Where to stay in Lakeland - Winter Haven

Downtown Lakeland

4.5/5(103 area reviews)

If you're spending some time in Downtown Lakeland, RP Funding Center and Lake Mirror are top sights worth seeing.

Lake Hollingsworth

If you're spending some time in Lake Hollingsworth, Lake Hollingsworth and Veterans Park are top sights worth seeing.

Lakeland Highlands

When in Lakeland Highlands, you can plan a visit to Family Fun Center and The Club at Eaglebrooke, some noteworthy sights in the nearby area.

South Lake Morton

If you're looking for some top things to see and do in South Lake Morton and surrounding area, you can visit Lake Mirror and RP Funding Center.

Beautiful Florida wooden boardwalk near a body of water

Dixieland

While there might not be top attractions in Dixieland, you can explore the larger area and discover places like RP Funding Center and Polk Museum of Art.

Lake Somerset

While Lake Somerset might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Lake Hollingsworth and Sanlan Bird and Wildlife Sanctuary.

See our Where To Stay guide

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

$213 nightly

$239 total

May 11 - May 12

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 ...

8/10 Very Good! (9,733 reviews)

El precio del parqueo.Con un valor de 35 Dólares.

Reviewed on May 3, 2026

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle Kissimmee FL

$183 nightly

$208 total

May 17 - May 18

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. ...

8.8/10 Excellent! (3,596 reviews)

T

Reviewed on May 3, 2026

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL

$188 nightly

$212 total

May 4 - May 5

Total with taxes and fees

Book a stay at this golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...

8.8/10 Excellent! (2,854 reviews)

Large facility lots of pools and activities. Several restaurants and arcades and they have transportation if you aren't close to any of it.

Reviewed on May 3, 2026

See all 45,075 properties in Lakeland - Winter Haven

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

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! (1,949 reviews)

Luv these rentals and I am a returning customer.

Reviewed on May 3, 2026

The Berkley, Orlando

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! (2,207 reviews)

I called 1 week in advance for an early check in and was told to come anytime after 10am and I would be able to check in. When I arrived it was well after 11am and was told I could next check in until 3pm. I explained I was taking my son to Epcot and would be out until the evening but they would ...

Reviewed on May 3, 2026

Encantada Resort Vacation Townhomes by IDILIQ

3070-B Secret Lake Drive Kissimmee FL

Book a stay at this family-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Disney's Animal Kingdom® ...

8.4/10 Very Good! (1,439 reviews)

The pool was gross and didn’t step foot in it. The place was not cleaned, couch and carpet looked like it had not been cleaned in years. Place had roaches and ants on lower floors. Bed sheeting had some sort of mites/tiny bugs . The pool and onsite cabana and clubhouse close too early sunset and ...

Reviewed on Apr 26, 2026

See all properties in Lakeland - Winter Haven

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.

Check Lakeland - Winter Haven hotel availability

Popular places to visit

LEGOLAND® Florida

4.5/5(1,095 reviews)

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

A Lockheed XFV plane outside the Sun n Fun Florida Air Museum at Lakeland

Sun N Fun Air Museum

3.5/5(3 reviews)

You can spend time browsing the exhibits at Sun N Fun Air Museum during your trip to Lakeland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Wooton park on lake Dora in Tavares, Florida

Lakeside Village

4.5/5(53 reviews)

You can search for that perfect souvenir at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event.

Dinosaur World

4.5/5(27 reviews)

With more than 200 life-size dinosaur models and many interactive games and activities, this educational theme park is great for families.

Bok Tower Gardens

4.5/5(66 reviews)

Bok Tower Gardens is just one of the places to see in Lake Wales, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Scenic view of Winter Park, Chain of Lakes canal. The Chain of Lakes is a popular tourist destination for residents and visitors to Winter Park, Florida, USA.

Chain of Lakes Park

4/5(84 reviews)

Catch an event at Chain of Lakes Park during your trip to Winter Haven. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.