Winter Haven

Travel Guide

Winter Haven showing rides
Winter Haven
Legoland Florida which includes signage and rides
Winter Haven
Legoland Florida which includes rides, a statue or sculpture and outdoor art

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 favourite 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 Centre. 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 theatre 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 CA $176 per night from Aug 27 to Aug 28
CA $176
CA $197 total
Aug 27 - Aug 28
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 ...
9.6/10 Exceptional! (512 reviews)
"Very nice and a good option about 20 mins from Legoland"

Reviewed on Aug. 22, 2025

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 CA $163 per night from Aug 25 to Aug 26
CA $163
CA $182 total
Aug 25 - Aug 26
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 ...
9.4/10 Exceptional! (958 reviews)
"Always stay at this hotel when we go to legoland. Breakfast is good, very clean, and service is good. Would recommend"

Reviewed on Aug. 21, 2025

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 CA $359 per night from Sep 23 to Sep 24
CA $359
CA $457 total
Sep 23 - Sep 24
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 ...
9/10 Wonderful! (19 reviews)
"Great experience"

Reviewed on Aug. 18, 2025

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! (2,792 reviews)
"it was a good stay. clean"

Reviewed on Aug. 23, 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 ...
8.6/10 Excellent! (1,576 reviews)
"The transportion is lacking they only have 2 shuttles for the entire resort. Sometimes the wait will be 15-20 minutes. Make sure to ask about shopinh near by, they wont tell you and you will regret not asking like i did."

Reviewed on Aug. 21, 2025

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 ...
8.4/10 Very Good! (5,600 reviews)
"This resort is perfect for families. There are lots of activities to do on the grounds and the rooms are spacious. The kids had a wonderful time"

Reviewed on Aug. 23, 2025

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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