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

$214 nightly

$241 total

May 14 - May 15

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! (9,758 reviews)

The room was clean. The staff was friendly and welcoming. The resort is very family friendly.

Reviewed on May 5, 2026

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle Kissimmee FL

$176 nightly

$200 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! (3,602 reviews)

We arrived at around 430 and our room was not ready. The girl at the front desk was not friendly and said she would call when the room was ready, but did not. We went to check again around 630 and our room was in fact ready. The view from our room was of the parking lot, however, our room was clean. ...

Reviewed on May 5, 2026

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL

$184 nightly

$207 total

May 6 - May 7

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! (2,866 reviews)

Everything was perfect! Great location, excellent service, and top-notch facilities. The atmosphere is very family-friendly but also peaceful. We enjoyed every minute of our stay and would definitely recommend it to anyone visiting the area.

Reviewed on May 5, 2026

See all 45,180 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 ...

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! (2,208 reviews)

Room was perfect , kitchen was stocked with everything you can possibly need , beds were comfortable and laundry room was great too

Reviewed on May 5, 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.

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.