Lakeshore Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Lakeshore Vacation

Excellent adventures await when you lock in a vacation package to Lakeshore. Whether you're a foodie, art enthusiast or just a traveler who loves to see new places, there's something for everyone in this vibrant city. If your trip to Lakeshore includes a little sightseeing, drop by famous attractions like Silver Slipper Casino, Buccaneer State Park and Buccaneer Bay Waterpark. Whoever you're heading away with and whatever your bank balance, your dream Lakeshore vacation is just a few clicks away with Expedia.

Top Lakeshore vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 27 - Jan 1

    The Markham Hotel + Flight

    Gulfport
    5 nights
    3.0 star property
    9.6/10 - Exceptional (505 reviews)
    "Very good"
    Reviewed November 7, 2026
    Roundtrip • Toronto (YYZ) - Gulfport (GPT)
    YYZ - MSY • 1 stop MSY - YYZ • 1 stop
    CA $1,510
    CA $1,303
    per traveller
    found 6 hours ago
    The Markham Hotel
  • Dec 27 - Jan 1

    Authentic Ocean Springs Cottage + Flight

    Ocean Springs
    5 nights
    2.0 star property
    Roundtrip • Toronto (YYZ) - Gulfport (GPT)
    YYZ - MSY • 1 stop MSY - YYZ • 1 stop
    CA $2,528
    CA $2,058
    per traveller
    found 6 hours ago
    Authentic Ocean Springs Cottage
  • Dec 27 - Jan 1

    Landing Furnished Apartments Ocean Springs - Gulf Hills + Flight

    Ocean Springs
    5 nights
    3.0 star property
    10/10 - Exceptional (1 review)
    "Best than I could’ve ever expected."
    Reviewed July 11, 2026
    Roundtrip • Toronto (YYZ) - Gulfport (GPT)
    YYZ - MSY • 1 stop MSY - YYZ • 1 stop
    CA $2,091
    CA $1,735
    per traveller
    found 6 hours ago
    Landing Furnished Apartments Ocean Springs - Gulf Hills
  • Dec 27 - Jan 1

    The Downtown Cedar + Flight

    Ocean Springs
    5 nights
    2.0 star property
    9.0/10 - Wonderful (2 reviews)
    "Nice little home that’s located close to downtown. It was great for what we needed. It is not handicapped friendly, tho. Currently (May 2026), there is a high 1-step front door entry that could be easily fixed with a sturdy second platform step up from the nice front porch to make it easier to get in and out. It also has a nice upgraded single bathroom, but the claw tub is deep without a handrail and no suction in-tub bath mat to keep a person from falling. The rain shower is great however...."
    Reviewed June 3, 2026
    Roundtrip • Toronto (YYZ) - Gulfport (GPT)
    YYZ - MSY • 1 stop MSY - YYZ • 1 stop
    CA $1,970
    CA $1,667
    per traveller
    found 6 hours ago
    The Downtown Cedar
  • Dec 27 - Jan 1

    Oasis on Desoto + Flight

    Ocean Springs
    5 nights
    3.0 star property
    10/10 - Exceptional (1 review)
    "Pretty good stay no real complaints garage was small but otherwise fun stay"
    Reviewed November 1, 2026
    Roundtrip • Toronto (YYZ) - Gulfport (GPT)
    YYZ - MSY • 1 stop MSY - YYZ • 1 stop
    CA $2,031
    CA $1,736
    per traveller
    found 6 hours ago
    Oasis on Desoto

Lakeshore 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 Lakeshore vacation package cost?

Offering excellent value package deals from CA $1,303 on Expedia, you'll be pleasantly surprised at how much a vacation to Lakeshore costs! Expedia's packages simplify travel planning and maximize your savings.

What are the cheapest months to go to Lakeshore?

You can usually find lower rates and better availability in January, February and November. Browse our cheap Lakeshore vacation packages and you could land some excellent off-season deals.

How many days is enough for Lakeshore?

Typically, a handful of days is enough to check out the main sights during your Lakeshore vacation. But if you prefer to have some time to kick back or take day trips, think about extending your itinerary.

How to find the best Lakeshore package deals?

Use Expedia's filters to help you find some unbeatable Lakeshore package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Lakeshore package deals in the low season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.

Is it cheaper to book a Lakeshore vacation as a package?

You can enjoy significant savings on your Lakeshore retreat by booking a customized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best flight and hotel prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.

When to book a vacation package to Lakeshore?

If you've got your Lakeshore vacation dates locked in, book as soon as you can to score some incredible deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous getaways? Our last-minute deals are great for jetting off on a whim.

How to plan a trip to Lakeshore?

  1. Choose when to travel: Check your calendar and pack your bags. Your preferred season and the activities on offer will also help you decide when to visit Lakeshore.
  2. Calculate your budget: Ensure you have enough money to cover everything from dining out and transportation to activities and airfares. Your accommodations will likely be the largest expense during your trip to Lakeshore.
  3. Set the duration of your trip: Start by compiling a list of the attractions and activities you'd like to get to in Lakeshore. Then, estimate how long you'll need at each, as well as any travel time.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized Lakeshore vacation package.

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