October 22, 2026
At 6:45 p.m. on October 30, a rider with no head will turn west onto Phoenix Street. He'll pick up a police escort in front of All Good Things and pause for photos. Then he rides on to Clementine's and pauses there too. From there he heads north on Center Street to Williams. He turns west on Williams for another photo stop and works southwest to Kalamazoo Street. Then he comes back east along Phoenix and stops at Clementine's a second time. The ride ends on Center Street at Huron, where, in the event listing's words, he will "disappear into the night."
That route works as a map of the whole season. Halloween through New Year's Eve, nearly everything on South Haven's calendar happens on Phoenix Street or a block or two off it. The biggest change in 2026 is a date. Holiday in the Park moved off Black Friday. It now lands on Saturday, December 5, right in the middle of the Mistletoe Market's third weekend. If you live here, the most crowded day downtown this year is a week later than usual.
In 2025, the West Michigan Tourist Association reported that Holiday in the Park would run on November 28. That was the day after Thanksgiving. Visit South Haven executive director Jennifer Sistrunk called it "a full day of festivities, with something wonderful for all ages to enjoy."
This year Visit South Haven's annual events page lists it for Saturday, December 5, 2026. The lineup is the familiar one:
Last year's version shows how the day spreads across downtown. In 2025 the Corewell Health Hospice Luminary Stroll ran from noon to 8 p.m. The Claus and Paws Holiday Parade stepped off at 5:00. At 5:30 the tree lighting started at City Hall while the Reindeer Ranch, s'mores station and Santa photos opened at Dyckman Park. City Hall is at 539 Phoenix Street. Those are 2025 times and places. The 2026 schedule will come from Visit South Haven as the date gets closer.
The 2025 schedule had one more detail that explains why the new date matters. It folded the Mistletoe Market into the program. The market was open 11 a.m. to 4 p.m., and the South Haven Center for the Arts held snow globe ornament making from 2 to 4. In 2026 the market is open on December 5 again, so the shopping day and the evening event still land on the same Saturday.
Put the season's venues in street-number order and they cover a short stretch:
The Headless Horseman covers the same blocks on October 30. Shop 'Til You Drop on November 7 and the New Year's Eve celebration both take over downtown as a whole. Only two regular stops sit off the corridor. One is Lake Michigan College at 125 Veterans Boulevard, home of the Speakers Series. The other is the city's ice rink at the Huron Street Pavilion, which is on the street where the Horseman's ride ends.
| Date | Event | Where |
|---|---|---|
| Thu, Oct 22 | Speakers Series: The Promises & Perils of AI with Dr. Tom Ludwig | Lake Michigan College, 125 Veterans Blvd. |
| Fri, Oct 23 | Spooky South Haven walking tour, 8–10 p.m. | Starts at Black River Tavern, 403 Phoenix St. |
| Fri, Oct 30 | Headless Horseman Rides Again!, 6:45 p.m. | Downtown, Phoenix/Center/Williams loop |
| Fri, Oct 30 | Spooky South Haven walking tour, 8–10 p.m. | Starts at Black River Tavern, 403 Phoenix St. |
| Sat, Nov 7 | Shop 'Til You Drop Saturday | Downtown shops |
| Thu, Nov 19 | Speakers Series: Tim Alberta | Lake Michigan College, 125 Veterans Blvd. |
| Fri, Nov 20 | Mistletoe Market Preview Party, 6–8 p.m. | South Haven Center for the Arts, 600 Phoenix St. |
| Nov 21–Dec 13 | 40th Annual Mistletoe Market | South Haven Center for the Arts, 600 Phoenix St. |
| Sun, Nov 29 | Brunch with Santa, 10 and 11 a.m. seatings | South Haven Scott Club, 652 Phoenix St. |
| Sat, Dec 5 | Holiday in the Park | Downtown |
| Thu, Dec 31 | New Year's Eve Celebration | Downtown, streets closed to cars |
Both Speakers Series talks put out refreshments at 6:30 p.m., and the program starts at 7. The October 22 talk falls on the Thursday this post goes up, so check the South Haven Speakers Series site before you head over. The walking tours are run by Paranormal Michigan, which does haunted-history tours, and the Visit South Haven listings link to its booking page.
Shop 'Til You Drop uses a shopping passport. You pick one up at any participating business, collect stamps as you go, and bring it to the afterparty for a shot at prizes. This year's theme is "Through The Billboard Top 100."
The Mistletoe Market anchors the season. It's the event most likely to catch you with a locked door if you go by memory. The South Haven Center for the Arts' 2026 calendar runs the market as three blocks of days:
The posted calendar has no Monday or Tuesday hours at all, and nothing for November 23 through 25. That leaves two evenings a week to shop after a standard workday, and only in December.
The market opens with a Preview Party on Friday, November 20, from 6 to 8 p.m. Tickets are $20 for Center members and $25 for nonmembers. The market works as a consignment holiday shop. The arts center says it turns the building into a fine art market, with the downstairs gallery curated by variety, media and size and 6x6-foot pop-up shops in the upstairs gallery that the artists arrange themselves. Artists keep 65 percent of each sale.
Now lay the market against the rest of the calendar and the overlap shows. Brunch with Santa is Sunday, November 29, a few doors down at 652 Phoenix, and the market is open that day from 11 to 4. Holiday in the Park lands on December 5, another open market day. Two of the market's 15 open days fall on downtown's two big family weekends.
Brunch with Santa at the South Haven Scott Club has seatings at 10 and 11 a.m. It's free and open to all, and reservations are required by email or phone. The Chalkboard Kitchen makes the brunch, and Santa and Mrs. Claus visit with the kids.
Skating is part of Holiday in the Park, and the city rink at the Huron Street Pavilion has its own season. Last year the City of South Haven announced that the rink would open the day before Thanksgiving, Wednesday, November 26, 2025. The last skate day on the 2025–26 schedule was February 28. The city noted that operations depend on weather and ice conditions, and that schedule changes would be posted on the South Haven Ice Rink Facebook page. The 2026–27 dates will come out the same way.
Between those weekends the streets stay lit. Visit South Haven and the Downtown Development Authority pay for the downtown holiday lights together, and Visit South Haven manages the display each year. The city's Social District is also open all year. Per the city's Social District page, it runs January 1 through December 31 from noon to 10 p.m. daily, and until midnight on New Year's Eve.
The season ends where the Horseman started, downtown on foot. On Thursday, December 31, the streets close to cars and open to pedestrians for fireworks, a beach ball drop and a DJ dance party. Food vendors and warming stations are set up along the way. That puts the season's last event in the same few blocks of Phoenix Street as almost everything before it.
Over 13 years in West Michigan, I've learned that a town's calendar tells you a lot about a place, and South Haven's off-season tells you more than its summer does. If you're thinking about what your South Haven home is worth before the new year, Tony Hernandez can talk it through with you on your schedule, even between Mistletoe Market visits. Get your free home valuation.
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