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 Wildwood Hotel

3.5 out of 5
Price was $609, price is now $439 per person
$439
per person
Jan 23 - Jan 25
found 5 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to St. Louis (STL)
9.2/10 Wonderful! (1,600 reviews)
The hot tub didnt work. It didnt have the table arrangement as advertised in the picture. The suite was very small.

Reviewed on Nov 28, 2025

The Principal Hotel

The Principal Hotel

3.5 out of 5
Save 100% on your flight
Price was $918, price is now $591 per person
$591
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
New York (JFK) to St. Louis (STL)
9.8/10 Exceptional! (175 reviews)
Great cozy room. Restaurant was amazing. I ate there 3 days in a row!

Reviewed on Nov 21, 2025

21C Museum Hotel St Louis

21C Museum Hotel St Louis

4.5 out of 5
Downtown West
Save 100% on your flight
Price was $909, price is now $599 per person
$599
per person
Dec 30 - Jan 5
found 1 day ago
Roundtrip flight included
New York (JFK) to St. Louis (STL)
9/10 Wonderful! (1,458 reviews)
Awesome hotel. One of the best I've stayed in. However, they need a good chef in both the bar/restaurant and the cafe. Other than the food, it was great.

Reviewed on Nov 30, 2025

Hermann Grain Bins BNB

Hermann Grain Bins BNB

2 out of 5
Save 100% on your flight
Price was $1,606, price is now $1,101 per person
$1,101
per person
Jan 19 - Jan 24
found 1 day ago
Roundtrip flight included
Boston (BOS) to St. Louis (STL)
2/10 (1 review)
Home2 Suites by Hilton St. Louis/Forest Park

Home2 Suites by Hilton St. Louis/Forest Park

3 out of 5
The Grove
Price was $887, price is now $637 per person
$637
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to St. Louis (STL)
8.6/10 Excellent! (1,000 reviews)
Everything was perfect A bit more attention to detail is needed. A deep clean on a regular basis.

Reviewed on Nov 10, 2025

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Discover the most popular places to visit in Lakeland

Bagnell Dam

You can find out about the history of Lakeside with a trip to Bagnell Dam. Amble around this family-friendly area's lakeside and enjoy its lively bars.

Bagnell Dam

Lake of the Ozarks and Bagnell Dam Viewpoint

Learn about the local history of Lakeside when you spend time at Lake of the Ozarks and Bagnell Dam Viewpoint. While you're in the area, wander around the natural setting.

Lake of the Ozarks and Bagnell Dam Viewpoint

Willmore Lodge

Take the family on an outing to Willmore Lodge during your trip to Lake Ozark. Wander the area's lakeside or simply enjoy one of its lively bars.

Willmore Lodge

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
See all 3,824 properties in Lakeland
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

Lakeland Essential Information

Language
English
Currency
U.S dollars
Top Sights
Lake of the Ozarks and Bagnell Dam Viewpoint, Osage National Golf Club and The Ridge Golf Course

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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.