Lakeland - Winter Haven Vacations from ₩328,187

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The Latest Lakeland - Winter Haven Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Wyndham Garden Tampa Fairgrounds/Casino

Wyndham Garden Tampa Fairgrounds/Casino

2 out of 5
per person
Oct 27 - Oct 29
found 12 hours ago
Roundtrip flight included
New York (LGA) to Tampa (TPA)
8.6/10 Excellent! (8 reviews)
Clean, good location.

Reviewed on Aug 5, 2025

Hampton Inn & Suites Tampa Northwest/Oldsmar

Hampton Inn & Suites Tampa Northwest/Oldsmar

2.5 out of 5
per person
Oct 27 - Oct 29
found 12 hours ago
Roundtrip flight included
New York (LGA) to Tampa (TPA)
9.2/10 Wonderful! (1,000 reviews)
Great customer service

Reviewed on Aug 3, 2025

Holiday Inn Express & Suites Ruskin by IHG

Holiday Inn Express & Suites Ruskin by IHG

2.5 out of 5
per person
Oct 27 - Oct 29
found 12 hours ago
Roundtrip flight included
New York (LGA) to Tampa (TPA)
9.6/10 Exceptional! (1,007 reviews)
Great stay option, no doubt.

Reviewed on Aug 4, 2025

Seminole Hard Rock Hotel & Casino Tampa

Seminole Hard Rock Hotel & Casino Tampa

4 out of 5
per person
Oct 27 - Oct 29
found 12 hours ago
Roundtrip flight included
New York (LGA) to Tampa (TPA)
8.8/10 Excellent! (1,360 reviews)
Good place to stay for a weekend. Only issue I had was the overbearing smell of smoke inside the casino. Literally burning my eyes.

Reviewed on Aug 3, 2025

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG

2.5 out of 5
per person
Oct 27 - Oct 29
found 12 hours ago
Roundtrip flight included
New York (LGA) to Tampa (TPA)
9.2/10 Wonderful! (1,022 reviews)
It was quiet! The pancake machine is my favorite.

Reviewed on Aug 3, 2025

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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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.

Find hotels in Downtown Lakeland

Find the Best Lakeland - Winter Haven Vacation Packages

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
The price is ₩206,361 per night from Aug 6 to Aug 7
₩206,361
₩294,479 total
Aug 6 - Aug 7
includes taxes & fees
7.8/10 Good! (8,248 reviews)
"It’s was very fun and enjoyed the place too especially the park area love it"

Reviewed on Aug 4, 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
The price is ₩123,262 per night from Aug 6 to Aug 7
₩123,262
₩199,608 total
Aug 6 - Aug 7
includes taxes & fees
8.6/10 Excellent! (2,253 reviews)
"A wonderful resort with so many options and you feel at home while staying there"

Reviewed on Aug 3, 2025

Holiday Inn Club Vacations at Orange Lake Resort by IHG
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
The price is ₩130,603 per night from Aug 11 to Aug 12
₩130,603
₩195,392 total
Aug 11 - Aug 12
includes taxes & fees
9/10 Wonderful! (4,146 reviews)
Amazing stay
"What an amazing place this was. I have never stayed in such a beautiful room. The place was amazing, I felt like I was a high roller. Definetly will be coming back to the Hilton Vacation Club Mystic Dunes."

Reviewed on Aug 2, 2025

Hilton Vacation Club Mystic Dunes Orlando
See all 44,659 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.

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

Legoland Florida which includes a pond, a river or creek and rides

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.

LEGOLAND® Florida
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.

The Circle B Bar Reserve
Dinosaur World Museum

Dinosaur World

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

Dinosaur World

Frequently asked questions

How much does a Lakeland - Winter Haven vacation package cost?
Custom build your Lakeland - Winter Haven package from as little as ₩328,187. Pick from any combination of rental cars, flights and hotels to craft the getaway of your dreams. Don't forget to add on a few experiences or tours!
How do I get a cheap travel package to Lakeland - Winter Haven?
Bundle your hotels and flights with Expedia to save big on your next getaway. With more than 550 airlines and 1,000,000 hotel options worldwide, your Lakeland - Winter Haven vacation package can be tailored exactly to suit your travel style. With all that extra money, why not include a few exciting activities and tours? It's an easy way to unlock even more discounts. That vacation you've always dreamed of in Lakeland - Winter Haven is much closer than you thought!
Where should I stay in Lakeland - Winter Haven?
There's an abundance of excellent places to stay in Lakeland - Winter Haven, including Lakeland. This destination is home to many much-loved attractions including Publix Field at Joker Marchant Stadium and Polk Museum of Art. Another option is to head to Winter Haven, where you'll find LEGOLAND® Florida and Chain of Lakes Park. If you're here for a while, journey to both vibrant cities!
What are the top hotels in Lakeland - Winter Haven?
Days Inn & Suites by Wyndham Lakeland and Hyatt Place Lakeland Center know how to make their guests feel welcome in Davenport. If you also plan to get to Haines City, have a look at Comfort Inn & Suites Maingate South and Winter Haven Gardens Inn. Both are popular with travelers.
How far in advance should I book my Lakeland - Winter Haven vacation?
Your best bet is to book early. Airlines typically advertise flight tickets nearly 12 months ahead of departure, and this is a great opportunity to pick up some of the cheapest prices. Just been told you need to take some vacation time next month? No sweat. Expedia are never short on fantastic deals to help you have the getaway of your dreams, at an affordable price.
What does an Expedia Lakeland - Winter Haven travel package include?
Rental cars, flights and hotels — we've got them covered. With Expedia, you can shape your Lakeland - Winter Haven package just the way you want. All you have to do is decide what you need. Once you've made your booking, you can add on fun things like experiences and activities. The more you bundle, the more you save!
What should I know before booking a Lakeland - Winter Haven travel package?
An Expedia travel package can be customized for your budget and is an easy way to stretch your dollars further. How much you include is totally up to you. Hotels, rental cars and flights — decide on a combination that suits your style.
Can I choose my airline with a Lakeland - Winter Haven Expedia vacation package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Lakeland - Winter Haven vacation package?
Whether it's your hotel or flight, you can cancel or alter it. Booked your Lakeland - Winter Haven vacation package in the last 24 hours? You may be able to make changes at no cost. If it's been longer than that, you may be charged a fee by your airline, hotel or car rental company. For further information, head to our Customer Service Portal. We'll help you each step of the way.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.