Festivals for All Seasons: South Haven’s 2025 Event Spotlight

Make 2025 your year to explore, celebrate, and create lasting memories in South Haven! From sunny beach days, fall color tours, and serene snowy trails, every season pairs perfectly with the town’s legacy of seasonal festivals and celebrations!

 

May 23 | Blessing of the Fleet and Fish Fry

Celebrate South Haven’s maritime heritage at the Blessing of the Fleet, where vessels like the iconic Friends Good Will are honored for a safe season ahead. After the ceremony, enjoy a delicious fish fry with stunning waterfront views.

June 6-8 | GRIDLIFE Midwest Festival

Kick off summer at GRIDLIFE Midwest Festival at Gingerman Raceway, where car culture meets live music, E-sports, and high-energy entertainment. Watch drifting demos, camp under the stars, and experience the ultimate weekend getaway packed with fast cars and fantastic tunes.

June 7 | Festival of Cars / Kruisin’ for Kylie Car Show

For 23 years, the Festival of Cars has brought over 200 classic cars, trucks, and bikes to downtown South Haven. Marvel at vintage hot rods while supporting Hunt for a Cure Michigan and Cystic Fibrosis research. Plus, it’s a Farm Market day, so double the fun!

June 13-14 | South Haven HarborFest

Celebrate South Haven’s maritime history during HarborFest, held on Father’s Day weekend. Watch thrilling dragon boat races, explore artisan markets, enjoy free entertainment, and savor tasty bites from local vendors. It’s the perfect way to make memories with Dad!

July 3 | Light Up the Lake Fireworks

Enjoy a dazzling fireworks display over Lake Michigan! Top viewing spots include Riverfront Park, North & South Beaches, and the Monroe Boulevard bluff. Tune in to 103.7 COSY FM for music synchronized with the show.

July 5-6 | Annual South Haven Juried Art Fair

Explore a two-day juried art fair just one block from Lake Michigan. Stroll through Stanley Johnston Park to discover painting, sculpture, photography, jewelry, and wearable art. Hosted by the South Haven Center for the Arts, this event pairs fine art with scenic harbor views.

July 12 | 23rd Annual Fish Boil Fundraiser

Experience a Great Lakes tradition at the Michigan Maritime Museum’s Fish Boil Fundraiser. Enjoy freshly boiled lake fish, sides, desserts, and games—all while supporting the museum’s mission and taking in harbor views.

August 7-10 | 62nd National Blueberry Festival

Since 1963, South Haven has celebrated its title as the Blueberry Capital of the World! This four-day festival features free concerts, a craft fair, a parade, carnival rides, pancake breakfasts, and of course, blueberry pie-eating contests. Download the Blueberry Festival app to plan your visit!

August 22 | 4th Annual Rock the Boat Concert

The Michigan Maritime Museum puts the fun in fundraising! Dance the night away with The 1985 Band, bringing the ultimate ’80s music experience. Enjoy an evening of food, music, and nostalgia on the museum’s scenic waterfront campus.

August 30-31 | 49th Annual All Crafts Fair

Shop from over 150 craft vendors at the All Crafts Fair in Stanley Johnston Park. Discover handmade art, jewelry, home décor, and delicious food. Organized by the South Haven Area Chamber of Commerce.

September 4-7 | Antique Engine & Tractor Show

One of Michigan’s largest events of its kind, this show at the Michigan Flywheelers Museum showcases vintage farm equipment, live demonstrations, tractor parades, and entertainment. Downtown South Haven joins the fun with the grand Tractor Parade down Phoenix Street!

September 12-13 | South Haven Jazz Festival

Let the smooth sounds of jazz fill the air at Dyckman Park! Sip, savor, and sway in the Downtown Social District, where you can enjoy drinks while listening to live performances. Don’t forget your lawn chair! Organized in partnership with Foundry Hall.

September 13 | 14th Annual Lakeshore Harvest Ride

Cycle through the rolling countryside between South Haven and Saugatuck on a ride designed for all levels. Stop at wineries, cider mills, family farms, orchards, and art studios along the way. Choose from routes ranging from 15 to 62 miles.

October 4-5 | Blue Coast Artists Fall Tour

Celebrate art and autumn on the Blue Coast Artists Fall Tour. Visit nine local studios, watch live demonstrations, and explore original artwork—all set against Michigan’s breathtaking fall colors. A perfect excuse for a weekend getaway!

November 28 | Holiday in the Park

Kick off the holidays in South Haven! Festivities include the Santa Paws Pet Parade, a tree lighting ceremony, and free photos with Santa and Mrs. Claus. Enjoy ice skating, campfires with s’mores, and the annual Lighting of the Luminaries fundraiser for Corewell Health Hospice.

December 31 | New Year’s Eve Celebration

Ring in the New Year lakeside in downtown South Haven! The streets transform into a pedestrian-friendly celebration with fireworks, a beach ball drop, a DJ dance party, and cozy warming stations. Stay for the weekend and start the year by the lake!

January 30th – February 1st, 2026 | 32nd Annual Ice Breaker Festival

 

Make the most of your trip by booking your stay early—South Haven’s charming inns, cozy B&Bs, lakeside resorts, and vacation rentals fill up fast during event weekends! Whether you’re planning a summer getaway or a festive winter retreat, there’s a perfect place to stay for every season. Browse lodging options here and secure your spot. And don’t stop here—South Haven’s event calendar is packed with celebrations all year long. Keep exploring, keep celebrating, and we’ll see you by the lake!

Escape the Chaos and Embrace Tranquility with a Southwest Michigan Staycation

Escape the ordinary and rediscover the beauty of your backyard with a Southwestern Michigan winter staycation.

Amidst the hustle and bustle of daily life, it’s easy to overlook the tranquil treasures that lie just beyond our doorsteps. A rejuvenating break doesn’t have to involve venturing far and wide; sometimes, all it takes is a change of perspective and a willingness to embrace the wonders closer to home.

Thousands flock to Southwest Michigan each year for a taste of its vibrant charm. But why should that experience be reserved for visitors? As locals, we often miss out on the very gems that draw travelers from across the globe.

Embark on a refreshing escape without leaving your backyard. Here’s your guide to a Southwestern Michigan winter staycation filled with relaxation, adventure, and rediscovery.

What is a staycation?

A staycation isn’t just a trendy term; it’s a gateway to self-indulgence and a chance to savor the simple pleasures of home—all without the hefty price tag of a traditional vacation. Embrace this budget-friendly escape and discover the joy of rejuvenation within your neighborhood.

St. Joseph hotel

Escape the Chaos and Embrace Tranquility with a Southwest Michigan Staycation

In the hustle and bustle of modern life, finding moments of true relaxation at home can be a challenge. The kitchen table doubles as a makeshift desk, the kids clamor for outdoor adventures after school, and the looming pile of cleaning chores casts a shadow over any attempt at respite. Sometimes, the allure of a rejuvenating escape far outweighs the comforts of home.

Southwest Michigan beckons with its tranquil havens, where someone else takes care of the bed-making and bathroom cleaning, allowing you to unwind and reconnect with yourself. No need to endure the tiresome drive or the incessant chorus of “Are we there yet?” echoing from the backseat.

The charm of Southwest Michigan remains timeless, but our hotel options have evolved to match the modern traveler’s needs. Several newer hotels have graced the region, many of which pamper guests with complimentary breakfast. For families seeking extra space, connected suites offer a haven for both parents and children, ensuring peaceful nights and harmonious days.

Depending on your chosen retreat, you’ll enjoy an array of amenities designed to enhance your stay. Onsite restaurants offer culinary delights, while stunning vistas provide a backdrop for tranquil moments. Art galleries stimulate the mind, while spas soothe the body. For those seeking adventure, trails beckon for exploration, and bike rentals await.

Let someone else handle the mundane tasks while you indulge in rejuvenation and rediscovery. Your mind, body, and spirit will thank you.

Book your stay now!

St Joseph Events

Hotels with Swimming pools

Since it’s too cold to take a dip in Lake Michigan, you and your kids can always make a splash in a hotel pool!

The following hotels in Stevensville/ Benton Harbor/ St. joseph that have onsite pools:

  • Best Western
  • Comfort Suites – Benton Harbor
  • Comfort Suites – Stevensville
  • Country Inn & Suites
  • Courtyard by Marriott
  • Fairfield Inn & Suites
  • Hampton Inn & Suites – Benton Harbor
  • Hilton Garden Inn – Benton Harbor/ St. Joseph
  • Holiday Inn Express Hotel & Suites – St. Joseph
  • Inn at Harbor Shores
  • SpringHill Suites
  • Super 8
  • SureStay Plus by Best Western
  • tru by Hilton

Grab a bite to eat

Speaking of food, take a breather from your kitchen on this staycation. Try exploring the many food establishments at your disposal in our area. There is a cuisine for everyone, including barbecue, classic American eats, seafood, and farm-to-table meals. If you have a staple favorite nearby, indulge! Just make sure to jump out of your comfort zone and go somewhere new, too. Not to overwhelm you, but you can’t go wrong with the food here. Here are a wealth of options.

Several of our restaurants have igloos and warm outdoor seating options, so you can still enjoy the fresh air and a view, too.

 

Staycation ideas for the family

Sometimes it’s hard to find something everyone will like. Not here! There is plenty of room to roam and plenty to do across it.

Play in the snow outside

You can build snow castles at the beaches, fat tire bike several trails, watch the stars at Dr. T.K. Lawless International Dark Sky Park, run on the snowy dunes, or hike — and that’s just the start of it. Explore the fresh-air hotspots with our trail guides and park guide. When you’re ready for something extreme, stop by Swiss Valley Ski & Snowboard Area to hit the slopes. Or race down the 400-foot, icy tubing lanes under the night sky at Five Pines.

Explore our history and culture

If outdoor recreation isn’t your thing, no worries. Your local corner of the mitten has several tours and attractions for history buffs and curious souls. ARS Gallery & Culture Center in the Benton Harbor Arts District is just one place of many where you can find curated gallery exhibits showcasing national and regional talent, plus fun classes. The Arts District is also home to delicious restaurants, The Livery Brewery, entertainment, sculptures, and murals. Krasl Art Center in St. Joseph offers rotating galleries, sculpture tours of the area, plus classes and take-home art kits for you and your children.

The History Center in Berrien Springs can give you some background information you might not know about the area you live in. It is home to the 1839 county courthouse, the oldest of its kind in Michigan! Speaking of history, stop down by the Silver Beach Carousel. Here, you’ll find artifacts from Silver Beach Amusement Park. This isn’t the original carousel, but this decade-old version is magnificent and features replicas of six of the horses from the 1910 original. The hardest thing is picking which of the 48 hand-carved figures and two chariots (one is wheelchair accessible) to ride while listening to the band organ play the happiest music in Southwest Michigan.

Other local favorites to take the kiddos include Curious Kids’ Museum Discovery Zone and Eden Springs Park with its December holiday train rides.

Perhaps you plan to see a play, give one of these art classes a crack, or visit a museum. While you’re at it, play some Creative Connections. Visiting any of the participating places will earn you a stamp. Read more about the prizes for the levels at the link above.

 

Staycation ideas for adults and couples

Are you going on a solo staycation? Getting some time away with your significant other or some close friends? Hit the Makers Trail and visit some of the 30-plus local wineries, breweries, cideries, and distilleries. You can also download a free Makers Trail passport online to gather a few stamps from September to April each year. Collect 10 stamps by visiting 10 makers and you’ll win $15 toward any Makers Trail destination. Ten more stamps get you a Makers Trail t-shirt and 30 earns you a Makers Trail hoodie. To learn more and plan your route, visit the website above.

Makers Trail Flight

Start planning your perfect staycation

Leave the planning to us! Enjoy this detailed Culture and Romance Tour through Southwest Michigan. If you still need some ideas while planning your staycation, check out our itinerary page! We have 12 itineraries that are geared towards specific plans. Whether you want to bring along your dog, focus just on food or simply get some fresh air the whole time, we have an itinerary for you.

What are you waiting for? Get planning!