Winter Haven, FL

Travel Guide

Winter Haven showing rides
Winter Haven
Legoland Florida featuring rides and signage
Winter Haven which includes a park
Legoland Florida showing rides, outdoor art and a statue or sculpture
Whether you explore the Chain of Lakes or revisit your childhood at LEGOLAND®, this Central Florida city is an oasis every month of the year.

As the name suggests, Winter Haven first became a popular destination for people seeking sun during winter. Today you can enjoy a variety of indoor and outdoor attractions in this Central Florida city at any time of year.

Immerse yourself in all things LEGO® at LEGOLAND® Florida. This massive park delights kids of all ages. Go on themed rides, play games and tour exhibits all centred on one of America’s favorite plastic toys. Climb to the top of the Island in the Sky platform for a 360-degree view of Central Florida. 

No visit to Winter Haven would be complete without touring the Chain of Lakes. The city is surrounded by several dozen lakes 16 are connected by canals to form a chain. The area has prime fishing conditions and attracts fishermen from all over the world for leisure or competitions. Try a water sport spend a day tubing, Jet-Skiing or water skiing.

Many consider Winter Haven to be the home of water skiing. The sport was used to promote Cypress Gardens, Florida’s first theme park, in the 1930s. Eventually the water shows there became the city’s main attraction. LEGOLAND® Florida now stands on the original Cypress Gardens site and continues the traditions of water performances. Today, watch amazing water ski tricks, such as the human pyramid or barefoot skiing, at the park’s daily water shows.

See the beautiful Central Florida wilderness at the Street Audubon Center. Explore miles of nature trails and grab your binoculars for wonderful birding opportunities. Golf is a major leisure activity in the state Winter Haven has several world-class courses. Grab your equipment and head to Cypresswood Golf and Country Club’s 18-hole course or take a lesson at Willowbrook Golf Course.

See a performance at Theatre Winter Haven, a small theater with a big reputation. Throughout the year, “Florida’s Most-Honored Community Theatre” puts on several plays that span across every genre and style.

Reach Winter Haven in less than an hour from Tampa or Orlando airports. 

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW, Winter Haven, FL
The price is ¥17,938 per night from Sep 1 to Sep 2
¥17,938
¥20,090 total
Sep 1 - Sep 2
includes taxes & fees
Stay at this 3-star hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in ...
Staybridge Suites Winter Haven Auburndale by IHG
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
The price is ¥17,291 per night from Sep 4 to Sep 5
¥17,291
¥19,366 total
Sep 4 - Sep 5
includes taxes & fees
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Best Western Plus Winter Haven Inn & Suites 
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way, Winter Haven, FL
The price is ¥30,390 per night from Sep 16 to Sep 17
¥30,390
¥39,801 total
Sep 16 - Sep 17
includes taxes & fees
Stay at this 3-star hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park ...
Legoland Florida Hotel
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.
Vacation Village at Parkway

Vacation Village at Parkway

3 out of 5
2975 Arabian Nights Blvd, Kissimmee, FL
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (2,808 reviews)
"Very good! :)"

Reviewed on Aug 27, 2025

Vacation Village at Parkway
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

4 out of 5
8000 Fins Up Circle, Kissimmee, FL
Stay at this 4-star spa aparthotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 out of 5
17805 US Highway 192, Clermont, FL
Stay at this 3.5-star family-friendly condo in Four Corners. Enjoy free parking, 5 outdoor pools, and 4 hot tubs. Our guests praise the pool and the helpful ...
Summer Bay Orlando by Exploria Resorts
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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