PicksByEvent
NY

Events in Pawling

Next up Thursday 8 PM Big Head Todd and The Monsters Paramount Theater Hudson Valley · 8 PM · From $166
Tickets →

Upcoming concerts, sports, comedy, theater and more in Pawling. Updated daily.

Updated 2026-11-12 · 118 upcoming events tracked

Music Sports Arts & Theatre Comedy Family Film Tonight → This weekend · 8 → Holiday shows · 4 → New Year's Eve · 3 →
Music

Music in Pawling

Big Head Todd and The Monsters
November 12, 2026 · 8 PM
Big Head Todd and The Monsters
Paramount Theater Hudson Valley
From $166
Tickets →
Marshall Crenshaw
November 13, 2026 · 8 PM
Marshall Crenshaw
Daryl's House
From $72
Tickets →
Judy Collins
November 13, 2026 · 7:30 PM
Judy Collins
The Bardavon 1869 Opera House
$83-$189
Tickets →
Damage Inc.
November 14, 2026 · 8 PM
Damage Inc.
Daryl's House
$63-$67
Tickets →
Hurricane - Scorpions Tribute
November 15, 2026 · 7 PM
Hurricane - Scorpions Tribute
Daryl's House
From $46
Tickets →
Crystal Bowersox
November 18, 2026 · 7 PM
Crystal Bowersox
Daryl's House
$46-$144
Tickets →
Story Songs Of The 70s: Tribute to Cat Stevens, Gordon Lightfoot and Harry Chapin
November 19, 2026 · 8 PM
Story Songs Of The 70s: Tribute to Cat Stevens, Gordon Lightfoot and Harry Chapin
Daryl's House
$44-$144
Tickets →
Meet Loaf - Meat Loaf Tribute
November 20, 2026 · 8 PM
Meet Loaf - Meat Loaf Tribute
Daryl's House
$57-$64
Tickets →
The Machine Performs Pink Floyd - Unplugged
November 21, 2026 · 8 PM
The Machine Performs Pink Floyd - Unplugged
Daryl's House
$69-$158
Tickets →
Albert Cummings
November 22, 2026 · 7 PM
Albert Cummings
Daryl's House
$44-$54
Tickets →
Tramps Like Us - Bruce Springsteen Tribute
November 25, 2026 · 7 PM
Tramps Like Us - Bruce Springsteen Tribute
Daryl's House
$69-$197
Tickets →
Classic Skynyrd Live
November 25, 2026 · 8 PM
Classic Skynyrd Live
Paramount Theater Hudson Valley
$90-$105
Tickets →
Sports

Sports in Pawling

Army West Point Black Knights Hockey vs. Sacred Heart Pioneers Hockey
November 13, 2026 · 7 PM
Army West Point Black Knights Hockey vs. Sacred Heart Pioneers Hockey
Tate Rink
$18-$34
Tickets →
Marist Red Foxes vs. Butler Bulldogs
November 14, 2026 · 12 PM
Marist Red Foxes vs. Butler Bulldogs
Tenney Stadium at Leonidoff Field
$22-$50
Tickets →
Army West Point Black Knights vs. St. Thomas University Tommies (Men's & Women's Doubleheader)
November 14, 2026 · 1 PM
Army West Point Black Knights vs. St. Thomas University Tommies (Men's & Women's Doubleheader)
Christl Arena
From $29
Tickets →
Marist Red Foxes Women's Basketball vs. Lafayette Leopards
November 15, 2026 · 2 PM
Marist Red Foxes Women's Basketball vs. Lafayette Leopards
McCann Arena
$23-$67
Tickets →
Army West Point Black Knights vs. Marist Red Foxes
November 17, 2026 · 6 PM
Army West Point Black Knights vs. Marist Red Foxes
Christl Arena
$24-$29
Tickets →
Army West Point Black Knights vs. East Carolina Pirates
November 21, 2026 · 12 PM
Army West Point Black Knights vs. East Carolina Pirates
Michie Stadium
$32-$1159
Tickets →
Marist Red Foxes Women's Basketball vs. Binghamton Bearcats
November 23, 2026 · 7 PM
Marist Red Foxes Women's Basketball vs. Binghamton Bearcats
McCann Arena
$11-$67
Tickets →
Marist Red Foxes vs. Bryant Bulldogs
November 24, 2026 · 7 PM
Marist Red Foxes vs. Bryant Bulldogs
McCann Arena
$16-$43
Tickets →
Army West Point Black Knights vs. Rider Broncs
November 28, 2026 · 1 PM
Army West Point Black Knights vs. Rider Broncs
Christl Arena
$18-$29
Tickets →
Marist Red Foxes Women's Basketball vs. Yale Bulldogs
November 28, 2026 · 7 PM
Marist Red Foxes Women's Basketball vs. Yale Bulldogs
McCann Arena
$11-$66
Tickets →
Army West Point Black Knights Hockey vs. RPI Engineers Hockey
November 28, 2026 · 7 PM
Army West Point Black Knights Hockey vs. RPI Engineers Hockey
Tate Rink
$21-$29
Tickets →
Army West Point Men's Basketball vs. UMBC & Army West Point Women's Basketball vs. Binghamton University
December 2, 2026 · 11 AM
Army West Point Men's Basketball vs. UMBC & Army West Point Women's Basketball vs. Binghamton University
Christl Arena
From $29
Tickets →
Arts & Theatre

Arts & Theatre in Pawling

The Pirates of Penzance
November 21, 2026 · 7:30 PM
The Pirates of Penzance
The Bardavon 1869 Opera House
From $86
Tickets →
Almost, Maine
December 4, 2026 · 8 PM
Almost, Maine
Theatre Works New Milford
$47-$49
Tickets →
The New Paltz Ballet Theatre: The Nutcracker
December 12, 2026 · 2 PM
The New Paltz Ballet Theatre: The Nutcracker
The Bardavon 1869 Opera House
From $60
Tickets →
The Met Live In HD: Samson et Dalila
December 20, 2026 · 12 PM
The Met Live In HD: Samson et Dalila
The Bardavon 1869 Opera House
$51-$84
Tickets →
The Nutcracker: Short and Sweet
December 20, 2026 · 1 PM
The Nutcracker: Short and Sweet
Paramount Theater Hudson Valley
$70-$72
Tickets →
Puppy Pals Comedic Stunt Dog Show
January 24, 2027 · 3 PM
Puppy Pals Comedic Stunt Dog Show
The Bardavon 1869 Opera House
$50-$99
Tickets →
The Met Live In HD: La Fanciulla del West
January 30, 2027 · 1 PM
The Met Live In HD: La Fanciulla del West
The Bardavon 1869 Opera House
From $51
Tickets →
Alan Cumming: Uncut
February 7, 2027 · 7 PM
Alan Cumming: Uncut
Paramount Theater Hudson Valley
$126-$221
Tickets →
Comedy

Comedy in Pawling

Jeff Dunham
November 21, 2026 · 5 PM
Jeff Dunham
Majed J. Nesheiwat Convention Center
From $98
Tickets →
Anthony Rodia
November 21, 2026 · 7 PM
Anthony Rodia
Paramount Theater Hudson Valley
$95-$143
Tickets →
Jim Breuer
December 4, 2026 · 8 PM
Jim Breuer
Paramount Theater Hudson Valley
$105-$126
Tickets →
Candice Guardino's Italian Bred
December 6, 2026 · 3 PM
Candice Guardino's Italian Bred
The Bardavon 1869 Opera House
$54-$316
Tickets →
Paula Poundstone
December 19, 2026 · 7 PM
Paula Poundstone
The Bardavon 1869 Opera House
$72-$341
Tickets →
Nashville Drive
January 31, 2027 · 7 PM
Nashville Drive
Daryl's House
$44-$144
Tickets →
Young and Strange Delusionists
February 5, 2027 · 7 PM
Young and Strange Delusionists
Paramount Theater Hudson Valley
$95-$126
Tickets →
Cheapest tickets

Cheapest tickets in Pawling right now

The lowest listed starting prices across the 118 upcoming events on our Pawling calendar. Prices come from the ticket feed and move by the hour, so the Tickets button opens the live listing.

Marist Red Foxes Women's Basketball vs. Binghamton Bearcats
November 23, 2026 · 7 PM
Marist Red Foxes Women's Basketball vs. Binghamton Bearcats
McCann Arena
$11-$67
Tickets →
Marist Red Foxes Women's Basketball vs. Yale Bulldogs
November 28, 2026 · 7 PM
Marist Red Foxes Women's Basketball vs. Yale Bulldogs
McCann Arena
$11-$66
Tickets →
Marist Red Foxes Women's Basketball vs. St. Bonaventure Bonnies
December 5, 2026 · 5 PM
Marist Red Foxes Women's Basketball vs. St. Bonaventure Bonnies
McCann Arena
$11-$65
Tickets →
Marist Red Foxes Women's Basketball vs. Iona Gaels
December 21, 2026 · 7 PM
Marist Red Foxes Women's Basketball vs. Iona Gaels
McCann Arena
$11-$69
Tickets →
Marist Red Foxes Women's Basketball vs. Mount St. Marys Mountaineers
December 29, 2026 · 2 PM
Marist Red Foxes Women's Basketball vs. Mount St. Marys Mountaineers
McCann Arena
$11-$68
Tickets →
Marist Red Foxes Women's Basketball vs. Merrimack Warriors
January 7, 2027 · 11 AM
Marist Red Foxes Women's Basketball vs. Merrimack Warriors
McCann Arena
$11-$68
Tickets →
Marist Red Foxes Women's Basketball vs. Quinnipiac Bobcats
January 9, 2027 · 7 PM
Marist Red Foxes Women's Basketball vs. Quinnipiac Bobcats
McCann Arena
$11-$38
Tickets →
Marist Red Foxes Women's Basketball vs. Rider Broncs
January 18, 2027 · 2 PM
Marist Red Foxes Women's Basketball vs. Rider Broncs
McCann Arena
$11-$67
Tickets →
Venues

Where Pawling plays

Daryl's House
46 upcoming events →
McCann Arena
21 upcoming events →
Christl Arena
18 upcoming events →
Paramount Theater Hudson Valley
12 upcoming events →
The Bardavon 1869 Opera House
10 upcoming events →
Tate Rink
5 upcoming events →
Majed J. Nesheiwat Convention Center
2 upcoming events →
Beach weekends

Waterfront rentals within a drive of Pawling

Martha's Vineyard, MA
About 155 miles from Pawling
23 waterfront houses on Sleep By The Beach →
Cape Cod, MA
About 180 miles from Pawling
33 waterfront houses on Sleep By The Beach →
Nantucket, MA
About 180 miles from Pawling
15 waterfront houses on Sleep By The Beach →
Pelago
Experiences Pelago

More to do while you're there.

Attraction tickets, city tours, and local experiences across the US. Book ahead and skip the line.

Browse experiences →

Affiliate link · PicksByEvent may earn a commission at no extra cost to you.

Worth Leaving the House

A short weekly list of events that clear the bar. No calendar dumps.

One email a week. Unsubscribe anytime.