Lakeland Holidays

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  • Better together

    Save up to S$1,300 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Plan, book, and manage your trip all in one place

Top hotels in Lakeland

Lodge Of Four Seasons Golf Resort, Marina & Spa

Lodge Of Four Seasons Golf Resort, Marina & Spa

315 Four Seasons Dr. Lake Ozark MO
Fully refundableReserve now, pay when you stay
S$164
27 Sept - 28 Sept
includes taxes & fees
7.4/10 Good! (1,309 reviews)
"We will DEFINITELY visit again because of the amazing staff, beautiful lodge, and amenities. We will be bringing cleaning products, better shoes, and extra blankets. It's an older property, and it needs the management company to invest in repairs and updates to give the staff and loyal visitors the ..."

Reviewed on 26 Aug, 2026

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

Margaritaville Lake Resort Lake of the Ozarks

494 Tan Tar A Drive Osage Beach MO
Fully refundableReserve now, pay when you stay
S$221
1 Sept - 2 Sept
includes taxes & fees
8.4/10 Very good! (1,001 reviews)
"This property was quite run down There was no milk in any of the restaurants which I found inconvenient as we were traveling with a child"

Reviewed on 27 Aug, 2026

Margaritaville Lake Resort Lake of the Ozarks
Inn at Grand Glaize

Inn at Grand Glaize

5142 Osage Beach Pkwy Osage Beach MO
Fully refundableReserve now, pay when you stay
S$103
30 Aug - 31 Aug
includes taxes & fees
Inn at Grand Glaize
See all 4,171 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.

Frequently asked questions

How much does a Lakeland holiday package cost?
Offering excellent value package deals on Expedia, you'll be thrilled with how little a holiday to Lakeland costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Lakeland?
January, February and November are great times to search for cheap Lakeland holiday packages. Opting to travel in less busy months means you can usually find better prices on accommodation and flights.
How many days is enough for Lakeland?
Generally, a handful of days is enough to check out the main sights during your Lakeland holiday. However, if you prefer to have some time to kick back or take day tours, think about extending your trip.
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 holiday package well in advance.
Is it cheaper to book a Lakeland holiday as a package?
Expedia holiday 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 personalised Lakeland holiday by choosing your favourite type of stay, airline and car class.
When to book a holiday 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.
How to plan a trip to Lakeland?
  1. Choose your dates: What you want to do in Lakeland and your preferred season will help you decide when to travel.
  2. Set a budget: Factor in costs like transportation, flights and meals when calculating how much to save for your trip to Lakeland. Then, select a property that fits your budget, whether that's an economical stay or a more luxurious retreat.
  3. Decide your trip length: Think about how long you'd like to spend discovering Lakeland. Plan your days so you can get to all the activities and attractions you're interested in without rushing.
  4. Combine your airfare and accommodation: After you've settled on your travel dates and duration, lock in the right Lakeland holiday package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.