Winter Garden Hotels from S$78

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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
2.5 star property
Bay Lake
9.4 out of 10, Exceptional, (4,450 reviews)
"Amazing room and great breakfasts for the price "
United States
Christian
The price is S$168
includes taxes & fees
2 Feb - 3 Feb
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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, (2,253 reviews)
"Clean rooms, good breakfast and friendly staff"
United States
Gerardo
The price is S$129
includes taxes & fees
26 Jan - 27 Jan
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/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, (5,198 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is S$165
includes taxes & fees
3 Feb - 4 Feb
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (1,657 reviews)
"Very convenient had a restaurant at the pool, which was nice"
United States
Steven
The price is S$143
includes taxes & fees
2 Feb - 3 Feb
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

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, (4,102 reviews)
"Check-in staff was awesome !"
United States
JORGE
The price is S$190
includes taxes & fees
27 Jan - 28 Jan
Hilton Vacation Club Aqua Sol Orlando West

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, (2,001 reviews)
"Great place, breakfast is good, and it's a safe area"
United States
Meenakshi
The price is S$195
includes taxes & fees
22 Jan - 23 Jan
Residence Inn by Marriott Orlando Flamingo Crossing/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, (2,212 reviews)
"Clean rooms, decent breakfast, and pleasant staff."
United States
Shaun
The price is S$200
includes taxes & fees
9 Feb - 10 Feb
Homewood Suites by Hilton Orlando at Flamingo Crossings

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, (8,971 reviews)
"Great place to stay with the family. "
United States
Nabeel
The price is S$257
includes taxes & fees
22 Jan - 23 Jan
The Grove Resort & Water Park Orlando

Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (374 reviews)
"The breakfast was great! "
United States
Claudia
The price is S$212
includes taxes & fees
25 Jan - 26 Jan
Home2 Suites By Hilton Winter Garden

Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
3.5 star property
Winter Garden
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful apartment, clean, quiet, and beautiful location. Host was very helpful. I would recommend this beautiful apartment for anyone wanting a home away from home."
United States
Kowanda
The price is S$308
includes taxes & fees
22 Jan - 23 Jan
Monarch Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Upstay Condo w Pool Sauna Sleeps 8

Upstay Condo w Pool Sauna Sleeps 8
2.0 star property
Winter Garden
The price is S$322
includes taxes & fees
27 Jan - 28 Jan
Upstay Condo w Pool Sauna Sleeps 8

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 S$327
includes taxes & fees
2 Feb - 3 Feb
Upstay Amazing Disney Condo w Patio Sleeps 6

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
Clermont
8.4 out of 10, Very good, (1,120 reviews)
"Staff were all very nice and helpful! "
United States
jamie
The price is S$137
includes taxes & fees
1 Feb - 2 Feb
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,418 reviews)
"Very nice place to stay with family. "
United States
Anick
The price is S$174
includes taxes & fees
23 Jan - 24 Jan
Rosen Shingle Creek

Summer Bay Orlando MOD Collection by Sonesta

Summer Bay Orlando MOD Collection by Sonesta
3.5 star property
Clermont
8.8 out of 10, Excellent, (2,090 reviews)
"Excellent stay."
United States
Octavio
The price is S$200
includes taxes & fees
22 Jan - 23 Jan
Summer Bay Orlando MOD Collection by Sonesta

Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West
2.5 star property
Kissimmee
8.4 out of 10, Very good, (2,193 reviews)
"Would recommend the hotel"
United States
David
The price is S$105
includes taxes & fees
25 Jan - 26 Jan
Destiny Palms Hotel Maingate West

Comfort Suites Orlando Airport

Comfort Suites Orlando Airport
2.5 star property
Belle Isle
8.4 out of 10, Very good, (1,419 reviews)
"Very clean, friendly staff, huge rooms. I would stay there again for sure. "
United States
Ryan
The price is S$138
includes taxes & fees
4 Feb - 5 Feb
Comfort Suites Orlando Airport

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
Kissimmee
8.8 out of 10, Excellent, (4,353 reviews)
"Stay here a few times a year, always great! Wouldn’t stay anywhere else. "
United States
Raymond
The price is S$109
includes taxes & fees
26 Jan - 27 Jan
Red Lion Hotel Orlando Lake Buena Vista South

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport
3.0 star property
Orlando
7.8 out of 10, Good, (414 reviews)
"Excellent place to stay "
United States
ALEX
The price is S$122
includes taxes & fees
27 Jan - 28 Jan
Sonesta Essential Orlando Airport

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (4,625 reviews)
"Great Stay ! "
United States
Matthew
The price is S$249
includes taxes & fees
23 Jan - 24 Jan
Caribe Royale Orlando
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.

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.

Horizon West

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

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

More cheap stays in Winter Garden

Hotels in Winter Garden with star rating

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 favourite 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 holiday rentals that Winter Garden has to offer?
The Berkley, Orlando: This holiday home rental outside of Winter Garden offers a furnished patio, a terrace and a BBQ 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 holiday with an arcade/games room and 1 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, the majority of hotel bookings are fully refundable as long as you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, you might still have the option to cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Winter Garden.
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 travellers who want a more economical choice, and features free Wi-Fi and free water-park access. Other good choices 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 family accommodation 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 stay with the children include Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance. Also, attractions such as Surfari Water Park and Central Florida Railroad Museum are fun for children of all ages. Find more child-friendly accommodations in Winter Garden.
What's the best LGBTQ-friendly hotel 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 centre. 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 trip. See all available hotels listed as LGBTQ-friendly in Winter Garden.
What's the best dog-friendly accommodation option in Winter Garden?
Home2 Suites by Hilton Orlando at Flamingo Crossings is a top hotel for people travelling with their pets, and offers a restaurant and in-room kitchenettes for its human guests. Two other good options for you and your pet's trip 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.
What's the best accommodation for a golf trip to 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 are some accommodation options with pools in Winter Garden?
The Grove Resort & Water Park Orlando is a top resort with 6 outdoor swimming pools, a children's pool and free water park access. A couple of other options with an on-site 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 most popular 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 children's 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. Take a look at all hotels with or near waterparks in Winter Garden.
How is it staying in Winter Garden?
Families will find child-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 367 hotels and other accommodation options to choose from. Find out more about Winter Garden.
What should I do while I'm visiting Winter Garden?
Cultural venues include Central Florida Railroad Museum, Garden Theatre and Winter Garden Art Association. 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. Take a look at what more there is to see and do in Expedia's Winter Garden guide.
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.

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