Top 10 Hotels in Winter Garden, FL from ₩79,368 - Competitive Prices

Our top choices for Winter Garden hotels

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

Bay Lake

Trinity

₩158,767 total

includes taxes & fees

Jun 2 - Jun 3

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Jade

₩166,587 total

includes taxes & fees

Jun 10 - Jun 11

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Laura

₩187,790 total

includes taxes & fees

Jun 9 - Jun 10

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

Bay Lake

Mirian

₩150,574 total

includes taxes & fees

Jun 8 - Jun 9

Home2 Suites By Hilton Winter Garden

Winter Garden

Nadia

₩222,581 total

includes taxes & fees

May 31 - Jun 1

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

Bay Lake

Viannoris

₩167,303 total

includes taxes & fees

Jun 8 - Jun 9

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

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

ALTON

₩208,582 total

includes taxes & fees

Jun 9 - Jun 10

Upstay Modern 2BR Condo Near Disney

Winter Garden

₩381,633 total

includes taxes & fees

May 26 - May 27

Orange County National Lodge

Horizon West

David

₩225,348 total

includes taxes & fees

Jun 1 - Jun 2

2 outdoor pools, pool umbrellas, sun loungers

Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

Latoya

₩213,404 total

includes taxes & fees

Jun 2 - Jun 3

The Grove Resort & Water Park Orlando

Winter Garden

Michael

₩372,166 total

includes taxes & fees

May 31 - Jun 1

Upstay Condo Near Disney w Pool & Sauna

Winter Garden

₩394,357 total

includes taxes & fees

May 26 - May 27

Oakland Manor House

Oakland

₩1,560,169 total

includes taxes & fees

Jun 7 - Jun 8

Fire Pit & Yard: Updated Winter Garden Home!

Winter Garden

₩824,771 total

includes taxes & fees

May 26 - May 27

Condo With Sauna, Games, Poolnear Disney

Winter Garden

₩414,843 total

includes taxes & fees

Jun 16 - Jun 17

Upstay - Condo Near Disney w Pool-spa-sauna-games

Winter Garden

₩415,841 total

includes taxes & fees

Jun 1 - Jun 2

Upstay Condo w Pool Sauna Sleeps 8

Winter Garden

₩424,484 total

includes taxes & fees

May 26 - May 27

Near Disney - Family Condo w Pool, Games, and More

Winter Garden

"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 This was a place to stay that was clean inside, just very outdated and the hall smell was SO HORRIBLE.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...

Aubree

₩411,428 total

includes taxes & fees

Jun 2 - Jun 3

Orlando Palms Hotel

Orlando

Issac

₩79,368 total

includes taxes & fees

Jun 1 - Jun 2

In-room safe, laptop workspace, blackout drapes, iron/ironing board

Palazzo Lakeside Hotel

Kissimmee

Rodney

₩83,895 total

includes taxes & fees

May 26 - May 27

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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

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

4.3/5 (131 reviews)

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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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

Kompose Boutique Resort at Theme Parks

8/10 Good

"I love staying here. Found this place on line. Wasn't sure about the hotel because I travel to Kissimmee alot. Never heard or seen the hotel before. So we took a chance. LOVED IT. Had several family and friends stay there. Now we're trying to get a group there so we can get some suites."

Universal's Cabana Bay Beach Resort

8/10 Good

"Seeing that this hotel is themed in the 50's and 60's time era I did not think I would be a fan, but it was the most reasonably priced one out of all the Universal Resorts so I gave it a shot. I am so happy I did! The atmosphere was wonderful! with the dining room playing old commercials to the music, there is also an ice cream shop. They have the biggest gym and arcade I have ever seen in a hotel, they also had character visits in the lobby and a good size souvenir store. The hotel had plenty of choices for dinner and breakfast, the portion sizes of meals were good size. The staff from the front desk, to housekeeping and storing our baggage were all super friendly! I liked the walking distance to Volcano Bay. The shuttles to the parks and City Walk were consistent and convenient. My only suggestion to the hotel would be that when housekeeping is doing their daily turndown service is to check the levels of the conditioner and shampoo as we ran out on day two. The hotel is not in walking distance to any stores which you can pretty much get anything in their souvenir shop or food area but be prepared to pay. Early admission to the parks was definitely a plus. My two grown boys who are 18 and 25 really enjoyed the hotel and we would definitely stay there again!"

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

6/10 Okay

"Overall a decent stay for the low $$$. If you’re not going to be in the room much- however the bathrooms are older and have some wear and tear. The towels are also terrible…breakfast was not edible. The staff was so kind the woman at the front desk at check in was very informative. I wouldn’t stay here again but if you’re on a budget it’s doable"

Vacation Village Orlando, Celebration

4/10 Poor

"Only stayed for one day and had to sleep in a hot box.. when we arrived the thermostat was set to heat so we gave it time to get cool while we got food just to come back and it’s still hot..just to find out AT CHECK OUT that “the circuit breaker” tripped and they gave no accommodation for it…was very unsatisfied."

More cheap stays in Winter Garden

Orlando Palms Hotel

8601 S Orange Blossom Trl Orlando FL

₩54,448

₩79,368 total

Jun 1 - Jun 2

includes taxes & fees

7.8/10 Good! (2,844 reviews)

Frequently asked questions

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

The Grove Resort & Water Park Orlando is one of the top choices for your stay based on our traveler data. This resort offers 6 outdoor pools and a free water park. Other good choices for your visit include Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Home2 Suites by Hilton Orlando at Flamingo Crossings. 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 Residence Inn by Marriott Orlando Flamingo Crossing/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. Visit Orange County National Golf Club, Disney's Magnolia Golf Course, or Disney's Palm Golf Course to perfect your golf swing. 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 Universal's Volcano Bay. In Winter Garden, there are 373 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

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

Home2 Suites by Hilton Orlando at Flamingo Crossings

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

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

Home2 Suites By Hilton Winter Garden

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

Homewood Suites by Hilton Orlando at Flamingo Crossings

Upstay Modern 2BR Condo Near Disney

Orange County National Lodge

Hilton Vacation Club Aqua Sol Orlando West

The Grove Resort & Water Park Orlando

Upstay Condo Near Disney w Pool & Sauna

Oakland Manor House

Fire Pit & Yard: Updated Winter Garden Home!

Condo With Sauna, Games, Poolnear Disney

Upstay - Condo Near Disney w Pool-spa-sauna-games

Upstay Condo w Pool Sauna Sleeps 8

Near Disney - Family Condo w Pool, Games, and More

Orlando Palms Hotel

Palazzo Lakeside Hotel

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

Learn more about Winter Garden

Top Winter Garden Hotel Reviews

Kompose Boutique Resort at Theme Parks

More cheap stays in Winter Garden

Orlando Palms Hotel

Frequently asked questions

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