Where to stay in Lakeland - Winter Haven

Lakeland Florida Downtown area beautiful and peaceful

Downtown Lakeland

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

Lake Hollingsworth

While visiting Lake Hollingsworth, you might make a stop by sights like Lake Hollingsworth and Veterans Park.

South Lake Morton

South Lake Morton might not have many top sights, but Polk Museum of Art and Lake Mirror are two attractions nearby that you can check out.

Lakeland Highlands

While there might not be top attractions in Lakeland Highlands, you can explore the larger area and discover places like Family Fun Center and The Club at Eaglebrooke.

Beautiful Florida wooden boardwalk near a body of water

Dixieland

Though Dixieland may not have many top sights, you can venture to the surrounding area to see attractions like RP Funding Center and Polk Museum of Art.

Swan at Lake Morton at city center of lakeland Florida

East Lake Morton

If you're spending some time in East Lake Morton, Lake Mirror and Hollis Gardens are top sights worth seeing.

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

S$330

19 Apr - 20 Apr

includes taxes & fees

Stay at this family-friendly resort in Four Corners. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...

8/10 Very Good! (9,183 reviews)

The rooms were clean and the pool area was nice and clean. The hallways and elevator need some updating.

Reviewed on 19 Mar, 2026

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL

S$305

12 Apr - 13 Apr

includes taxes & fees

Stay at this golf resort in Kissimmee. Enjoy free Wi-Fi, free parking and 7 outdoor pools. Our guests praise the pool and the helpful staff in their reviews. ...

8.8/10 Excellent! (2,718 reviews)

Nice to have washer and dryer

Reviewed on 18 Mar, 2026

Westgate Town Center Resort

7700 Westgate Blvd. Kissimmee FL

S$187

12 Apr - 13 Apr

includes taxes & fees

Stay at this family-friendly resort in Kissimmee. Enjoy free Wi-Fi, free parking and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms ...

8.2/10 Very Good! (1,512 reviews)

Loved everything about our stay!

Reviewed on 18 Mar, 2026

See all 45,115 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

Stay at this spa aparthotel in Kissimmee. Enjoy free Wi-Fi, free parking and a full-service spa. Our guests praise the pool and the helpful staff in their reviews. ...

8.8/10 Excellent! (1,858 reviews)

Excellent location. Resort feeling was great. Our cottage rental was spacious and clean. Staff was great!

Reviewed on 18 Mar, 2026

The Berkley, Orlando

8545 W. Irlo Bronson Highway Kissimmee FL

Stay at this family-friendly holiday home in Kissimmee. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the clean ...

9.6/10 Exceptional! (2,137 reviews)

Fox car rental does not have 24 hour shuttle

Reviewed on 18 Mar, 2026

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

100 Orlando Breeze Circle Davenport FL

Stay at this family-friendly aparthotel in Davenport. Enjoy free Wi-Fi, free parking and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms ...

9.2/10 Wonderful! (540 reviews)

Facilities were clean. Rooms were spacious. Much quieter than expected. Hope you get Gladys on check in. She was great and super helpful.

Reviewed on 11 Mar, 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(7 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

You can spend time exploring the galleries in Sun N Fun Air Museum in 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(1 review)

You can find the perfect gifts to bring home at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event.

Dinosaur World

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

The 205 foot Neo-gothic 'singing tower' houses a 60-bell carillon – one of
about 185 carillons in North America.

Designed by Milton B. Medary, he was awarded in 1929 the American Institute of
Architects gold medal for this design.

#Trovember

Bok Tower Gardens

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 visit 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

4.5/5(3 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 visit its top-notch restaurants.