IL · November 21 to December 23

Holiday shows in Woodstock

Every Nutcracker, Christmas concert, holiday pops, Messiah and seasonal show we track in Woodstock, in date order. Prices are the cheapest listed seat when we rebuilt; the Tickets button opens the live listing.

Updated 2026-11-13 · 7 holiday performances this season

November · 1December · 6 Giving these as a gift? More Christmas gift ideas Other cities All upcoming in Woodstock
Most dates this season

What is running in Woodstock

White Christmas Sing-Along · 1 dateThe Nutcracker · 1 dateRuth Page Civic Ballet: The Nutcracker · 1 dateJingle Belles Comedy · 1 dateEd Hall's Woodstock Christmas Guitar Night · 1 dateChristmas Wizards: A Night of Trans Siberian Orchestra · 1 date
November 2026

November in Woodstock

Barrington Dance Ensemble: Clara's Nutcracker Tea
November 21, 2026 · 1 PM · Arts & Theatre
Barrington Dance Ensemble: Clara's Nutcracker Tea
Barrington's White House
$86-$87
Tickets →
December 2026

December in Woodstock

Jingle Belles Comedy
December 10, 2026 · 7 PM · Comedy
Jingle Belles Comedy
Raue Center For The Arts
$69-$105
Tickets →
The Nutcracker
December 11, 2026 · 7 PM · Arts & Theatre
The Nutcracker
Woodstock Opera House
From $41
Tickets →
Christmas Wizards: A Night of Trans Siberian Orchestra
December 11, 2026 · 7:30 PM · Music
Christmas Wizards: A Night of Trans Siberian Orchestra
The Vixen
From $73
Tickets →
White Christmas Sing-Along
December 16, 2026 · 1 PM · Film
White Christmas Sing-Along
Woodstock Opera House
From $12
Tickets →
Ruth Page Civic Ballet: The Nutcracker
December 19, 2026 · 1 PM · Arts & Theatre
Ruth Page Civic Ballet: The Nutcracker
Mainstage Theatre at James Lumber Center
$54-$94
Tickets →
Ed Hall's Woodstock Christmas Guitar Night
December 23, 2026 · 7:30 PM · Music
Ed Hall's Woodstock Christmas Guitar Night
Woodstock Opera House
From $61
Tickets →
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Cheapest tickets

Cheapest holiday tickets in Woodstock

The lowest listed starting prices among the 7 holiday performances on this page. Prices come from the ticket feed and move by the hour, so the Tickets button opens the live listing.

White Christmas Sing-Along
December 16, 2026 · 1 PM
White Christmas Sing-Along
Woodstock Opera House
From $12
Tickets →
The Nutcracker
December 11, 2026 · 7 PM
The Nutcracker
Woodstock Opera House
From $41
Tickets →
Ruth Page Civic Ballet: The Nutcracker
December 19, 2026 · 1 PM
Ruth Page Civic Ballet: The Nutcracker
Mainstage Theatre at James Lumber Center
$54-$94
Tickets →
Ed Hall's Woodstock Christmas Guitar Night
December 23, 2026 · 7:30 PM
Ed Hall's Woodstock Christmas Guitar Night
Woodstock Opera House
From $61
Tickets →
Jingle Belles Comedy
December 10, 2026 · 7 PM
Jingle Belles Comedy
Raue Center For The Arts
$69-$105
Tickets →
Christmas Wizards: A Night of Trans Siberian Orchestra
December 11, 2026 · 7:30 PM
Christmas Wizards: A Night of Trans Siberian Orchestra
The Vixen
From $73
Tickets →
Barrington Dance Ensemble: Clara's Nutcracker Tea
November 21, 2026 · 1 PM
Barrington Dance Ensemble: Clara's Nutcracker Tea
Barrington's White House
$86-$87
Tickets →
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