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

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.

voco Sarasota by IHG

Central Sarasota

$539

per person

Jan 22 - Jan 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,008 reviews)

Great front desk staff ! Very kind and helpful

Reviewed on Oct 27, 2025

The Avalon Club

Save 100% on your flight

$1,730

per person

Dec 26 - Dec 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (466 reviews)

Very nice stay. Would stay there again.

Reviewed on Nov 12, 2025

Innisbrook Resort

$574

per person

Jan 31 - Feb 7

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

8.4/10 Very Good! (1,009 reviews)

Property was very clean and quiet. Loved the lap pool. We will be back!

Reviewed on Oct 23, 2025

Clearwater Beach Sheraton Resort on Sand Key

Sand Key

$625

per person

Jan 17 - Jan 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

8.4/10 Very Good! (1,006 reviews)

Room was spotless. Great cleaning staff. Hotel was clean and staff were friendly. I would recommend staying here.

Reviewed on Nov 12, 2025

Villa Valentino Luxury 8BR Villa & Pool

Allen's Ridge

$2,420

per person

Jan 21 - Jan 25

found 1 day ago

Roundtrip flight included

Minneapolis (MSP) to Tampa (TPA)

No reviews

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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

Lake Hollingsworth

If you're spending some time in Lake Hollingsworth, Lake Hollingsworth and Veterans Park are top sights worth seeing.

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

LEGOLAND® Florida

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

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.

Dinosaur World

With more than 200 life-size dinosaur models and many interactive games and activities, this educational theme park is great for families.

What to do in Lakeland - Winter Haven

LEGOLAND® Florida Tickets

$58

per traveler

84% of travellers recommend

Wild Dolphin Exploration Boat Ride and Clearwater Beach Day

$125

per adult

88% 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

$189 nightly

$213 total

Nov 16 - Nov 17

Total with taxes and fees

7.8/10 Good! (8,717 reviews)

The rooms are huge! Definitely a great hotel for big groups. It’s basically an Airbnb with a full kitchen and a washer and dryer for longer stays. Service was great also. The only reason I didn’t rate it a 5 was simply because I thought the “waterpark” was small. When I heard waterpark I thought ...

Reviewed on Nov 12, 2025

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

Fully refundableReserve now, pay when you stay

$128 nightly

$145 total

Nov 23 - Nov 24

Total with taxes and fees

9/10 Wonderful! (4,409 reviews)

It was a great stay

Reviewed on Nov 9, 2025

Margaritaville Resort Orlando with H2O Waterpark

8000 Fins Up Circle, Kissimmee, FL

Fully refundableReserve now, pay when you stay

$166 nightly

$189 total

Nov 24 - Nov 25

Total with taxes and fees

8.8/10 Excellent! (3,648 reviews)

Great stay, only one night stop over before the main holiday but wanted to check out the hotel as planning on staying next year. Staff were great, room was massive and great views, definitely on top of the list for the next Orlando stay

Reviewed on Nov 8, 2025

See all 44,953 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.