Lakeland Vacation Packages

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  • Better together

    Save up to CA $4,200 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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Your Lakeland Vacation

Cuisine, art, entertainment and more … It's all waiting for you with a Lakeland vacation package. And with the ability to customize your city getaway, it's guaranteed to be one that's hard to forget. Make your trip to Lakeland even more enjoyable by including some sightseeing. Mt Brighton Ski Area, Legacy Center Sports Complex and Whispering Pines are among the most popular attractions worth exploring. Expedia has what you need to escape the everyday. Tailor your vacation to Lakeland to match your travel style, whatever that may look like.

Top Lakeland vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 15 - Jan 17

    Windsor Manor + Flight

    City Centre
    2 nights
    4.0 star property
    10/10 - Exceptional (3 reviews)
    "Overall was good...No control of thermostat though but was reasonably comfortable...Ad description was a little misleading at first with pics just pay attention when scrolling through and descriptions ..Overall recommend average price for the stay"
    Reviewed October 18, 2026
    Roundtrip • Calgary (YYC) - Detroit (DTW)
    YYC - DTW • 1 stop DTW - YYC • 1 stop
    CA $752
    CA $711
    per traveller
    found 12 hours ago
    Windsor Manor
  • Dec 25 - Dec 28

    Saint John's Resort + Flight

    Plymouth
    3 nights
    4.0 star property
    9.6/10 - Exceptional (1,006 reviews)
    "Extremely clean. Bed was very comfortable. Great Location. We will make this our hotel to stay at when we visit."
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Detroit (DTW)
    YYZ - DTW • Nonstop DTW - YYZ • 1 stop
    CA $1,671
    CA $1,411
    per traveller
    found 1 day ago
    Saint John's Resort
  • Jan 15 - Jan 17

    Caesars Windsor Hotel & Casino - A Caesars Rewards Destination + Flight

    City Centre
    2 nights
    4.0 star property
    8.8/10 - Excellent (3,642 reviews)
    Roundtrip • Calgary (YYC) - Detroit (DTW)
    YYC - DTW • 1 stop DTW - YYC • 1 stop
    CA $933
    CA $804
    per traveller
    found 12 hours ago
    Caesars Windsor Hotel & Casino - A Caesars Rewards Destination
  • Dec 25 - Dec 28

    The Westin Detroit Metropolitan Airport + Flight

    Detroit
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,009 reviews)
    "Convenient and clean"
    Reviewed November 9, 2026
    Roundtrip • Toronto (YYZ) - Detroit (DTW)
    YYZ - DTW • Nonstop DTW - YYZ • 1 stop
    CA $1,819
    CA $1,672
    per traveller
    found 1 day ago
    The Westin Detroit Metropolitan Airport
  • Dec 25 - Dec 28

    Holiday Inn Express and Suites Detroit/Sterling Heights by IHG + Flight

    Sterling Heights
    3 nights
    2.5 star property
    9.2/10 - Wonderful (1,012 reviews)
    Roundtrip • Toronto (YYZ) - Detroit (DTW)
    YYZ - DTW • Nonstop DTW - YYZ • 1 stop
    CA $1,297
    CA $1,228
    per traveller
    found 1 day ago
    Holiday Inn Express and Suites Detroit/Sterling Heights by IHG

Discover the most popular places to visit in Lakeland

Lakeland Hotel Deals

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 vacation package cost?

You can pick up a vacation package to this destination from CA $711 on Expedia. But how much your vacation to Lakeland costs will depend on factors like the length of stay, season and hotel choice.

What are the cheapest months to go to Lakeland?

If you'd like to snag a cheap Lakeland vacation package, consider planning a trip in January, February and November. You'll usually find lower prices on flights and hotels during these months — perfect for a budget-friendly break.

How many days is enough for Lakeland?

With a well-planned schedule, you can easily tick off the main Lakeland sights in a handful of days. But if you'd like 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?

Use Expedia's handy filters to help you find some tempting Lakeland package deals. When you start your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse 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 individually. And you'll still have the flexibility to create a tailored Lakeland vacation by choosing your favourite airline, accommodation type and car class.

When to book a vacation package to Lakeland?

If you have your Lakeland vacation dates finalized, book as early as you can to grab some outstanding deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for travelling on a whim.

How to plan a trip to Lakeland?

  1. Pick the perfect time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Lakeland.
  2. Set a budget: Factor in expenses such as flights, meals and transportation when calculating how much to set aside for your trip to Lakeland. Then, select a hotel that suits your budget, whether that's an economical stay or a more luxurious getaway.
  3. Decide how long to go away for: Now that you're more familiar with Lakeland, you can figure out the perfect length of your vacation. Pull together a rough itinerary and give yourself enough time to get through everything on your must-do list.
  4. Combine your accommodations and airfare: After you've nailed down your dates and duration, book the perfect Lakeland vacation package for you.

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