Find Historic Hotels in Winter Park, FL

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Check availability on Winter Park Historic Hotels

Tonight
3 Oct - 4 Oct
Tomorrow
4 Oct - 5 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Winter Park Historic Hotels

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Property amenity

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (523)
"Loved this hotel! We so convenient, quiet and the room was wonderful! Will definitely stay again on the next trip to Orlando! "
The price is AED 356
AED 401 total
includes taxes & fees
30 Oct - 31 Oct
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
Hampton Inn & Suites Orlando Intl Dr N
Meeting facility

Hampton Inn & Suites Orlando Intl Dr N

2.5 star property
9.2 out of 10, Wonderful, (1054)
"Nice hotel and near everything "
The price is AED 306
AED 344 total
includes taxes & fees
28 Oct - 29 Oct
Hampton Inn & Suites Orlando Intl Dr N
Park Plaza Hotel
Front of property

Park Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (1004)
"Park Plaza is a darling B&B style hotel just a short walk to virtually everything in Winter Park. The hotel staff was lovely and extremely helpful. "
Park Plaza Hotel
Eastpark. Pet friendly! Lake Nona
Interior

Eastpark. Pet friendly! Lake Nona

9.2 out of 10, Wonderful, (86)
"We loved this fun, artsy house! It was the perfect place to rest up on our road trip. The neighborhood feels safe and you can rest easy at this place. "
The price is AED 459
AED 1,154 total
includes taxes & fees
13 Oct - 14 Oct
Eastpark. Pet friendly! Lake Nona
Bella Breeze
Mini-fridge, microwave, cookware/dishes/utensils

Bella Breeze

2.5 star property
9.4 out of 10, Exceptional, (3)
"Cute little place within walking distance to downtown "
Bella Breeze
Mills Cottage by the Little Lake
Outdoor pool, a heated pool

Mills Cottage by the Little Lake

10.0 out of 10, Exceptional, (46)
"Super charming "
The price is AED 496
AED 1,224 total
includes taxes & fees
6 Oct - 7 Oct
Mills Cottage by the Little Lake
Lake House Pets allowed
Outdoor pool, a heated pool

Lake House Pets allowed

9.8 out of 10, Exceptional, (47)
"Amazing property, I highly recommend."
The price is AED 496
AED 1,317 total
includes taxes & fees
8 Oct - 9 Oct
Lake House Pets allowed
Large, beautiful, very comfortable one bedroom on small lake
Outdoor pool, a heated pool

Large, beautiful, very comfortable one bedroom on small lake

10.0 out of 10, Exceptional, (57)
"My stay was 10/10 will be booking again! Loved everything about the place. Specially the game room. "
The price is AED 476
AED 1,035 total
includes taxes & fees
5 Oct - 6 Oct
Large, beautiful, very comfortable one bedroom on small lake
AC Hotel by Marriott Orlando Downtown
Lounge

AC Hotel by Marriott Orlando Downtown

2.5 star property
9.2 out of 10, Wonderful, (1003)
"Very nice Hotel"
The price is AED 559
AED 629 total
includes taxes & fees
19 Oct - 20 Oct
AC Hotel by Marriott Orlando Downtown
Luxury Downtown Retreat with Breathtaking City & Lake Views
Smart TV

Luxury Downtown Retreat with Breathtaking City & Lake Views

10.0 out of 10, Exceptional, (1)
"Location was perfect. Right by Lake Eola in downtown Orlando and within walking distance to many restaurants and bars. Host was friendly and made sure to check in to make sure we had everything we needed. Would definitely stay again if we were in the area."
The price is AED 551
AED 1,125 total
includes taxes & fees
27 Oct - 28 Oct
Luxury Downtown Retreat with Breathtaking City & Lake Views
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"We had a great experience."
Fred 2-night trip
Posted 1 day ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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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 113 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.