Where to stay in Lakeland - Winter Haven

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 Horney Park.

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.

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.

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

Fully refundableReserve now, pay when you stay

RM661

RM966 total

21 Apr - 22 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! (9,358 reviews)

We found our stay at The Grove Resort and Water Park to be just okay. When we arrived for our 4pm check-in, we were told our room wasn’t ready, but they would call us when it was available. After nearly two hours of waiting, we stopped at the front desk to inquire and found out that our room was ...

Reviewed on 2 Apr 2026

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL

RM572

RM820 total

28 Apr - 29 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! (2,753 reviews)

I have taken my family here the last five

Reviewed on 1 Apr 2026

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle Kissimmee FL

RM685

RM996 total

12 Apr - 13 Apr

includes taxes & fees

Stay at this spa resort in Kissimmee. Enjoy free Wi-Fi, 3 outdoor pools and a full-service spa. Our guests praise the pool and the restaurant in their reviews. ...

8.8/10 Excellent! (3,570 reviews)

Everything was good. A bit pricey, breakfast should be included. Id come back again

Reviewed on 2 Apr 2026

See all 45,057 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! (1,894 reviews)

Our stay at Margaritaville Resort in Kissimmee was amazing and exceeded all expectations. From the moment we arrived, we felt welcomed and instantly in vacation mode. The complimentary margaritas and rum punch for adults, plus lemonade for the kids, were a great touch. We stayed in a two-story cottage ...

Reviewed on 2 Apr 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! (2,154 reviews)

Super amazing - super clean I loved it ! Spacious and luxurious

Reviewed on 31 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! (546 reviews)

Clean room very comfortable great amenities! Staff was great also.

Reviewed on 29 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.

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.

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.

Dinosaur World

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

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.