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 comfort, location and traveller experience. Last updated on .
Hotels in Winter Garden
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Upstay - Modern Family Apartment w Pool Hot Tub
Upstay - Modern Family Apartment w Pool Hot TubWinter Garden
The price is ฿4,851
฿10,171 total
includes taxes & fees
28 Jul - 29 Jul

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town CenterBay Lake
9.4 out of 10, Exceptional, (5,097 reviews)
The price is ฿2,173
฿2,445 total
includes taxes & fees
21 Jul - 22 Jul

Home2 Suites By Hilton Winter Garden
Home2 Suites By Hilton Winter GardenWinter Garden
9.4 out of 10, Exceptional, (473 reviews)
The price is ฿3,924
฿4,414 total
includes taxes & fees
12 Jul - 13 Jul

Home2 Suites by Hilton Orlando at Flamingo Crossings
Home2 Suites by Hilton Orlando at Flamingo CrossingsBay Lake
9.4 out of 10, Exceptional, (5,692 reviews)
The price is ฿2,373
฿2,669 total
includes taxes & fees
21 Jul - 22 Jul

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
9.0 out of 10, Wonderful, (2,212 reviews)
The price is ฿2,931
฿3,297 total
includes taxes & fees
2 Aug - 3 Aug

Homewood Suites by Hilton Orlando at Flamingo Crossings
Homewood Suites by Hilton Orlando at Flamingo CrossingsBay Lake
9.4 out of 10, Exceptional, (2,545 reviews)
The price is ฿2,572
฿2,893 total
includes taxes & fees
26 Jul - 27 Jul

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Residence Inn by Marriott Orlando Flamingo Crossing/Western EntranceBay Lake
9.6 out of 10, Exceptional, (2,143 reviews)
The price is ฿2,373
฿2,669 total
includes taxes & fees
12 Jul - 13 Jul

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western EntranceBay Lake
9.0 out of 10, Wonderful, (1,763 reviews)
The price is ฿2,891
฿3,252 total
includes taxes & fees
2 Aug - 3 Aug

The Grove Resort & Water Park Orlando
The Grove Resort & Water Park OrlandoWinter Garden
8.0 out of 10, Very good, (10,299 reviews)
The price is ฿6,093
฿8,686 total
includes taxes & fees
3 Aug - 4 Aug

Upstay Family-friendly Condo w Pool Near Disney
Upstay Family-friendly Condo w Pool Near DisneyWinter Garden

Upstay - Condo Near Disney w Pool Hot tub Sauna
Upstay - Condo Near Disney w Pool Hot tub SaunaWinter Garden

Orange County National Lodge
Orange County National LodgeHorizon West
7.4 out of 10, Good, (262 reviews)
The price is ฿5,335
฿6,002 total
includes taxes & fees
4 Jul - 5 Jul

Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Aqua Sol Orlando WestWinter Garden
8.8 out of 10, Excellent, (3,939 reviews)
The price is ฿3,323
฿4,673 total
includes taxes & fees
21 Jul - 22 Jul

Fire Pit & Yard: Updated Winter Garden Home!
Fire Pit & Yard: Updated Winter Garden Home!Winter Garden
The price is ฿8,042
฿18,193 total
includes taxes & fees
15 Jul - 16 Jul

Oakland Manor House
Oakland Manor HouseOakland
The price is ฿19,410
฿31,738 total
includes taxes & fees
6 Jul - 7 Jul

Upstay Condo With Outdoor Pool & Sauna
Upstay Condo With Outdoor Pool & SaunaWinter Garden
The price is ฿3,501
฿8,778 total
includes taxes & fees
28 Jul - 29 Jul

Upstay 3BR Condo w Pool Patio Near Disney
Upstay 3BR Condo w Pool Patio Near DisneyWinter Garden
The price is ฿3,291
฿9,551 total
includes taxes & fees
15 Jul - 16 Jul

Modern 3BR Resort Condo With Pool Near Disney
Modern 3BR Resort Condo With Pool Near DisneyWinter Garden
The price is ฿3,301
฿9,304 total
includes taxes & fees
8 Jul - 9 Jul

Upstay Condo w Pool Sauna Sleeps 8
Upstay Condo w Pool Sauna Sleeps 8Winter Garden
The price is ฿3,593
฿9,891 total
includes taxes & fees
8 Jul - 9 Jul

Upstay Condo Near Disney w Pool & Sauna
Upstay Condo Near Disney w Pool & SaunaWinter Garden
The price is ฿3,456
฿9,458 total
includes taxes & fees
15 Jul - 16 Jul
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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town CenterBay Lake
9.4 out of 10, Exceptional, (5097)
The price is ฿2,173
฿2,445 total
includes taxes & fees
21 Jul - 22 Jul
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
Apart hotel
Waterpark
Top neighbourhoods in Winter Garden

Photo by Shannon Maya
Open Photo by Shannon Maya
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.

Check out reviews of Winter Garden hotels guests love

Universal's Cabana Bay Beach Resort
10/10 Excellent
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