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

Find Historic Hotels in Winter Park, FL

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Check availability on Winter Park Historic Hotels

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Winter Park historic hotels

Bar (on property)
Terrace/patio
Snack bar
Lobby

1. Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park
Winter Park
United States
Crystile
AED 672
AED 765 total
includes taxes & fees
9 Aug - 10 Aug
Hilton Garden Inn Winter Park
Terrace/patio
Meeting facility
Breakfast, dinner and brunch served
Lobby sitting area

2. The Alfond Inn

The Alfond Inn
Winter Park
United States
Elliott
AED 918
AED 1,144 total
includes taxes & fees
24 Aug - 25 Aug
The Alfond Inn
Property amenity
Premium bedding, pillowtop beds, desk, laptop workspace
Exterior
Lobby

3. SpringHill Suites by Marriott Winter Park

SpringHill Suites by Marriott Winter Park
Winter Park
United States
Kenneth
AED 614
AED 699 total
includes taxes & fees
22 Aug - 23 Aug
SpringHill Suites by Marriott Winter Park
Front of property
Business center
Fireplace
Reception

4. Park Plaza Hotel

Park Plaza Hotel
Park Avenue District
United States
Stephanie
AED 471
AED 530 total
includes taxes & fees
22 Aug - 23 Aug
Park Plaza Hotel
Exterior
Bar (on property)
Breakfast, lunch and dinner served
BBQ/picnic area

5. Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
Ivanhoe Village
United States
Madeline
AED 465
AED 523 total
includes taxes & fees
10 Aug - 11 Aug
Courtyard by Marriott Orlando Downtown
Lobby
Seasonal outdoor pool
Exterior
Suite, 2 Double Beds, Non Smoking | Desk, blackout drapes, iron/ironing board, WiFi (free)

6. Comfort Suites Downtown

Comfort Suites Downtown
Ivanhoe Village
United States
Roseann
AED 387
AED 436 total
includes taxes & fees
30 Aug - 31 Aug
Comfort Suites Downtown
Lobby sitting area
Bar (on property)
Meeting facility
Lobby lounge

7. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
Altamonte Springs
United States
Karla
AED 407
AED 470 total
includes taxes & fees
10 Aug - 11 Aug
Hilton Orlando/Altamonte Springs
Terrace/patio
Hypo-allergenic bedding available, in-room safe, desk, laptop workspace
Exterior
Outdoor pool

8. Hyatt House Orlando Airport

Hyatt House Orlando Airport
Airport North
United States
Osvaldo
AED 404
AED 455 total
includes taxes & fees
16 Aug - 17 Aug
Hyatt House Orlando Airport
Lobby
Lobby
Lobby
Exterior

9. La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF
Orlando
United States
Christie
AED 272
AED 306 total
includes taxes & fees
24 Aug - 25 Aug
La Quinta Inn & Suites by Wyndham Orlando UCF
Terrace/patio
Bar (on property)
Front of property
1 bedroom, premium bedding, in-room safe, desk

10. The Delaney Hotel

The Delaney Hotel
South Orange
United States
Richard Eugene
AED 435
AED 489 total
includes taxes & fees
20 Aug - 21 Aug
The Delaney Hotel
View all properties

Top Winter Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Clean and comfortable stay at a one of the villas. Nice bed and bathrooms. Clean and modern. We cooked all of our meals. The kitchen was well stocked with pots, pans, dishes and utensils. It was perfect. The pools were very nice. Clean and well managed along with the 24 hour workout rooms. Nice neighborhood and close to Disney Parks."
Chris 2-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"For the price, we have not found a better place to stay in Orlando. We live three hours from Orlando and visit often because we have Disney passes. Although it’s not luxury, and the rooms are not modern decor like a lot of other hotels, it’s perfect for our families needs. We’ve stayed at this hotel more times than we can’t count."
Lani 3-night trip
Posted 1 hour ago
Rosen Inn Lake Buena Vista
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

8/10 Good
"The service is 11 out of 10. The best of the whole experience was the service."
maria J. 1-night trip
Posted 6 hours ago
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

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 Albin Polasek Museum and Sculpture Gardens, Morse Museum of American Art, and Winter Park History Museum. Additionally, in the area you'll find Kia Center and Orlando International Premium Outlets.
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.