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.

Lake Bentley

While Lake Bentley may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Polk Museum of Art and Sanlan Bird and Wildlife Sanctuary.

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue Winter Garden FL

€235

12 Apr - 13 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! (9,146 reviews)

Great place

Reviewed on 15 Mar 2026

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL

€178

13 Apr - 14 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! (2,707 reviews)

No kids

Reviewed on 15 Mar 2026

Westgate Town Center Resort

7700 Westgate Blvd. Kissimmee FL

€128

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! (1,510 reviews)

Loved the new renovated rooms

Reviewed on 15 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! (1,853 reviews)

Pools are great and the location.

Reviewed on 14 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! (2,130 reviews)

The place is clean and a spacious good for big families

Reviewed on 10 Mar 2026

Luxury Cinderella Castle Villa in Reunion

Kissimmee FL

Stay at this family-friendly villa in Kissimmee. Enjoy private pools, a fitness centre and laundry facilities. Popular attractions Reunion Resort Golf Course ...

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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(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.

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.

Dinosaur World

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

Lake Mirror

Commune with nature and explore the great outdoors at Lake Mirror during your travels in Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.