Winter Haven

Travel Guide

Winter Haven featuring rides
Winter Haven featuring rides
Winter Haven
Legoland Florida showing signage and rides
Winter Haven which includes a park

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.

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
Fully refundableReserve now, pay when you stay
The price is P9,379 per night from Mar 29 to Mar 30
P9,379
P10,505 total
Mar 29 - Mar 30
includes taxes & fees
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.6/10 Exceptional! (1,167 reviews)
So clean

Reviewed on Mar 10, 2026

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
The price is P6,536 per night from Apr 1 to Apr 2
P6,536
P7,320 total
Apr 1 - Apr 2
includes taxes & fees
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,020 reviews)
Hotel was okay for the price. Rooms smelled kinda spoiled to me as if carpet needed to be pulled up. It was okay for the one night we stayed.

Reviewed on Mar 11, 2026

Howard Johnson by Wyndham Winter Haven FL
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
The price is P15,534 per night from Apr 12 to Apr 13
P15,534
P19,717 total
Apr 12 - Apr 13
includes taxes & fees
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
9/10 Wonderful! (87 reviews)
We stayed here for the convenience of location to Legoland. Our room was the Adventure room. It was at the very end of the hallway and looked like it hadn't been used in awhile. The shelves were dusty and the bathtub even had dust in it. The room was pretty dark. The bed was relatively comfortable. ...

Reviewed on Mar 9, 2026

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 Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Book a stay at this 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! (3,581 reviews)
Traveled with my nieces and nephew. Property was big enough for our accommodations. Check in was busy but that’s expected due to Disney being close by.

Reviewed on Mar 12, 2026

Vacation Village Orlando, Celebration
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Book a stay at this 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 ...
8.8/10 Excellent! (1,849 reviews)
Staff was very friendly

Reviewed on Mar 12, 2026

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
The Berkley, Orlando

The Berkley, Orlando

4 out of 5
8545 W. Irlo Bronson Highway Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...
9.6/10 Exceptional! (2,129 reviews)
The place is clean and a spacious good for big families

Reviewed on Mar 10, 2026

The Berkley, Orlando
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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