Lakeland Vacations from $347

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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.
Still Waters Resort

Still Waters Resort

4 out of 5
Price was $494, price is now $347 per person
$347
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Springfield (SGF)
8.8/10 Excellent! (4,262 reviews)
Room for all of us to stay together, fun stuff to do on property and shuttle to Silver Dollar City

Reviewed on Aug 29, 2025

Westgate Branson Woods Resort and Cabins

Westgate Branson Woods Resort and Cabins

3.5 out of 5
Save 100% on your flight
Price was $712, price is now $406 per person
$406
per person
Oct 22 - Oct 26
found 1 day ago
Roundtrip non-stop flight included
Houston (IAH) to Springfield (SGF)
7.8/10 Good! (1,016 reviews)
Great service, friendly, helpful and professional

Reviewed on Aug 27, 2025

Westgate Branson Lakes Resort

Westgate Branson Lakes Resort

4 out of 5
Save 100% on your flight
Price was $677, price is now $450 per person
$450
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Springfield (SGF)
8.2/10 Very Good! (773 reviews)
Great location on the water with a pool!

Reviewed on Aug 30, 2025

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was $702, price is now $468 per person
$468
per person
Oct 4 - Oct 6
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
9.2/10 Wonderful! (1,562 reviews)
Very quiet, nice area. Walkable to restaurants and shops. The staff was extremely welcoming. This is a beautiful facility and is even pet friendly. I would highly recommend this hotel if you need to stay in this area.

Reviewed on Aug 29, 2025

The Principal Hotel

The Principal Hotel

3.5 out of 5
Price was $608, price is now $429 per person
$429
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to St. Louis (STL)
9.8/10 Exceptional! (120 reviews)
Very clean place to stay. We would definitely come back.

Reviewed on Aug 30, 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

Osage National Golf Club

Play a round of golf at Osage National Golf Club and enjoy other activities in Lake Ozark such as boating. Wander the lakeside in this family-friendly area.

Osage National Golf Club

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
$122 nightly
The price is $132 total per night from Sep 7 to Sep 8
$132 total
Sep 7 - Sep 8
Total with taxes and fees
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
$161 nightly
The price is $172 total per night from Sep 4 to Sep 5
$172 total
Sep 4 - Sep 5
Total with taxes and fees
Margaritaville Lake Resort Lake of the Ozarks
The Resort at Lake of the Ozarks

The Resort at Lake of the Ozarks

3 out of 5
3080 Bagnell Dam Blvd, Lake Ozark, MO
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $160 total per night from Sep 1 to Sep 2
$160 total
Sep 1 - Sep 2
Total with taxes and fees
The Resort at Lake of the Ozarks
See all 3,763 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.

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Frequently asked questions

How much does a Lakeland vacation package cost?
Offering excellent value package deals from $347 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.