹22,191 total
includes taxes & fees
17 Nov - 18 Nov
Modern 3BR Condo Near Disney- Pool and Hot Tub

15. 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 ₹6,489
₹23,064 total
includes taxes & fees
17 Nov - 18 Nov
Modern 3BR Resort Condo With Pool Near Disney

16. 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 ₹7,478
₹22,191 total
includes taxes & fees
17 Nov - 18 Nov
Upstay - Condo Near Disney w Pool Hot tub Sauna

17. 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)
The price is ₹8,859
₹25,765 total
includes taxes & fees
1 Dec - 2 Dec
Upstay Condo Near Disney w Pool & Sauna

18. 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 ₹8,931
₹23,676 total
includes taxes & fees
17 Nov - 18 Nov
Upstay - Modern Family Apartment w Pool Hot Tub

19. Near Disney - Family Condo w Pool, Games, and More

Near Disney - Family Condo w Pool, Games, and More
3.0 star property
Winter Garden
6.0 out of 10, Good, (1 review)
The price is ₹9,969
₹26,978 total
includes taxes & fees
15 Nov - 16 Nov
Near Disney - Family Condo w Pool, Games, and More

20. Upstay - Condo w Hot Tub and Pool - Near Disney

Upstay - Condo w Hot Tub and Pool - Near Disney
2.0 star property
Winter Garden
The price is ₹11,320
₹26,033 total
includes taxes & fees
19 Nov - 20 Nov
Upstay - Condo w Hot Tub and Pool - Near Disney
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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Check out pet-friendly hotels in Winter Garden

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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.

Go beyond your typical stay in Winter Garden

When is the best time to visit Winter Garden?

Our prices for hotels in Winter Garden are cheapest in September

Price trends for hotels in Winter Garden

Pricing is based on two traveller single night rates
View properties in November
Currently viewing crowd sizes and weather for November.

November

High 25°C / low 16°C. Sunny most days.
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November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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December, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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January, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
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February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
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March, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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May, no crowd data, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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June, no crowd data, average high temperature 32 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
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July, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
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August, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
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September, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
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October, no crowd data, average high temperature 29 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
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Monthly weather averages (˚C)

Top neighbourhoods in Winter Garden

Downtown Winter Garden

Plant Street bursts with small-town charm in City centre Winter Garden. The restored 1935 Garden Theatre anchors the brick-lined pedestrian zone where locals and visitors stroll past historic shopfronts. Hop on the West Orange Trail for a scenic bike ride or browse the weekly farmers market for fresh Florida citrus and artisanal goods. Farm-to-table restaurants with outdoor seating line the main drag, while boutique bed & breakfasts offer cosy accommodation in restored buildings. The pedestrian-friendly layout means you can park once and explore everything on foot, from antique shops to the Central Florida Railway Museum.

Horizon West

Winter Garden's Horizon West neighborhood has a host of places to visit such as Walt Disney World® Resort and Orange County National Golf Club.

Vista del Lago

Vista del Lago is a peaceful retreat just minutes from Orlando's major attractions. Holiday homes with private pools and resort amenities offer the perfect landing spot after action-packed theme park days. Disney's Animal Kingdom and Magic Kingdom are just a short drive away, while community pools provide refreshing breaks between adventures. Dining options require a quick drive to nearby Championsgate or Disney Springs, where choices range from casual to upscale. Most travellers appreciate having rental cars to navigate between the quiet area and Orlando's entertainment districts. Many holiday rentals feature full kitchens and game rooms, creating the ideal home base for family theme park trips.

Oakland

Oakland's historic charm lives on through preserved Victorian homes and oak-canopied streets. Wander city centre to discover the 1889 Healthy House Museum and local artisan shops. The 128-acre Oakland Nature Preserve invites you to explore cypress wetlands and spot some of the 200+ bird species that call Lake Apopka home. Southern comfort food dominates the dining scene with most spots closing early. The area is best explored by car, though city centre remains pleasantly walkable. Cosy bed and breakfasts in historic homes offer an intimate alternative to Orlando's bustling tourist accommodation just 15 minutes away.

Killarney

Killarney offers a peaceful retreat from Orlando's tourist bustle while keeping adventure within reach. The Oakland Nature Preserve invites you to explore scenic trails while the nearby West Orange Trail is perfect for morning bike rides. Lake Apopka provides a serene backdrop for fishing or simply watching the sunset paint the Florida sky. When you're ready for more action, Winter Garden's charming city centre is just minutes away. Accommodation options include budget-friendly extended-stay hotels and holiday homes with pools and kitchenettes. A car is essential for getting around, though rideshare services are readily available. The quiet suburban streets make evening strolls pleasant after busy days exploring nearby attractions.

Top landmarks in Winter Garden

Learn more about Winter Garden

Brick-lined Plant Street forms the heart of this upscale Orlando suburb, where historic buildings house artisanal shops and farm-to-table restaurants. The West Orange Trail cuts through city centre, offering miles of paved path for cyclists and joggers seeking respite from theme park crowds. Catch a performance at the restored Garden Theatre, a 1935 gem that anchors the thriving arts scene. Families enjoy Surfari Water Park while history buffs explore the Railway Museum. Plant Street Market buzzes with local vendors selling craft beer to handmade soaps. Lake Butler provides a peaceful escape for paddleboarders, while nearby Lake Louisa State Park offers hiking through pristine Florida wilderness. Golf enthusiasts find paradise at Orange County National's courses.

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

Frequently Asked Questions

Can I book a refundable accommodation in Winter Garden?

If you need the flexibility to change your plans to Winter Garden, most properties offer refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Winter Garden if I want a vacation home instead of a traditional hotel?

If you want to find a good alternative to a hotel, look over our selection of 6 vacation homes.

What will the weather in Winter Garden be like during my visit?

August and July are typically the warmest months in Winter Garden when the average temp is 82°F. January and February are the coldest months when the average temperature is 64°F. August and July are the months with the most rain.

Why should I book my Winter Garden hotel through Hotels.com?

There are lots of reasons to book your Winter Garden trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Winter Garden

Enchanting Escapades: Discover the Allure of Winter Garden's Thrilling Wonders

Nestled just outside Orlando, Winter Garden, Florida, is a charming city that blends old-world charm with modern delights. Stroll through the picturesque downtown, where historic buildings house delightful shops and eateries. The West Orange Trail offers scenic pathways for cycling and walking, while the lush landscapes provide a perfect backdrop for outdoor activities. Don’t miss the enchanting Winter Garden Farmers Market, brimming with local produce and artisan goods. With its warm hospitality and vibrant community spirit, Winter Garden is an ideal destination for those seeking a delightful escape into Florida’s natural beauty and cultural richness.

Discover great hotels near Winter Garden

Winter Garden offers a variety of hotel options, from cosy bed and breakfasts to modern hotels with top amenities, all providing a pleasant stay in the heart of Florida. Here are some of the best hotels near Winter Garden that our travelers love:

  1. Suburban Studios Orlando - Ocoee/Winter Gardenopens in new window: This budget-friendly hotel offers a refined stay for leisure travellers seeking comfort and distinctive experiences. With a high guest rating and a welcoming atmosphere, it delivers a memorable escape with its curated local experiences and efficient express check-in. Enjoy the exceptional architectural design and relaxed ambience that sets the stage for a smooth, high-quality journey. The property boasts key amenities and a standout environment that creates a seamless travel experience, ensuring every moment is elevated with thoughtful details and timeless style.
  2. Fairfield Inn & Suites Orlando Ocoeeopens in new window: This budget-friendly hotel captivates leisure travellers with its elegant decor and effortless charm. Its high guest rating reflects the appealing design, efficient express check-in, and curated experiences that enhance every stay. The hotel prides itself on distinctive features, including sophisticated dining options and architectural allure, creating an inviting atmosphere for those who appreciate a well-appointed retreat. Indulge in the refined ambience and stylish details that make this property a perfect choice for a truly memorable journey.

Where to stay near Winter Garden

In Lake Buena Vista, Clermont, Apopka, each offers unique appeal: Lake Buena Vista boasts theme parks, family-friendly entertainment and shopping; Clermont shines with lakeside recreation, sports and sunny weather; Apopka offers natural beauty, wildlife and local charm. For first-time visitors, Lake Buena Vista is best suited due to its proximity to major attractions and diverse activities.

  1. Lake Buena Vistaopens in new window: Discover the charm of Lake Buena Vista, a vibrant hub known for its engaging theme park atmosphere and family-friendly vibe. Perfect for travellers seeking a mix of excitement and leisurely strolls, the area offers a range of shopping and dining experiences. Enjoy must-see places like Walt Disney World® Resort and Universal Studios Florida, alongside relaxed excursions and lively cultural attractions. This destination is ideal for those who appreciate a blend of entertainment and quality leisure time.
  2. Clermontopens in new window: Experience the sunny spirit of Clermont, where the outdoors comes to life along a scenic lake. With its focus on family-friendly recreation and sports such as soccer and golf, Clermont offers a relaxed pace with plenty of opportunities for biking and enjoying the warm weather. You can explore natural beauty at Lake Louisa State Park and feel the local vibe at Hancock Park while still being close enough to the excitement of Walt Disney World® Resort. It's a great choice for those who love a mix of nature and theme park fun.
  3. Apopkaopens in new window: Embrace the local charm of Apopka, a community that offers a family-friendly setting with a warm, nature-filled backdrop. Ideal for travellers who love outdoor activities, the area is celebrated for its sunsets and wildlife, providing a peaceful retreat. Enjoy a laid-back atmosphere with a focus on nature and community, making it a delightful option for those who prefer a slower pace of life.

Things to do in Winter Garden

Winter Garden is a delightful escape, where lush parks meet sparkling lakes and vibrant waterways. Enjoy leisurely afternoons boating or hiking through scenic trails, then unwind with a round of golf or indulge in charming shops. With its inviting atmosphere, it's a perfect destination for a relaxing getaway.

  • Walt Disney World® Resortopens in new window – Dive into a world of imagination at this iconic theme park. Whether you're riding thrilling attractions or meeting beloved characters, there's an abundance of experiences waiting for you, including spectacular parades and dazzling fireworks that illuminate the night sky.
  • Tinker Fieldopens in new window – Visit this historic site, once home to many memorable events and performances. This venue offers a glimpse into the rich history of American sports and entertainment, making it a fascinating stop for enthusiasts of both history and culture.
  • Magic Kingdom® Parkopens in new window – Step into a fairy tale at this enchanting theme park, where classic attractions like Cinderella Castle and Space Mountain await. Spend your day exploring whimsical lands filled with rides, entertainment, and delightful dining options that cater to all tastes.
  • Orange Avenueopens in new window – Stroll along this vibrant street, where you can discover a mix of shops, eateries, and local hotspots. It's a perfect place for a leisurely walk, allowing you to soak in the local atmosphere and perhaps grab a bite or a souvenir.
  • Universal Studios Floridaopens in new window – Get ready for an adventure packed with excitement at this thrilling theme park. Experience rides based on your favourite films and shows, and make sure to catch live performances that bring cinematic magic to life.

4 tips for savvy savings when booking a hotel in Winter Garden

  1. Book for the cheapest times: The most affordable period to visit Winter Garden is during August, September, and November, when hotel prices may drop, offering budget-friendly options for those on a budget. For a truly enriching experience, a stay of at least 3 to 4 days is recommended to explore the city's key landmarks, historical sites, and cultural attractions, including family-friendly locations, theme parks, shopping destinations, water parks, dining venues, and recreational spots such as golf courses and excursions. This period promises great value for money, making it an ideal time for travellers seeking both affordability and a rich cultural experience.
  2. Look for last-minute deals on Hotels.com: To uncover last-minute deals to Winter Garden, begin by navigating to the Dealsopens in new window or Last-Minute Deals section on Hotels.com, where you may discover discounted hotel options as your travel date approaches. Additionally, consider enabling email alerts or push notifications from Hotels.com to stay informed about flash sales and special promotions, ensuring you won't miss opportunities to save. Using the Smart Shopping tool via the app allows you to compare hotel prices and amenities, making it easier to find the best fit for your stay. If rooms become available or prices drop, you could be among the first to know for your spontaneous getaway.
  3. Be flexible with dates: Prices can fluctuate based on various factors, including the hotel's location, star rating, and the time of year, so being flexible with your travel dates may help you find better rates for your stay in a Winter Garden hotel. For those in search of distinctive accommodations, boutique hotels can provide a more personalised experience and potentially better value. When you book through Hotels.com, we will inform you if the price for your chosen dates is above or below the average. If the price is on the higher side, we can suggest alternative dates that could offer more affordable options.
  4. Consider your location: Hotels located near the city centre usually tend to be more expensive, but thanks to Winter Garden's superb public transport connections, you may discover a more affordable independent hotel further afield that remains well linked. For those keen to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often excellent value for money to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Winter Garden

Winter Garden experiences its lowest average temperature in January, at 59.9°F (15.5°C), while August is the hottest month, with an average temperature of 82.6°F (28.1°C). August is usually the wettest month. January, February, and September are the peak travel months in Winter Garden, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light to moderate rainfall. On the other hand, May, August, and October tend to be quieter times to visit, marked by light to moderate rainfall and mostly sunny conditions.

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