Southwest Michigan Vacation Packages
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Your Southwest Michigan Vacation
Open yourself to new adventures with a Southwest Michigan vacation package. History and culture will be on the highlight reel of your getaway. Your trip to Southwest Michigan wouldn't be complete without getting to some of its most well-known cities, starting with Grand Rapids. Two of the top attractions here include Van Andel Arena and DeVos Performance Hall. Kalamazoo is another favourite city with Southwest Michigan travellers. Visitors to this exciting city enjoy Wings Event Centre and Air Zoo. Whether you're planning to travel on a shoestring or in the lap of luxury, Expedia are here to help you tailor-make your next Southwest Michigan vacation.
Top Southwest Michigan Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Timberlane Inn
CA $1,602
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Kalamazoo (AZO)
10/10 Exceptional! (10 reviews)
This is such a quaint, beautiful place to stay. Communication from the property owners was excellent. They have a community sauna, hot tub, and fire pit. I was not able to utilize these as I was on a short business trip. Do remember to pack an iron, if needed. Other than that, they supply everything you need.
Reviewed on Oct 23, 2026
Ready to book your vacation to Southwest Michigan?
Southwest Michigan Hotel Deals
Four Winds Casino Resort – New Buffalo
11111 Wilson Road New Buffalo MI
Fully refundableReserve now, pay when you stay
CA $125
CA $145 total
Oct 26 - Oct 27
includes taxes & fees
The Boulevard Inn & Bistro
521 Lake Blvd Saint Joseph MI
Fully refundableReserve now, pay when you stay
CA $238
CA $264 total
Nov 1 - Nov 2
includes taxes & fees
9.6/10 Exceptional! (1,128 reviews)
"Great venue that is located in an ideal spot to walk throughout the town. Staff is super friendly and helpful, amenities are great!"
Reviewed on Oct 25, 2026
Silver Beach Hotel
100 Main Street Saint Joseph MI
Fully refundableReserve now, pay when you stay
CA $114
CA $129 total
Nov 4 - Nov 5
includes taxes & fees
7.4/10 Good! (1,773 reviews)
"If you don’t need a nice place to stay and just want to sleep then this is a good place to stay. Entire place needs demolition and remodel. One elevator out of service altogether and the other wouldn’t go to the 7th floor so we had to carry our bags up the stairs. The fire doors for the stairwell ..."
Reviewed on Oct 25, 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 Southwest Michigan attractions
Silver Beach
9.4/10 (1,136 reviews)
If a restful vacation is part of your travel plans, Silver Beach might be the perfect place to seek out during your trip to Saint Joseph. Wander the lakeside or discover the area's sunsets.
Photo by Steve Ignowski
New Buffalo Public Beach
8.6/10 (437 reviews)
If a restful vacation is part of your travel plans, New Buffalo Public Beach might be the perfect place to seek out during your trip to New Buffalo. Make time to visit the area's casinos, or simply enjoy its top-notch restaurants.
Magician Lake
10.0/10 (1 review)
Commune with nature and explore the great outdoors at Magician Lake during your travels in Sister Lakes.
Round Barn Winery
8.8/10 (202 reviews)
You can enjoy a tasting or tour at Round Barn Winery during your travels to Baroda. Wander the beautiful beaches and lakeside in the area.
Diamond Lake
8.0/10 (1 review)
Commune with nature and explore the great outdoors at Diamond Lake during your travels in Cassopolis.
Dowagiac Four Winds Casino
7.6/10 (31 reviews)
Why not roll the dice with a visit to Dowagiac Four Winds Casino during your travels in Dowagiac? Find some time to visit the casinos or churches in this family-friendly area.
Lemon Creek Winery
8.2/10 (20 reviews)
You can enjoy a tasting or tour at Lemon Creek Winery during your travels to Berrien Springs. Wander the beautiful beaches and lakeside in the area.
What to do in Southwest Michigan
Gnocchi Making Class With a Local Chef in Grand Rapids
CA $106
per adult
Frequently asked questions
How much does a Southwest Michigan vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Southwest Michigan from just CA $1,442. 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 vacation package. It's that easy! From flights and hotels to activities and rental cars, Expedia makes traveling 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 vacation?
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 vacation package?
With a vacation 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 vacation package?
Your situation can change in a flash, so yes. You may be able to change or cancel your Southwest Michigan vacation 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
- Hostels in Coloma
- The Inn At Harbor Shores
- Riverfront Haven
- Cabin Rentals in Eau Claire
- Hotels with an Indoor Pool in Stevensville
- Lake Michigan Beach Hotels
- Candlewood Suites St. Joseph / Benton Harbor by IHG
- Sauna
- Sister Lakes 7 bedroom with Game room
- Golf Hotels in Southwest Michigan
- Hotels with smoking rooms in Benton Harbor
- Oceanfront Hotels in Saint Joseph
- Saint Joseph Hotels
- Cheap Hotels in Decatur
- Comfort Suites Stevensville
- Spa Hotels in Benton Harbor
- Cabin Rentals in Lake Michigan Beach
- Buchanan Hotels
- Lake Hotels in Saint Joseph
- Cassopolis Hotels
- The Farm! Charming
- Benton Harbor Hotels
- The Boulevard Inn & Bistro
- Dowagiac Hotels
- Welcome to a Paw Paw Lake (big) home
- Stevensville Hotels
- Cozy Suite Near Weko Beach and Warren Dunes
- Guest Houses in Paw Paw Lake
- Silver Beach Hotel
- Independent Hotels in Southwest Michigan
- Niles Hotels
- Lodges in Lake Michigan Beach
- B&B in Niles
- Lgbt Friendly Hotels in Benton Harbor
- Sister Lake Cottages
- Cottages in Buchanan
- Lovely Lakefront House Rental
- Luxury Hotels in Benton Harbor
- Holiday Inn Express Hotel & Suites Niles by IHG
- Fair Plain Hotels
- Sister Lake Cottages
- Romantic Hotels in Southwest Michigan
- Bridgman Hotels
- Cozy Log Cabin on 15 acres
- Comfort Inn & Suites
- Hotels near Red Bud Track-N-Trail
- Esther House
- Tru by Hilton Saint Joseph
- Rivers Edge Lofts
- Near Lake MI
- Country Inn & Suites by Radisson
- Rodeway Inn St. Joseph
- Holiday Inn Express & Suites St Joseph by IHG
- Berrien Springs Hotels
- Riverwalk Retreat on Main. Spacious updated Victorian Home in the heart of Niles
- Beach Hotel Hotels in Saint Joseph
- Hotels near Silver Beach
- Lodges in Bridgman
- Hartford Hotels
- Historic Hotels in Benton Harbor
- Flights from Toronto (YYZ) to Benton Harbor (BEH)
- Flights from Berrien County
- Flights to Berrien Springs
- Flights to Saint Joseph
- Flights to Benton Harbor
- Flights from Dowagiac
- Flights to Niles
- Flights from Racine (RAC) to Benton Harbor (BEH)
- Flights to Bridgman
- Flights to Stevensville
- Flights from Baroda
- Flights from Saint Joseph
- Flights from Savannah (SAV) to Niles (NLE)
- Flights to Watervliet
- Flights from Berrien Springs
- Flights to Buchanan
- Flights from Watervliet
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
