Name: Hilton Vacation Club Mystic Dunes Orlando
Price range: $141 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.

Ocean Club Treasure Island Hotel

Save 100% on your flight

per person

Sep 26 - Sep 29

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.6/10 Exceptional! (557 reviews)

Everything was great. Beautiful view from our room. Surer clean. For sure will stay again.

Reviewed on Aug 4, 2025

voco Sarasota by IHG

Central Sarasota

Save 100% on your flight

per person

Oct 25 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9.2/10 Wonderful! (1,007 reviews)

The stay was refreshing and great.

Reviewed on Aug 8, 2025

The Westin Sarasota

Central Sarasota

Save 100% on your flight

per person

Oct 25 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

9/10 Wonderful! (1,057 reviews)

Our experience at this hotel was exceptional from beginning to end. The property is beautiful, impeccably maintained, and offers a spectacular pool with a bar boasting stunning views. The à la carte breakfast was delicious and served with great care, and our room was always stocked with fresh, clean towels daily. Parking is valet only, and it is $50 per night (not $40 as stated on the Expedia listing). What truly made our stay unforgettable was the outstanding hospitality—especially from María Henderson, whose warm welcome and attention to detail made us feel at home from day one. This hotel is a true gem and we highly recommend it.

Reviewed on Aug 9, 2025

Hibiscus Suites - Gateway to Siesta Key

Save 100% on your flight

per person

Oct 25 - Nov 1

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Tampa (TPA)

8.6/10 Excellent! (2,157 reviews)

Bed comfort , great location, friendly staff.

Reviewed on Aug 6, 2025

Wyndham Grand Clearwater Beach

Save 100% on your flight

per person

Oct 18 - Oct 25

found 1 day ago

Roundtrip flight included

Boston (BOS) to Tampa (TPA)

9.4/10 Exceptional! (2,470 reviews)

As a frequent traveler to Clearwater Beach and having stayed in many different hotels, this was our favorite so far. Very clean, beautiful and convenient. Pool was very well maintained, numerous dining options from swimsuit casual to formal dining. All the employees were exceptional. The only negative is there are not enough elevators and one was down the entire time so there is often a line to get on.

Reviewed on Aug 9, 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

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.

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

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

$66

per traveler

84% of travellers recommend

Picture 2 for Activity Tampa: Haunted Train Depot Ghost Adventure

Tampa Bay Area: VIP Haunted Train Depot Ghost Adventure

$53

per adult

Day Trip to Clearwater Beach with Sea Screamer Ride

$125

per adult

90% 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

Aug 11 - Aug 12

Total includes taxes and fees

7.8/10 Good! (8,268 reviews)

"Was an amazing stay definitely would recommend it"

Reviewed on Aug 7, 2025

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane, Kissimmee, FL

Fully refundableReserve now, pay when you stay

$124 nightly

$141 total

Aug 17 - Aug 18

Total includes taxes and fees

9/10 Wonderful! (4,188 reviews)

"This is a very nice resort in a good area"

Reviewed on Aug 6, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy, Kissimmee, FL

Fully refundable

$143 nightly

$161 total

Aug 12 - Aug 13

Total includes taxes and fees

8.6/10 Excellent! (2,271 reviews)

"The amenities are great for a family of diverse ages. The kids had a wonderful time!"

Reviewed on Aug 7, 2025

See all 44,493 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.