Hotels in Winter Garden

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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, (4,657 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 $101
$114 total
includes taxes & fees
May 13 - May 14
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
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, (1,702 reviews)
The price is $98
$110 total
includes taxes & fees
May 13 - May 14
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
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, (2,033 reviews)
The price is $118
$133 total
includes taxes & fees
Apr 28 - Apr 29
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
9.2 out of 10, Wonderful, (5,438 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 $106
$119 total
includes taxes & fees
Apr 27 - Apr 28
Home2 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, (2,237 reviews)
The price is $95
$107 total
includes taxes & fees
Apr 26 - Apr 27
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/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, (2,361 reviews)
The price is $122
$137 total
includes taxes & fees
Apr 28 - Apr 29
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, (428 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 $130
$147 total
includes taxes & fees
May 3 - May 4
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, (9,527 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 $173
$250 total
includes taxes & fees
Apr 19 - Apr 20
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, (4,062 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 $106
$148 total
includes taxes & fees
Apr 19 - Apr 20
Hilton Vacation Club Aqua Sol Orlando West
Fire Pit & Yard: Updated Winter Garden Home!
Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is $183
$509 total
includes taxes & fees
Apr 16 - Apr 17
Fire Pit & Yard: Updated Winter Garden Home!
Upstay Condo w Pool Sauna Sleeps 8
Upstay Condo w Pool Sauna Sleeps 8
2.0 star property
Winter Garden
The price is $118
$309 total
includes taxes & fees
May 12 - May 13
Upstay Condo w Pool Sauna Sleeps 8
Oakland Manor House
Oakland Manor House
3.0 star property
Oakland
The price is $649
$1,028 total
includes taxes & fees
Apr 19 - Apr 20
Oakland Manor House
Upstay Amazing Disney Condo w Patio Sleeps 6
Upstay Amazing Disney Condo w Patio Sleeps 6
2.0 star property
Winter Garden
The price is $99
$264 total
includes taxes & fees
Apr 14 - Apr 15
Upstay Amazing Disney Condo w Patio Sleeps 6
Upstay Modern 2BR Condo Near Disney
Upstay Modern 2BR Condo Near Disney
2.0 star property
Winter Garden
The price is $95
$262 total
includes taxes & fees
Apr 14 - Apr 15
Upstay Modern 2BR Condo 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 $92
$256 total
includes taxes & fees
Apr 14 - Apr 15
Upstay - Condo Near Disney w Pool-spa-sauna-games
Rosen Shingle Creek
Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,700 reviews)
Escape to this luxurious Orlando hotel featuring a golf course, spa treatments, and 4 outdoor pools. Just minutes from The Orlando Eye and Aquatica, you'll find 11 restaurants including A Land Remembered serving American cuisine. Travelers praise the comfortable beds and helpful staff.
The price is $119
$134 total
includes taxes & fees
May 14 - May 15
Rosen Shingle Creek
Orlando Palms Hotel
Orlando Palms Hotel
2.5 star property
Orlando
7.8 out of 10, Good, (2,617 reviews)
Escape to a quiet hotel near Orlando's Florida Mall and Orlando Eye. Take a refreshing dip in the outdoor pool, work out in the 24-hour fitness center, or use free WiFi and parking. Guests love the clean rooms, helpful staff, and proximity to restaurants and shops.
The price is $71
$92 total
includes taxes & fees
Apr 14 - Apr 15
Orlando Palms Hotel
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
Kissimmee
8.4 out of 10, Very Good, (3,095 reviews)
The price is $41
$80 total
includes taxes & fees
Apr 14 - Apr 15
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Hampton Inn Orlando-International Airport
Hampton Inn Orlando-International Airport
2.5 star property
Airport North
9.0 out of 10, Wonderful, (1,859 reviews)
Tranquil hotel with outdoor pool and fitness center just 3.2 mi from the airport. Enjoy free breakfast before heading to Florida Mall or Kia Center, both a short drive away. Guests love the helpful staff and peaceful atmosphere.
The price is $95
$106 total
includes taxes & fees
May 3 - May 4
Hampton Inn Orlando-International Airport
Wingate by Wyndham - Orlando International Airport
Wingate by Wyndham - Orlando International Airport
3.0 star property
Airport North
8.8 out of 10, Excellent, (3,891 reviews)
Just 3.4 mi from Orlando International Airport with complimentary shuttle service, this hotel is a short drive from Florida Mall and Kia Center. Enjoy the outdoor pool, fitness center, free breakfast, and WiFi. Travelers rave about the helpful staff and comfortable rooms.
The price is $95
$106 total
includes taxes & fees
Apr 14 - Apr 15
Wingate by Wyndham - Orlando International Airport
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.

Check out pet-friendly hotels in Winter Garden

You may also like hotels with pools 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 April
Currently viewing crowd sizes and weather for April.
Typical weather for Winter Garden
April
High 28°C / low 18°C. Sunny most days.
View properties in April
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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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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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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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March, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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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.

ARM53A Historic Downtown Area and Clock of Winter Garden Florida

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Frequently asked questions

What hotels do travelers like in Winter Garden?
Where can I find free parking with my stay in Winter Garden?
Edgewater Hotel offers the perk of free parking.
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 should I stay in Winter Garden if I'm looking for a cheap accommodation?
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 5 vacation homes. You also might want to book one of 6 condos for your trip.
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.