Find Historic Hotels in Winter Haven, FL from CA $286

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Check availability on Winter Haven Historic Hotels

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, (140 reviews)
"The pool was great for the whole family, and everything worked and matched the listing "
United States
Robert S.
The price is CA $213
CA $601 total
includes taxes & fees
Feb 23 - Feb 24
*Tinkerbells Castle 1* Private Pool & Spa Overlooking Lake & Disney Fire Works
Outdoor pool

Incredible Renovated home located near all !!

Incredible Renovated home located near all !!
Champions Gate
6.4 out of 10, (5 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 $136
CA $339 total
includes taxes & fees
Mar 11 - Mar 12
Incredible Renovated home located near all !!
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, (77 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 $238
CA $634 total
includes taxes & fees
Mar 6 - Mar 7
*Tinkerbells Castle 2* Private Pool & Spa Overlooking Lake & Disney Fire Works
Outdoor pool, a heated pool

Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!

Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!
Reunion
9.2 out of 10, Wonderful, (79 reviews)
"It was awesome location. Lot of space to relax. Kids absolutely loved it Best vacation spot for us with a mix of kids from 3 months to 16 yo"
United States
Rebecca L.
The price is CA $255
CA $966 total
includes taxes & fees
Feb 24 - Feb 25
Luxury 6BR, Theater, Game Rooms, Pool–Min to Disney/Universal Epic Universe!
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, (117 reviews)
"Family friendly. Clean apartment. Host was very responsive and friendly. Highly recommend for family functions. Very close to WDW attractions ."
United States
Maria M.
The price is CA $208
CA $568 total
includes taxes & fees
Feb 25 - Feb 26
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
A heated pool

🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴

🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴
Kissimmee
9.8 out of 10, Exceptional, (19 reviews)
"I really enjoyed the Disney theme at the place"
United States
Anonymous traveller
The price is CA $143
CA $442 total
includes taxes & fees
Mar 4 - Mar 5
🌴 Relax & Recharge Near Disney – Top-Floor 3BR Condo at Windsor Palms 🌴
Outdoor pool, a heated pool

"2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!"

"2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!"
Windsor Hills
9.2 out of 10, Wonderful, (197 reviews)
"Very nice location, great house with plenty of room. The grandchildren loved the playroom. Master bedroom was very spacious. "
United States
Trish P.
The price is CA $245
CA $729 total
includes taxes & fees
Feb 23 - Feb 24
"2 Miles to Disney, 2 min walk to Clubhouse, Big private pool, Free Water Park!"
Pool

Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
Windsor Hills
9.8 out of 10, Exceptional, (84 reviews)
"The house was exactly as described. The kids loved the theater room"
United States
Samantha S.
The price is CA $577
CA $1,142 total
includes taxes & fees
Feb 17 - Feb 18
Jedi Training Camp Top Rated 5 Star Villa
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)
"Everything was excellent! A wonderful family trip !"
United States
Dawn M.
The price is CA $427
CA $1,005 total
includes taxes & fees
Feb 16 - Feb 17
Magical Adv 5 Star Villa Movie Room Arcade Pool and More
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, (378 reviews)
"Very nice and comfortable hotel "
United States
ISIS
The price is CA $255
CA $286 total
includes taxes & fees
Mar 15 - Mar 16
The Terrace Hotel Lakeland, Tapestry Collection by Hilton
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 Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Everything was great"
Amy 5-night trip
Posted 4 days ago
Holiday Inn Club Vacations at Orange Lake Resort 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 235 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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