Upcoming Gloucester Events

Check out what's happening all around Gloucester, MA

Gloucester Waterfront Festival

 Sat, 16 Aug at 09:00 am Stage Fort Park

Boat Parade of Lights

 Sat, 30 Aug at 07:00 pm The Hotel at Cape Ann Marina

SOLD OUT - 2025 Goblin King Ball at Hammond Castle Museum

 Fri, 24 Oct at 07:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

SOLD OUT! Gloucester Rotary Comedy Show 2025

 Thu, 28 Aug at 07:00 pm Cruiseport Gloucester

Hey Nineteen - A Tribute to Steely Dan

 Sat, 27 Sep at 08:00 pm The Cut Live

Gavin Marengi Band w/s/g Nate Perry & Ragged Company

 Sat, 20 Sep at 08:00 pm 177 Main Street, Gloucester, MA, United States, Massachusetts 01930

Blackburn Brew Fest

 Sat, 13 Sep at 01:00 pm Stage Fort Park USD 10 to 60

Live Music with Dennis Dulong

 Sun, 24 Aug at 05:00 pm 75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930

Cape Ann Guitar Society Presents Fabiola Mendez

 Fri, 29 Aug at 08:00 pm The Cut Live

Jeff Fraser solo at the Beauport

Thu, 21 Aug at 06:00 pm Beauport Hotel Gloucester

Friday, August 29th, Sunset Sessions at Beauport Hotel

 Fri, 29 Aug at 07:00 pm Beauport Hotel Gloucester USD 34 to 322

Duane Betts & Palmetto Motel with Wood & Bone

 Sun, 31 Aug at 08:00 pm The Cut Live

Fish Tales Pub | King Saison

 Sat, 23 Aug at 09:00 pm Fish Tales Pub

Neon 90’s at Blue Collar Lobster

 Sat, 30 Aug at 04:00 pm Blue Collar Lobster Co.

Less Than Zero @ DRIFT Gloucester

 Sat, 23 Aug at 09:00 pm DRIFT Gloucester

Gary Backstrom Band plays music of Jiggle the Handle; w/ special guest Erinn Brown Band

 Fri, 22 Aug at 08:00 pm 8 Washington St, Gloucester, MA 01930-5734, United States

Fortune

 Fri, 26 Sep at 08:00 pm The Cut Live

Main Street Block Party--FRIDAY August 29

 Fri, 29 Aug at 06:00 pm 110 Main St, Gloucester, MA 01930-5731, United States

Sunday, August 17th, Rooftop Evening Access at Beauport Hotel

 Sun, 17 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Spike the Punch at Minglewood

 Fri, 22 Aug at 09:00 pm The Minglewod Gloucester MA

Mamadou at the Lanesville Music Festival

 Sat, 13 Sep at 05:00 pm 8 Vulcan St, Gloucester, MA 01930-1125, United States

Back to the 80s live at The Cut

 Sat, 30 Aug at 08:00 pm The Cut Live

Preview #2: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Fri, 05 Sep at 08:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Ladies Challah Bake

 Sun, 07 Sep at 07:00 pm 37 Main Street, Gloucester, MA, United States, Massachusetts 01930

Spiritualism Tours by Candlelight

 Thu, 21 Aug at 06:30 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Sunday, August 31st, End of Summer Celebration at Beauport Hotel

 Sun, 31 Aug at 07:00 pm Beauport Hotel Gloucester USD 34 to 322

Closet Case Presents... LABOR! Starring Joslyn Fox

 Thu, 28 Aug at 08:30 pm The Cut Live

Fishermen's Memorial Service

 Sat, 16 Aug at 05:00 pm Stacy Boulevard

25th Reunion

 Fri, 29 Aug at 07:00 pm Capt. Lester S. Wass American Legion Post 3

Ms. Holmes and Ms. Watson

 Fri, 26 Sep at 07:00 pm Gloucester Stage Company

Cape Ann Community Band - Free Show

 Sat, 16 Aug at 06:30 pm Antonio Gentile Bandstand

Saturday, August 16th, Sunset Sessions at Beauport Hotel

 Sat, 16 Aug at 07:00 pm Beauport Hotel Gloucester USD 34 to 322

Family Pre-Shabbat Extravaganza

 Fri, 22 Aug at 01:00 pm Central Gloucester

Nooks at Night

 Sat, 20 Sep at 05:00 pm 75 Eastern Point Blvd, Gloucester, MA, United States, Massachusetts 01930

En Plein Air Sketch Class with Sue Wheeler of Arts Abound

 Sat, 16 Aug at 09:30 am 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

THE FOOLS

 Sat, 20 Sep at 08:00 pm Capt. Lester S. Wass American Legion Post 3

Strum and Sing

 Thu, 21 Aug at 06:30 pm 24 St Louis Ave, Gloucester, MA 01930-4450, United States

Robert Ellis Orrall with Fun Bucket After Party

 Fri, 22 Aug at 07:30 pm The Cut Live

Dead to the Core - Fall Tour

 Sat, 18 Oct at 08:00 pm The Cut Live

Kops-n-Kids Fundraiser

 Thu, 21 Aug at 06:00 pm 2 Main St., Gloucester, MA, United States, Massachusetts 01930

Bordellos At The Rhumb Line!!

 Sun, 17 Aug at 05:30 pm The Rhumb Line

Thursday, August 21st, Rooftop Evening Access at Beauport Hotel

 Thu, 21 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Thursday Night Cosmic Bowling Special

Thu, 21 Aug at 06:00 pm 53 Gloucester Ave, Gloucester, MA, United States, Massachusetts 01930

White-Ellery House Tour

 Sun, 17 Aug at 02:00 pm White-Ellery House, CAM Green, 13 Poplar Street, Gloucester, MA

Mind over Matter Fork & Spoon Bending w/ Rev. Memie Watson

 Sat, 23 Aug at 07:00 pm 5 Short Street , Gloucester, MA, United States, Massachusetts 01930

Fast Times - 80’s Music

 Sat, 08 Nov at 08:00 pm The Cut Live

4th Annual Jones Creek Summer Nights Sunset Cruise

Sat, 23 Aug at 07:00 pm Cape Ann Whale Watch

A Night of Art Songs with Svetlana Sozdateleva

 Sat, 16 Aug at 05:00 pm House of Arts USD 45

Line's End Live at The Cut

 Thu, 21 Aug at 07:00 pm The Cut Live

Thursday, August 28th, Rooftop Evening Access at Beauport Hotel

 Thu, 28 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Ladies Night Drop-In League!

 Wed, 20 Aug at 06:30 pm 53 Gloucester Ave, Gloucester, MA, United States, Massachusetts 01930

Albert Castiglia

 Sun, 17 Aug at 07:00 pm The Cut Live

Preview #1: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Thu, 04 Sep at 07:30 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

What Time is it, Mr. Fox?’ August 22nd at 6:00pm

 Fri, 22 Aug at 06:00 pm Gloucester Unitarian Universalist Church, Church Street, Gloucester, MA, USA

FINDING DIMES - Party at the Rhumb Line!

Sat, 23 Aug at 08:30 pm The Rhumb Line

THE LISTENING ROOM

 Sat, 16 Aug at 07:00 pm Movement Arts Gloucester MA USD 15

Saturday, August 30th, Labor Day Weekend Celebration at Beauport Hotel

 Sat, 30 Aug at 07:00 pm Beauport Hotel Gloucester USD 55 to 322

Adult and Teen Pick Up

 Mon, 18 Aug at 06:30 pm Central Gloucester

Friday, August 22nd, Sunset Sessions at Beauport Hotel

 Fri, 22 Aug at 07:00 pm Beauport Hotel Gloucester USD 34 to 322

Music Video Bingo in our Pub

Tue, 19 Aug at 07:30 pm 53 Gloucester Ave, Gloucester, MA, United States, Massachusetts 01930

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

 Wed, 20 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Wednesday, August 27th, Rooftop Evening Access at Beauport Hotel

 Wed, 27 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Self-Care Social: Pop-Up

 Sat, 23 Aug at 11:00 am Revive Wellness Free

Monday, August 18th, Rooftop Evening Access at Beauport Hotel

 Mon, 18 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

The Rasa String Quartet

Sun, 24 Aug at 06:00 pm 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

New England Clambake

 Tue, 19 Aug at 06:00 pm 2 Main St., Gloucester, MA, United States, Massachusetts 01930

Saturday, August 23rd, Sunset Sessions at Beauport Hotel

 Sat, 23 Aug at 07:00 pm Beauport Hotel Gloucester USD 34 to 322

Tuesday, August 19th, Rooftop Evening Access at Beauport Hotel

 Tue, 19 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Line's End

 Sun, 17 Aug at 05:00 pm 75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930

Booty Vortex - Boston's Finest Funk and Disco Band

 Sat, 11 Oct at 08:30 pm The Cut Live

Gloucester Mayoral Housing Forum

 Sun, 07 Sep at 07:00 pm Gloucester Stage

Bubbles & Books Storytime on the Seaside Lawn

 Wed, 20 Aug at 10:00 am 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930

Livin' On Luck at Salted Cod Art House & Wine Bar

 Fri, 12 Sep at 07:00 pm Salted Cod Arthouse Free

Parade of Sail

 Sun, 31 Aug at 10:00 am Beauport, the Sleeper-McCann House

Bordellos at Gloucester Waterfront Festival!!

 Sat, 16 Aug at 12:00 pm Stage Fort Park

Exploring Blatchford’s Waterfront ✍️

 Sat, 16 Aug at 10:00 am Cape Ann Museum Green, 13 Poplar St, Gloucester, MA

Sunset Yoga on the Beach

 Sun, 24 Aug at 06:00 pm Good Harbor Beach

Rico Barr Band - Free Show

 Sun, 24 Aug at 06:30 pm Antonio Gentile Bandstand

Champagne Opening: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Sat, 06 Sep at 08:00 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

Stage Fort Park, Gloucester, MA

 Sun, 24 Aug at 06:30 pm Stage Fort Ave, Gloucester, MA 01930, United States

Dueling Pianos

 Fri, 19 Sep at 08:00 pm The Cut Live

Gloucester Stage presents: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Thu, 11 Sep at 07:30 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

The Cut Live & Rock On! Concerts Present: REPRISE Recreates Phish 5/16/92

 Sat, 16 Aug at 08:00 pm The Cut Live

Walking Tour: Hopper’s Houses Downtown

 Sat, 16 Aug at 10:30 am 27 Pleasant St, Gloucester, MA, United States, Massachusetts 01930

Monday, August 25th, Rooftop Evening Access at Beauport Hotel

 Mon, 25 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

JOE DEVITO - Comedy Hypnotist

 Fri, 12 Sep at 07:30 pm Capt. Lester S. Wass American Legion Post 3

Sunday, August 24th, Rooftop Evening Access at Beauport Hotel

 Sun, 24 Aug at 06:00 pm Beauport Hotel Gloucester USD 23

Bim Skala Bim 40th Anniversary Tour w/ special guest Chip Rockers and Lense

 Sat, 06 Sep at 08:00 pm The Cut Live

Second Glance Fashion Show: Thrift the Runway 2025

 Sun, 14 Sep at 06:30 pm The Cut - Stage • Studio • Restaurant • Bar USD 0 to 34

Coffee & Conversations at the Carlson Education Center - Childe Hassam

 Thu, 21 Aug at 10:30 am CAM Green, 13 Poplar Street, Gloucester, MA

Robert Ellis Orrall at The Cut - Friday, August, 22, 2025 7:30PM

 Fri, 22 Aug at 07:30 pm 177 Main St, Gloucester, MA 01930-5703, United States

Line's End

 Sat, 23 Aug at 05:00 pm 75 Essex Ave (Rt. 133), Gloucester, MA, United States, Massachusetts 01930

Charter scalloping

 Sat, 20 Sep at 10:00 pm 2 Commercial St, Gloucester, MA 01930-5023, United States

Gloucester Stage presents: MS. HOLMES & MS. WATSON – APT. 2B by Kate Hamill

 Thu, 18 Sep at 07:30 pm 267 E Main St, Gloucester, MA, United States, Massachusetts 01930

"2-1" at the Rhumbline!

 Sun, 31 Aug at 06:00 pm The Rhumb Line

Hand Carving Spoon Making Workshop

 Sat, 16 Aug at 09:00 am 235 E Main St, Gloucester, MA, United States, Massachusetts 01930

Bougie Brunch

 Sun, 14 Sep at 11:30 am 2 Main St., Gloucester, MA, United States, Massachusetts 01930

Lisa Love Experience - A Fundraiser for Gloucester Schooner Festival

 Wed, 27 Aug at 07:30 pm The Cut Live

Nooks and Crannies

 Sat, 23 Aug at 03:30 pm 75 Eastern Point Blvd, Gloucester, MA, United States, Massachusetts 01930

SUNDAY SOUL and LOBSTER ROLLS dance party at the CUT! 9/7

 Sun, 07 Sep at 06:00 pm The Cut Live
Categories
Music
Parties
Live Music
Performances
Concerts
Entertainment
Crafts
Art
Theatre
Comedy
Festivals
Exhibitions
Dance
Summer Solstice
Punk Shows
Trips & Adventures
Labor Day
Food & Drinks
Health & Wellness
Kids
Summer Camps
Popular topics
Performing Arts
Rock Music
History
Cocktails
Acting
Education
Mindfulness
Travelling
Architecture
Beer
Scuba Diving