A two-story house with a balcony, surrounded by lush greenery and trees.

Find Historic Hotels in Winter Park, 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 Park Historic Hotels

Our top choices for Winter Park historic hotels

Terrace/patio

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,003 reviews)
"Excellent location for visiting"
United States
Elliott
The price is AED 988
AED 1,224 total
includes taxes & fees
25 Jul - 26 Jul
The Alfond Inn
Bar (on property)

Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
3.0 star property
Winter Park
9.2 out of 10, Wonderful, (721 reviews)
"Awesome stay, great staff and location"
United States
Crystile
The price is AED 659
AED 750 total
includes taxes & fees
26 Jul - 27 Jul
Hilton Garden Inn Winter Park
Property amenity

SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
2.5 star property
Winter Park
9.2 out of 10, Wonderful, (390 reviews)
"Friendly front staff, clean property, modern looking, large area for breakfast."
United States
Kara
The price is AED 585
AED 665 total
includes taxes & fees
20 Aug - 21 Aug
SpringHill Suites by Marriott Winter Park
Front of property

Park Plaza Hotel

Park Plaza Hotel
3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1,000 reviews)
"Great location and character. Wonderful staff"
United States
Stephanie
The price is AED 653
AED 735 total
includes taxes & fees
23 Aug - 24 Aug
Park Plaza Hotel
Exterior

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
Ivanhoe Village
9.4 out of 10, Exceptional, (1,035 reviews)
"Coffee and breakfast options were great. Everything was very clean from the lobby to the rooms. Definitely would stay again."
United States
vanessa
The price is AED 450
AED 506 total
includes taxes & fees
26 Jul - 27 Jul
Courtyard by Marriott Orlando Downtown
Lobby

Comfort Suites Downtown

Comfort Suites Downtown
2.5 star property
Ivanhoe Village
8.8 out of 10, Excellent, (1,016 reviews)
"large clean room, very friendly staff, good breakfast"
United States
Glenn
The price is AED 387
AED 436 total
includes taxes & fees
16 Aug - 17 Aug
Comfort Suites Downtown
Lobby sitting area

Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
4.0 star property
Altamonte Springs
9.0 out of 10, Wonderful, (1,522 reviews)
"From the staff to the room, everything nice and clean and the staff were very friendly and it has a great location."
United States
Elizabeth
The price is AED 407
AED 470 total
includes taxes & fees
31 Jul - 1 Aug
Hilton Orlando/Altamonte Springs
Terrace/patio

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
Airport North
9.6 out of 10, Exceptional, (2,943 reviews)
"Overall stay was pleasant"
United States
Shivashankar
The price is AED 419
AED 471 total
includes taxes & fees
9 Aug - 10 Aug
Hyatt House Orlando Airport
Terrace/patio

The Delaney Hotel

The Delaney Hotel
3.5 star property
South Orange
9.6 out of 10, Exceptional, (1,158 reviews)
"By far my favorite and go to hotel when me and my wife are in Orlando"
United States
Chloe
The price is AED 487
AED 548 total
includes taxes & fees
2 Aug - 3 Aug
The Delaney Hotel
Lobby

La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
3.0 star property
Orlando
8.8 out of 10, Excellent, (2,677 reviews)
"Great place to stay"
United States
Luisa
The price is AED 327
AED 368 total
includes taxes & fees
9 Aug - 10 Aug
La Quinta Inn & Suites by Wyndham Orlando UCF
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.
View all properties

Top Winter Park Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

8/10 Good
"Enjoyed pool,slides and the big bucket soaker. Enjoyed The Florider and the specialty drinks being served.The kitchen was small and we had issues with our room closet and hot tub was out of service in one of the two, so it was packed! Hopefully, the resort can repair those concerns for future guests."
Bernie 3-night trip
Posted 4 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Frequently asked questions

What should a history enthusiast expect from a trip to Winter Park?
Significant historical sites in Winter Park are probably a big part of your travel plans. During your stay, you can visit the shops and restaurants.
How many historical hotels are there in Winter Park?
In Winter Park, there are 134 hotels and other lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical places and other sights to visit in Winter Park?
Winter Park is notable for landmarks like Casa Feliz Historic Home Museum. Cultural venues include Morse Museum of American Art, Winter Park History Museum, and Albin Polasek Museum and Sculpture Gardens. Additionally, in the area you'll find Kia Center and Universal Studios Florida.
What is a historic hotel like in Winter Park?
When you book a historic hotel, you'll stay in a place that has an officially recognized national historic designation. A castle, a palace or even a pub or an old police station can be identified as a historic hotel as long as it's a place of special interest. Traditional architecture and period features can be admired in the communal spaces and guestrooms of such hotels in Winter Park, giving a real sense of character.
What is the difference between a historic hotel and a heritage hotel?
You'll often hear the term "heritage hotel" in Asia and Europe, while "historic hotel" is a term often used in the U.S. though overall the terms are quite similar. The physical building and architecture of historic hotels are generally what's most significant. For a heritage hotel, mainly, it's cultural value as well as how it inspired the community.
Do historic hotels in Winter Park have modern facilities?
Hotel interiors feature the modern conveniences and safety features you expect to find, while every effort is made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the popular amenities found in any hotel should be available at a historic hotel. When you book a historic hotel in Winter Park, don't worry that you'll find yourself staying at a place that is rundown or uncomfortable.