Top 10 Hotels in Winter Garden, FL from ￥10,134 - Competitive Prices

Our top choices for Winter Garden hotels

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

VIMAL

￥18,776 total

includes taxes & fees

Mar 25 - Mar 26

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Bay Lake

Christian

￥22,188 total

includes taxes & fees

Apr 5 - Apr 6

The Grove Resort & Water Park Orlando

Winter Garden

Katie

￥36,921 total

includes taxes & fees

Mar 25 - Mar 26

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

Luiz

￥20,236 total

includes taxes & fees

Apr 5 - Apr 6

Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

ALTON

￥23,144 total

includes taxes & fees

Apr 5 - Apr 6

2 outdoor pools, pool umbrellas, sun loungers

Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

Eduardo

￥27,069 total

includes taxes & fees

Apr 5 - Apr 6

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

Gerardo

￥19,490 total

includes taxes & fees

Apr 5 - Apr 6

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Catalina

￥25,396 total

includes taxes & fees

Mar 24 - Mar 25

Home2 Suites By Hilton Winter Garden

Winter Garden

Olga

￥24,599 total

includes taxes & fees

Apr 5 - Apr 6

Fire Pit & Yard: Updated Winter Garden Home!

Winter Garden

￥80,294 total

includes taxes & fees

Apr 2 - Apr 3

Upstay Amazing Disney Condo w Patio Sleeps 6

Winter Garden

￥42,267 total

includes taxes & fees

Mar 11 - Mar 12

Rosen Shingle Creek

Orlando

Steven

￥17,359 total

includes taxes & fees

Apr 6 - Apr 7

Kompose Boutique Resort at Theme Parks

Kissimmee

Kate

￥18,127 total

includes taxes & fees

Mar 11 - Mar 12

4 outdoor pools, cabanas (surcharge), pool umbrellas

Hilton Vacation Club Mystic Dunes Orlando

Kissimmee

Terry

￥24,403 total

includes taxes & fees

Mar 23 - Mar 24

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Kissimmee

Amanda

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

Eric Theodore

￥45,183 total

includes taxes & fees

Mar 25 - Mar 26

Comfort Suites Downtown

Ivanhoe Village

DWIGHT

￥21,177 total

includes taxes & fees

Apr 5 - Apr 6

Orlando Palms Hotel

Orlando

Lisa

￥10,550 total

includes taxes & fees

Mar 12 - Mar 13

Seasons Florida Resort

Kissimmee

David

￥9,144 total

includes taxes & fees

Apr 6 - Apr 7

Summer Bay Orlando MOD Collection by Sonesta

Clermont

Octavio

￥27,321 total

includes taxes & fees

Mar 25 - Mar 26

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Where to stay in Winter Garden

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

Love this tiny town, just 20 minutes from Walt Disney World. Inside #PlantStreetMarket you’ll find multiple vendors including local food, honey, coffee and desserts, and #crookedcanbrewing #wintergarden #lifeatexpedia

Downtown Winter Garden

Historic Downtown 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 sidewalks 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 downtown. History buffs can explore the Central Florida Railroad 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.

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Horizon West

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

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Orange sunset over distant hills on Lake Apopka near Orlando, Florida.

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 vacation homes create a relaxing atmosphere for travelers. 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.

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Panoramic view of Lake Apopka and nature Florida.

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 downtown 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 railroad heritage. Most businesses close early, creating a peaceful evening environment. The West Orange Trail connects cyclists to Winter Garden's wider area.

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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 travelers will appreciate the affordable accommodations and relaxed atmosphere. Take morning strolls along spacious sidewalks or visit Oakland Nature Preserve just minutes away. A car is essential for exploring Winter Garden's charming downtown and reaching Orlando's famous attractions.

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Stay near popular Winter Garden attractions

Flamingo Crossings Town Center

This convenient retail hub at Disney World's western gateway offers diverse shopping and dining options. Explore Target, Walgreens, and restaurants in a pedestrian-friendly environment perfect for a theme park break.

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Disney's Magnolia Golf Course

4.1/5 (171 reviews)

This championship course stretches through scenic magnolia trees with challenging water hazards on 11 holes. Enjoy Walt Disney-themed hole names and inspiring quotes while navigating the recently reimagined greens.

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Learn more about Winter Garden

Stroll the charming brick-lined streets of historic downtown 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.

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ARM53A Historic Downtown Area and Clock of Winter Garden Florida

Top Winter Garden Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"Beautiful property. Friendly staff and lots of activities on the resort. 10 out of 10. "

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"Really enjoyed the various pools, and the restaurant on site was very good. There was a slight problem with the drain when we first got there, but it was cleared up in minutes after advising the front desk. We appreciated that they had EV chargers. my one complaint is that they don’t service every day, and there are no hooks to hang your towels in the bathroom until the room is serviced. We loved that there were two king-size beds in the room. And even though our king-size beds were on the first floor (the only floor for the double king rooms) with the pool right outside our window, we couldn’t hear a thing except occasionally someone in the hallway. I would stay here every single time you’re visiting the area. Great find!"

Vacation Village Orlando, Celebration

10/10 Excellent

"Room was clean and comfortable. Full size fridge and washer and dryer in the unit were convenient. Pools were warm and clean. Hot tubs were great for relaxing after long days at the parks. Within a half hour of the airport and all major attractions. Located on 192 with plenty of dining and shopping options."

More cheap stays in Winter Garden

Baymont by Wyndham Orlando North Millenia

2500 33Rd Street Orlando FL

￥7,913

￥10,134 total

Mar 11 - Mar 12

includes taxes & fees

7/10 Good! (1,556 reviews)

Price trends for hotels in Winter Garden

Less expensive	More expensive	This month	Next month
August	January	￥24,339	￥19,903

Month	Price
January	￥30,479
February	￥28,243
March	￥24,339
April	￥19,903
May	￥16,062
June	￥16,409
July	￥16,595
August	￥14,300
September	￥14,557
October	￥18,226
November	￥19,505
December	￥22,080

Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed hotels in Winter Garden.

Frequently asked questions

What's the best place to stay in Winter Garden?

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center is a favorite with Expedia customers. This hotel is a short 1-minute walk from Flamingo Crossings Town Center, and it offers free breakfast and a restaurant. Reviews from our site also recommend Home2 Suites by Hilton Orlando at Flamingo Crossings and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance as top choices for your stay. See all available top hotels, or vacation rentals in Winter Garden.

What are some of the best vacation rentals in Winter Garden?

The Berkley, Orlando: This vacation home rental outside of Winter Garden offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub. See all vacation rentals in Winter Garden.

If I need to cancel my hotel reservation in Winter Garden, will I receive a refund?

Yes, most hotel room reservations are refundable if you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you have a non-refundable reservation, you may still be able to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Winter Garden.

Where can I learn more about changing or cancelling my trip to Winter Garden?

To find more details about updating your trip to Winter Garden or cancelling it, head over to our customer service page.

What's the best budget-friendly accommodation in Winter Garden?

Based on reviews, The Grove Resort & Water Park Orlando is a popular resort for our travelers who want a more economical choice, and features free WiFi and free water-park access. Other good options for your budget-friendly stay include Home2 Suites by Hilton Orlando at Flamingo Crossings and Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center. View all budget hotels in Winter Garden.

What's the best hotel for a family vacation in Winter Garden?

The Grove Resort & Water Park Orlando is a resort with free water park access and a lazy river, and it's a top choice on Expedia for families. Other good options for your family trip include Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance. Attractions like Surfari Water Park and Central Florida Railroad Museum are also fun for kids of all ages. Find more child-friendly accommodations in Winter Garden.

What's the best LGBTQ-friendly accommodation in Winter Garden?

Home2 Suites by Hilton Orlando at Flamingo Crossings is a top LGBTQ-friendly hotel that features free breakfast and a 24-hour fitness center. The Grove Resort & Water Park Orlando and Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center are two other good choices for your vacation. See all available hotels listed as LGBTQ-friendly in Winter Garden.

What's the best pet-friendly accommodation in Winter Garden?

Home2 Suites by Hilton Orlando at Flamingo Crossings is a top hotel for people traveling with their pets, and offers a restaurant and in-room kitchenettes for its human guests. Two other good options to stay with your pet include Homewood Suites by Hilton Orlando at Flamingo Crossings and TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance. See more pet-friendly hotel accommodations in Winter Garden.

Where is the best hotel to stay with easy access to Orange County National Golf Club?

Adjacent to Orange County National Golf Club, Orange County National Lodge is one of the top choices for your stay based on our traveler data, and this 3-star lodge offers a golf course and a restaurant. Other good choices within a few miles include Disney's Grand Floridian Resort & Spa and Disney's Polynesian Village Resort.

What about the best place to stay close to Disney's Magnolia Golf Course?

One of the top choices for your stay is Disney's Polynesian Village Resort, located a short 0.4 mi (0.7 km) from Disney's Magnolia Golf Course, and this 4-star hotel offers a private beach and 3 restaurants. Disney's Grand Floridian Resort & Spa, located just 0.5 mi (0.9 km) away, is another good option for your stay.

What's the best golf hotel in Winter Garden?

Orange County National Lodge is a top lodge that has a golf course and features free WiFi. Another good choice is Oakland Manor House if you'd like to stay near a golf course while in town. You can tee off at Orange County National Golf Club, Disney's Magnolia Golf Course, or Disney's Palm Golf Course while you're in town. See more golf hotels in Winter Garden.

What's the best neigborhood in Winter Garden for sightseeing?

Bay Lake is a favorite part of the city for sightseeing and has top places to visit like Epcot®, Disney's Hollywood Studios®, and Walt Disney World®. Killarney is another top area of the city for sightseeing and it's home to Oakland Nature Preserve.

What are some accommodations with pools in Winter Garden?

The Grove Resort & Water Park Orlando is a top resort with 6 outdoor pools, a children's pool, and free water-park access. A couple of other options with an onsite pool include Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Hilton Vacation Club Aqua Sol Orlando West. View all hotels with pools in Winter Garden.

What's the best hotel in Winter Garden with an on-site water park or a water park nearby?

The Grove Resort & Water Park Orlando is a popular resort featuring free water park access, 6 outdoor pools, and a kids' club. It's located within a short walk of Surfari Water Park. Hilton Vacation Club Aqua Sol Orlando West and The Palisades Resort Orlando are two other water park hotels you can choose from. Check out all hotels with or near waterparks in Winter Garden.

What is the best hotel near Orlando International Airport (MCO)?

Hyatt Regency Orlando International Airport is a popular 4-star hotel featuring 2 restaurants and an outdoor pool. It's located a short 0.2 mi (0.3 km) from Orlando Intl. Airport. Other good choices near the airport are Orlando Airport Marriott Lakeside and Ramada by Wyndham Suites Orlando Airport.

How is it staying in Winter Garden?

Families will find kid-friendly activities in Winter Garden, and visitors give high marks for the theme park, shopping, and water parks. Welcoming and relaxing, this city attracts tourists with its restaurants and golf courses. Top sights around the area include Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park. In Winter Garden, there are 322 hotels and other accommodations to choose from. Find out more about Winter Garden.

What should I see while I'm in Winter Garden?

Cultural venues include Central Florida Railroad Museum, Garden Theatre, and Winter Garden Heritage Museum. Families come for the theme park and water parks, specifically attractions such as Surfari Water Park and Carter Family Bowl. Landmarks like Plant Street Market and Newton Park might be worth a visit. Check out what more to see and do in Expedia's Winter Garden guide.

What's the seasonal weather like in Winter Garden?

The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.

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Our top choices for Winter Garden hotels

Home2 Suites by Hilton Orlando at Flamingo Crossings

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

The Grove Resort & Water Park Orlando

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Homewood Suites by Hilton Orlando at Flamingo Crossings

Hilton Vacation Club Aqua Sol Orlando West

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Home2 Suites By Hilton Winter Garden

Fire Pit & Yard: Updated Winter Garden Home!

Upstay Amazing Disney Condo w Patio Sleeps 6

Rosen Shingle Creek

Kompose Boutique Resort at Theme Parks

Hilton Vacation Club Mystic Dunes Orlando

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Margaritaville Resort Orlando with H2O Waterpark

Comfort Suites Downtown

Orlando Palms Hotel

Seasons Florida Resort

Summer Bay Orlando MOD Collection by Sonesta

Where to stay in Winter Garden

Downtown Winter Garden

Horizon West

Vista del Lago

Oakland

Killarney

Stay near popular Winter Garden attractions

Flamingo Crossings Town Center

Disney's Magnolia Golf Course

Learn more about Winter Garden

Top Winter Garden Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

More cheap stays in Winter Garden

Baymont by Wyndham Orlando North Millenia

Price trends for hotels in Winter Garden

Frequently asked questions

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