Lakeland - Winter Haven Holidays

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Photo by Lakeland Convention and Visitors Bureau

Where to stay in Lakeland - Winter Haven

Find the best Lakeland - Winter Haven areas and neighborhoods for the activities you enjoy most. Learn more about Lakeland - Winter Haven
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Downtown Lakeland

2 out of top 10 points of interest in this area

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

Find hotels in Downtown Lakeland

Top hotels in Lakeland - Winter Haven

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is 4.464.135 ₫ per night from 5 Oct to 6 Oct
4.464.135 ₫
6.210.827 ₫ total
5 Oct - 6 Oct
includes taxes & fees
7.8/10 Good! (8,629 reviews)
"My kids enjoyed the resort, 15-20 minutes away from Disneyland and the resort is really good"

Reviewed on 1 Oct 2025

The Grove Resort & Water Park Orlando
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is 3.112.601 ₫ per night from 6 Oct to 7 Oct
3.112.601 ₫
4.852.688 ₫ total
6 Oct - 7 Oct
includes taxes & fees
8.8/10 Excellent! (3,610 reviews)
"Awesome stay! Staff was amazing and so helpful. Resort was beautiful. Clean and the fragrance that greets you in the lobby is amazing. I will be back!"

Reviewed on 1 Oct 2025

Margaritaville Resort Orlando with H2O Waterpark
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL
Fully refundableReserve now, pay when you stay
The price is 2.806.594 ₫ per night from 12 Oct to 13 Oct
2.806.594 ₫
4.084.915 ₫ total
12 Oct - 13 Oct
includes taxes & fees
9/10 Wonderful! (4,379 reviews)
"Great property and staff!"

Reviewed on 29 Sept 2025

Hilton Vacation Club Mystic Dunes Orlando
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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.

Popular places to visit

Legoland Florida which includes a river or creek, a garden and a pond

LEGOLAND® Florida

Have a fun-filled day at LEGOLAND® Florida and see why this is a favourite theme park in Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

LEGOLAND® Florida
Bok Tower Gardens

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.

Bok Tower Gardens
The Circle B Bar Reserve

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.

The Circle B Bar Reserve