Outdoor Events and Things to do in Gloucester, MA

Wire by Ryan: A Sculpture Experience at Alnoba
Thu, Sep 10, 5:00 PM
Kensington · Alnoba
Wire by Ryan: A Sculpture Experience at Alnoba
Thu, Sep 10, 5:00 PM
Kensington · Alnoba
Sales end soon
Greenway Food Truck and Fitness Festival
Saturday at 11:00 AM
Boston · Rowes Wharf Plaza
Sales end soon
Greenway Food Truck and Fitness Festival
Saturday at 11:00 AM
Boston · Rowes Wharf Plaza
Build A Better Landscape Co. ’26 | Boston, Massachusetts
Thu, Sep 24, 8:00 AM
North Andover · Downer Brothers Landscaping, Inc.
Build A Better Landscape Co. ’26 | Boston, Massachusetts
Thu, Sep 24, 8:00 AM
North Andover · Downer Brothers Landscaping, Inc.
Sales end soon
Late Spring Guided Nature Walk at Long Pond
Friday at 9:15 AM
Winchester · Long Pond Parking Lot
Sales end soon
Late Spring Guided Nature Walk at Long Pond
Friday at 9:15 AM
Winchester · Long Pond Parking Lot
Going fast
Caribbean American Heritage Month Celebration
Fri, Jun 5, 5:00 PM
Boston · South Boston Maritime Park
Going fast
Caribbean American Heritage Month Celebration
Fri, Jun 5, 5:00 PM
Boston · South Boston Maritime Park
Alnoba Art Tours with Joseph Gray
Tue, Jun 23, 9:30 AM + 4 more
Kensington · Alnoba
Alnoba Art Tours with Joseph Gray
Tue, Jun 23, 9:30 AM + 4 more
Kensington · Alnoba
New England Bear Pride 2026 Boston Harbor Cruise
Sun, Jun 7, 2:30 PM
Boston · Massachusetts Bay Lines
New England Bear Pride 2026 Boston Harbor Cruise
Sun, Jun 7, 2:30 PM
Boston · Massachusetts Bay Lines
Sales end soon
North End with Special Guest Architect and Bridge Designer
Saturday at 10:00 AM
Boston · BCYF Mirabella Pool
Sales end soon
North End with Special Guest Architect and Bridge Designer
Saturday at 10:00 AM
Boston · BCYF Mirabella Pool
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
Jane Walk Tour by Paula
Sunday at 2:00 PM
Boston · North Square
Jane Walk Tour by Paula
Sunday at 2:00 PM
Boston · North Square
Sales end soon
Champions Island
Saturday at 5:00 PM
Boston · Georges Island
Sales end soon
Champions Island
Saturday at 5:00 PM
Boston · Georges Island
Late Spring Wildflowers at Long Pond
Monday at 9:15 AM
Winchester · Long Pond Parking Lot
Late Spring Wildflowers at Long Pond
Monday at 9:15 AM
Winchester · Long Pond Parking Lot
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
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
Almost full
Viva Le Bocce
Saturday at 11:00 AM
Boston · 523 Commercial Street
Almost full
Viva Le Bocce
Saturday at 11:00 AM
Boston · 523 Commercial Street
Explore Malden Center’s Public Art – Walking Tour
Tue, Jun 16, 6:00 PM
Malden · Malden Center MBTA Station
Explore Malden Center’s Public Art – Walking Tour
Tue, Jun 16, 6:00 PM
Malden · Malden Center MBTA Station
Going fast
BOSTON BLISS BRUNCH: Soft Landing
Sat, Jun 20, 11:00 AM
Boston · Larry J's BBQ Cafe
Going fast
BOSTON BLISS BRUNCH: Soft Landing
Sat, Jun 20, 11:00 AM
Boston · Larry J's BBQ Cafe
Petals & Prosecco: Floral Arrangement & Journaling Workshop
Sat, Jun 6, 2:00 PM
Boston · Pazza on Porter
Petals & Prosecco: Floral Arrangement & Journaling Workshop
Sat, Jun 6, 2:00 PM
Boston · Pazza on Porter
Forests of Alnoba with Harold Bragg-July 2026
Tue, Jul 21, 10:00 AM
Kensington · Alnoba
Forests of Alnoba with Harold Bragg-July 2026
Tue, Jul 21, 10:00 AM
Kensington · Alnoba
Guided Nature Walk at Bellevue Pond
Mon, Jun 15, 9:15 AM
Medford · Bellevue Pond Parking Lot
Guided Nature Walk at Bellevue Pond
Mon, Jun 15, 9:15 AM
Medford · Bellevue Pond Parking Lot

Trends in Gloucester

Explore more trends

Wire by Ryan: A Sculpture Experience at Alnoba

Wire by Ryan: A Sculpture Experience at Alnoba

Greenway Food Truck and Fitness Festival

Greenway Food Truck and Fitness Festival

Build A Better Landscape Co. ’26 | Boston, Massachusetts

Build A Better Landscape Co. ’26 | Boston, Massachusetts

Late Spring Guided Nature Walk at Long Pond

Late Spring Guided Nature Walk at Long Pond

Caribbean American Heritage Month Celebration

Caribbean American Heritage Month Celebration

Alnoba Art Tours with Joseph Gray

Alnoba Art Tours with Joseph Gray

New England Bear Pride 2026 Boston Harbor Cruise

New England Bear Pride 2026 Boston Harbor Cruise

North End with Special Guest Architect and Bridge Designer

North End with Special Guest Architect and Bridge Designer

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

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

Jane Walk Tour by Paula

Jane Walk Tour by Paula

Champions Island

Champions Island

Late Spring Wildflowers at Long Pond

Late Spring Wildflowers at Long Pond

Aligned & Anchored: A Pilates Event for a Cause

Aligned & Anchored: A Pilates Event for a Cause

Friends of the Harborwalk: Exploring Castle Island

Friends of the Harborwalk: Exploring Castle Island

Viva Le Bocce

Viva Le Bocce

Explore Malden Center’s Public Art – Walking Tour

Explore Malden Center’s Public Art – Walking Tour

BOSTON BLISS BRUNCH: Soft Landing

BOSTON BLISS BRUNCH: Soft Landing

Petals & Prosecco: Floral Arrangement & Journaling Workshop

Petals & Prosecco: Floral Arrangement & Journaling Workshop

Forests of Alnoba with Harold Bragg-July 2026

Forests of Alnoba with Harold Bragg-July 2026

Guided Nature Walk at Bellevue Pond

Guided Nature Walk at Bellevue Pond

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