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 .

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, (5,679 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 P4,830
P5,434 total
includes taxes & fees
Nov 17 - Nov 18
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, (2,300 reviews)
The price is P5,987
P6,736 total
includes taxes & fees
Nov 24 - Nov 25
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3. 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, (6,228 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 P6,230
P7,009 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (2,762 reviews)
The price is P7,277
P8,187 total
includes taxes & fees
Nov 29 - Nov 30
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, (2,343 reviews)
The price is P5,459
P6,141 total
includes taxes & fees
Nov 2 - Nov 3
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

6. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (529 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 P7,001
P7,876 total
includes taxes & fees
Nov 15 - Nov 16
Home2 Suites By Hilton Winter Garden

7. 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, (1,910 reviews)
The price is P5,555
P6,249 total
includes taxes & fees
Nov 3 - Nov 4
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

8. 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, (10,908 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 P12,912
P18,045 total
includes taxes & fees
Oct 31 - Nov 1
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, (3,939 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 P6,021
P8,570 total
includes taxes & fees
Nov 5 - Nov 6
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 P4,022
P15,228 total
includes taxes & fees
Nov 3 - Nov 4
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 P12,706
P31,868 total
includes taxes & fees
Nov 3 - Nov 4
Fire Pit & Yard: Updated Winter Garden Home!

12. Upstay Large Family Condo w Pool Sauna

Upstay Large Family Condo w Pool Sauna
2.0 star property
Winter Garden
The price is P7,558
P19,740 total
includes taxes & fees
Oct 31 - Nov 1
Upstay Large Family Condo w Pool Sauna

13. 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 P4,406
P15,659 total
includes taxes & fees
Nov 2 - Nov 3
Upstay Condo Near Disney w Pool & Sauna

14. 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 P9,075
P19,064 total
includes taxes & fees
Nov 11 - Nov 12
Upstay - Condo w Hot Tub and Pool - Near Disney

15. Upstay Large Family Condo w Pool, Sauna

Upstay Large Family Condo w Pool, Sauna
3.5 star property
Winter Garden
The price is P6,193
P17,670 total
includes taxes & fees
Nov 11 - Nov 12
Upstay Large Family Condo w Pool, Sauna

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 P5,077
P15,066 total
includes taxes & fees
Nov 1 - Nov 2
Upstay - Condo Near Disney w Pool Hot tub Sauna

17. 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 P4,406
P15,659 total
includes taxes & fees
Nov 1 - Nov 2
Modern 3BR Resort Condo With Pool Near Disney

18. 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 P5,077
P15,066 total
includes taxes & fees
Nov 1 - Nov 2
Modern 3BR Condo Near Disney- Pool and 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 P6,959
P18,532 total
includes taxes & fees
Nov 11 - Nov 12
Near Disney - Family Condo w Pool, Games, and More

20. 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 P5,887
P17,860 total
includes taxes & fees
Nov 2 - Nov 3
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.

You may also like hotels with pools in Winter Garden

You can also stay at family-friendly hotels in Winter Garden

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.

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 traveler single night rates
View properties in October
Currently viewing crowd sizes and weather for October.
Typical weather for Winter Garden
October
High 29°C / low 20°C. Sunny most days.
View properties in October
29°
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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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November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
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23°
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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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20°
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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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23°
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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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25°
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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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28°
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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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31°
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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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Monthly weather averages (˚C)

Top neighborhoods in Winter Garden

Downtown Winter Garden

Plant Street bursts with small-town charm in Downtown Winter Garden. The restored 1935 Garden Theatre anchors the brick-lined pedestrian zone where locals and visitors stroll past historic storefronts. 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 cozy accommodations in restored buildings. The pedestrian-friendly layout means you can park once and explore everything on foot, from antique shops to the Central Florida Railroad 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. Vacation 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 travelers appreciate having rental cars to navigate between the quiet neighborhood and Orlando's entertainment districts. Many vacation 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 downtown 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 downtown remains pleasantly walkable. Cozy bed and breakfasts in historic homes offer an intimate alternative to Orlando's bustling tourist accommodations 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 downtown is just minutes away. Accommodation options include budget-friendly extended-stay hotels and vacation 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 downtown, 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 Railroad 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."

Check out reviews of Winter Garden hotels guests love

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

Embrace the Enchantment of Winter Garden: A Tapestry of Thrills and Serenity

Nestled just west of Orlando, Winter Garden, Florida, is a charming city that effortlessly blends historic allure with vibrant modernity. Stroll along the picturesque downtown, lined with quaint shops and delightful eateries, or explore the scenic West Orange Trail, perfect for walking and cycling. The Garden Theatre offers an array of cultural performances, while the nearby theme parks and water parks promise thrilling adventures for families. With its lush landscapes and friendly atmosphere, Winter Garden is a hidden gem for those seeking a delightful escape that celebrates both nature and community spirit.

Discover great hotels near Winter Garden

Winter Garden hotels offer a mix of modern comfort and charming character. Visitors can enjoy well-appointed rooms, inviting pools and stylish dining options in a friendly, relaxed setting. Whether seeking a luxury retreat or cosy stay, Winter Garden provides a range of appealing options for a memorable visit. Here are some of our travelers' favorite hotels near Winter Garden:

  1. Suburban Studios Orlando - Ocoee/Winter GardenOpens in a new window: This 3-star hotel offers a relaxed and welcoming retreat for leisure travellers who appreciate modern comfort and stylish details. Guests enjoy a range of features including curated experiences and express check-in, with well-appointed rooms that reflect a commitment to quality and comfort. The property is celebrated for its friendly ambience and clean, well-maintained spaces that are perfect for a discerning, trend-aware audience. Revel in a boutique setting with artistic architectural design and enjoy seamless transitions from check-in to leisure time.
  2. Fairfield Inn & Suites Orlando OcoeeOpens in a new window: This 3-star hotel is designed for leisure travellers seeking a touch of sophistication and comfort. With a guest rating of 8.8, it offers an inviting space that combines contemporary style with curated experiences and high-end details. Guests can delight in the unique architectural design and refined on-site amenities that ensure a smooth and memorable journey. The property stands out with its seamless express check-in and an environment that celebrates both comfort and modern elegance.

Where to stay near Winter Garden

Some of the best areas to stay in when visiting Winter Garden, Florida, are Lake Buena Vista, Clermont, and Apopka. Lake Buena Vista offers family-friendly attractions like Walt Disney World® Resort and vibrant entertainment options. Clermont is ideal for outdoor enthusiasts with its lakes and parks, while Apopka showcases beautiful nature and wildlife. For first-time visitors, Lake Buena Vista is the most appealing choice.

  1. Lake Buena VistaOpens in a new window: Lake Buena Vista is the ultimate destination for those looking to dive into the world of theme parks and family-friendly fun. Home to the iconic Walt Disney World® Resort, it offers a magical experience for visitors of all ages. Beyond the parks, you can enjoy a variety of shopping and dining options that cater to all tastes. The area is rich in entertainment, with cultural attractions and live music events frequently taking place. If you’re a fan of boating, the nearby lakes provide a chance to relax and soak in the sunny Florida weather. With several hotels offering convenient access to all these attractions, Lake Buena Vista is the perfect base for your adventure.
  2. ClermontOpens in a new window: Known for its stunning lakes and sunny weather, Clermont is a charming location for those who enjoy outdoor recreation. The picturesque Lake Louisa State Park is a must-visit, offering hiking, biking, and scenic views perfect for a family day out. Sports enthusiasts will appreciate the local soccer and baseball fields, making it a great spot for active families. Clermont also boasts a friendly, small-town feel while being close to major attractions like Walt Disney World®. With plenty of parks and recreational facilities, it's an ideal choice for travellers seeking a balance of relaxation and family-friendly activities.
  3. ApopkaOpens in a new window: Apopka is a delightful destination for nature lovers and families alike. Known for its beautiful sunsets and wildlife, you can explore local parks and enjoy the area's natural beauty. The city offers various sports facilities, making it an excellent choice for active visitors. Its close-knit community vibe and serene surroundings provide a peaceful escape from the bustle of nearby attractions. Plus, as Apopka is within easy reach of larger cities, you can venture out for day trips while returning to a quieter, more relaxed base.

Things to do in Winter Garden

Winter Garden offers a refreshing mix of natural charm and leisure fun. Explore lush parks, serene lakes and rolling hills, then enjoy a round of golf or a spot of retail therapy. It's an inviting escape where scenic beauty meets relaxed pastimes.

  • Walt Disney World® ResortOpens in a new window – Explore this expansive theme park where you can enjoy rides, themed attractions and waterpark adventures. With its colourful parades and enchanting shows, visitors can experience a well-loved destination that brings fairy tales to life.
  • Tinker FieldOpens in a new window – Visit this historic site to appreciate its storied past while enjoying a backdrop that contrasts modern attractions with nostalgic charm. The area offers a unique glimpse into local history alongside its recreational spaces.
  • Magic Kingdom® ParkOpens in a new window – Discover the magic of this theme park where classic attractions and family-friendly shows create an atmosphere of wonder. Its iconic attractions invite you to relive cherished childhood memories and make new ones.
  • Universal Studios FloridaOpens in a new window – Experience the thrill of cinematic adventures in this theme park, which brings blockbuster movies to life through interactive rides and shows. The park offers a dynamic setting that combines popular culture with immersive experiences.
  • Dr. Phillips Center for the Performing ArtsOpens in a new window – Enjoy a visit to this arts centre, where a diverse programme of performances adds a touch of sophistication to your itinerary. From live theatre to musical events, it provides a cultural highlight in your travel journey.

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

  1. Book for the cheapest times: The most budget-friendly time to visit Winter Garden is during August, September, and November, when hotel prices tend to be lower. For a truly enriching experience, it is advisable to stay for at least 3 to 4 days to fully appreciate the area's key landmarks and cultural attractions. This duration allows visitors to explore the historical sites, immerse themselves in the local culture, and enjoy the charming ambience of the town, all while ensuring great value for money. With affordable options available, guests can make the most of their trip without straining their wallets.
  2. Look for last-minute deals on Hotels.com: For Winter Garden travellers, Hotels.com offers DealsOpens in a new window that may provide attractive hotel discounts. You may find enticing last-minute offers by exploring the Last-Minute Deals section as your travel dates approach. Additionally, the Smart Shopping tool available via the app allows you to compare hotel prices and amenities, ensuring you’re more likely to see competitive options. Stay alert with email or push notifications to be informed of any flash sales or price drops on your preferred hotels.
  3. Be flexible with dates: Prices can fluctuate due to various factors including the hotel's location, star rating, and the time of year. Therefore, being flexible with your travel dates may help you find a more favourable rate for your stay in a Winter Garden hotel. If you're in search of something distinctive, boutique hotels can provide a more personalised experience and sometimes offer better value. When you book through Hotels.com, we’ll inform you whether the price for your chosen dates is above or below the average. If the price appears to be on the higher side, we may suggest alternative dates that could help you discover a more attractive option.
  4. Consider your location: Hotels near the city centre usually tend to be more expensive, but with Winter Garden's excellent public transport links, you might find a more affordable independent hotel further afield that’s still well connected. For those wishing to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often excellent value for money. Opting for these alternative destinations could offer 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 typically the wettest month. If you’re looking to soak up the lively atmosphere in Winter Garden, January, February, and September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light to moderate rainfall. However, if you prefer a more relaxed experience, May, August, and October are perfect for a quieter getaway, marked by light to moderate rainfall and mostly sunny conditions.

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