Events and Things to do in Gloucester, MA

Search for something you love or check out popular events in your area.

Going fast
Caribbean American Heritage Month Celebration
Friday at 5:00 PM
Boston · South Boston Maritime Park
Going fast
Caribbean American Heritage Month Celebration
Friday at 5:00 PM
Boston · South Boston Maritime Park
Winnekenni Castle Guided Sunset Hike with Ample Access Outdoors
Sun, Jul 12, 6:30 PM
Haverhill · Winnekenni Castle
Winnekenni Castle Guided Sunset Hike with Ample Access Outdoors
Sun, Jul 12, 6:30 PM
Haverhill · Winnekenni Castle
Creative Media Summer Workshops (10-13 years) - Session 1
Mon, Jul 6, 9:00 AM
Malden · Urban Media Arts (UMA)
Creative Media Summer Workshops (10-13 years) - Session 1
Mon, Jul 6, 9:00 AM
Malden · Urban Media Arts (UMA)
Printing Created America
Sat, Jun 27, 1:00 PM
Haverhill · Museum of Printing
Printing Created America
Sat, Jun 27, 1:00 PM
Haverhill · Museum of Printing
Going fast
New England Bear Pride 2026 Boston Harbor Cruise
Sun, Jun 7, 2:30 PM
Boston · Massachusetts Bay Lines
Going fast
New England Bear Pride 2026 Boston Harbor Cruise
Sun, Jun 7, 2:30 PM
Boston · Massachusetts Bay Lines
COMEDY NIGHT WITH URI SHATIL
Sat, Jun 27, 7:00 PM
Haverhill · Crusttown, Washington Street, Haverhill, MA, USA
COMEDY NIGHT WITH URI SHATIL
Sat, Jun 27, 7:00 PM
Haverhill · Crusttown, Washington Street, Haverhill, MA, USA
PMP Certification In-Person Training in Lowell, MA
Tue, Jun 23, 9:00 AM + 3 more
Andover · 300 Brickstone Square
PMP Certification In-Person Training in Lowell, MA
Tue, Jun 23, 9:00 AM + 3 more
Andover · 300 Brickstone Square
Gnome Surf's 3rd Annual New Hampshire Little Legends Wave Fest
Sat, Jun 27, 1:00 PM
Rye · Jenness Beach
Gnome Surf's 3rd Annual New Hampshire Little Legends Wave Fest
Sat, Jun 27, 1:00 PM
Rye · Jenness Beach
Boston FIX Forum 2026
Thu, Jun 11, 4:00 PM
Boston · Congress Street
Boston FIX Forum 2026
Thu, Jun 11, 4:00 PM
Boston · Congress Street
Home Run Derby
Sun, Jul 26, 3:00 PM
Lawrence · Lawrence High School Campus
Home Run Derby
Sun, Jul 26, 3:00 PM
Lawrence · Lawrence High School Campus
Day Plogé - World Cup Wkend - Memoire Boston
Sun, Jun 14, 5:00 PM
Everett · Mémoire Boston
Day Plogé - World Cup Wkend - Memoire Boston
Sun, Jun 14, 5:00 PM
Everett · Mémoire Boston
Boston Singles Event: Arcade Night (Ages 25–40)
Thu, Jun 18, 7:00 PM
Woburn · Dave & Buster's Woburn
Boston Singles Event: Arcade Night (Ages 25–40)
Thu, Jun 18, 7:00 PM
Woburn · Dave & Buster's Woburn
Murder Mystery Dinner Theater Show at Exchange St. Bistro (Boston/Malden)
Fri, Jun 26, 7:30 PM + 11 more
Malden · Exchange Street Bistro
Murder Mystery Dinner Theater Show at Exchange St. Bistro (Boston/Malden)
Fri, Jun 26, 7:30 PM + 11 more
Malden · Exchange Street Bistro
Advanced Tango: Beyond Steps, Into Flow
Sat, Jun 6, 6:30 PM + 3 more
Malden · Ultimate Tango New Location
Advanced Tango: Beyond Steps, Into Flow
Sat, Jun 6, 6:30 PM + 3 more
Malden · Ultimate Tango New Location
KN de Vila Velha x Favela Encantada | Friday July 03
Fri, Jul 3, 9:00 PM
Lawrence · 56 Common St
KN de Vila Velha x Favela Encantada | Friday July 03
Fri, Jul 3, 9:00 PM
Lawrence · 56 Common St
Almost full
Friends of the Harborwalk: Exploring Castle Island
Thu, Jun 18, 6:00 PM
Boston · 2080 William J Day Blvd
Almost full
Friends of the Harborwalk: Exploring Castle Island
Thu, Jun 18, 6:00 PM
Boston · 2080 William J Day Blvd
Aligned & Anchored: A Pilates Event for a Cause
Sat, Jun 27, 9:30 AM
Boston · 1 E Pier Dr
Aligned & Anchored: A Pilates Event for a Cause
Sat, Jun 27, 9:30 AM
Boston · 1 E Pier Dr
DJ Maphorisa
Sun, Jun 21, 5:00 PM
Boston · The Grand Boston
DJ Maphorisa
Sun, Jun 21, 5:00 PM
Boston · The Grand Boston
Swing and Mingle (25+ singles)
Sat, Jun 27, 7:30 PM
North Andover · 15 High St
Swing and Mingle (25+ singles)
Sat, Jun 27, 7:30 PM
North Andover · 15 High St

Trends in Gloucester

Explore more trends

Frequently asked questions about Gloucester

What are the best events to attend?

According to Eventbrite, the best events are:

Winnekenni Castle Guided Sunset Hike with Ample Access Outdoors

Creative Media Summer Workshops (10-13 years) - Session 1

Printing Created America

COMEDY NIGHT WITH URI SHATIL

Which events are currently trending in Gloucester?

The trending searches this month in Gloucester are:

memorial day weekend events

mothers day

north shore happenings

beauport hotel

Which events are coming up?

Discover the best events happening soon – you don't want to miss them:

Caribbean American Heritage Month Celebration

Advanced Tango: Beyond Steps, Into Flow

New England Bear Pride 2026 Boston Harbor Cruise

Boston FIX Forum 2026

Caribbean American Heritage Month Celebration

Caribbean American Heritage Month Celebration

Winnekenni Castle Guided Sunset Hike with Ample Access Outdoors

Winnekenni Castle Guided Sunset Hike with Ample Access Outdoors

Creative Media Summer Workshops (10-13 years) - Session 1

Creative Media Summer Workshops (10-13 years) - Session 1

Printing Created America

Printing Created America

New England Bear Pride 2026 Boston Harbor Cruise

New England Bear Pride 2026 Boston Harbor Cruise

COMEDY NIGHT WITH URI SHATIL

COMEDY NIGHT WITH URI SHATIL

PMP Certification In-Person Training in Lowell, MA

PMP Certification In-Person Training in Lowell, MA

Gnome Surf's 3rd Annual New Hampshire Little Legends Wave Fest

Gnome Surf's 3rd Annual New Hampshire Little Legends Wave Fest

Boston FIX Forum 2026

Boston FIX Forum 2026

Home Run Derby

Home Run Derby

Day Plogé - World Cup Wkend - Memoire Boston

Day Plogé - World Cup Wkend - Memoire Boston

Boston Singles Event: Arcade Night (Ages 25–40)

Boston Singles Event: Arcade Night (Ages 25–40)

Murder Mystery Dinner Theater Show at Exchange St. Bistro (Boston/Malden)

Murder Mystery Dinner Theater Show at Exchange St. Bistro (Boston/Malden)

Advanced Tango: Beyond Steps, Into Flow

Advanced Tango: Beyond Steps, Into Flow

KN de Vila Velha x Favela Encantada | Friday July 03

KN de Vila Velha x Favela Encantada | Friday July 03

Friends of the Harborwalk: Exploring Castle Island

Friends of the Harborwalk: Exploring Castle Island

Aligned & Anchored: A Pilates Event for a Cause

Aligned & Anchored: A Pilates Event for a Cause

DJ Maphorisa

DJ Maphorisa

Swing and Mingle (25+ singles)

Swing and Mingle (25+ singles)

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

What are the best events to attend?

Which events are currently trending in Gloucester?

Which events are coming up?