A brick building with a clock tower and a sign that reads "Winter Garden."

Find Christmas hotel deals in Winter Garden

Featured Christmas hotel deals in Winter Garden

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

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

Homewood Suites by Hilton Orlando at Flamingo Crossings

A swimming pool with a slide and a small waterfall feature, surrounded by lounge chairs and umbrellas.

Home2 Suites By Hilton Winter Garden

An outdoor patio with round tables and chairs, a red umbrella, and a grill.

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

A pool area with lounge chairs, a fire pit, and palm trees.

The Grove Resort & Water Park Orlando

A resort with multiple swimming pools, lounge areas, and a view of the sea.

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

A pool area with lounge chairs, a fire pit, and palm trees.

Hilton Vacation Club Aqua Sol Orlando West

A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.

Upstay Large Family Condo w Pool, Sauna

A balcony with a view of a natural landscape, a chair, and a table.

Upstay - Modern Family Apartment w Pool Hot Tub

Room

Steps to Pool: Winter Garden House w/ Lanai!

A fountain surrounded by stone steps and greenery, with a building in the background.

Home2 Suites by Hilton Orlando at Flamingo Crossings

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

The Terraces at The Grove Resort

A swimming pool with lounge chairs and umbrellas, surrounded by a multi-story building with balconies.

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

A spacious living area with a large island, comfortable seating, and a modern chandelier.

Upstay Disney Pet Friendly Condo w Pool Spa Games

A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.

Top Winter Garden Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

Rosen Shingle Creek

Outdoor banquet area

Embassy Suites by Hilton Orlando Lake Buena Vista South

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

Hyatt House Orlando Airport

An outdoor patio area with seating, a bar, and a fire feature.

The Delaney Hotel

A stone wall, a brown sofa with orange and yellow cushions, a glass table with a fire feature, and a wooden door with decorative glass panels.

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

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

Home2 Suites by Hilton Orlando at Flamingo Crossings

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

Kompose Boutique Resort at Theme Parks

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

Homewood Suites by Hilton Orlando at Flamingo Crossings

A swimming pool with a slide and a small waterfall feature, surrounded by lounge chairs and umbrellas.

Embassy Suites By Hilton Orlando Sunset Walk

A resort with multiple swimming pools, a large central pool, and a lake.

Universal's Stella Nova Resort

A modern building with a distinctive facade featuring circular windows and a reflective water feature in front.

Hampton Inn & Suites Orlando Airport @ Gateway Village

An outdoor seating area with green chairs and umbrellas, a fire pit, and a building with large windows in the background.

Pestana Orlando Suites - Lake Buena Vista

A hotel room with a bed, a desk, a chair, a sofa, and a TV.

Hyatt House Orlando International Drive

A spacious lobby with a reception desk, seating area with sofas and armchairs, and a bar area.

Hilton Vacation Club Grand Beach Orlando

A wooden pier leading to a gazebo by a lake with trees and a clear sky.

Find out more about Winter Garden

Winter Garden for a relaxing Christmas vacation

Spend your Christmas vacation in Winter Garden, where you can enjoy mild winter weather. Explore the Flamingo Crossings Town Center market for holiday shopping and discoveries. Several hotels offer amenities like heated pools for comfortable swims or firepits for cozy evenings. You can also find properties with barbecue grills and outdoor play areas, making it easy to relax and enjoy the season with family.

Winter Garden hotels for Christmas Vacations

For travelers planning Christmas Vacations, Winter Garden offers a market experience at Flamingo Crossings Town Center. Several hotels provide convenient stays with amenities suitable for the season.

Hilton Vacation Club Aqua Sol Orlando West

This hotel offers a retreat with outdoor spaces, including a tropical-inspired bar and a playground, ideal for a warm Christmas vacation. Travelers give it 8.8 out of 10.

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

Located in Bay Lake, this hotel is near the Flamingo Crossings Town Center market, offering a bar and barbecue grills for relaxed evenings. It has a guest rating of 9 out of 10.

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

Also in Bay Lake, this hotel provides barbecue grills and a bar, making it a good choice for those visiting the market. It receives a guest rating of 9 out of 10.

Home2 Suites By Hilton Winter Garden

This hotel offers an electric car charging station and a fitness center. It has a guest rating of 9.4 out of 10.

The Grove Resort & Water Park Orlando

As a resort, this property offers a courtyard view, a bar, and a deck or patio, providing space to relax after visiting the nearby market. It has a guest rating of 8 out of 10.

Frequently Asked Questions

What amenities should I look for when booking hotels for Christmas in Winter Garden?

For Christmas in Winter Garden, look for amenities that support festive outdoor gatherings. Properties often provide barbecue grills, which are convenient for holiday meals. You might also find a firepit, perfect for cozy evenings and enjoying the cooler weather during your Christmas vacation.

What is the weather like in Winter Garden at Christmas?

In December, Winter Garden typically sees daytime highs around 70°F. This makes for comfortable conditions if you are planning a Christmas vacation to the area.

What types of food can I find in Winter Garden during a Christmas trip?

During a Christmas trip to Winter Garden, travelers can find a variety of food options. Italian cuisine is a dominant choice, offering many European-style dishes. You can also explore Mediterranean food, providing additional choices for your meals.

What are the best things to do in Winter Garden during a Christmas trip?

For a Christmas trip to Winter Garden, travelers can enjoy various food and drink experiences, including cooking classes. These experiences are available as private options, offering a personalized way to explore local flavors. Additionally, the destination provides other classes and workshops for travelers looking to learn something new.

What are some places to visit in Winter Garden during a Christmas trip?

For a Christmas trip to Winter Garden, travelers can visit several places. Explore Flamingo Crossings Town Center, a market. Other options include Disney's Palm Golf Course, the West Orange Trail, Garden Theatre, and Resurrection Catholic Church.

What are the best hotels to stay in Winter Garden for Christmas?

Several hotels in Winter Garden are available for a Christmas stay, offering various amenities for travelers. These include Hilton Vacation Club Aqua Sol Orlando West, TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance, and SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance.


Hilton Vacation Club Aqua Sol Orlando West, a 4-star hotel in Winter Garden, has a guest rating of 8.8 out of 10. This property offers a 24-hour front desk and features inviting outdoor spaces, including a tropical-inspired bar.


In the Bay Lake area of Winter Garden, TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance is a 3.5-star hotel with a 9 out of 10 guest rating. It provides a 24-hour business center and spacious, light-filled interiors. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance, also 3.5 stars, has a 9 out of 10 guest rating and offers a 24-hour business center.

Are there family-friendly hotels in Winter Garden for Christmas travel?

Yes, several hotels in Winter Garden offer family-friendly amenities for Christmas travel. The 4-star The Grove Resort & Water Park Orlando, with a guest rating of 8 out of 10, provides free cribs, a free water park, games for children, and kids' meals.


The 3-star Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance, rated 9.6 out of 10, also offers free cribs. Nearby in Bay Lake, the 3-star Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center, with a guest rating of 9.4 out of 10, features kids' meals and child-friendly window design.

Are there hotels for Christmas in Winter Garden with a hot tub?

Yes, several hotels in Winter Garden offer a hot tub for travelers during Christmas. The 4-star Hilton Vacation Club Aqua Sol Orlando West has a hot tub and a guest rating of 8.8 out of 10.


Also available is SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance, a 3.5-star hotel in Bay Lake. This property also includes a hot tub and has a guest rating of 9 out of 10.

Are there hotels for Christmas in Winter Garden near the Flamingo Crossings Town Center?

Yes, several hotels in Winter Garden are near the Flamingo Crossings Town Center. Homewood Suites by Hilton Orlando at Flamingo Crossings, a 3-star hotel with a 9.4 out of 10 guest rating, is about a 5-minute walk from the market. Home2 Suites by Hilton Orlando at Flamingo Crossings, also rated 3 stars with a 9.4 out of 10 guest rating, is also about a 5-minute walk away.


Orange County National Lodge, a 3-star property with a 7.6 out of 10 guest rating, is about a 10-minute drive from Flamingo Crossings Town Center. These properties offer convenient access to the area for your Christmas travels.

What are the best neighborhoods in Winter Garden for hotels for Christmas?

For hotels in Winter Garden during Christmas, travelers can explore neighborhoods such as Bay Lake, Horizon West, and Oakland.


Bay Lake is an option with hotels near Flamingo Crossings Town Center, a market. Travelers can also find Island H2O Live!, Orange Lake Golf, Mystic Dunes Golf Club, and Orange County National Golf Club nearby.


Horizon West offers hotels close to natural features like Lake Butler and Lake Davenport. This neighborhood provides a quieter setting for a Christmas stay.


Oakland provides hotel choices near Oakland Nature Preserve and Resurrection Catholic Church. Other points of interest in Oakland include Plant Street Market, Garden Theatre, and the Winter Garden Art Association.

Are all taxes and fees included in the prices shown for in Winter Garden on Expedia?

Yes, with Expedia’s upfront pricing you can compare in Winter Garden, see what you’ll pay before booking, and choose the right stay for your trip. Whether you’re planning a family vacation or a premium escape, clear pricing helps you plan your trip with ease.

Can I cancel my booking for on Expedia?

Yes, you can—many Expedia hotel reservations offer free cancellation, provided that you cancel before the hotel's cancellation deadline. This is often within 24–48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's “Fully refundable property” filter during your search to find the right in Winter Garden.

Can I find Expedia discounts for in Winter Garden?

To look for discounts on in Winter Garden, join One Key™—our free travel rewards program. One Key members get instant discounts with Member Prices and can earn OneKeyCash™* on eligible bookings. You can also save by bundling your hotel and flights together on Expedia. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Can I save money by booking flights and in Winter Garden as a package?

Booking a hotel and flight package on Expedia can be cheaper than booking flights and hotels separately. Savings vary depending on factors like destination, travel dates, and availability, so it's wise to compare options. With access to over 300,000 hotels worldwide, Expedia makes it easy to build a travel package. *Savings vary and are not available on all flight and hotel bookings.

How much does it cost to book in Winter Garden?

Prices for in Winter Garden vary, but you can find deals from $92 on Expedia. To find great prices, be flexible with your dates—typically, off-peak and mid-week stays are cheaper. Sort your search results by "Price: low to high" to find our lowest rates.

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