Southwest Michigan Holidays

Book a Hotel + Flight or Car together to unlock savings

Top hotels in Southwest Michigan

Silver Beach Hotel

Silver Beach Hotel

3.5 out of 5
100 Main Street, Saint Joseph, MI
Fully refundableReserve now, pay when you stay
7/10 Good! (956 reviews)
"I have been staying at Silver Beach for over 10 years. It has had its ups and downs. It seems to be on an upswing now. Lots of improvements being made! Would love to see breakfast waffles brought back and the pool reopened."

Reviewed on 13 Aug 2025

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Silver Beach Hotel
Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road, New Buffalo, MI
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,462 reviews)
"The bed and pillows were very comfortable. Food options were good too. Staff was very friendly and helpful."

Reviewed on 15 Aug 2025

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Four Winds Casino Resort – New Buffalo
The Boulevard Inn & Bistro

The Boulevard Inn & Bistro

3.5 out of 5
521 Lake Blvd, Saint Joseph, MI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (1,003 reviews)
"My family had the absolute best time staying at the"

Reviewed on 13 Aug 2025

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The Boulevard Inn & Bistro
See all 1,778 properties in Southwest Michigan
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.

Popular places to visit

Lake Michigan College

Lake Michigan College

Enjoy the student vibe at Lake Michigan College during your stay in Benton Harbor. Wander the beautiful beaches and lakeside in the area.

Lake Michigan College

Four Winds Casino New Buffalo

Why not try your luck with a visit to Four Winds Casino New Buffalo during your travels in New Buffalo? Stroll along the lakeside or visit the casinos in the area.

Four Winds Casino New Buffalo

Local

4/5(2 reviews)

Enjoy an outing to Local during your stay in New Buffalo. Stroll along the lakeside or visit the casinos in the area.

Local

Frequently asked questions

How much does a Southwest Michigan holiday package cost?
Choose from any combination of car rentals, flights and hotels, and you can be holidaying in Southwest Michigan from just . And the more you bundle, the more money you save. Your dream escape has never been so affordable.
How do I get a cheap travel package to Southwest Michigan?
Track down flights that fit your schedule, add a hotel room to your booking and see how much you save with a Southwest Michigan holiday package. It's that easy! From flights and hotels to activities and rental cars, Expedia makes travelling cheaply a cinch. And with more than 550 air carriers and 1null000null000 hotel options globally to choose from, you'll never be short of choice.
Where should I stay in Southwest Michigan?
You can't go wrong in Grand Rapids. Big-name sights, such as Frederik Meijer Gardens and Sculpture Park and John Ball Zoo, will keep you on the go in this lively city.
What are the top hotels in Southwest Michigan?
When it comes to properties in South Haven, AmericInn by Wyndham Douglas/Saugatuck and Best Western Plaza Hotel Saugatuck are two fantastic options. If you're also visiting Van Buren County, Fort Pontchartrain Detroit, a Wyndham Hotel and Atheneum Suite Hotel will make you feel right at home.
How far in advance should I book my Southwest Michigan holiday?
While not all airlines release ticket prices early, customers are usually able to compare international airfares on Expedia up to a year in advance. This is the time when you'll nab some incredible deals. If you've left things to the last minute, there's a chance you could get lucky. Low prices occasionally become available only weeks before departure.
What does an Expedia Southwest Michigan travel package include?
Packages include rental cars, flights and hotels, but you can combine any of them to create your perfect Southwest Michigan trip. You can also add on tours and activities once you've made your booking. You're in charge! When you bundle your bookings with Expedia, you'll get access to discounts you won't find anywhere else.
What should I know before booking a Southwest Michigan travel package?
You'll save plenty with an Expedia travel package. Bundle your flights, rental cars and hotels and enjoy fantastic discounts. You're not restricted to hotels, however. Book with us and take your pick of beachside condos, creek-side mountain cabins and even glamping tents!
Can I choose my airline with a Southwest Michigan Expedia holiday package?
With a holiday package, you're in control. Whether you're eager to fly to Southwest Michigan in business or coach, simply choose from the available airline options. Expedia has access to over 550 partner airlines across the world.
If I'm not able to travel, can I cancel my Southwest Michigan holiday package?
Your situation can change in a flash, so yes. You may be able to change or cancel your Southwest Michigan holiday package for free if you've booked in the last 24 hours. For bookings older than that, you can still make changes, but your car rental company, airline or hotel may impose a fee. Looking for more information? Have a look at our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.