Winter Haven Travel Guide

Tourist Guide
Winter Haven
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.

Holiday Inn Winter Haven, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
The price is NZ$174 per night from 11 Jun to 12 Jun
NZ$174
per night
11 Jun - 12 Jun
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (950 reviews)
"There are holes punched into the bathroom door. The pool has been shut down so we had to walk over to the other hotels pool. Not a huge deal but inconvenient."

Reviewed on 17 May 2024

Holiday Inn Winter Haven, an IHG Hotel
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
2.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
The price is NZ$206 per night from 22 May to 23 May
NZ$206
per night
22 May - 23 May
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (341 reviews)
"Nice clean hotel. Breakfast could’ve been better."

Reviewed on 20 May 2024

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 Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is NZ$192 per night from 22 May to 23 May
NZ$192
per night
22 May - 23 May
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
6.8/10 (1,002 reviews)
L P
"Customer Service was excellent and the property was clean"

Reviewed on 15 May 2024

Howard Johnson by Wyndham Winter Haven FL
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.
Seralago Hotel & Suites Main Gate East
Seralago Hotel & Suites Main Gate East
3 out of 5
5678 West Irlo Bronson Memorial Hwy, Kissimmee, FL
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the clean rooms in our reviews. ...
5/10 (5,238 reviews)
"Excellent stay. Thank you"

Reviewed on 10 May 2024

Seralago Hotel & Suites Main Gate East
Ramada by Wyndham Kissimmee Gateway
Ramada by Wyndham Kissimmee Gateway
3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL
Book a stay at this business-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...
7.2/10 Good! (5,920 reviews)
"Place was clean and quiet. The gentleman that checked me in was very pleasant and helpful"

Reviewed on 20 May 2024

Ramada by Wyndham Kissimmee Gateway
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 eco-certified condo in Four Corners. Enjoy free parking, 5 outdoor pools, and 4 spa tubs. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (4,709 reviews)
"We loved all of the pool options as well as having so many amenities available on site. We enjoyed playing mini golf as well as doing various craft projects with the kids. The kids loved it so much that we want to stay again!"

Reviewed on 15 May 2024

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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