Lakeside Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ₩234,741 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Lakeside Vacation Packages

Lakeside Hotel Deals

Blue Chip Casino Hotel and Spa
Blue Chip Casino Hotel and Spa
3.5 out of 5
777 Blue Chip Drive, Michigan City, IN
Fully refundableReserve now, pay when you stay
The price is ₩161,337 per night from Jul 9 to Jul 10
₩161,337
₩200,385 total
Jul 9 - Jul 10
includes taxes & fees
8/10 Very Good! (1,571 reviews)
"The property was very clean and the staff was professional and nice"

Reviewed on Jun 30, 2025

Blue Chip Casino Hotel and Spa
Four Winds Casino Resort – New Buffalo
Four Winds Casino Resort – New Buffalo
3.5 out of 5
11111 Wilson Road, New Buffalo, MI
9.2/10 Wonderful! (1,349 reviews)
"Event was within the property. Lots to do with music/band playing by the pool and close to Lake Michigan."

Reviewed on Jun 30, 2025

Get rates
Four Winds Casino Resort – New Buffalo
Baymont by Wyndham Michigan City
Baymont by Wyndham Michigan City
2.5 out of 5
4128 South Franklin Street, Michigan City, IN
Fully refundableReserve now, pay when you stay
The price is ₩108,415 per night from Jul 8 to Jul 9
₩108,415
₩121,436 total
Jul 8 - Jul 9
includes taxes & fees
5.6/10 (1,006 reviews)
"Hotel was very close to the casino so that was convenient for me."

Reviewed on Jun 30, 2025

Baymont by Wyndham Michigan City
See all 1,859 properties in Lakeside
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 Lakeside vacation package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a vacation to Lakeside costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Lakeside?
To pick up cheap Lakeside vacation packages, plan your trip outside of peak periods like public holidays and major festivals. You'll generally find lower prices and better availability when it's less busy.
How many days is enough for Lakeside?
Typically, a handful of days is enough to check out the major attractions during your Lakeside vacation. But if you'd like to have some time to kick back or go on day tours, think about extending your itinerary.
How to find the best Lakeside package deals?
Use Expedia's filters to find some great Lakeside package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Lakeside package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book a Lakeside vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll generally snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a tailored Lakeside vacation by choosing your favorite accommodation type, airline and car class.
When to book a vacation package to Lakeside?
Score amazing discounts by booking your flights ahead of time with Expedia. If being spontaneous is more your style, grab one of our last-minute deals for a spur-of-the-moment Lakeside break.
How to plan a trip to Lakeside?

  1. Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to travel to Lakeside.
  2. Set your budget: Factor in costs such as flights, food and transportation when calculating how much to set aside for your trip to Lakeside. Then, pick a hotel that fits your budget, whether that's a wallet-friendly stay or a high-end getaway.
  3. Decide your trip length: Think about how long you'd like to spend exploring Lakeside. Plan your itinerary so you can get to all the experiences and attractions you're interested in without rushing.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Lakeside 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.