Lakeland - Winter Haven Vacations from ￥230,840

Book a Hotel + Flight or Car together to unlock savings

Photo by Lakeland Convention and Visitors Bureau

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Lakeland - Winter Haven Vacation Packages

Price found within the past 48 hours. Click for updated prices.
BAY INN

BAY INN

2 out of 5
Temple Crest
Price was ￥261,486, price is now ￥230,840 per person
￥230,840
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Tampa (TPA)
5.8/10 (164 reviews)
Everything was perfect.

Reviewed on Feb 15, 2026

Hotel South Tampa & Suites

Hotel South Tampa & Suites

3 out of 5
Virginia Park
Price was ￥269,704, price is now ￥232,865 per person
￥232,865
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Tampa (TPA)
8.6/10 Excellent! (1,584 reviews)
Convenient location, clean, daytime staff was accommodating, Heater didn’t work, evening front desk said they had no extra pillows. Next morning we asked new staff and yes they indeed had pillows. Could be noisy. Overall we may stay again.

Reviewed on Feb 21, 2026

The Barrymore Hotel Tampa Riverwalk

The Barrymore Hotel Tampa Riverwalk

3 out of 5
Downtown Tampa
Price was ￥309,352, price is now ￥267,579 per person
￥267,579
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Tampa (TPA)
8.4/10 Very Good! (2,509 reviews)
Staff were very helpful and friendly!

Reviewed on Feb 22, 2026

Hotel Tampa Riverwalk

Hotel Tampa Riverwalk

4 out of 5
Downtown Tampa
Price was ￥278,482, price is now ￥243,160 per person
￥243,160
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Tampa (TPA)
7/10 Good! (1,744 reviews)
Clean and spacious room Good bar with a nice view

Reviewed on Feb 20, 2026

OASIS BAY SUITES, Tampa, Busch Gardens, USF

OASIS BAY SUITES, Tampa, Busch Gardens, USF

3 out of 5
Terrace Park
Price was ￥280,438, price is now ￥247,766 per person
￥247,766
per person
Apr 30 - May 5
found 1 day ago
Roundtrip non-stop flight included
Osaka (OSA) to Tampa (TPA)
8.6/10 Excellent! (1,525 reviews)
Clean,quiet,friendly, good breakfast.

Reviewed on Feb 21, 2026

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
Lakeland Florida Downtown area beautiful and peaceful

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 ￥24,653 per night from Feb 23 to Feb 24
￥24,653
￥36,282 total
Feb 23 - Feb 24
includes taxes & fees
8/10 Very Good! (9,090 reviews)
The room was perfect for our family! I will mention I didn’t realize how far this property was from things. This resort is perfect if you don’t plan on leaving very often, but if you do … everything is like 20+ min away. Additionally the restaurant was pretty expensive for mid service/food (in my ...

Reviewed on Feb 22, 2026

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 refundableReserve now, pay when you stay
The price is ￥21,707 per night from Mar 1 to Mar 2
￥21,707
￥31,242 total
Mar 1 - Mar 2
includes taxes & fees
8.8/10 Excellent! (2,653 reviews)
I paid for 4 nights even though we stayed 3, as we would arrive around 10AM. Which is ok as the "villa" was big. However, not happy with the services here - One, the elevator did not work intermittently and we were on 6th floor. Two, the staff was not helpful - one person asked us to wait in line ...

Reviewed on Feb 21, 2026

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
The price is ￥19,257 per night from Mar 8 to Mar 9
￥19,257
￥27,136 total
Mar 8 - Mar 9
includes taxes & fees
9/10 Wonderful! (4,696 reviews)
Very clean and new, great amenity and service, will come back again!

Reviewed on Feb 22, 2026

Hilton Vacation Club Mystic Dunes Orlando
See all 45,493 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.

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

Explore miniature cityscapes at LEGOLAND Florida in Winter Haven with detailed architectural models

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.

LEGOLAND® Florida
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.

Bok Tower Gardens

What to do in Lakeland - Winter Haven

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

￥8,943
per traveler
86% of travellers recommend
LEGOLAND® Florida Tickets
Walt Disney World® Resort Theme Park Tickets

Walt Disney World® Resort Theme Park Tickets

￥30,038
per adult
Walt Disney World® Resort Theme Park Tickets
Scenic One Hour Airboat Tour

Boggy Creek Scenic Everglades Airboat Tour

￥6,823
per adult
98% of travellers recommend
Boggy Creek Scenic Everglades Airboat Tour
See all activities in Lakeland - Winter Haven

Frequently asked questions

Can I cancel my flight booking to Lakeland - Winter Haven due to COVID-19?
Our handy Customer Service Portal is your one-stop shop for most travel questions, including about flight changes due to COVID-19. For extra peace of mind, we suggest looking over the terms and conditions of your preferred carrier before reserving your tickets.
What's the best way to find cheap flights to Lakeland - Winter Haven that have flexible change policies?
It's as easy as counting 1-2-3 with Expedia. Firstly, enter your preferred dates and destination and click on "Search." Next step? Check "No change fee" just below the "Flexible change policies" subheading on the left-hand side of your screen. Step 3. Book a cheap and flexible ticket to Lakeland - Winter Haven.
What are some of the general tips for travelers to Lakeland - Winter Haven during the COVID-19 outbreak?
The COVID-19 pandemic has brought about substantial changes to how we travel. If you're planning a vacation in Lakeland - Winter Haven, the following tips will help you navigate this new traveling reality:
  • Understand the rules and restrictions in both your destination and origin. You may not be able to travel depending on local circumstances, so don't forget to check before you book your flight.
  • You must wear a face mask at the airport, including at screening checkpoints. Be prepared to lower your mask for ID verification when asked by a TSA officer.
  • Instead of handing a TSA employee your boarding pass, place it directly on the scanner yourself. When that's done, hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on baggage. It must not be larger than 12 oz (350 ml), and you'll have to take it out of your bag for X-ray screening.
  • Put any personal items (keys, wallet and phone) in your carry-on instead of a bin to reduce handling during the screening process.
  • Transport any food items in a clear plastic bag and also put them in a screening bin. Separating food from your carry-on means it's less likely a TSA agent will need to open your bag for inspection.

Which airlines fly to Lakeland - Winter Haven?
Lock in your fare with Delta and then start organizing your Lakeland - Winter Haven to-do list. This popular airline has 1472 flights each month to Orlando Intl. Airport (MCO), a central gateway.
How can I find cheap tickets to Lakeland - Winter Haven?
For an unbeatable deal to Lakeland - Winter Haven, book well ahead. Also take advantage of Expedia's handy "flexible dates" feature above your search results. This will compare the cheapest prices for similar time frames. In the last seven days, was the best price for a flight to Lakeland - Winter Haven.
How much is a flight to Lakeland - Winter Haven?
There were plenty of bargain fares up for grabs in the last seven days, with the price of a return ticket to Lakeland - Winter Haven ranging between and . Many lucky vacationers nabbed one-way seats from () for just .
What are the most popular airports to fly into in Lakeland - Winter Haven?
Zip up your suitcase and jet into Orlando Intl. Airport (MCO), Lakeland - Winter Haven's major flight hub. Book a seat on one of the 13460 flights that land at this awesome destination each month.
When is the cheapest time to fly to Lakeland - Winter Haven?
Flying on a Tuesday, followed by a Monday, is generally the best way to get the cheapest fare. Steer clear of weekends if possible, because Saturday is typically the most expensive day. Spend the dollars you saved having a ball in Lakeland - Winter Haven instead!
How much is a plane ticket to Lakeland - Winter Haven?
Flights to Lakeland - Winter Haven ranged from to in the last seven days. Normally, the sooner you book the bigger the bargain.
Which airlines with flights to Lakeland - Winter Haven employ COVID-19 cleanliness policies?
As passengers take to the skies once again, most commercial airlines have implemented physical distancing and other important actions to help lessen the spread of COVID-19. Here are some great examples:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.