Where to stay in Lakeland - Winter Haven

Downtown Lakeland

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

Lake Hollingsworth

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

Lakeland Highlands

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

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.

Parker Street

Parker Street might not have many top sights, but Lake Mirror and Bryant Stadium are two attractions nearby that you can check out.

East Lake Morton

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

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue, Winter Garden, FL

S$301

13 Jul - 14 Jul

includes taxes & fees

Stay at this 4-star family-friendly resort in Four Corners. Enjoy 6 outdoor pools, 3 restaurants, and 2 hot tubs. Our guests praise the pool and the helpful ...

7.8/10 Good! (8,039 reviews)

"It was everything we expected plus more."

Reviewed on 7 Jul, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL

S$205

16 Jul - 17 Jul

includes taxes & fees

Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. Our guests praise the pool and the helpful staff in our ...

8.6/10 Excellent! (2,128 reviews)

"Exceeded our expectations. Will definitely be back and for a longer stay."

Reviewed on 6 Jul, 2025

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle, Kissimmee, FL

S$272

28 Jul - 29 Jul

includes taxes & fees

Stay at this 4-star 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! (3,426 reviews)

"It was our first time at this resort and we had so much fun we booked a second trip with the family in August."

Reviewed on 8 Jul, 2025

See all 44,324 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 with H2O Waterpark by Rentyl

8000 Fins Up Circle, Kissimmee, FL

Stay at this 4-star 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 ...

8.6/10 Excellent! (1,479 reviews)

"Love the stayed! Great amenities. Love the water park."

Reviewed on 8 Jul, 2025

Summer Bay Orlando by Exploria Resorts

17805 US Highway 192, Clermont, FL

Stay at this 3.5-star family-friendly condo in Four Corners. Enjoy free parking, 5 outdoor pools, and 4 hot tubs. Our guests praise the pool and the helpful ...

8.4/10 Very Good! (5,519 reviews)

"Great place to stay with family had a great time a lot of activities to do"

Reviewed on 8 Jul, 2025

The Berkley, Orlando

8545 W. Irlo Bronson Highway, Kissimmee, FL

Stay at this 4-star family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the ...

9.4/10 Exceptional! (1,826 reviews)

"The staff was amazing loved the service."

Reviewed on 8 Jul, 2025

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.

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.

The Circle B Bar Reserve

Explore the great outdoors at The Circle B Bar Reserve, a lovely green space in Lakeland. Visit the shops and top-notch restaurants in this family-friendly area.

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.

Camp Mack's River Resort Airboat Rides

Enjoy an outing to Camp Mack's River Resort Airboat Rides during your stay in Lake Wales. Wander the lakeside and gardens in this family-friendly area.