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Events in Middletown

Next up Thursday 7 PM Circus Vazquez Galleria at Crystal Run · 7 PM · $31-$90
Tickets →

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

Updated 2026-11-12 · 22 upcoming events tracked

Music Sports Arts & Theatre Comedy Family Film Tonight → This weekend · 2 →
Music

Music in Middletown

Pat Farrell And The Cold Spring Harbor Band
November 21, 2026 · 7:30 PM
Pat Farrell And The Cold Spring Harbor Band
Paramount Theatre - Middletown
$57-$71
Tickets →
Jungle Love
November 25, 2026 · 7:30 PM
Jungle Love
City Winery - Hudson Valley
$42-$69
Tickets →
Demola
November 27, 2026 · 7 PM
Demola
City Winery - Hudson Valley
$58-$74
Tickets →
Jimmy Sturr: The Magic of Christmas
December 5, 2026 · 3 PM
Jimmy Sturr: The Magic of Christmas
Paramount Theatre - Middletown
$62-$153
Tickets →
Howie Day
December 6, 2026 · 7 PM
Howie Day
City Winery - Hudson Valley
$53-$74
Tickets →
Jessica Lynn
December 18, 2026 · 7 PM
Jessica Lynn
Paramount Theatre - Middletown
$63-$89
Tickets →
Strawberry Fields Ultimate Beatles Brunch Concert
December 27, 2026 · 12 PM
Strawberry Fields Ultimate Beatles Brunch Concert
City Winery - Hudson Valley
$53-$84
Tickets →
The Last Waltz - Reprise
January 16, 2027 · 8 PM
The Last Waltz - Reprise
The Milford Theater
$60-$100
Tickets →
Magical Mystery Doors
January 24, 2027 · 4 PM
Magical Mystery Doors
The Milford Theater
$60-$73
Tickets →
Arts & Theatre

Arts & Theatre in Middletown

Circus Vazquez
November 12, 2026 · 7 PM
Circus Vazquez
Galleria at Crystal Run
$31-$90
Tickets →
Matt Fraser
November 21, 2026 · 8 PM
Matt Fraser
Sugar Loaf Performing Arts Center
$158-$209
Tickets →
Spellbinder Magic and Hip Hop Brunch
November 22, 2026 · 12 PM
Spellbinder Magic and Hip Hop Brunch
City Winery - Hudson Valley
$42-$108
Tickets →
Irving Berlin's White Christmas
November 28, 2026 · 7:30 PM
Irving Berlin's White Christmas
The Milford Theater
From $54
Tickets →
Derek Hough
December 12, 2026 · 8 PM
Derek Hough
Resorts World Catskills - Monticello
$62-$1085
Tickets →
Comedy

Comedy in Middletown

George Lopez
November 14, 2026 · 8 PM
George Lopez
Resorts World Catskills - Monticello
$43-$188
Tickets →
Funny Women Of A Certain Age
January 9, 2027 · 8 PM
Funny Women Of A Certain Age
The Milford Theater
$48-$118
Tickets →
Film

Film in Middletown

Jimmy - Film
November 13, 2026 · 7:30 PM
Jimmy - Film
Paramount Theatre - Middletown
From $15
Tickets →
Rear Window - Film
January 3, 2027 · 4 PM
Rear Window - Film
The Milford Theater
$21-$36
Tickets →
Foreign Correspondent - Film
January 10, 2027 · 4 PM
Foreign Correspondent - Film
The Milford Theater
$21-$50
Tickets →
Lifeboat - Film
January 17, 2027 · 4 PM
Lifeboat - Film
The Milford Theater
$21-$50
Tickets →
Notorious - Film
January 30, 2027 · 4 PM
Notorious - Film
The Milford Theater
$21-$50
Tickets →
The Ghost and Mrs. Muir (1947) - Film With John Dileo
February 7, 2027 · 4 PM
The Ghost and Mrs. Muir (1947) - Film With John Dileo
The Milford Theater
$21-$50
Tickets →
Cheapest tickets

Cheapest tickets in Middletown right now

The lowest listed starting prices across the 22 upcoming events on our Middletown calendar. Prices come from the ticket feed and move by the hour, so the Tickets button opens the live listing.

Jimmy - Film
November 13, 2026 · 7:30 PM
Jimmy - Film
Paramount Theatre - Middletown
From $15
Tickets →
Rear Window - Film
January 3, 2027 · 4 PM
Rear Window - Film
The Milford Theater
$21-$36
Tickets →
Foreign Correspondent - Film
January 10, 2027 · 4 PM
Foreign Correspondent - Film
The Milford Theater
$21-$50
Tickets →
Lifeboat - Film
January 17, 2027 · 4 PM
Lifeboat - Film
The Milford Theater
$21-$50
Tickets →
Notorious - Film
January 30, 2027 · 4 PM
Notorious - Film
The Milford Theater
$21-$50
Tickets →
The Ghost and Mrs. Muir (1947) - Film With John Dileo
February 7, 2027 · 4 PM
The Ghost and Mrs. Muir (1947) - Film With John Dileo
The Milford Theater
$21-$50
Tickets →
Circus Vazquez
November 12, 2026 · 7 PM
Circus Vazquez
Galleria at Crystal Run
$31-$90
Tickets →
Spellbinder Magic and Hip Hop Brunch
November 22, 2026 · 12 PM
Spellbinder Magic and Hip Hop Brunch
City Winery - Hudson Valley
$42-$108
Tickets →
Venues

Where Middletown plays

The Milford Theater
9 upcoming events →
City Winery - Hudson Valley
5 upcoming events →
Paramount Theatre - Middletown
4 upcoming events →
Resorts World Catskills - Monticello
2 upcoming events →
Beach weekends

Waterfront rentals within a drive of Middletown

Cape May, NJ
About 180 miles from Middletown
33 waterfront houses on Sleep By The Beach →
Rehoboth & Bethany, DE
About 195 miles from Middletown
67 waterfront houses on Sleep By The Beach →
Martha's Vineyard, MA
About 195 miles from Middletown
23 waterfront houses on Sleep By The Beach →
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