Wine trail events in November 2026
Ticketed weekends, passports and holiday open houses on the 10 trails we cover, with dates as each trail publishes them. Event weekends fill hotels fast: book a room when you buy the ticket.
This month: November 2026
December 2026
| When | Event | Trail | Stay |
|---|---|---|---|
| Dec 4–6 | Jingle & Mingle (Holiday Shopping Spree) | Cayuga Lake | Hotels in Romulus |
| Sat, Dec 12 | Say Cheese Wine Trail ($35 ticket) | Hermann | Hotels in Hermann |
January 2027
| When | Event | Trail | Stay |
|---|---|---|---|
| Jan 2 – Feb 28 | Wine Bingo | Shawnee Hills | Hotels in Alto Pass |
| Jan 22–24 | Sips & Soups | Leelanau Peninsula | Hotels in Suttons Bay |
February 2027
| When | Event | Trail | Stay |
|---|---|---|---|
| Feb 27–28 | Chocolate Wine Trail ($35 ticket) | Hermann | Hotels in Hermann |
March 2027
| When | Event | Trail | Stay |
|---|---|---|---|
| Mar 5–6 | Wine & Food Pairing Weekend: Cheese - Not a Solo Act | Shawnee Hills | Hotels in Alto Pass |
April 2027
| When | Event | Trail | Stay |
|---|---|---|---|
| Sat, Apr 17 | Vino & Tapas Wine Trail ($35 ticket) | Hermann | Hotels in Hermann |
June 2027
| When | Event | Trail | Stay |
|---|---|---|---|
| Jun 4–5 | Wine & Food Pairing Weekend: Rosé All Day | Shawnee Hills | Hotels in Alto Pass |
| Sat, Jun 12 | Farmers' Table Wine Trail ($35 ticket) | Hermann | Hotels in Hermann |
July 2027
| When | Event | Trail | Stay |
|---|---|---|---|
| Sat, Jul 24 | Berries & BarBQ Wine Trail ($35 ticket) | Hermann | Hotels in Hermann |
Hotel links may earn us a commission at no cost to you. Disclosure.
Events without fixed dates yet (for example winter passes) are listed on each trail guide.