Comedy Events and Things to do in Gloucester, MA

Coffee with the Collective at The Landing
Thursday at 9:30 AM
Marblehead · The Landing Restaurant
Coffee with the Collective at The Landing
Thursday at 9:30 AM
Marblehead · The Landing Restaurant
Hawthorne Hotel's 2026 Halloween Ball: Phobia
Sat, Oct 24, 7:30 PM
Salem · Hawthorne Hotel
Hawthorne Hotel's 2026 Halloween Ball: Phobia
Sat, Oct 24, 7:30 PM
Salem · Hawthorne Hotel
Sinatra Speakeasy Night
Sat, Sep 19, 8:00 PM
Peabody · The Bell Inn & Tavern
Sinatra Speakeasy Night
Sat, Sep 19, 8:00 PM
Peabody · The Bell Inn & Tavern
Afternoon with DRC at Salem Willows
Thu, Aug 27, 11:00 AM
Salem · Salem Willows Park
Afternoon with DRC at Salem Willows
Thu, Aug 27, 11:00 AM
Salem · Salem Willows Park
Sunday, August 9th, Rooftop Evening Access at Beauport Hotel
Tomorrow at 6:00 PM
Gloucester · Beauport Hotel Gloucester
Sunday, August 9th, Rooftop Evening Access at Beauport Hotel
Tomorrow at 6:00 PM
Gloucester · Beauport Hotel Gloucester
Groovy Gloucester Scavenger Hunt
Today at 2:00 PM + 146 more
Gloucester · Castaways Vintage Cafe
Groovy Gloucester Scavenger Hunt
Today at 2:00 PM + 146 more
Gloucester · Castaways Vintage Cafe
Next Stop Comedy at Sacred Profane! - Biddeford, ME
Fri, Sep 18, 8:00 PM + 1 more
Biddeford · Sacred Profane Brewery and Tankpub
Next Stop Comedy at Sacred Profane! - Biddeford, ME
Fri, Sep 18, 8:00 PM + 1 more
Biddeford · Sacred Profane Brewery and Tankpub
Dinner with New Friends: Beverly | Christians Edition
Thursday at 7:00 PM + 4 more
Beverly · Restaurant of the Week
Dinner with New Friends: Beverly | Christians Edition
Thursday at 7:00 PM + 4 more
Beverly · Restaurant of the Week
Creativity & Inspiration Circle
Wed, Aug 26, 1:00 PM + 3 more
Newburyport · Apollo Sunrise Center
Creativity & Inspiration Circle
Wed, Aug 26, 1:00 PM + 3 more
Newburyport · Apollo Sunrise Center
Paul Prue
Fri, Oct 30, 7:00 PM
Newburyport · The Grog Restaurant
Paul Prue
Fri, Oct 30, 7:00 PM
Newburyport · The Grog Restaurant
Vampire Lounge - August 15th
Sat, Aug 15, 7:00 PM
Salem · The Cove Hotel
Vampire Lounge - August 15th
Sat, Aug 15, 7:00 PM
Salem · The Cove Hotel
Janelle Draper LIVE @ Naukabout Brewing
Thursday at 8:00 PM
Mashpee · Naukabout Brewery and Taproom
Janelle Draper LIVE @ Naukabout Brewing
Thursday at 8:00 PM
Mashpee · Naukabout Brewery and Taproom
Thursday, August 20th, Rooftop Evening Access at Beauport Hotel
Thu, Aug 20, 6:00 PM
Gloucester · Beauport Hotel Gloucester
Thursday, August 20th, Rooftop Evening Access at Beauport Hotel
Thu, Aug 20, 6:00 PM
Gloucester · Beauport Hotel Gloucester
Create & Customize Garden Stakes! (Slab-Building Clay) 8/15 from 2-4pm
Sat, Aug 15, 2:00 PM
Peabody · Pudgy’s Place
Create & Customize Garden Stakes! (Slab-Building Clay) 8/15 from 2-4pm
Sat, Aug 15, 2:00 PM
Peabody · Pudgy’s Place
Next Stop Comedy at Timberyard Brewing Company! - East Brookfield, MA
Fri, Aug 14, 8:00 PM + 4 more
East Brookfield · Timberyard Brewing Company
Next Stop Comedy at Timberyard Brewing Company! - East Brookfield, MA
Fri, Aug 14, 8:00 PM + 4 more
East Brookfield · Timberyard Brewing Company
The HIP HOP SPEAKEASY staring REKS
Fri, Aug 28, 8:30 PM
Peabody · The Bell Inn & Tavern
The HIP HOP SPEAKEASY staring REKS
Fri, Aug 28, 8:30 PM
Peabody · The Bell Inn & Tavern
Not Your Grandma's Comedy Bingo Brunch in Johnston RI
Sat, Nov 28, 10:30 AM
Johnston · Maria Ss Della Difesa Society
Not Your Grandma's Comedy Bingo Brunch in Johnston RI
Sat, Nov 28, 10:30 AM
Johnston · Maria Ss Della Difesa Society
Stormy Daniels Comedy and Storytelling in Winchendon, MA
Sat, Sep 12, 6:30 PM
Winchendon · The Church
Stormy Daniels Comedy and Storytelling in Winchendon, MA
Sat, Sep 12, 6:30 PM
Winchendon · The Church
Minutemen, Masons, & Manuscripts: A Members-Only Revolutionary Sojourn
Thursday at 8:30 AM
Newburyport · Museum of Old Newbury
Minutemen, Masons, & Manuscripts: A Members-Only Revolutionary Sojourn
Thursday at 8:30 AM
Newburyport · Museum of Old Newbury
Sargent and Co.
Sat, Sep 19, 7:00 PM
Newburyport · The Grog Restaurant
Sargent and Co.
Sat, Sep 19, 7:00 PM
Newburyport · The Grog Restaurant

Trends in Gloucester

Explore more trends

Coffee with the Collective at The Landing

Coffee with the Collective at The Landing

Hawthorne Hotel's 2026 Halloween Ball: Phobia

Hawthorne Hotel's 2026 Halloween Ball: Phobia

Sinatra Speakeasy Night

Sinatra Speakeasy Night

Afternoon with DRC at Salem Willows

Afternoon with DRC at Salem Willows

Sunday, August 9th, Rooftop Evening Access at Beauport Hotel

Sunday, August 9th, Rooftop Evening Access at Beauport Hotel

Groovy Gloucester Scavenger Hunt

Groovy Gloucester Scavenger Hunt

Next Stop Comedy at Sacred Profane! - Biddeford, ME

Next Stop Comedy at Sacred Profane! - Biddeford, ME

Dinner with New Friends: Beverly | Christians Edition

Dinner with New Friends: Beverly | Christians Edition

Creativity & Inspiration Circle

Creativity & Inspiration Circle

Paul Prue

Paul Prue

Vampire Lounge - August 15th

Vampire Lounge - August 15th

Janelle Draper LIVE @ Naukabout Brewing

Janelle Draper LIVE @ Naukabout Brewing

Thursday, August 20th, Rooftop Evening Access at Beauport Hotel

Thursday, August 20th, Rooftop Evening Access at Beauport Hotel

Create & Customize Garden Stakes! (Slab-Building Clay) 8/15 from 2-4pm

Create & Customize Garden Stakes! (Slab-Building Clay) 8/15 from 2-4pm

Next Stop Comedy at Timberyard Brewing Company! - East Brookfield, MA

Next Stop Comedy at Timberyard Brewing Company! - East Brookfield, MA

The HIP HOP SPEAKEASY staring REKS

The HIP HOP SPEAKEASY staring REKS

Not Your Grandma's Comedy Bingo Brunch in Johnston RI

Not Your Grandma's Comedy Bingo Brunch in Johnston RI

Stormy Daniels Comedy and Storytelling in Winchendon, MA

Stormy Daniels Comedy and Storytelling in Winchendon, MA

Minutemen, Masons, & Manuscripts: A Members-Only Revolutionary Sojourn

Minutemen, Masons, & Manuscripts: A Members-Only Revolutionary Sojourn

Sargent and Co.

Sargent and Co.

Things to do around Gloucester

Trends in Gloucester

1. Memorial day weekend events

2. Mothers day

3. North shore happenings

4. Beauport hotel

5. Singles events

6. Stage fort park

7. Kids events today

8. Live music

9. Comedy

10. Birdseye rooftop

11. Sound bath

12. Rooftop party beauport hotel