19th Annual St. Michaels Concours d’Elegance at Kent Island Yacht Club, Maryland (Sept. 27, 2026)
The 19th Annual St. Michaels Concours d’Elegance is rolling back into the Kent Island Yacht Club on Sunday, September 27, 2026, bringing serious car collectors, marque specialists, and provenance-minded enthusiasts to one of Maryland’s most scenic waterfront settings. This annual two-day event pairs rare motorcars with a polished Chesapeake Bay backdrop, plus VIP hospitality, concours judging, and a strong mix of classic metal, wooden boats, and racing history. Automobile connoisseurs can expect to see over 300 top-tier cars.
The venue, Kent Island Yacht Club, offers a relaxed yet refined atmosphere on the Chesapeake Bay waterfront. Its lawn and marina setting provide a beautiful open-water backdrop for the impressive collection of cars and boats, creating an ideal environment for those who appreciate both presentation and provenance.
FEATURED CARS
The 2026 field is built around the kind of cars that make collectors stop and study the details: coachwork, ownership lineage, race history, and how much of the car still reads as original. The official event materials confirm several standout classes and featured displays, with the strongest verified themes centered on Porsche, Rolls-Royce, De Tomaso, Chrysler, and past award-winning cars.
Talbot Country Club is rich in history and tradition from its founding in 1910 and this year will host the St Michaels 18th Annual Concours d’Elegance.
Most notably, the event will debut a dedicated special class for pre-1975 Porsche automobiles, giving marque purists a focused look at early air-cooled engineering, period-correct trim, and the cars that established Porsche’s collector reputation.
In addition to these, the Rolls-Royce Phantom is being honored with a curated display spanning multiple generations, including early Phantom I and Phantom II cars, post-war Phantom IV, V, and VI limousines, and modern Phantom VII and VIII models. That makes this one of the clearest lineage displays in the event lineup.
The verified featured anchor here is the De Tomaso Mangusta, a Giorgetto Giugiaro-designed mid-engine GT produced from 1967 to 1971. For car collectors, the draw is the blend of short-run production, Italian styling, and Ford V8 power.
Other featured highlights include, the event materials also point to a Chrysler 100th anniversary celebration through the Grand Marque showcase, with classic Chrysler automobiles displayed as part of the anniversary tribute. The Winners’ Circle will bring together past Best of Show automobiles from major concours fields such as Pebble Beach, Amelia Island, and Radnor Hunt. That kind of pedigree matters to automobile connoisseurs because it means the cars arrive with a documented concours record already attached.
Two especially notable individual cars are also confirmed in the event materials: a 1906 Locomobile Vanderbilt Cup race car with real early American competition history, and a 1931 Cadillac 370A V12 Roadster formerly owned by Jean Harlow. Those are the sorts of entries that combine ownership story, race background, and period significance in one package.
Visit the event website for more details.
EVENT HIGHLIGHTS
The 2026 St. Michaels Concours d’Elegance is not just a parked-car show. It is structured around judging, hospitality, and a full waterfront experience that keeps the program moving from early lineup to awards and evening wind-down.
St. Michaels Concours d’Elegance and Car Show Ends With an Award Ceremony For This Year’s Winners
The public show takes place on Sunday, September 27, 2026, while entrant activity runs across the weekend beginning on Friday, September 25, 2026, and continuing through the concours itself. Verified event programming includes entrant registration, a welcome reception for registered entrants, invited guests, and sponsors, then Sunday show field judging, lunch, awards presentation, and a post-show reception.
For car collectors, the appeal is straightforward: cars with documented history, class-specific judging, and a field that mixes concours-grade restoration with historically important survivor-level machinery. The confirmed waterfront setting also adds wooden boats, yachts, and a proper social backdrop without drifting too far from the metal.
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GUEST HOSTS & CELEBRITIES
The verified 2026 material names Luke L. Phipps as the Concours Chairman. He is also quoted in event materials discussing the expanded VIP program, the entrants gallery, the gourmet lunch, champagne service, and the addition of a fashion show and wooden boat display.
2021 Best Of Show at the St. Michaels Concours D’Elegance was this 1936 Horch 853A Special Roadster owned by Robert Jepson- Only seven were ever built with a straight eight-cylinder engine with five-liter displacement, it was far more expensive than the Mercedes-Benz 540K.
No independently verified 2026 list of honorary judges or celebrity hosts is provided in the available official event information reviewed here, so those names are not included. For a collector audience, that is the right call: only confirmed personnel should be listed when the published roster is incomplete.
EVENT DETAILS
- Show Name: 19th Annual St. Michaels Concours d’Elegance
- Date: Sunday, September 27, 2026
- Time: Public gates open at 10:00 a.m.; VIP entry begins at 9:00 a.m.
- Tickets: Early Bird General Admission: $55.00; VIP Tickets: $200.00
- Location: Kent Island Yacht Club, 117 Yacht Club Drive, Chester, MD 21619
- Website: smcde.org
SCHEDULE OF EVENTS BY DAY
Friday, September 25, 2026
Entrant-related programming begins, including trailer parking logistics, registration, and a welcome reception for registered entrants, invited guests, and sponsors.
Saturday, September 26, 2026
Weekend entrant activity continues ahead of the public show. Official materials indicate the event weekend runs from Friday through Sunday for entrants.
Sunday, September 27, 2026
6:30 a.m. to 8:30 a.m. Entrant automobiles line up to take the field.
8:30 a.m. Collector Car Park opens to attendees and car clubs.
9:00 a.m. Gates open to VIP ticket holders; judging begins.
10:00 a.m. Gates open to all attendees; food and beverage concessions open.
11:00 a.m. Complimentary champagne is served in the VIP Lounge.
11:45 a.m. to 1:15 p.m. VIP and entrant lunch at the Kent Island Yacht Club pavilion.
1:30 p.m. Awards presentation.
4:00 p.m. Concours concludes.
THE VENUE
Kent Island Yacht Club sits on the Chesapeake Bay waterfront in Chester, Maryland, and its lawn and marina setting give the concours a relaxed but refined feel. The venue works well for a high-end field because the cars, boats, and crowd all share the same open water backdrop. That combination of shoreline views, marina access, and room for display creates the right environment for collectors who appreciate presentation as much as provenance.
EVENT SUMMARY
St. Michaels Concours d’Elegance 2026 | Kent Island Yacht Club, Chester, Maryland | Concours d’Elegance
