A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

Find Historic Hotels in Winter Garden, FL

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Check availability on Winter Garden Historic Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Garden

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.
A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.
A hotel with a prominent "HOME 2" sign, a stone facade, and an arched entrance.

1. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
United States
LISA
NT$3,098
NT$3,486 total
includes taxes & fees
Oct 4 - Oct 5
Home2 Suites by Hilton Orlando at Flamingo Crossings
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.
A lobby with a central seating area, wooden ceiling, and patterned carpet.
A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.
A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

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

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Bay Lake
United States
Nigel
NT$2,832
NT$3,186 total
includes taxes & fees
Oct 13 - Oct 14
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
An outdoor patio with round tables and chairs, a red umbrella, and a grill.
A hotel entrance with a sign reading "HOME 2 SUITES BY HILTON".
A hotel room with a kitchenette, a sofa, a desk, and a dining area.
A modern hotel lobby with a central seating area, a kitchen in the background, and a television mounted on the wall.

3. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
Winter Garden
United States
Anderson
NT$4,061
NT$4,569 total
includes taxes & fees
Sep 30 - Oct 1
Home2 Suites By Hilton Winter Garden
A swimming pool with a water slide, lounge chairs, umbrellas, and palm trees.
A modern kitchen with a large island, bar stools, pendant lighting, and a flat-screen TV.
A hotel room with a large window, a pool view, a chair, a table, a lamp, and a bed.
A large hotel with a central entrance, multiple floors, and a sign indicating 'Homewood Suites by Hilton.'

4. Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
United States
Eduardo
NT$3,619
NT$4,071 total
includes taxes & fees
Oct 4 - Oct 5
Homewood Suites by Hilton Orlando at Flamingo Crossings
A large hotel with multiple floors, a central courtyard, and a reflective water feature.
A hotel pool area with lounge chairs, a fire pit, and a large pool.
A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.
A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.

5. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
United States
Elizabeth
NT$3,620
NT$4,072 total
includes taxes & fees
Oct 20 - Oct 21
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A restaurant with outdoor seating, a bar, and a fire feature.
A bar area with a long counter, multiple chairs, and a variety of bottles.

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

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
Canada
Amanjot
NT$2,721
NT$3,061 total
includes taxes & fees
Sep 27 - Sep 28
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.
A hotel room with two beds, a desk, a chair, a small table, and a window with curtains.
A restaurant with outdoor seating, a fire feature, and a bar area.
A lounge area with a fire feature, wicker furniture, and a bar in the background.

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

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
United States
Hellen
NT$3,016
NT$3,394 total
includes taxes & fees
Oct 4 - Oct 5
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A reception desk at Orange County National Golf Center and Lodge with a 'Welcome' sign, a plant, and a 'germ' sanitizer dispenser.
A bar area with multiple TVs, wooden flooring, and bar stools.
A set of glass doors with a mat at the entrance displaying the logo and name of Orange County National Golf Center and Lodge.
A covered outdoor seating area with a patio, a white fence, and a well-maintained lawn.

8. Orange County National Lodge

Orange County National Lodge
Horizon West
United States
Dwight
NT$3,972
NT$4,469 total
includes taxes & fees
Sep 23 - Sep 24
Orange County National Lodge
A resort with a large pool, water slides, palm trees, and beach umbrellas.
A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.
A waterfront property with a dock, a gazebo, and a row of modern buildings in the background.
A modern lobby with a reception desk, seating area, and a bar.

9. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
Canada
Rushelle
NT$5,684
NT$8,144 total
includes taxes & fees
Sep 25 - Sep 26
The Grove Resort & Water Park Orlando
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.
A living room with a sofa, coffee table, and a lamp. There are two paintings on the wall and a plant on the coffee table.
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.
A kitchen with white cabinets, a stainless steel stove, and a window with a view of greenery.

10. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
Winter Garden
NT$6,683
NT$16,278 total
includes taxes & fees
Oct 20 - Oct 21
Fire Pit & Yard: Updated Winter Garden Home!
View all properties

Top Winter Garden Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"It’s a great hotel with a great breakfast and two every person who is over 21 receives two free drinks. The rooms are nice and roomy and clean"
Milagros 3-night trip
Posted 1 hour ago
Drury Plaza Hotel Orlando - Disney Springs Area
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Great staff and very clean room. Will stay again!"
Abbigail 1-night trip
Posted 1 hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Clean and helpful staff"
Alejandra 1-night trip
Posted 11 hours ago
Rosen Inn Lake Buena Vista

Frequently asked questions

What should a history buff expect from a stay in Winter Garden?
The historical sites in Winter Garden are probably a big part of your travel plans. While you're here, you might want to visit the fun-filled theme parks and array of shops. And also relish a stop at the top-notch restaurants in this relaxing area.
How many historical hotels are there in Winter Garden?
In Winter Garden, there are 380 hotels and other lodging options bookable on Expedia but not many designated as historic hotels.
What are the most important historical places and other sights to visit in Winter Garden?
Landmarks like Garden Theatre and Central Florida Railroad Museum in Winter Garden might be worth a visit. Families come for the theme park and water parks, specifically attractions such as Surfari Water Park. Additionally, in the area you'll find Universal Studios Florida and Universal Orlando Resort.
What is a historic hotel like in Winter Garden?
By choosing a historic hotel, you can enjoy a vacation in a place that has an officially recognized national historic designation. A palace, castle, grand home or even an old police station, pub, lodge, or skyscraper can be transformed into a historic hotel as long as it's of special interest. Traditional architecture and period features are typically found in the communal spaces and guestrooms of historic hotels in Winter Garden, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is a term often used in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. but overall the terms are quite similar. The architecture and building of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value and how it influenced the community.
Do historic hotels in Winter Garden have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, though efforts have been made to preserve the historic aspects and traditions. Private rooms with updated bathroom facilities, free WiFi, and the amenities found in any hotel will also be available in a historic hotel. When you book a historic hotel in Winter Garden, don't worry that you'll be staying at a place that's uncomfortable for guests or simply rundown.

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