The Best Historic Hotels in Winter Park, FL from $184 in 2024

Check availability on Winter Park Historic Hotels

Pick from 2 Winter Park Historic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

"We came for a music show and decided to make a weekend of this stay. The room was light and well appointed, however, it was small with no room to maneuver. The refrigerator did not work, however, they replace it shortly after we called it in. Breakfast was not included and was quite expensive for someone who just wanted a couple of eggs. The parking is expensive valet only. The young bartenders at the bar were not interested in good service, or even just friendliness. The front desk staff...

$325 total

includes taxes & fees

May 28 - May 29

"No complaints. We would stay there again without any hesitation."

$204 total

includes taxes & fees

Jun 5 - Jun 6

Winter Park Historic Hotels information

Historic Hotels in Winter Park	2
Highest price	$269
Cheapest price	$184
Number of guest reviews	1,818
Total number of hotels in Winter Park	14,158

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.

What's the best place to stay in Winter Park to absorb the local history?

Based on our travel expertise, The Alfond Inn is a top hotel for history seekers booking on Expedia, and it features free WiFi and a fitness center. Church Street Station is a short 9-minute drive away. If you’re interested in local history, another option for your stay is Park Plaza Hotel.

How many historical hotels are there in Winter Park?

In Winter Park, there are 158 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 Albin Polasek Museum and Sculpture Gardens, Morse Museum of American Art, 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.