Find hotels in Winter Garden, FL from 1.447.341 ₫

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Our top choices for Winter Garden hotels

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, (4,887 reviews)
"Excellent location, breakfast and staff"
United States
Trinity
The price is 2.658.219 ₫
2.990.496 ₫ total
includes taxes & fees
8 Jun - 9 Jun
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
9.2 out of 10, Wonderful, (5,579 reviews)
"Great place, very clean and the rooms are perfect for families."
United States
JEFFREY
The price is 2.567.623 ₫
2.888.575 ₫ total
includes taxes & fees
22 Jun - 23 Jun
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, (2,228 reviews)
"Amazing place to stay "
United States
Mirian
The price is 2.320.807 ₫
2.610.909 ₫ total
includes taxes & fees
8 Jun - 9 Jun
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/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, (460 reviews)
"Enjoyed my stay "
United States
Nadia
The price is 3.215.655 ₫
3.617.612 ₫ total
includes taxes & fees
14 Jun - 15 Jun
Home2 Suites By Hilton Winter Garden

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, (2,462 reviews)
"Great place to stay"
United States
ALTON
The price is 3.214.922 ₫
3.616.788 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Homewood Suites by Hilton Orlando at Flamingo Crossings

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, (2,095 reviews)
"Always love staying here"
United States
Laura
The price is 2.894.430 ₫
3.256.233 ₫ total
includes taxes & fees
21 Jun - 22 Jun
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

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, (1,732 reviews)
"Breakfast was great, staff was super friendly and accommodating and the hotel was very clean."
United States
Kaitlyn
The price is 2.578.674 ₫
2.901.008 ₫ total
includes taxes & fees
8 Jun - 9 Jun
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

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, (10,050 reviews)
"Hotel is nice and the waterpark was great"
United States
rocio gascon
The price is 4.442.384 ₫
6.448.681 ₫ total
includes taxes & fees
8 Jun - 9 Jun
The Grove Resort & Water Park Orlando

Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
3.5 star property
Winter Garden
The price is 2.131.839 ₫
6.217.863 ₫ total
includes taxes & fees
4 Jun - 5 Jun
Upstay Modern 2BR Condo Near Disney

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, (3,955 reviews)
"The place was really nice, good price, and a great water park!"
United States
Zachery
The price is 3.262.812 ₫
4.410.848 ₫ total
includes taxes & fees
17 Jun - 18 Jun
Hilton Vacation Club Aqua Sol Orlando West

Upstay 3BR Condo w Pool Patio Near Disney

Upstay 3BR Condo w Pool Patio Near Disney
2.0 star property
Winter Garden
The price is 2.576.221 ₫
7.530.556 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Upstay 3BR Condo w Pool Patio Near Disney

Orange County National Lodge

Orange County National Lodge
3.0 star property
Horizon West
7.4 out of 10, Good, (262 reviews)
"A GREAT golf vacation experience!!"
United States
David
The price is 5.446.791 ₫
6.127.640 ₫ total
includes taxes & fees
15 Jun - 16 Jun
Orange County National Lodge

Oakland Manor House

Oakland Manor House
3.0 star property
Oakland
The price is 15.369.423 ₫
25.131.875 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Oakland Manor House

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)
"You get what you pay for for sure! This was a place to stay that was clean inside, just very outdated and the hall smell was SO HORRIBLE. They have fragrance machines throughout the halls to where you can literally taste the fragrance. It was going into our room and we all felt nauseous because of how strong it was. I also would like to recommend the place gets carts so guests can easily transfer their belongings from the parking garage to their room because it was a FAR walk with all of our...
United States
Aubree
The price is 2.026.101 ₫
6.690.080 ₫ total
includes taxes & fees
10 Jun - 11 Jun
Near Disney - Family Condo w Pool, Games, and More

Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
The price is 2.289.753 ₫
6.987.696 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Upstay Condo Near Disney w Pool & Sauna

Upstay Pet-friendly Condo With Pool

Upstay Pet-friendly Condo With Pool
3.5 star property
Winter Garden
The price is 2.052.882 ₫
6.721.215 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Upstay Pet-friendly Condo With Pool

Upstay Modern 2BR Condo Near Disney

Upstay Modern 2BR Condo Near Disney
2.0 star property
Winter Garden
The price is 2.426.495 ₫
6.740.331 ₫ total
includes taxes & fees
4 Jun - 5 Jun
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 2.456.440 ₫
6.774.019 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Upstay - Condo Near Disney w Pool-spa-sauna-games

Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is 1.894.968 ₫
6.543.562 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Condo With Sauna, Games, Poolnear Disney

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,880 reviews)
"So many things to do on property, staff was super friendly, overall such a great place to stay"
United States
Constance
The price is 3.557.518 ₫
4.002.208 ₫ total
includes taxes & fees
8 Jun - 9 Jun
Rosen Shingle Creek
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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Where to stay in Winter Garden

Find the best Winter Garden areas for the activities you enjoy most. Learn more about Winter Garden
Learn more about Winter Garden

Downtown Winter Garden

Historic City centre Winter Garden charms visitors with its beautifully preserved early 20th century buildings along brick-lined Plant Street. The restored 1935 Garden Theatre anchors this pedestrian-friendly district where wide pavements invite leisurely exploration. Regular street events and a popular farmers market create a lively atmosphere throughout the week. Cyclists will love accessing the scenic West Orange Trail that runs through city centre. History buffs can explore the Central Florida Railway Museum and Heritage Museum to discover local stories. The area's artisanal shops, farm-to-table restaurants, and outdoor dining spots make this walkable district perfect for a relaxed Florida getaway.

Horizon West

While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.

Vista del Lago

Vista del Lago offers a peaceful retreat just minutes from Orlando's world-famous attractions. This welcoming Four Corners community features resort-style amenities including sparkling pools and recreation areas. Families appreciate the quiet residential setting after busy theme park days. Wide streets lined with Mediterranean-style holiday homes create a relaxing atmosphere for travellers. Disney's Animal Kingdom and Magic Kingdom are just a short drive away. Most visitors enjoy having kitchen facilities and private spaces while staying close to Orlando's excitement.

Oakland

Oakland charms visitors with its well-preserved historic buildings and small-town atmosphere just outside Orlando's bustling tourist zones. Victorian homes line oak-canopied streets while the city centre area offers antique shops and local cafes. The 128-acre Oakland Nature Preserve provides scenic boardwalks through cypress wetlands. Lake Apopka shoreline offers excellent bird watching with over 200 species. History buffs will appreciate the 1889 Healthy House Museum and railway heritage. Most businesses close early, creating a peaceful evening environment. The West Orange Trail connects cyclists to Winter Garden's wider area.

Killarney

Killarney offers a peaceful retreat from Orlando's tourist bustle while keeping adventure within reach. This family-friendly suburb surrounds you with manicured lawns, palm trees, and quiet residential streets. The nearby West Orange Trail and Lake Apopka provide perfect settings for outdoor recreation. Budget-conscious travellers will appreciate the affordable accommodation and relaxed atmosphere. Take morning strolls along spacious pavements or visit Oakland Nature Preserve just minutes away. A car is essential for exploring Winter Garden's charming city centre and reaching Orlando's famous attractions.

Stay near popular Winter Garden attractions

Learn more about Winter Garden

Stroll the charming brick-lined streets of historic city centre where the Plant Street Market buzzes with local food vendors and craft beer. Pedal along the West Orange Trail that cuts through town, stopping at the Heritage Museum or to catch a show at the Garden Theatre.

ARM53A Historic Downtown Area and Clock of Winter Garden Florida

Top Winter Garden Hotel Reviews

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Hotels in Winter Garden with star rating

Frequently asked questions

What's the weather like in Winter Garden?
The hottest months are usually August and July, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Garden are August, July, September and June, with each month seeing an average of 217 mm of rainfall.