Gloucester, MA Entertainment Events

Q: What are the trending Entertainment events in Gloucester, MA?

Here are the trending events in Gloucester, MA: Firebird Pops Orchestra Presents Christmas at the Castle, HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music, A Holiday Evening with Chelsea Berry, F-BOMB PRE-XMAS PARTY, Beck-Ola, Acoustic View Bill Dwyer &Friends

Entertainment events in Gloucester

Fri, 19 Dec, 2025 - 05:30 PM

Firebird Pops Orchestra Presents Christmas at the Castle

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

184+ Interested
Sat, 13 Dec, 2025 - 08:00 PM

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

The Cut Live

35+ Interested
Sat, 06 Dec, 2025 - 07:00 PM

A Holiday Evening with Chelsea Berry

80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

62+ Interested
Sat, 13 Dec, 2025 - 09:00 PM

F-BOMB PRE-XMAS PARTY

Minglewood Harborside

86+ Interested
Sat, 06 Dec, 2025 - 07:00 PM

Beck-Ola

The Cut Live

27+ Interested
Sat, 20 Dec, 2025 - 08:00 PM

Acoustic View Bill Dwyer &Friends

Snug Harbor Studio 39 Ye Olde County Rd Gloucester
Fri, 19 Dec, 2025 - 07:30 PM

BrassFed Nation's Holiday Bash

177 Main Street, Gloucester, MA, United States, Massachusetts 01930

60+ Interested
Sat, 06 Dec, 2025 - 07:30 PM

A CELTIC CHRISTMAS:DASHING ROCK TRIO

Gloucester Unitarian Universalist Church
Sat, 13 Dec, 2025 - 08:00 PM

Holidays & Wintertide 2025: Chris + Joe, Renee + Joe, and Dennis Monagle

The Cut Live

93+ Interested
Fri, 06 Feb, 2026 - 08:00 PM

Little Lies - A Tribute to Fleetwood Mac

The Cut Live

10+ Interested
Sat, 06 Dec, 2025 - 06:00 PM

Miranda Aisling Concert at Rocky Neck Cultural Center

Cultural Center At Rocky Neck

11+ Interested
Sat, 13 Dec, 2025 - 01:00 PM

NUESE Gloucester Concert

70 Middle St, Gloucester, MA 01930-5739, United States

8+ Interested
Sat, 17 Jan, 2026 - 08:00 PM

Annie Brobst with Whiskey-6 & Ross Livermore

The Cut Live

108+ Interested
Sun, 08 Feb, 2026 - 07:00 PM

Super Bowl Party

The Cut Live

5+ Interested
Sat, 20 Dec, 2025 - 08:30 PM

It's The 3rd Annual Very Mixtape Christmas @ The Rhumb Line!

The Rhumb Line

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Upcoming Entertainment events in Gloucester, MA

Date	Event	Venue
13 Dec 2025	HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music	The Cut Live, Gloucester, MA
13 Dec 2025	F-BOMB PRE-XMAS PARTY	Minglewood Harborside, Gloucester, MA
20 Dec 2025	Acoustic View Bill Dwyer &Friends	Snug Harbor Studio 39 Ye Olde County Rd Gloucester
13 Dec 2025	Holidays & Wintertide 2025 Chris Joe Renee Joe and Dennis Monagle	The Cut Live, Gloucester, MA
06 Feb 2026	Little Lies - A Tribute to Fleetwood Mac	The Cut Live, Gloucester, MA
17 Jan 2026	Annie Brobst with Whiskey-6 & Ross Livermore	The Cut Live, Gloucester, MA
08 Feb 2026	Super Bowl Party	The Cut Live, Gloucester, MA
20 Dec 2025	Its The 3rd Annual Very Mixtape Christmas The Rhumb Line	The Rhumb Line, Gloucester, MA
07 Dec 2025	Live at Minglewood Gloucester ma	Central Gloucester
27 Dec 2025	Battle of the Bands Alumni - Fundraiser for the Gloucester Public Schools Band Programs	The Cut Live, Gloucester, MA

Date

Event

Venue

13 Dec 2025

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

The Cut Live, Gloucester, MA

13 Dec 2025

F-BOMB PRE-XMAS PARTY

Minglewood Harborside, Gloucester, MA

20 Dec 2025

Acoustic View Bill Dwyer &Friends

Snug Harbor Studio 39 Ye Olde County Rd Gloucester

13 Dec 2025

Holidays & Wintertide 2025 Chris Joe Renee Joe and Dennis Monagle

The Cut Live, Gloucester, MA

06 Feb 2026

Little Lies - A Tribute to Fleetwood Mac

The Cut Live, Gloucester, MA

17 Jan 2026

Annie Brobst with Whiskey-6 & Ross Livermore

The Cut Live, Gloucester, MA

08 Feb 2026

Super Bowl Party

The Cut Live, Gloucester, MA

20 Dec 2025

Its The 3rd Annual Very Mixtape Christmas The Rhumb Line

The Rhumb Line, Gloucester, MA

07 Dec 2025

Live at Minglewood Gloucester ma

Central Gloucester

27 Dec 2025

Battle of the Bands Alumni - Fundraiser for the Gloucester Public Schools Band Programs

The Cut Live, Gloucester, MA

Frequently Asked Questions

Which Entertainment events can I attend in Gloucester, MA today?

Here are the best Entertainment events happening in Gloucester, MA today:

A Holiday Evening with Chelsea Berry is happening on 06 Dec 2025 from 7:00 PM onwards at 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
Beck-Ola is happening on 06 Dec 2025 from 7:00 PM onwards at The Cut Live, Gloucester, MA
A CELTIC CHRISTMAS:DASHING ROCK TRIO is happening on 06 Dec 2025 from 7:30 PM onwards at Gloucester Unitarian Universalist Church, Gloucester, MA
Miranda Aisling Concert at Rocky Neck Cultural Center is happening on 06 Dec 2025 from 6:00 PM onwards at Cultural Center At Rocky Neck, Gloucester, MA

Which Entertainment events can I attend in Gloucester, MA this weekend?

Here are the best Entertainment events happening in Gloucester, MA this weekend:

A Holiday Evening with Chelsea Berry is happening on Sat 06 Dec 2025 from 7:00 PM onwards at 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
Beck-Ola is happening on Sat 06 Dec 2025 from 7:00 PM onwards at The Cut Live, Gloucester, MA
A CELTIC CHRISTMAS:DASHING ROCK TRIO is happening on Sat 06 Dec 2025 from 7:30 PM onwards at Gloucester Unitarian Universalist Church, Gloucester, MA
Miranda Aisling Concert at Rocky Neck Cultural Center is happening on Sat 06 Dec 2025 from 6:00 PM onwards at Cultural Center At Rocky Neck, Gloucester, MA

What are the trending Entertainment events in Gloucester, MA?

Here are the trending Entertainment events in Gloucester, MA:

Firebird Pops Orchestra Presents Christmas at the Castle is happening on Fri 19 Dec 2025 from 5:30 PM onwards at 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music is happening on Sat 13 Dec 2025 from 8:00 PM onwards at The Cut Live, Gloucester, MA
A Holiday Evening with Chelsea Berry is happening on Sat 06 Dec 2025 from 7:00 PM onwards at 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
F-BOMB PRE-XMAS PARTY is happening on Sat 13 Dec 2025 from 9:00 PM onwards at Minglewood Harborside, Gloucester, MA
Beck-Ola is happening on Sat 06 Dec 2025 from 7:00 PM onwards at The Cut Live, Gloucester, MA
Acoustic View Bill Dwyer &Friends is happening on Sat 20 Dec 2025 from 8:00 PM onwards at Snug Harbor Studio 39 Ye Olde County Rd Gloucester, Gloucester, MA

Entertainment events in Gloucester

Entertainment events in Gloucester

Entertainment events in Gloucester

Firebird Pops Orchestra Presents Christmas at the Castle

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

A Holiday Evening with Chelsea Berry

F-BOMB PRE-XMAS PARTY

Beck-Ola

Acoustic View Bill Dwyer &Friends

BrassFed Nation's Holiday Bash

A CELTIC CHRISTMAS:DASHING ROCK TRIO

Holidays & Wintertide 2025: Chris + Joe, Renee + Joe, and Dennis Monagle

Little Lies - A Tribute to Fleetwood Mac

Miranda Aisling Concert at Rocky Neck Cultural Center

NUESE Gloucester Concert

Annie Brobst with Whiskey-6 & Ross Livermore

Super Bowl Party

It's The 3rd Annual Very Mixtape Christmas @ The Rhumb Line!

Explore events by date

Entertainment events from nearby cities

Explore Events around you

Upcoming Entertainment events in Gloucester, MA

Frequently Asked Questions

Here are the best Entertainment events happening in Gloucester, MA today:

Here are the best Entertainment events happening in Gloucester, MA this weekend:

Here are the trending Entertainment events in Gloucester, MA:

Explore more in Gloucester

Entertainment events from nearby cities

Entertainment events in Gloucester

Entertainment events in Gloucester

Entertainment events in Gloucester

Firebird Pops Orchestra Presents Christmas at the Castle

HOLIDAYS & WINTERTIDE A night of Christmas and Winter Music

A Holiday Evening with Chelsea Berry

F-BOMB PRE-XMAS PARTY

Beck-Ola

Acoustic View Bill Dwyer &Friends

BrassFed Nation's Holiday Bash

A CELTIC CHRISTMAS:DASHING ROCK TRIO

Holidays & Wintertide 2025: Chris + Joe, Renee + Joe, and Dennis Monagle

Little Lies - A Tribute to Fleetwood Mac

Miranda Aisling Concert at Rocky Neck Cultural Center

NUESE Gloucester Concert

Annie Brobst with Whiskey-6 & Ross Livermore

Super Bowl Party

It's The 3rd Annual Very Mixtape Christmas @ The Rhumb Line!

Explore events by date

Trending Events in Gloucester-MA

Entertainment events from nearby cities

Explore Events around you

Upcoming Entertainment events in Gloucester, MA

Frequently Asked Questions

Here are the best Entertainment events happening in Gloucester, MA today:

Here are the best Entertainment events happening in Gloucester, MA this weekend:

Here are the trending Entertainment events in Gloucester, MA:

Explore more in Gloucester

Entertainment events from nearby cities