Find Historic Hotels in Winter Haven, FL from CA $239

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Check availability on Winter Haven Historic Hotels

Tonight
Apr 6 - Apr 7
Tomorrow
Apr 7 - Apr 8
This weekend
Apr 10 - Apr 12
Next weekend
Apr 17 - Apr 19

Our top choices for Winter Haven historic hotels

Smart TV, DVD player, foosball, books

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Kissimmee
9.6 out of 10, Exceptional, (143 reviews)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
The price is CA $199
CA $590 total
includes taxes & fees
Apr 13 - Apr 14
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Lobby

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

The Terrace Hotel Lakeland, Tapestry Collection by Hilton
3.5 star property
Downtown Lakeland
9.2 out of 10, Wonderful, (399 reviews)
"The room was very clean and comfortable. All the staff are incredibly friendly and attentive to make your stay a positive experience."
United States
Steve
The price is CA $214
CA $239 total
includes taxes & fees
Apr 19 - Apr 20
The Terrace Hotel Lakeland, Tapestry Collection by Hilton
Smart TV, video games, DVD player, foosball

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works

*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
kissimmee
9.4 out of 10, Exceptional, (80 reviews)
"The house was absolutely great and perfect for our family. Its located close to Disney. We have finally found our Disney vacation spot!"
United States
Terrianne T.
The price is CA $209
CA $604 total
includes taxes & fees
Apr 14 - Apr 15
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
4 bedrooms, memory foam beds, desk, iron/ironing board

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!

ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Kissimmee
9.6 out of 10, Exceptional, (119 reviews)
"Very comfortable stay for our day at Epcot. It was a quick, easy Uber ride to the park. The home was very clean and comfortable. The host was very nice and responsive. I will stay here again for our next Disney adventure."
United States
Sharlene G.
The price is CA $171
CA $528 total
includes taxes & fees
May 5 - May 6
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Outdoor pool

Incredible Renovated home located near all !!

Incredible Renovated home located near all !!
Champions Gate
5.8 out of 10, (7 reviews)
"We really enjoyed Melissa’s condo Deja Blue. Quite pretty inside and quiet surroundings. Beds are comfortable, plenty of towels available, most things you need for a stay are provided. A few things in the condo could be updated but overall we had a great month in this unit and love the Champions Gate area for walking and dining."
United States
Susan K.
The price is CA $129
CA $337 total
includes taxes & fees
Apr 7 - Apr 8
Incredible Renovated home located near all !!
Pool

Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More
Windsor Hills
9.2 out of 10, Wonderful, (15 reviews)
"Great vacation home. Kitchen was well stocked. Home was clean and spacious. Property manager was quick on communication. Thank you! "
United States
Thomas L.
The price is CA $523
CA $1,139 total
includes taxes & fees
Apr 8 - Apr 9
Magical Adv 5 Star Villa Movie Room Arcade Pool and More
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.
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Top Winter Haven Hotel Reviews

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

2/10 Terrible
"In desperate need of a renovation. Everyday the elevators broke down even though we were told they were working on fixing them everyday. There was no water in our room for a few hours one day and no one told us they were fixing it until we called maintenance twice. Police showed up at hotel on the first night to arrest someone in their room. On the second night the street hotel was on was surrounded by police. Do not stay here!"
Fernanda 5-night trip
Posted 2 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG

Frequently asked questions

What can a history buff expect from a stay in Winter Haven?
The historical places in Winter Haven are probably a big part of your travel plans. While you're in town, you can check out the scenic lakeside and top-notch restaurants. You can also discover the entertainment venues during your vacation in this family-friendly area.
How many historical hotels are there in Winter Haven?
Winter Haven is home to 231 lodging options bookable on Expedia though you won't find many designated historic hotels.
What are the must-see historical sites and other places to visit in Winter Haven?
Favorite places to visit include LEGOLAND® Florida, Indigo's Family Fun Center, and Theatre Winter Haven. A couple of additional sights to add to your agenda are Chain of Lakes Park and Peppa Pig Theme Park Florida.
What is a historic hotel like in Winter Haven?
Guests who choose a historic hotel can enjoy a vacation 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 transformed into a historic hotel as long as it's a place of special interest. Traditional architecture and period features are typically preserved in the communal spaces and guestrooms of such hotels in Winter Haven, giving a sense of history.
What is the difference between a historic hotel and a heritage hotel?
"Heritage hotel" is more common in Asia and Europe, wheareas the term "historic hotel" is more commonly used in the U.S. overall though the terms are similar. The architecture and actual building of historic hotels tend to be the most important aspect. For a heritage hotel, it's mainly the cultural value along with how it inspired the community.
Do historic hotels in Winter Haven have modern facilities?
Hotel interiors feature the modern conveniences and safety features you might expect, though efforts have been made to preserve historic facades and treasured traditions. Private rooms with updated bathroom facilities, free WiFi, and the amenities found at a contemporary hotel should be available at a historic hotel. When you book a historic hotel in Winter Haven, don't worry that you'll be staying at a place that's uncomfortable for guests or simply rundown.

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