Lakeland - Winter Haven Vacations from $324

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Photo by Lakeland Convention and Visitors Bureau

Your Lakeland - Winter Haven Vacation

With everything organized before you go, our Lakeland - Winter Haven vacation packages let you focus on having fun. Known for its golfing, walking trails and family-friendly attractions, the only thing left to do is kick back and enjoy every unforgettable moment. Kick off your trip to Lakeland - Winter Haven with a few nights in Lakeland visiting popular sights like RP Funding Center and Lakeside Village. Davenport is another city that draws travelers from far and wide. Reunion Resort Golf Course and Southern Dunes Golf and Country Club are two of the top places to see here. When it's time to stop dreaming and start packing, Expedia will help turn your Lakeland - Winter Haven vacation into a reality.

The Latest Lakeland - Winter Haven vacation packages

Price found within the past 48 hours. Click for updated prices.
EVEN Hotel Sarasota-Lakewood Ranch by IHG
voco Sarasota by IHG
Ocean Club Treasure Island Hotel
The Westin Sarasota
The Fold Hotels Indian Shores
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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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Lakeland - Winter Haven Hotel Deals

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
$209 nightly
The price is $235 total per night from Jul 7 to Jul 8
$235 total
Jul 7 - Jul 8
Total includes taxes and fees
7.8/10 Good! (8,011 reviews)
"Great resort but you could tell they were short staffed....we had to pretty much do our own room service.Lawns were over grown....I guess they were missing our hard working migrants"

Reviewed on Jul 5, 2025

The Grove Resort & Water Park Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Holiday Inn Club Vacations at Orange Lake Resort by IHG
4 out of 5
8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Fully refundable
$157 nightly
The price is $177 total per night from Jul 8 to Jul 9
$177 total
Jul 8 - Jul 9
Total includes taxes and fees
8.6/10 Excellent! (2,112 reviews)
"It was superb!"

Reviewed on Jul 1, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
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
$180 nightly
The price is $204 total per night from Aug 6 to Aug 7
$204 total
Aug 6 - Aug 7
Total includes taxes and fees
8.8/10 Excellent! (3,403 reviews)
"Our room was very quiet. We had house keeping replace our towels and when they took the garbages they didnt replace any of the bags. Wouldn't find any ice machines, we ended up having to get ice from the store within the resort"

Reviewed on Jul 3, 2025

Margaritaville Resort Orlando with H2O Waterpark
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.

Find the Best Lakeland - Winter Haven Vacation Packages

Lakeland - Winter Haven Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
37,700

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.