Lakeland - Winter Haven, FL

Travel Guide

A child lying on the ground with colorful confetti around, in front of a LEGO sign that reads "LEGO LAND FLORIDA".
A baseball player in a white uniform with the number 20, a catcher in an orange uniform, and an umpire standing behind the catcher.
A vintage airplane and a classic car parked in front of a building with a sign that reads "Fantasy of Flight".
Two swans swimming in a calm body of water surrounded by greenery.
A swan swimming in water.

Wander through serene lakes, engaging parks, and charming local shops while exploring the surrounding neighborhoods of Lakeland - Winter Haven.

Lakeland - Winter Haven is an ideal destination for family and outdoor travelers. You can enjoy nearby lakes like Crystal Lake, Star Lake, and Round Lake, which are great spots for relaxation and recreation. For activities, nearby venues such as Chain of Lakes Park offer sports facilities, while Jump Florida Skydiving provides an exhilarating experience in the air. If shopping is on your agenda, Eagle Ridge Mall is a popular choice, and for a more relaxed outing, Mary Holland Park invites visitors to enjoy its recreational spaces.

Spend some time exploring the nearby areas of Bartow, Alturas, and Lake Wales. Bartow is known for family-friendly outdoor experiences and features the Polk County Historical Museum, as well as the Bartow Mall for shopping. Lake Wales also offers outdoor attractions with Bok Tower Gardens and Lake Kissimmee State Park, both popular with visitors. Alturas complements these with its own outdoor experiences, making the nearby neighborhoods worthwhile to discover.

The best time to visit Lakeland - Winter Haven is during the second half of the year when the weather is generally more favorable. This period typically sees warm temperatures ranging from 64 to 82°F, with mostly dry and often sunny conditions. In contrast, the wetter months from June to September can bring increased rainfall, making the latter part of the year a more appealing option for outdoor activities and exploration.

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
$222 nightly
The price is $250 total per night from Dec 7 to Dec 8
$250 total
Dec 7 - Dec 8
Total with taxes and fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (10,954 reviews)
"This was my family’s 4th time staying here while visiting theme parks. The location is about a 15 minute drive to Disney. The property is always always always clean! The lazy river area is perfect for a day of lounging. We also love the outdoor bar area. It is such an incredible value. Not to mention, ..."

Reviewed on Nov 11, 2026

The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
$177 nightly
The price is $201 total per night from Nov 29 to Nov 30
$201 total
Nov 29 - Nov 30
Total with taxes and fees
Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
Margaritaville Resort Orlando with H2O Waterpark
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
$124 nightly
The price is $141 total per night from Nov 18 to Nov 19
$141 total
Nov 18 - Nov 19
Total with taxes and fees
Book a stay at this golf hotel in Kissimmee. Enjoy free WiFi, 4 outdoor pools, and a golf course. Our guests praise the pool and the restaurant in our reviews. ...
Hilton Vacation Club Mystic Dunes 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.
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 ...
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 aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...
9.6/10 Exceptional! (2,508 reviews)
"Great people, beautiful place"

Reviewed on Nov 11, 2026

The Berkley, Orlando
Grand Lake Resort

Grand Lake Resort

3 out of 5
7770 W Irlo Bronson Memorial Hwy Kissimmee FL
Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free parking, a fitness center, and a business center. Popular attractions Disney's Animal ...
Grand Lake Resort
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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