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

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winter Garden Historic Hotels

Tonight
Aug 6 - Aug 7
Tomorrow
Aug 7 - Aug 8
This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16
No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Garden

Free daily buffet breakfast
Exterior
Lobby
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

1. 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
Catherine
NT$2,389
NT$2,687 total
includes taxes & fees
Aug 23 - Aug 24
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Exterior
42-inch flat-screen TV with satellite channels, TV
Bar (on property)
Exterior

2. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
United States
Kelly
NT$2,679
NT$3,014 total
includes taxes & fees
Aug 16 - Aug 17
Home2 Suites by Hilton Orlando at Flamingo Crossings
Exterior
Suite, 1 Bedroom | In-room safe, desk, laptop workspace, blackout drapes
Outdoor pool
Exterior

3. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
Winter Garden
United States
Carlos
NT$3,417
NT$3,844 total
includes taxes & fees
Aug 15 - Aug 16
Home2 Suites By Hilton Winter Garden
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers
BBQ/picnic area
2 bars/lounges
Exterior

4. Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
Bay Lake
United States
Bonifacio
NT$3,417
NT$3,844 total
includes taxes & fees
Aug 17 - Aug 18
Homewood Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, a heated pool
Premium bedding, desk, laptop workspace, soundproofing
Premium bedding, desk, laptop workspace, soundproofing
Bar (on property)

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

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
United States
Yashira
NT$2,993
NT$3,367 total
includes taxes & fees
Aug 9 - Aug 10
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, a heated pool
Bar (on property)
Bar (on property)
Suite, 1 King Bed with Sofa bed | Premium bedding, desk, laptop workspace, iron/ironing board

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

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Bay Lake
United States
Alpha
NT$2,529
NT$2,845 total
includes taxes & fees
Aug 23 - Aug 24
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Exterior
Suite, 1 Bedroom, Non Smoking | Pool | Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers
Gazebo
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

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

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Bay Lake
United States
Maria
NT$2,773
NT$3,120 total
includes taxes & fees
Sep 6 - Sep 7
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Lobby
Exterior
Exterior
Bar (on property)

8. Orange County National Lodge

Orange County National Lodge
Horizon West
United States
Dwight
NT$5,168
NT$5,815 total
includes taxes & fees
Aug 7 - Aug 8
Orange County National Lodge
Waterslide
3 restaurants; breakfast, lunch, and dinner served
Lobby
Aerial view

9. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
Winter Garden
United States
Kathy
NT$5,459
NT$7,922 total
includes taxes & fees
Aug 24 - Aug 25
The Grove Resort & Water Park Orlando
House (2 Bedrooms) | Interior
House (2 Bedrooms) | Interior
House (2 Bedrooms) | Interior
House (2 Bedrooms) | Interior

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

Fire Pit & Yard: Updated Winter Garden Home!
Winter Garden
NT$6,428
NT$16,123 total
includes taxes & fees
Aug 9 - Aug 10
Fire Pit & Yard: Updated Winter Garden Home!
View all properties

Top Winter Garden Hotel Reviews

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Their pet fee keeps us coming back."
Patricia 1-night trip
Posted 3 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 373 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 Central Florida Railroad Museum and Garden Theatre in Winter Garden might be worth a visit. Families come for the theme park and water parks, specifically attractions such as Surfari Water Park and Carter Family Bowl. 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.

Explore a world of travel with Expedia