Lakeland Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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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.

Top Lakeland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Residence Inn by Marriott St Louis Downtown

Residence Inn by Marriott St Louis Downtown

3 out of 5
Midtown
Price was CA $1,628, price is now CA $1,366 per person
CA $1,366
per person
Dec 16 - Dec 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
7.8/10 Good! (1,001 reviews)

The Wildwood Hotel

The Wildwood Hotel

3.5 out of 5
Price was CA $2,200, price is now CA $1,395 per person
CA $1,395
per person
Dec 16 - Dec 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
9.2/10 Wonderful! (1,677 reviews)

The Cheshire

The Cheshire

4 out of 5
Price was CA $2,103, price is now CA $1,692 per person
CA $1,692
per person
Dec 16 - Dec 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.8/10 Excellent! (1,010 reviews)
A wonderful break from boring hotels! My kids loved all the artwork and the scavenger hunt. The pub food and drinks were fantastic, as was the hotel breakfast each morning. We will definitely plan to return.

Reviewed on Nov 9, 2026

Moonrise Hotel

Moonrise Hotel

4 out of 5
Delmar Loop
Price was CA $2,091, price is now CA $1,735 per person
CA $1,735
per person
Dec 16 - Dec 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
9/10 Wonderful! (2,047 reviews)

Ameristar Casino Resort and Spa

Ameristar Casino Resort and Spa

4.5 out of 5
Price was CA $2,151, price is now CA $1,809 per person
CA $1,809
per person
Dec 16 - Dec 23
found 21 hours ago
Roundtrip flight included
Toronto (YYZ) to St. Louis (STL)
8.6/10 Excellent! (1,080 reviews)
We were here for a wedding. Our room was very nice but my son’s bathroom was disgusting and not clean, they had to switch rooms and the only compensation they gave them was a food voucher. Not acceptable with blood and vomit not cleaned from previous guest. We expected more for this caliber of hotel.

Reviewed on Nov 8, 2026

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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
The price is CA $126 per night from Dec 10 to Dec 11
CA $126
CA $170 total
Dec 10 - Dec 11
includes taxes & 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
The price is CA $175 per night from Dec 6 to Dec 7
CA $175
CA $217 total
Dec 6 - Dec 7
includes taxes & fees
8.4/10 Very good! (1,003 reviews)
"Too many spiders"

Reviewed on Nov 5, 2026

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
The price is CA $108 per night from Dec 10 to Dec 11
CA $108
CA $144 total
Dec 10 - Dec 11
includes taxes & fees
8/10 Very good! (771 reviews)
"Room and bath was pretty small. Clean and quiet."

Reviewed on Nov 8, 2026

The Resort at Lake of the Ozarks
See all 4,009 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 great value package deals from CA $1,366 on Expedia, you'll be surprised at how little a vacation to Lakeland costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Lakeland?
You can typically find reduced prices and better availability in January, February and November. Take a look at our cheap Lakeland vacation packages and you could land some excellent off-season deals.
How many days is enough for Lakeland?
With a well-organized schedule, you can easily tick off the most popular Lakeland sights in a few days. But if you want to discover hidden gems or go on day trips, think about booking your Lakeland vacation for longer.
How to find the best Lakeland package deals?
Start your search for a Lakeland package deal by entering your preferred travel dates and destination under our "Packages" tab. Then add some filters, like "Popular locations" and "Amenities," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with big savings. If you don't find the perfect Lakeland package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Lakeland adventure underway.
Is it cheaper to book a Lakeland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can customize your Lakeland trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Lakeland?
Secure fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, take advantage of our last-minute deals for a spur-of-the-moment Lakeland break.
How to plan a trip to Lakeland?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Lakeland.
  2. Figure out your budget: Ensure you have enough money to cover everything from meals and transportation to activities and airfares. Your hotel will likely be the largest expense during your trip to Lakeland.
  3. Decide how many days away: Start by listing all the attractions you want to experience in Lakeland. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Lakeland vacation package that brings all your bookings together.

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