Find Historic Hotels in Winter Park, FL

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check availability on Winter Park Historic Hotels

Next weekend
In two weeks

Top Winter Park Historic Hotels

Park Plaza Hotel

3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1007)
"Perfect location! Older hotel so don’t go in expecting the Hilton but the balcony and location more than make up for it. Will stay here again! "
United States
Michelle
The price is NT$4,993
NT$5,618 total
includes taxes & fees
Dec 22 - Dec 23
Park Plaza Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3.0 star property
International Drive District
8.8 out of 10, Excellent, (625)
"Awesome hotel. And the great price is an added bonus!"
United States
Khristo
The price is NT$2,232
NT$2,511 total
includes taxes & fees
Dec 7 - Dec 8
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Wyndham I-Drive Avanti Resort & Conference Center

3.5 star property
International Drive District
7.4 out of 10, Good, (3875)
"The room was clean, the staff was friendly, the location was superb! I will definitely stay at this resort again. "
United States
Regina
The price is NT$1,956
NT$2,836 total
includes taxes & fees
Dec 2 - Dec 3
Wyndham I-Drive Avanti Resort & Conference Center

Travelodge by Wyndham Orlando / Heart of International Drive

2.0 star property
International Drive District
6.2 out of 10, (1048)
"The staff was so friendly and the place was very affordable- my only complaint was that it needs to be better cleaned, one of the beds obviously need a bedding change because there was hair in it and the floor was sticky, otherwise all other aspects were great"
United States
Isabella
The price is NT$971
NT$1,375 total
includes taxes & fees
Dec 10 - Dec 11
Travelodge by Wyndham Orlando / Heart of International Drive

Rosen Inn International

3.0 star property
International Drive District
8.4 out of 10, Very Good, (5923)
"Close to all attractions "
United States
JoAnn
The price is NT$2,335
NT$2,627 total
includes taxes & fees
Dec 1 - Dec 2
Rosen Inn International

AC Hotel by Marriott Orlando Downtown

2.5 star property
Downtown Orlando
9.2 out of 10, Wonderful, (1037)
"Nice rooms and great customer service"
United States
jack
The price is NT$5,310
NT$5,974 total
includes taxes & fees
Dec 7 - Dec 8
AC Hotel by Marriott Orlando Downtown

Baymont by Wyndham Orlando/International Dr/Universal Blvd

2.5 star property
International Drive District
7.0 out of 10, Good, (2033)
"Friendly staff it was easy to spend the night there everything close by"
United States
Luis
The price is NT$1,607
NT$1,985 total
includes taxes & fees
Dec 1 - Dec 2
Baymont by Wyndham Orlando/International Dr/Universal Blvd

Holiday Inn Express & Suites, International Drive by IHG

3.5 star property
International Drive District
9.0 out of 10, Wonderful, (1823)
"Great for the price and location "
United Kingdom
Luke
The price is NT$2,443
NT$2,749 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Express & Suites, International Drive by IHG

Hampton Inn & Suites Orlando Intl Dr N

2.5 star property
International Drive District
9.2 out of 10, Wonderful, (1067)
"Second time staying at this hotel and loved it great hotel for family and close to the main attractions "
United States
Kadeisha
The price is NT$2,737
NT$3,079 total
includes taxes & fees
Dec 14 - Dec 15
Hampton Inn & Suites Orlando Intl Dr N
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.

Top Winter Park Hotel Reviews

Explore a world of travel with Expedia

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 124 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, Albin Polasek Museum and Sculpture Gardens, and Rollins Museum of Art. Additionally, in the area you'll find Universal Studios Florida and Universal Orlando Resort.
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.