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Winter holiday events in Pewaukee, WI

2026 Women United Holiday Social
Tue, Jan 27, 5:00 PM
Madison · Table Wine
2026 Women United Holiday Social
Tue, Jan 27, 5:00 PM
Madison · Table Wine
SINATRA HOLIDAY PARTY with The Brothers Sinatra at The Rigby
Sat, Dec 20, 7:00 PM
Madison · The Rigby Pub, Grill, and Event Venue
SINATRA HOLIDAY PARTY with The Brothers Sinatra at The Rigby
Sat, Dec 20, 7:00 PM
Madison · The Rigby Pub, Grill, and Event Venue
Chase Away the Winter Blues: Trivia Series
Thu, Jan 29, 5:00 PM
Loves Park · Park Lanes Bowl
Chase Away the Winter Blues: Trivia Series
Thu, Jan 29, 5:00 PM
Loves Park · Park Lanes Bowl
Sales end soon
Bedazzled Christmas Tree Workshop
Thursday at 6:00 PM
Waunakee · 237 S Century Ave
Sales end soon
Bedazzled Christmas Tree Workshop
Thursday at 6:00 PM
Waunakee · 237 S Century Ave
The Grinch Returns Skating Party
Sat, Dec 13, 4:00 PM
Mundelein · Just For Fun Roller Rink - Mundelein
The Grinch Returns Skating Party
Sat, Dec 13, 4:00 PM
Mundelein · Just For Fun Roller Rink - Mundelein
Nearly full
Holiday Jazz & Cocktails with the Bill Roberts Combo
Fri, Dec 19, 6:30 PM
Madison · Mansion Hill Inn
Nearly full
Holiday Jazz & Cocktails with the Bill Roberts Combo
Fri, Dec 19, 6:30 PM
Madison · Mansion Hill Inn
Nearly full
Holly Jolly Wreath Workshop
Sun, Dec 7, 3:00 PM
Libertyville · 707 N Milwaukee Ave
Nearly full
Holly Jolly Wreath Workshop
Sun, Dec 7, 3:00 PM
Libertyville · 707 N Milwaukee Ave
Shop Small, Celebrate Big! Holiday Market and Entertainment Weekend
Today at 10:00 AM
Gurnee · Gurnee Mills
Shop Small, Celebrate Big! Holiday Market and Entertainment Weekend
Today at 10:00 AM
Gurnee · Gurnee Mills
The Not So Late Show
Thu, Jan 15, 7:30 PM + 5 more
Waukegan · 115 N Genesee St
The Not So Late Show
Thu, Jan 15, 7:30 PM + 5 more
Waukegan · 115 N Genesee St
GLOW UP WINTER PARTY
Fri, Dec 12, 7:00 PM
Roscoe · ACCESS SOUL High Frequency Sanctuary
GLOW UP WINTER PARTY
Fri, Dec 12, 7:00 PM
Roscoe · ACCESS SOUL High Frequency Sanctuary
Wine & Cheese Pairing!
Fri, Dec 19, 6:00 PM
Sun Prairie · WineStyles Tasting Station - Sun Prairie
Wine & Cheese Pairing!
Fri, Dec 19, 6:00 PM
Sun Prairie · WineStyles Tasting Station - Sun Prairie
Sales end soon
Grinchmas Skating Party
Today at 4:00 PM
Mundelein · Just For Fun Roller Rink - Mundelein
Sales end soon
Grinchmas Skating Party
Today at 4:00 PM
Mundelein · Just For Fun Roller Rink - Mundelein
2025 J.R. Sullivan's Hometown Holiday - Saturday Matinee
Sat, Dec 13, 3:00 PM
Rockford · RPL Nordlof Center
2025 J.R. Sullivan's Hometown Holiday - Saturday Matinee
Sat, Dec 13, 3:00 PM
Rockford · RPL Nordlof Center
Rockton Christmas Walk: Historic Homes for the Holidays Tour
Sun, Dec 7, 4:00 PM
Rockton · Dee Dee's Main Street Coffee & Decor
Rockton Christmas Walk: Historic Homes for the Holidays Tour
Sun, Dec 7, 4:00 PM
Rockton · Dee Dee's Main Street Coffee & Decor
Uncorked Wine Education - Sparkling Wine
Mon, Dec 22, 6:00 PM
Sun Prairie · WineStyles Tasting Station - Sun Prairie
Uncorked Wine Education - Sparkling Wine
Mon, Dec 22, 6:00 PM
Sun Prairie · WineStyles Tasting Station - Sun Prairie
Drop-in Bubbly Flight
Sat, Dec 6, 11:00 AM
Sun Prairie · WineStyles Tasting Station - Sun Prairie
Drop-in Bubbly Flight
Sat, Dec 6, 11:00 AM
Sun Prairie · WineStyles Tasting Station - Sun Prairie
Just added!
Winter Native Seed Sowing
Sat, Jan 10, 1:00 PM
Madison · 465 Babcock Dr
Just added!
Winter Native Seed Sowing
Sat, Jan 10, 1:00 PM
Madison · 465 Babcock Dr
2025 J.R. Sullivan's Hometown Holiday
Fri, Dec 12, 7:30 PM
Rockford · RPL Nordlof Center
2025 J.R. Sullivan's Hometown Holiday
Fri, Dec 12, 7:30 PM
Rockford · RPL Nordlof Center
Nearly full
Holiday Open House
Sat, Dec 6, 11:00 AM
Barrington · Barrington's White House
Nearly full
Holiday Open House
Sat, Dec 6, 11:00 AM
Barrington · Barrington's White House
Nearly full
Breakfast with Santa Northbrook Neiman Marcus Sat, December 6, 8:30am
Sat, Dec 6, 8:30 AM
Northbrook · 5000 Northbrook Ct
Nearly full
Breakfast with Santa Northbrook Neiman Marcus Sat, December 6, 8:30am
Sat, Dec 6, 8:30 AM
Northbrook · 5000 Northbrook Ct

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