Winter Haven

Travel 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. 

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 CA $154 per night from May 19 to May 20
CA $154
CA $172 total
includes taxes & fees
May 19 - May 20
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! (319 reviews)
"The property is very nice, very convinient and clean. I liked the decoration and the facility in general. The only thing I did not like was the check in, Robert was very unpleasant, not welcoming and doest even great and tries to limit any type if conversation."

Reviewed on May 11, 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 CA $150 per night from May 14 to May 15
CA $150
CA $168 total
includes taxes & fees
May 14 - May 15
Book a stay at this business-friendly motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff ...
6.8/10 (1,002 reviews)
This is an excellent place to stay
"Very clean, friendly staff, all accommodations were in working order, pool was clean and cold, breakfast was free and delicious. This place gets bad reviews only because people expect to stay at the Hilton for 95 dollars a night. Which most reasonable people know that you get what you pay for. They ..."

Reviewed on May 10, 2024

Howard Johnson by Wyndham Winter Haven FL
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 CA $150 per night from May 16 to May 17
CA $150
CA $168 total
includes taxes & fees
May 16 - May 17
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! (947 reviews)
"Great stay so far! Check in was perfect"

Reviewed on May 12, 2024

Holiday Inn Winter Haven, an IHG 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.
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 (5,221 reviews)
"Excellent stay. Thank you"

Reviewed on May 10, 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! (5,878 reviews)
"Legit not a single complaint for this stay. Only thing I can say is that the floors are a little dirty, but other than that the room was clean, the bed was comfortable, bathroom was spotless, would recommend the stay here."

Reviewed on May 12, 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! (4,697 reviews)
"Everything was great."

Reviewed on May 12, 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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Reviews of Winter Haven

3.4
Guest rating
5 - Excellent
0
" "5 - Excellent 0%
4 - Good
3
" "4 - Good 60%
3 - Okay
1
" "3 - Okay 20%
2 - Disappointing
1
" "2 - Disappointing 20%
1 - Terrible
0
" "1 - Terrible 0%

4/5 - Good

Verified traveller
Feb. 4, 2020

Friendly people ..nice area. Some very good restaurants

2/5 - Disappointing

Catalina
Mar. 12, 2019

The hotel definitely needs the basic stuff if not some upgrades.

Cities near Winter Haven