Lakeside Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Lakeside Holiday
Our pick of the best Lakeside Hotel Deals
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
Lakeside MI
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside MI
9.4/10 Exceptional! (68 reviews)
"Great place to stay - especially for a large family or friend group. Steps from the beach. Outstanding communication from property owner."
Reviewed on 16 June 2026
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Fully refundableReserve now, pay when you stay
NZ$211
15 Sept - 16 Sept
includes taxes & fees
9.4/10 Exceptional! (2,126 reviews)
"Overall, this was a nice place to stay that is 5mins away from NB and the beach. Property was nice and clean, bathroom was large and room was comfortable. My only complaint is that our room was never cleaned by staff during our 3 night stay. Coming back to the room at the end of the day to an unmade ..."
Reviewed on 14 Aug 2026
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.
Stay near popular Lakeside attractions
Eleanor O'Connor Wilson Woods Preserve
This five-acre dune forest preserves a high-quality beech-maple woodland that filters water to Lake Michigan. Wander peaceful trails through restored habitat to experience a serene slice of Michigan's natural heritage.
Burnison Galleries
Burnison Galleries showcases diverse works from regional artists in a welcoming Lakeside setting. Browse the curated collection at your leisure, with no admission fee required for this cultural Michigan experience.
Frequently asked questions
How much does a Lakeside holiday package cost?
Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday 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 holiday 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 holiday. 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 holiday package as early as possible.
Is it cheaper to book a Lakeside holiday as a package?
Expedia holiday 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 holiday by choosing your favourite accommodation type, airline and car class.
When to book a holiday 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?
- 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.
- 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.
- 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.
- Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to pick a Lakeside holiday 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.
