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Top Lakeside hotels

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
This cottage features an outdoor pool and a hot tub. Families will appreciate the playground and barbecue grills. A garden and laundry facilities are also ...
"Great place to stay - especially for a large family or friend group. Steps from the beach. Outstanding communication from property owner."

Reviewed on Jun 16, 2026

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Opens in a new window1 or 2 Fun Cottages Sleep 2-10-20 People. Pool & Hot Tub. Steps to Beach + More
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road New Buffalo MI
$131 nightly
The price is $138 total per night from Sep 15 to Sep 16
$138 total
Sep 15 - Sep 16
Total with taxes and fees
A casino, 4 restaurants, and a 24-hour gym are all featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas, conference ...
"The staff was consistently helpful. friendly and kind"

Reviewed on Aug 19, 2026

Opens in a new windowFour Winds Casino Resort – New Buffalo
The Blue Heron Inn

The Blue Heron Inn

3 out of 5
1110 Lakeside Street La Porte IN
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $122 total per night from Sep 1 to Sep 2
$122 total
Sep 1 - Sep 2
Total with taxes and fees
This smoke-free hotel features 2 restaurants and 2 bars/lounges. Business travelers can take advantage of the free WiFi in public areas. Enjoy the seasonal outdoor ...
"Restaurant and bar on the water was fun."

Reviewed on Aug 18, 2026

Opens in a new windowThe Blue Heron Inn
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
$119 nightly
The price is $133 total per night from Sep 8 to Sep 9
$133 total
Sep 8 - Sep 9
Total with taxes and fees
This hotel features a casino, a full-service spa, and 3 restaurants. Traveling on business? Take advantage of the free WiFi in public areas, conference space, ...
"It's a casino. Two restaurants on the ground floor one of them is always open. Only thing I didn't like was the self parking is a bit of a walk but it is well surveilled."

Reviewed on Aug 18, 2026

Opens in a new windowBlue Chip Casino Hotel and Spa
Quality Inn Near Interstate I94

Quality Inn Near Interstate I94

2.5 out of 5
18830 Laporte Rd New Buffalo MI
$94 nightly
The price is $99 total per night from Sep 9 to Sep 10
$99 total
Sep 9 - Sep 10
Total with taxes and fees
This hotel features an indoor pool and a gym. Enjoy the hot tub and free perks like on-the-go breakfast and free self parking. A business center, free WiFi in ...
"El hotel está súper bien, el personal muy atento"

Reviewed on Aug 17, 2026

Opens in a new windowQuality Inn Near Interstate I94
Microtel Inn & Suites by Wyndham Michigan City

Microtel Inn & Suites by Wyndham Michigan City

2 out of 5
9834 W 400 N Michigan City IN
Fully refundableReserve now, pay when you stay
$76 nightly
The price is $85 total per night from Aug 23 to Aug 24
$85 total
Aug 23 - Aug 24
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Guests will appreciate ...
"Clean rooms"

Reviewed on Aug 18, 2026

Opens in a new windowMicrotel Inn & Suites by Wyndham Michigan City
Pine Lake Resort and Banquets

Pine Lake Resort and Banquets

2.5 out of 5
444 Pine Lake Ave La Porte IN
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $125 total per night from Sep 1 to Sep 2
$125 total
Sep 1 - Sep 2
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this hotel. Traveling on business? Take advantage of the 24-hour business center and ...
"The TV froze a lot. Couldn't really watch much of anything. The first night the hot tub was lukewarm. They did just have a major power outage in the city, so that could be why. The 2nd night was a lot better. Hot tub was hotter, but didn't stay consistently hot and the steam room and sauna didn't ..."

Reviewed on Aug 17, 2026

Opens in a new windowPine Lake Resort and Banquets
Baymont by Wyndham New Buffalo

Baymont by Wyndham New Buffalo

2.5 out of 5
18800 Harbor Country Drive New Buffalo MI
Fully refundableReserve now, pay when you stay
$90 nightly
The price is $95 total per night from Sep 7 to Sep 8
$95 total
Sep 7 - Sep 8
Total with taxes and fees
This hotel features an indoor pool and a gym. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the hot tub and ...
"My bathroom literally had no mirror. The shower was dirty. The paint was chipped throughout the room. Air conditioner leaked onto the floor"

Reviewed on Aug 16, 2026

Opens in a new windowBaymont by Wyndham New Buffalo
Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location

Lakeside MI
This cottage features a garden, laundry facilities, and barbecue grills.
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Opens in a new windowLakeside Grove Cottage - Perfect Lakeside Village/Beach Location
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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.

Lakeside Hotel & Travel Guide\n

Are you vacationing in Benton Harbor and looking for quality place to tuck in for the night in Lakeside? There are several options waiting to be booked via Travelocity's destination page. Travelocity's database currently has 8 places to stay within a 6-mile (10-kilometer) distance of the center and surrounds of Lakeside.

Want to book a place to stay that is near to the town center of Lakeside? Garden Grove Bed and Breakfast and Fire Fly Resort will suit your needs.

The The Boulevard Inn & Bistro can be found 20 miles (32 kilometers) outside of downtown Lakeside. Another accommodation option is the Dove Nest Bed and Breakfast, which is situated 17 miles (27 kilometers) away. The Holiday Inn Express & Suites St Joseph and the Silver Beach Hotel are alternate accommodation options worth checking out in Lakeside.

After seeing Lakeside, put aside some time to discover the fascinating region of the Southwest Michigan area. Photographers will appreciate Southwest Michigan's forests and lakes. While you're at it, explore a selection of the area's art galleries. In this area of United States of America visitors can take up the chance to partake in cycling, shore fishing and winery tours.

45 miles (72 kilometers) from Lakeside, you will find South Haven, where you'll find Michigan Maritime Museum and South Haven Lighthouse. If you'd like to get to South Haven, check out the Hampton Inn South Haven and Holiday Inn Express & Suites South Haven. 30 miles (47 kilometers) east of Lakeside, you can also stay at Dowagiac, home to the Baymont Inn and Suites Dowagiac/Niles, MI and Castle Inn & Suites of Dowagiac. The Southwestern Michigan College and Dowagiac Four Winds Casino are more frequented places to check out while in Dowagiac.

Just because you and your traveling partners are visiting somewhere new, shouldn't mean you can't expand your obsession for sports. Wrigley Field can be found 50 miles (83 kilometers) to the west of Lakeside. Book a hotel surrounded by the sporting action at the Roscoe Village Guesthouse or the Best Western Plus Hawthorne Terrace Hotel.

Situated 20 miles (34 kilometers) outside Lakeside's town center is South Bend Regional Airport. Stay nearby at Quality Inn & Suites South Bend or Candlewood Suites Airport.

Frequently asked questions

What are the top kid-friendly hotels in Lakeside?
Take some of the troubles out of traveling with young ones by booking a family-friendly hotel in Lakeside. From fun amenities to more services, these stays come with perks that'll help make your trip an effortless one: Unpack your bags at Lakeside Grove Cottage - Perfect Lakeside Village/Beach Location. It comes with a nearby beach, cycling and a flair for making families feel welcome. Also consider staying at Luxurious, Richly-Appointed Lakeside Landmark w/ EV Charger. It comes with a king bed, a fireplace and ample opportunities for precious family time.
Where can I find cheap hotels in Lakeside?
At Travelocity you'll find really nice hotels in Lakeside at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Lakeside rather than in Lakeside. We may find you even better rates, too.
How do I find the best Lakeside hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Lakeside then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Lakeside?
The cheapest hotel in Lakeside is $85. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Lakeside?
There are 1,894 hotels in Lakeside on Travelocity.
What are the best hotels in Lakeside?
Lakeside has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Lakeside for you!
When is the best time to visit Lakeside?
If you want the joy of a fun-filled trip in peak season, visit Lakeside during May, June and July. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Lakeside?
Based on historic data is usually the cheapest month to visit Lakeside. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Lakeside?
There are multiple hotels in Lakeside that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Lakeside. We have plenty of kid-friendly hotels in Lakeside to choose from on Travelocity!
Why book a hotel in Lakeside through Travelocity?
Because we have the top hotels in Lakeside! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Lakeside on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Lakeside hotel reviews by fellow wanderers

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

5 out of 5
Posted 1 hour ago
Travelocity Verified Review
"The staff was consistently helpful. friendly and kind"
A verified traveler stayed at Four Winds Casino Resort – New Buffalo
Four Winds Casino Resort – New Buffalo

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