Concerts and live shows in Westbrook, Maine
Live music and stage shows coming up in town — concerts, comedy, theater and film, each linking to its full event page with tickets.
14 stage events are coming up in Westbrook.
Jonah Bruce
Wednesday, November 11, 2026 · 5:30 PM
Lenny's Pub · Westbrook, Maine
Acoustic looping artist covering all genres and decades. More details
See event page for price
Anni Clark
Thursday, November 12, 2026 · 6:30 PM
Lenny's Pub · Westbrook, Maine
Anni Clark at Lenny's Pub in Westbrook, Maine — Thursday, November 12, 2026, 6:30 PM. See event page for price. More details
See event page for price
Denny Breau
Friday, November 13, 2026 · 6:30 PM
Lenny's Pub · Westbrook, Maine
Denny Breau at Lenny's Pub in Westbrook, Maine — Friday, November 13, 2026, 6:30 PM. $10 cover. More details
$10 cover
43 Degrees North
Saturday, November 14, 2026 · 7:00 PM
Lenny's Pub · Westbrook, Maine
43 Degrees North at Lenny's Pub in Westbrook, Maine — Saturday, November 14, 2026, 7:00 PM. $10 cover. More details
$10 cover
New York Voices & Portland Jazz Orchestra
Thursday, November 19, 2026 · 7:30 PM
Westbrook Performing Arts Center · Westbrook, Maine
OLS presents New York Voices with the Portland Jazz Orchestra at the Westbrook Performing Arts Center. More details
$20 advance / $25 day of show
Acoustic Bluegrass Jam led by Melissa Bragdon
Sunday, December 6, 2026 · 3:00 PM
Lenny's · Westbrook, Maine
All welcome to play or listen. More details
See event page for price
Maine Pops Concert Band: Holiday Concert
Sunday, December 13, 2026 · 2:30 PM
Westbrook Performing Arts Center · Westbrook, Maine
Maine Pops Concert Band: Holiday Concert at Westbrook Performing Arts Center in Westbrook, Maine — Sunday, December 13, 2026, 2:30 PM. See event page for price. More details
See event page for price
A Victorian Nutcracker by The Portland Ballet (Westbrook Dec 19 matinee)
Saturday, December 19, 2026 · 11:00 AM
Westbrook Performing Arts Center · Westbrook, Maine
Portland Ballet's signature production, unique to Portland: the first act is inspired by Victoria Mansion's own history and real-life characters, following Olivia Morse and her… More details
$35–$85
A Victorian Nutcracker by The Portland Ballet (Westbrook Dec 19 evening)
Saturday, December 19, 2026 · 5:00 PM
Westbrook Performing Arts Center · Westbrook, Maine
Portland Ballet's signature production, unique to Portland: the first act is inspired by Victoria Mansion's own history and real-life characters, following Olivia Morse and her… More details
$35–$85
A Victorian Nutcracker by The Portland Ballet (Westbrook Dec 20 matinee)
Sunday, December 20, 2026 · 2:00 PM
Westbrook Performing Arts Center · Westbrook, Maine
Portland Ballet's signature production, unique to Portland: the first act is inspired by Victoria Mansion's own history and real-life characters, following Olivia Morse and her… More details
$35–$85
A Very Nutty Nutcracker
Sunday, December 20, 2026 · 7:00 PM
Westbrook Performing Arts Center · Westbrook, Maine
Portland Ballet's hilarious take on the holiday classic: the traditional ballet turned on its head with comedic twists and revelry. An abbreviated, comedic version of the Nutcra… More details
$37
Portland Ballet: New Works
Friday, March 12, 2027 · 7:00 PM
Westbrook Performing Arts Center · Westbrook, Maine
Portland Ballet and guest choreographers present new choreography, from classical works to neoclassical and contemporary pieces, revisiting the building blocks of American ballet. More details
$35–$45
Portland Ballet: Sylvia
Friday, April 23, 2027 · 7:00 PM
Westbrook Performing Arts Center · Westbrook, Maine
Portland Ballet brings Greek mythology to life for all ages: the huntress Sylvia, a shepherd who aims to win her heart, and the divine help of Eros and Artemis. More details
$35–$45
Portland Ballet: Sylvia
Saturday, April 24, 2027 · 1:00 PM
Westbrook Performing Arts Center · Westbrook, Maine
Portland Ballet brings Greek mythology to life for all ages: the huntress Sylvia, a shepherd who aims to win her heart, and the divine help of Eros and Artemis. More details
$35–$45