Winter Garden Hotels

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Where to stay in Winter Garden?

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, (5,106 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 S$95
includes taxes & fees
20 Jul - 21 Jul
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, (5,695 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 S$104
includes taxes & fees
16 Jul - 17 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, (2,547 reviews)
The price is S$113
includes taxes & fees
26 Jul - 27 Jul
Homewood Suites by Hilton Orlando at Flamingo Crossings

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 S$363
includes taxes & fees
15 Jul - 16 Jul
Tropical Styled Condo w Outdoor Pool and Hot Tub

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, (2,145 reviews)
The price is S$104
includes taxes & fees
12 Jul - 13 Jul
Residence Inn by Marriott Orlando Flamingo Crossing/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, (474 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 S$172
includes taxes & fees
12 Jul - 13 Jul
Home2 Suites By Hilton Winter Garden

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, (1,763 reviews)
The price is S$127
includes taxes & fees
2 Aug - 3 Aug
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

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, (2,212 reviews)
The price is S$128
includes taxes & fees
2 Aug - 3 Aug
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Orange County National Lodge

Orange County National Lodge
3.0 star property
Horizon West
7.4 out of 10, Good, (262 reviews)
Embrace comfort at this golf lodge with easy access to Magic Kingdom® Park. The on-site course, restaurant, and bar create a perfect retreat after theme park adventures. Free WiFi and parking add convenience to your Winter Garden stay.
The price is S$201
includes taxes & fees
4 Jul - 5 Jul
Orange County National Lodge

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, (10,313 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 holiday atmosphere with convenient Orlando airport access.
The price is S$332
includes taxes & fees
6 Jul - 7 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, (3,944 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 S$182
includes taxes & fees
20 Jul - 21 Jul
Hilton Vacation Club Aqua Sol Orlando West

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 S$327
includes taxes & fees
7 Jul - 8 Jul
Upstay Family-friendly Condo w Pool Near Disney

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
4 Jul - 5 Jul
Fire Pit & Yard: Updated Winter Garden Home!

Upstay - Condo Near Disney w Pool Hot tub Sauna

Upstay - Condo Near Disney w Pool Hot tub Sauna
2.0 star property
Winter Garden
The price is S$341
includes taxes & fees
6 Jul - 7 Jul
Upstay - Condo Near Disney w Pool Hot tub Sauna

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is S$1,222
includes taxes & fees
23 Jul - 24 Jul
Oakland Manor House

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 price is S$330
includes taxes & fees
8 Jul - 9 Jul
Upstay: Condo Near Disney w Pool, Sauna

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 S$335
includes taxes & fees
8 Jul - 9 Jul
Upstay - Condo w Hot Tub and Pool - 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$331
includes taxes & fees
8 Jul - 9 Jul
Modern 3BR Resort Condo With 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
Modern 3BR Condo Near Disney- Pool and Hot Tub

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, (1 review)
The price is S$349
includes taxes & fees
28 Jul - 29 Jul
Near Disney - Family Condo w Pool, Games, and More
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 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 August
Price trends for hotels in Winter Garden
Pricing is based on two traveller single night rates
View properties in July
Currently viewing crowd sizes and weather for July.
Typical weather for Winter Garden
July
High 32°C / low 25°C. Partly sunny.
View properties in July
32°
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July, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
32°
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August, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
25°
31°
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September, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
24°
29°
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October, no crowd data, average high temperature 29 degrees Celsius, average low temperature 20 degrees Celsius. Sunny most days.
20°
25°
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November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 16 degrees Celsius. Sunny most days.
16°
23°
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December, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
14°
20°
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January, no crowd data, average high temperature 20 degrees Celsius, average low temperature 11 degrees Celsius. Sunny most days.
11°
23°
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February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 13 degrees Celsius. Sunny most days.
13°
25°
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March, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
15°
28°
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April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
18°
30°
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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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32°
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June, no crowd data, average high temperature 32 degrees Celsius, average low temperature 24 degrees Celsius. Partly sunny.
24°
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 neighbourhood has lots 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."

Check out reviews of Winter Garden hotels guests love

Frequently asked questions

Can I book a refundable accommodation option in Winter Garden?
If you want the flexibility to change your plans to Winter Garden, most hotels offer refundable* rates that you can book. You can see this accommodation 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 holiday rental instead of a hotel?
If you want a good alternative to a hotel, review our selection of 5 holiday 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 temperature is 28°C. January and February are the coldest months, when the average temperature is 18°C. August and July are the months with the most rain.
Why should I book my Winter Garden hotel with Hotels.com?
There are lots of reasons to book your Winter Garden trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

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