This week’s events, in your region, on one page.
Hallowfest at Regal Vineyards
Four haunted attractions after dark with wine, beer, and cocktails — Regal’s evening gate, separate from daytime Adventure Farm.
WHO Adult
WhenFri–Sat Sep 25–Nov 1, 2026, 7:00–10:00 p.m. (box office hours)
WhereRegal Vineyards Adventure Farm, 2678 County Line Road, Madison
CostSee organizer website for details
Regal Vineyards Adventure Farm
Weekend Adventure Farm block on County Line — corn maze, hayrides, and the daytime farm gate before Hallowfest nights.
WHO Family
WhenSat–Sun Sep 26–Oct 31, 2026, noon–6:00 p.m.
WhereRegal Vineyards Adventure Farm, 2678 County Line Road, Madison
CostSee organizer website for details
Adult Trick or Treat Wine & Cocktail Trail
Seven Grand River Valley stops pour two wine samples or a mini cocktail with an appetizer, and a finished trail card enters a wine-country getaway drawing.
WHO Adult
WhenSun Oct 11 – Sat Oct 31, 2026 · Daily Noon – 5 PM, Oct 11–31
WhereDebonné Vineyards, 7840 Doty Road, Madison
Cost$10 per person at each location
Annual Clambake
Grand River Cellars sets out its prepaid clambake with live music from 6 to 8.
WHO Everyone
WhenThu Oct 15, 2026 · 6:00-8:00 pm (live music 6-8pm)
WhereGrand River Cellars Winery & Restaurant, 5750 S Madison Rd
Cost$49.99 pp ($14 for an extra dozen); includes tax & gratuity; prepaid only
Wines & Witches
A witch-craft potion-bottle project, a glass of wine and a witches' dance come with the ticket at Regal Vineyards.
WHO Everyone
WhenThu Oct 15 – Thu Oct 22, 2026 · Thu Oct 15 6:30–9 PM; Thu Oct 22 6:30–9 PM
WhereRegal Vineyards Adventure Farm, 2678 County Line Rd, Madison
CostSee organizer website for details
Clam Bake at Debonné Vineyards
Debonné's Friday clam bake serves clams, chowder, corn and potatoes with a choice of strip, chicken or double clams.
WHO Everyone
WhenFri Oct 16, 2026 · Seating 6:00 – 7:30 pm
WhereDebonné Vineyards, 7840 Doty Road, Madison
Cost$49.95–$56.95 per dinner
Turkey Trot Wine Trail
Cask 307, Debonné, Ferrante, Grand River Cellars and Laurello pour on the Turkey Trot trail.
WHO Everyone
WhenSun Nov 1 – Tue Nov 10, 2026 · Daily Noon – 5 PM, Nov 1–10
WhereGrand River Valley wineries, 7840 Doty Road, Madison
Cost$42 pre-sale ($50 regular)
Holly Jolly Night for Dolly
A Grand River Cellars evening raises money for Dolly Parton's Imagination Library.
WHO Everyone
WhenTue Nov 10, 2026 · 6:00-9:00 pm
WhereGrand River Cellars Winery & Restaurant, 5750 S Madison Rd
Cost$40
Julie Anna Gulenko & Co Theatrical Cabaret Night with Gilbert and Sullivan
Julie Anna Gulenko & Co sing Gilbert and Sullivan at a five-course Cask 307 dinner show.
WHO Everyone
WhenTue Nov 10, 2026 · 6:00 – 8:30 pm (time from the CVB listing)
WhereCask 307, 7259 Warner Road, Madison
CostSee organizer website for details