Name: Hilton Vacation Club Mystic Dunes Orlando
Price range: $145 total
Rating: 9

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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.

The Beach Haven Resort

Save 100% on your flight

$555

per person

Jan 4 - Jan 10

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Tampa (TPA)

9.4/10 Exceptional! (118 reviews)

Great little hotel on the beach . Brand new rooms well furnished. Short walk to the beach and restaurants in the area

Reviewed on Oct 5, 2025

Ocean Club Treasure Island Hotel

Sunshine Beach

Save 100% on your flight

$1,589

per person

Dec 27 - Jan 3

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (635 reviews)

Beach was very nice

Reviewed on Oct 9, 2025

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

$767

per person

Dec 22 - Dec 29

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,003 reviews)

It was nice to have a gym available and it was always empty. Shower was my favorite park, really big and open, bed was super comfy. The elevators were outnof order though and the coffee machine in the room didnt work, but over all it was a pretty nice hotel. One of the nicest ive been too.

Reviewed on Oct 4, 2025

The Avalon Club

Save 100% on your flight

$1,534

per person

Dec 31 - Jan 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (456 reviews)

Very nice clean rooms with a lot of amenities for guests! Will definitely stay here again! Thank you Karen!

Reviewed on Oct 11, 2025

The Westin Sarasota

Central Sarasota

Save 100% on your flight

$1,021

per person

Nov 18 - Nov 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,080 reviews)

A wonderful compact property right near the water. Close to downtown and Marina Jack's. Spa is great. Roof top pool is very nice, views are insane. Would recommend this property.

Reviewed on Oct 13, 2025

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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

Downtown Lakeland

2 out of top 10 points of interest in this area

4.5/5(101 area reviews)

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

Discover the most popular places to visit in Lakeland - Winter Haven

LEGOLAND® Florida

4.5/5(1,082 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.

The 205 foot Neo-gothic 'singing tower' houses a 60-bell carillon �– one of
about 185 carillons in North America.

Designed by Milton B. Medary, he was awarded in 1929 the American Institute of
Architects gold medal for this design.

#Trovember

Bok Tower Gardens

4.5/5(64 reviews)

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 check out its top-notch restaurants.

This place is famous for its huge gators. I've been there several times and have always seen some. This guy, however, is an exceptionally large dude. I cut my hike short and let him sit in the sun.

The Circle B Bar Reserve

4.5/5(7 reviews)

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

What to do in Lakeland - Winter Haven

LEGOLAND® Florida Tickets

$42

per traveler

84% of travellers recommend

Wild Dolphin Exploration Boat Ride and Clearwater Beach Day

$125

per adult

88% of travellers recommend

Sunset One Hour Airboat Tour

$71

per adult

100% of travellers recommend

See all activities in Lakeland - Winter Haven

Lakeland - Winter Haven Hotel Deals

The Grove Resort & Water Park Orlando

14501 Grove Resort Avenue, Winter Garden, FL

Fully refundableReserve now, pay when you stay

$209 nightly

$235 total

Oct 21 - Oct 22

Total with taxes and fees

7.8/10 Good! (8,594 reviews)

"Great stay"

Reviewed on Oct 7, 2025

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

Fully refundableReserve now, pay when you stay

$128 nightly

$145 total

Oct 20 - Oct 21

Total with taxes and fees

9/10 Wonderful! (4,364 reviews)

"Everything was great. Customer service great room great"

Reviewed on Oct 11, 2025

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle, Kissimmee, FL

Fully refundableReserve now, pay when you stay

$186 nightly

$211 total

Oct 14 - Oct 15

Total with taxes and fees

8.8/10 Excellent! (3,629 reviews)

"Beautiful pool and water park. Joshua was so helpful with all of my questions and concerns. Resolved my issue quickly and so friendly"

Reviewed on Oct 6, 2025

See all 45,280 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.