Lakeside, MI

Travel Guide

A calm river with a bridge, surrounded by autumn-colored trees and a dock with boats.
A sunset over a body of water with two tents on a grassy field.
A pebble beach with a forested shoreline and calm sea.
A beach with seagulls flying over the water and a pier in the distance.
A lakeside scene with Adirondack chairs and a dock extending into the water.
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

Lakeside MI
Book a stay at this family-friendly cottage in Lakeside. Enjoy free WiFi, private pools, and a garden. Popular attractions Four Winds Casino New Buffalo and ...
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1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

Lakeside MI
Stay at this cottage in Lakeside. Enjoy a garden, laundry facilities, and balconies or patios. Popular attractions Four Winds Casino New Buffalo and Eleanor ...
10/10 Exceptional! (151 reviews)
"Fun cottage with great character and plenty of room to entertain. Pet friendly and Bill’s communication was top notch. Can’t wait to get back."

Reviewed on Oct 12, 2026

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Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
$109 nightly
The price is $115 total per night from Oct 25 to Oct 26
$115 total
Oct 25 - Oct 26
Total with taxes and fees
Book a stay at this business-friendly hotel in New Buffalo. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
9.4/10 Exceptional! (2,307 reviews)
"It was an excellent one night stay the food at the timber was very good i would do this again."

Reviewed on Oct 23, 2026

Four Winds Casino Resort – New Buffalo
See all 1,892 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.
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More

Lakeside MI
Book a stay at this family-friendly cottage in Lakeside. Enjoy free WiFi, private pools, and a garden. Popular attractions Four Winds Casino New Buffalo and ...
1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

Lakeside MI
Stay at this cottage in Lakeside. Enjoy a garden, laundry facilities, and balconies or patios. Popular attractions Four Winds Casino New Buffalo and Eleanor ...
10/10 Exceptional! (151 reviews)
"Fun cottage with great character and plenty of room to entertain. Pet friendly and Bill’s communication was top notch. Can’t wait to get back."

Reviewed on Oct 12, 2026

Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location
Sunset Dunes Vacation Villas

Sunset Dunes Vacation Villas

3 out of 5
4812 Lake St Bridgman MI
Stay at this villa in Bridgman. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Weko Park and Waikiki Jacks are located nearby.
Sunset Dunes Vacation Villas
See all 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.

Stay near popular Lakeside attractions

Burnison Galleries

You can spend time studying the exhibits at Burnison Galleries in Lakeside. Stroll along the beautiful beaches or visit the casinos in this romantic area.
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Frequently asked questions

Is Lakeside worth visiting?
Lakeside is worth visiting for its diverse culinary scene, featuring delicious Latin American and Italian dining. Travelers can also enjoy the natural beauty and outdoor activities at the Eleanor O'Connor Wilson Woods Preserve, making it a great spot for relaxation and exploration.
When is the best time to visit Lakeside?
The best time to visit Lakeside is from June through August, when the destination is most popular. For travelers seeking fewer crowds and better value, the months of October through December are a good option, offering a more relaxed experience.
What is Lakeside known for?
Lakeside is known for being home to the Eleanor O'Connor Wilson Woods Preserve, providing a natural escape for travelers. The area also offers a rich Latin American food culture, with many culinary options to explore.
What is a good itinerary length for Lakeside?
A good itinerary length for Lakeside is one to two days to explore the Eleanor O'Connor Wilson Woods Preserve. For an extended stay of three to four days, travelers can enjoy more time at the preserve and sample the local Latin American, Italian, and North American cuisine available.
What are the top things to do in and around Lakeside?
In Lakeside, explore the Eleanor O'Connor Wilson Woods Preserve, a natural area perfect for outdoor enjoyment.
What cuisines can you find in Lakeside?
In Lakeside you can find Thai cuisine, with dishes like Pad Thai, Green Curry, and Tom Yum Soup. Travelers can also enjoy Latin American options such as Mexican, along with Italian, North American, and Mediterranean dishes. The area also offers various coffee shops.
Can I book a refundable hotel in Lakeside?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Lakeside by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Lakeside with Expedia?
Expedia makes it easier to plan your Lakeside trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Lakeside?
The best choice depends on your travel style. Hotels in Lakeside can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Lakeside trip on Expedia?
Once you've booked your Lakeside trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Lakeside trip?
Expedia offers customer support before, during, and after your Lakeside trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Lakeside?
If it's your first trip to Lakeside, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Lakeside hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Lakeside hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Lakeside

A coastal landscape with a sandy path leading to a beach, surrounded by grassy fields and trees.

Union Pier

A pier extending into a body of water with a lighthouse at the end, surrounded by tall grass.

Harbert

A lighthouse and pier at sunset.

Three Oaks

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