May Events and Things to do in Gloucester, MA

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North Reading Black & Brown Vendor Market
Saturday at 10:00 AM
North Reading · Ipswich River Park
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North Reading Black & Brown Vendor Market
Saturday at 10:00 AM
North Reading · Ipswich River Park
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TommyOKE
Tomorrow at 7:00 PM
Wakefield · Waves Restaurant & Bar at the Lakeside Inn
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TommyOKE
Tomorrow at 7:00 PM
Wakefield · Waves Restaurant & Bar at the Lakeside Inn
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HER Book Club
Thursday at 5:30 PM
Hampton · Holistic Health Hive - Collaborative & Education Center
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HER Book Club
Thursday at 5:30 PM
Hampton · Holistic Health Hive - Collaborative & Education Center
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Intro to Paddling at Pomp's Pond
Saturday at 10:00 AM
Andover · Pomps Pond
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Intro to Paddling at Pomp's Pond
Saturday at 10:00 AM
Andover · Pomps Pond
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Cupcake Decorating Class, Milford, MA
Thursday at 6:00 PM
Milford · CraftRoots Brewing
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Cupcake Decorating Class, Milford, MA
Thursday at 6:00 PM
Milford · CraftRoots Brewing
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Angel Circle in Person
Tomorrow at 12:30 PM
Plainville · Wicked Peaceful
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Angel Circle in Person
Tomorrow at 12:30 PM
Plainville · Wicked Peaceful
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PAWS ON THE PATIO – FREE Dog-Friendly Patio Party @ Mixx 360
Tomorrow at 6:00 PM
Malden · MIXX 360 NIGHTLIFE
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PAWS ON THE PATIO – FREE Dog-Friendly Patio Party @ Mixx 360
Tomorrow at 6:00 PM
Malden · MIXX 360 NIGHTLIFE
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PMP Certification Training in Worcester, MA | Intensive 4-Day PMP Bootcamp
Saturday at 9:00 AM + 1 more
Northborough · Regus - Northborough, Bearfoot Road
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PMP Certification Training in Worcester, MA | Intensive 4-Day PMP Bootcamp
Saturday at 9:00 AM + 1 more
Northborough · Regus - Northborough, Bearfoot Road
PMP Exam Prep Bootcamp in Worcester, MA | 35 Contact Hours PMP Training
Today at 9:00 AM
Northborough · Regus - Northborough, Bearfoot Road
PMP Exam Prep Bootcamp in Worcester, MA | 35 Contact Hours PMP Training
Today at 9:00 AM
Northborough · Regus - Northborough, Bearfoot Road
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River Valley Charter School Listening Session
Tomorrow at 7:00 PM
Newburyport · River Valley Charter School
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River Valley Charter School Listening Session
Tomorrow at 7:00 PM
Newburyport · River Valley Charter School
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Krazy Kennebunkport Scavenger Hunt
Tomorrow at 11:00 AM + 10 more
Kennebunkport · Dock Square Coffee House
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Krazy Kennebunkport Scavenger Hunt
Tomorrow at 11:00 AM + 10 more
Kennebunkport · Dock Square Coffee House
Almost full
Conferencia Anual para Propietarios e Inversores 2026
Saturday at 12:00 PM
Lawrence · 599 Canal St
Almost full
Conferencia Anual para Propietarios e Inversores 2026
Saturday at 12:00 PM
Lawrence · 599 Canal St
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Ultimate Karaoke Thursdays
Thursday at 7:00 PM
Middleton · Crossroads Kitchen & Bar
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Ultimate Karaoke Thursdays
Thursday at 7:00 PM
Middleton · Crossroads Kitchen & Bar
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ADUs for Senior Living: A Smarter Way to Care for Aging Parents at Home
Tomorrow at 2:30 AM
Wakefield · Wakefield Council On Aging
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ADUs for Senior Living: A Smarter Way to Care for Aging Parents at Home
Tomorrow at 2:30 AM
Wakefield · Wakefield Council On Aging
Going fast
Fells Trail Crew Workday
Saturday at 9:00 AM
Stoneham · Bear Hill Parking Lot
Going fast
Fells Trail Crew Workday
Saturday at 9:00 AM
Stoneham · Bear Hill Parking Lot
Going fast
Rich Teahan and Bob Ward
Saturday at 6:30 PM
Plainville · An Unlikely Story
Going fast
Rich Teahan and Bob Ward
Saturday at 6:30 PM
Plainville · An Unlikely Story
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UNO Bellingham - Deep Dish Pizza Cooking Class and Lunch
Saturday at 12:00 PM
Bellingham · UNO Pizzeria & Grill
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UNO Bellingham - Deep Dish Pizza Cooking Class and Lunch
Saturday at 12:00 PM
Bellingham · UNO Pizzeria & Grill
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Pokémon Card Hangout - casual play | decks provided | share your collection
Saturday at 2:00 PM
Woburn · 351 W Cummings Park
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Pokémon Card Hangout - casual play | decks provided | share your collection
Saturday at 2:00 PM
Woburn · 351 W Cummings Park
Babes in the Woods Hike
Tomorrow at 10:00 AM
Stoneham · Upper SheepFold Parking Lot
Babes in the Woods Hike
Tomorrow at 10:00 AM
Stoneham · Upper SheepFold Parking Lot

Trends in Gloucester

Explore more trends

North Reading Black & Brown Vendor Market

North Reading Black & Brown Vendor Market

TommyOKE

TommyOKE

HER Book Club

HER Book Club

Intro to Paddling at Pomp's Pond

Intro to Paddling at Pomp's Pond

Cupcake Decorating Class, Milford, MA

Cupcake Decorating Class, Milford, MA

Angel Circle in Person

Angel Circle in Person

PAWS ON THE PATIO – FREE Dog-Friendly Patio Party @ Mixx 360

PAWS ON THE PATIO – FREE Dog-Friendly Patio Party @ Mixx 360

PMP Certification Training in Worcester, MA | Intensive 4-Day PMP Bootcamp

PMP Certification Training in Worcester, MA | Intensive 4-Day PMP Bootcamp

PMP Exam Prep Bootcamp in Worcester, MA | 35 Contact Hours PMP Training

PMP Exam Prep Bootcamp in Worcester, MA | 35 Contact Hours PMP Training

River Valley Charter School Listening Session

River Valley Charter School Listening Session

Krazy Kennebunkport Scavenger Hunt

Krazy Kennebunkport Scavenger Hunt

Conferencia Anual para Propietarios e Inversores 2026

Conferencia Anual para Propietarios e Inversores 2026

Ultimate Karaoke Thursdays

Ultimate Karaoke Thursdays

ADUs for Senior Living: A Smarter Way to Care for Aging Parents at Home

ADUs for Senior Living: A Smarter Way to Care for Aging Parents at Home

Fells Trail Crew Workday

Fells Trail Crew Workday

Rich Teahan and Bob Ward

Rich Teahan and Bob Ward

UNO Bellingham - Deep Dish Pizza Cooking Class and Lunch

UNO Bellingham - Deep Dish Pizza Cooking Class and Lunch

Pokémon Card Hangout - casual play | decks provided | share your collection

Pokémon Card Hangout - casual play | decks provided | share your collection

Babes in the Woods Hike

Babes in the Woods Hike

Things to do around Gloucester

Trends in Gloucester

1. Memorial day weekend events

2. Mothers day

3. North shore happenings

4. Singles events

5. Stage fort park

6. Kids events today

7. Beauport hotel

8. Live music

9. Comedy

10. Birdseye rooftop

11. May events

12. July 4th