Lakeland - Winter Haven Vacations from $522

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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.
Ocean Club Treasure Island Hotel
voco Sarasota by IHG
The Westin Sarasota
Hibiscus Suites - Gateway to Siesta Key
The Avalon Club
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Where to stay in 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
$179 nightly
The price is $201 total per night from Aug 14 to Aug 15
$201 total
Aug 14 - Aug 15
Total includes taxes and fees
7.8/10 Good! (8,333 reviews)
"I liked the facilities and water park I didn’t like the lack f food options"

Reviewed on Aug 13, 2025

The Grove Resort & Water Park Orlando
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
$124 nightly
The price is $141 total per night from Aug 20 to Aug 21
$141 total
Aug 20 - Aug 21
Total includes taxes and fees
9/10 Wonderful! (4,198 reviews)
"Excellent services"

Reviewed on Aug 12, 2025

Hilton Vacation Club Mystic Dunes 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
$140 nightly
The price is $158 total per night from Sep 2 to Sep 3
$158 total
Sep 2 - Sep 3
Total includes taxes and fees
8.6/10 Excellent! (2,293 reviews)
"Staff was very pleasant comparable to an all inclusive hotel. Bedding comfortable.. Poor internet access when moving around on property. Transportation could be a little better. Had to wait to long to move from one location to the next. Very HUGE property."

Reviewed on Aug 10, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
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.

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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.