Southwest Michigan Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top hotels in Southwest Michigan

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

11111 Wilson Road New Buffalo MI
Fully refundableReserve now, pay when you stay
S$132
24 Sept - 25 Sept
includes taxes & fees
9.4/10 Exceptional! (2,207 reviews)
"First time here. Loved the entryway."

Reviewed on 23 Sept, 2026

Four Winds Casino Resort – New Buffalo
Silver Beach Hotel

Silver Beach Hotel

100 Main Street Saint Joseph MI
Fully refundableReserve now, pay when you stay
S$168
24 Sept - 25 Sept
includes taxes & fees
7.4/10 Good! (1,674 reviews)
"It was a nice place and staff was very helpful."

Reviewed on 22 Sept, 2026

Silver Beach Hotel
The Boulevard Inn & Bistro

The Boulevard Inn & Bistro

521 Lake Blvd Saint Joseph MI
Fully refundableReserve now, pay when you stay
S$251
27 Sept - 28 Sept
includes taxes & fees
The Boulevard Inn & Bistro
See all 1,867 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.

Stay near popular Southwest Michigan attractions

A lighthouse and pier at sunset.

Silver Beach

9.4/10 (1,136 reviews)
This pristine Lake Michigan shoreline offers a perfect blend of beach relaxation and family activities. Enjoy swimming, beach volleyball, or visit the historic Silver Beach Carousel for a nostalgic experience.
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A sandy beach with small pebbles and a few scattered rocks.
Photo by Steve Ignowski

New Buffalo Public Beach

8.6/10 (437 reviews)
If a restful holiday is part of your travel plans, New Buffalo Public Beach might be the perfect place to visit during your trip to New Buffalo. Make time to visit the area's casinos or simply enjoy its top-notch restaurants.
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Four Winds Casino New Buffalo

8.8/10 (961 reviews)
Why not try your luck with a visit to Four Winds Casino New Buffalo during your travels in New Buffalo? Stroll along the beautiful beaches or visit the casinos in the area.
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Warren Dunes State Park Beach

9.2/10 (58 reviews)
Why not spend a lazy afternoon at Warren Dunes State Park Beach during your trip to Sawyer? Stroll along the area's beaches or simply enjoy its breweries.
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Round Barn Winery

8.8/10 (202 reviews)
This Amish-built round barn offers award-winning wines, craft beers, and spirits. Enjoy vineyard views while sipping handcrafted drinks during the popular "Jammin' in the Vineyard" live music series.
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Harbor Shores Golf Club

8.0/10 (68 reviews)
Designed by Jack Nicklaus, Harbour Shores Golf Club weaves through dunes, woodlands, and riverside terrain with breathtaking Lake Michigan views. This championship course has hosted multiple Senior PGA events.
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Lemon Creek Winery

8.2/10 (20 reviews)
This family-run estate winery has produced award-winning wines from its Michigan vineyard since 1984. Savour their pioneering Cabernet Sauvignon during a tasting or explore the grounds during seasonal U-Pick fruit events.
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What to do in Southwest Michigan

Fun Dumpling Making Class With a Local Chef in Grand Rapids

Fun Dumpling Making Class With a Local Chef in Grand Rapids

S$96
per adult
Fun Dumpling Making Class With a Local Chef in Grand Rapids
Grand Rapids: Fun Dumpling Making Class With a Local Chef

Grand Rapids: Fun Dumpling Making Class With a Local Chef

S$96
per adult
Grand Rapids: Fun Dumpling Making Class With a Local Chef
See all activities in Southwest Michigan

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 1,000,000 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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.