Lakeland Vacations from $439

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Your Lakeland Vacation

Experience the excitement and energy of Lakeland with a tailor-made Lakeland vacation package. From its outdoorsy activities to its spectacular views, you'll never have a boring moment in this city. Make your trip to Lakeland even more fun by including some sightseeing. Bagnell Dam, Lake of the Ozarks and Bagnell Dam Viewpoint and Osage National Golf Club are among the most popular attractions worth exploring. Whoever you're taking time off with and whatever the size of your budget, your ultimate Lakeland vacation is just clicks away with Expedia.

The Latest Lakeland vacation packages

Price found within the past 48 hours. Click for updated prices.
The Wildwood Hotel
The Principal Hotel
21C Museum Hotel St Louis
Hermann Grain Bins BNB
Home2 Suites by Hilton St. Louis/Forest Park
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Lakeland Hotel Deals

Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

4 out of 5
315 Four Seasons Dr. Lake Ozark MO
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $99 total per night from Dec 27 to Dec 28
$99 total
Dec 27 - Dec 28
Total with taxes and fees
7.2/10 Good! (1,075 reviews)
Great Stay

Reviewed on Nov 24, 2025

Lodge Of Four Seasons Golf Resort, Marina & Spa
Margaritaville Lake Resort Lake of the Ozarks

Margaritaville Lake Resort Lake of the Ozarks

3 out of 5
494 Tan Tar A Drive Osage Beach MO
Fully refundableReserve now, pay when you stay
$134 nightly
The price is $143 total per night from Dec 1 to Dec 2
$143 total
Dec 1 - Dec 2
Total with taxes and fees
8.2/10 Very Good! (1,004 reviews)
My family and I had a wonderful time staying at this resort. The staff were very welcoming and helpful, and the rooms and facilities were all great. We really enjoyed our stay!

Reviewed on Nov 30, 2025

Margaritaville Lake Resort Lake of the Ozarks
Days Inn by Wyndham Osage Beach Lake of the Ozarks

Days Inn by Wyndham Osage Beach Lake of the Ozarks

2 out of 5
4755 Osage Beach Parkway Osage Beach MO
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $63 total per night from Dec 1 to Dec 2
$63 total
Dec 1 - Dec 2
Total with taxes and fees
7/10 Good! (1,004 reviews)
All is good

Reviewed on Nov 11, 2025

Days Inn by Wyndham Osage Beach Lake of the Ozarks
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.

Find the Best Lakeland Vacation Packages

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Frequently asked questions

How much does a Lakeland vacation package cost?
Offering excellent value package deals from $439 on Expedia, you'll be thrilled with how little a vacation to Lakeland costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Lakeland?
January, October and November are great times to search for cheap Lakeland vacation packages. Choosing to travel in less busy months means you'll typically find better prices on accommodations and flights.
How many days is enough for Lakeland?
With a well-organized schedule, you can easily hit the top Lakeland attractions in a few days. But if you want to discover lesser-known spots or go on day tours, think about booking your Lakeland vacation for longer.
How to find the best Lakeland package deals?
Use Expedia's filter tool to find some tempting Lakeland package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Lakeland package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Lakeland vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll usually score a better deal than booking each component separately. And you'll still get the flexibility to create a personalized Lakeland vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Lakeland?
If you've got your Lakeland travel dates finalized, book as early as you can to bag some unbeatable deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Lakeland vacation packages?
Your Lakeland break should be a relaxing escape from your daily routine, not a reason for money worries. So to give you extra flexibility, we've partnered with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.