# Festivals in Gloucester, MA 2026 | Culture & Street Fairs

- **Subtitle**: Your guide to festivals in Gloucester, Massachusetts 2026 — cultural celebrations, street fairs and food festivals. Find dates, locations and what to expect.
- **Category**: Festivals
- **Type**: category

## Audience

- **Followers**: 2.5M+
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## Featured Events

- **Event Name**: CrimeStery Fest 2026
  - **Description**: CrimeStery-Fest 2026 — All Things Crime and MysteryThe Northeast's Coolest Crime Convention!Calling all true crime enthusiasts, CrimeStery-Fest returns for an immersive three-day celebration
  - **Date**: Fri, 09 Oct at 04:00 pm – Sun, 11 Oct at 04:00 pm (-05:00)
  - **Event URL**: https://allevents.in/danvers/crimestery-fest-2026-tickets/80005231957486
  - **Venue**: DoubleTree by Hilton Hotel Boston North Shore, Ferncroft Road, Danvers, MA, USA
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:600:300/g:sm/sh:100/aHR0cHM6Ly9jZG4yLmFsbGV2ZW50cy5pbi90aHVtYnMvdGh1bWI2OWY4MmM1YjU5MDBmLmpwZw.avif
  - **Price**: min: 30, max: 90, currency: USD
  - **Categories**: exhibitions, conferences, festivals, art, literary-art, entertainment, business, parties, music, food-drinks, comedy

## About

The best things to do in the world include attending top-notch festivals in Gloucester. Be it a rocking music festival or scrumptious food festival in Gloucester, you will have a gala time of your life with a few of your close friends or your family. With the best of fun, entertainment, and food, the experience in festivals lets the enthusiasts immerse in the local culture and vibe. Ranging from the biggest outdoor beach parties to crazy music festivals, the festivals fall under various categories to suit everybody’s tastes. If you are looking for the best events and festivals in Gloucester listed on one platform - we have you covered.

Immerse yourself in the mega dance festivals, electrifying music festivals, theatre & film festivals, quirky local festivals and more with us!

## Festivals Events in Gloucester

- **Event Name**: Schooner Festival (Labor Day Weekend) Viewing Cruises
  - **Description**: Gloucester Schooner Festival Schedule of Events 2024 Calendar - Cruise Schedule aboard WEJACK to View the Schooners, Schooner Races, Boat Parade of Lights, Gloucester Fireworks, and Parade of Sail
Plan ahead. Purchase tickets below to ensure your spot abo
  - **Interested Audience**:
    - Count: 72
  - **Date**: Thu Sep 03 2026 at 05:30 pm – Mon Sep 07 2026 at 06:00 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/schooner-festival-labor-day-weekend-viewing-cruises/200030200856825
  - **Venue**: 63 Rogers Street, Gloucester, MA, United States, Massachusetts 01930
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy81MmJjNjQxMThlMGNkYzQ2MTljYzNjMDM4MTcwMTliMDE3OGRmMjMxZjZiM2UyNzk4Y2MyOTQ1MTg2MTk4NDUyLXJpbWctdzEyMDAtaDEyMDAtZGNmOGU4ZDgtZ21pcj92PTE3ODcxMjU3OTY.avif
  - **Categories**: festivals, sports, fireworks, parades, calendar, contests, fourth-of-july-fireworks-cruises
- **Event Name**: Gloucester Schooner Festival
  - **Description**: Be part of the action and join us onboard the When And If and Schooner Malabar X as we attempt to continue our winning streak at the spectacular Gloucester Schooner Festival. Race lunch included and beverages available for purchase onboard. 

Space is ver
  - **Interested Audience**:
    - Count: 438
  - **Date**: Sun Sep 06 2026 at 09:00 am – Sun Sep 06 2026 at 04:00 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/gloucester-schooner-festival/200030531117421
  - **Venue**: Gloucester Schooner Festival
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czIvYmFubmVycy80MTlkZjhiNzliYWM3NDA5NTc3M2Y4NzE5MWJiMGI4Y2QyNmFmMDVmNDJlYTNjZDkwMjE0ZDc5NDRiOTg4ZDY5LXJpbWctdzk2MC1oNjQwLWRjNDg3OGE4LWdtaXI_dj0xNzg3MDA4MjUw.avif
  - **Categories**: festivals, sports
- **Event Name**: 2026 Boat Parade of Lights - Gloucester
  - **Description**: Boats Parade on Annisquam River to Gloucester Boulevard, Harbor and inlets of the inner harbor during the Schooner Festival weekend.
  - **Interested Audience**:
    - Count: 204
  - **Date**: Sat Sep 05 2026 at 07:15 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/2026-boat-parade-of-lights-gloucester/200030406777520
  - **Venue**: Central Gloucester
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czYvYmFubmVycy9jYWRjZDczNTZhMDMzNjExYzJlMDQyZDA1NWQyN2IzMzMxMDgyNzUxZWE0Nzg1ZTY4Yzk2MTI2MGU3NDI3NzliLXJpbWctdzEyMDAtaDc5OS1kYzA4MDgwOC1nbWlyP3Y9MTc4NTQ0MTUyMQ.avif
  - **Categories**: parades, festivals
- **Event Name**: Jiggle the Handle with special guest The Coalboilers
  - **Description**: Jiggle the Handle and The Coalboilers play at the Harbor Loop Concert Series in Gloucester, MA on August 27. 

Jiggle the Handle has been a staple of the New England jam scene for more than three decades, blending rock, funk, reggae, blues, and improvisat
  - **Interested Audience**:
    - Count: 11
  - **Date**: Thu Aug 27 2026 at 05:30 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/jiggle-the-handle-with-special-guest-the-coalboilers/200030534798555
  - **Venue**: Harbor Loop
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czcvYmFubmVycy9kN2Y0MjFlNjkxY2FiNGNjNGM4YmYxYWQ4ZjA2NWI5YTg1MTY0OTc1NjlkZjU2NGM2ODE2ZDc0NTAzMTNjMjFhLXJpbWctdzEyMDAtaDE2MDAtZGNmOGY4ZTgtZ21pcj92PTE3ODcwNTEwMDA.avif
  - **Categories**: music, entertainment, concerts, festivals, reggae
- **Event Name**: The North Shore's Own Renaissance Faire at Hammond Castle Museum
  - **Description**: TICKET ALERT: Member-Only Presale begins this Monday, June 15th. Remaining tickets go on sale on Monday, June 22nd.

Rain or Shine.
Saturday, November 7 & Sunday, November 8

Step into a world of knights, artisans, performers, and merriment as Hammond
  - **Interested Audience**:
    - Count: 49
  - **Date**: Sat Nov 07 2026 at 09:00 am – Sat Nov 07 2026 at 05:00 pm (-05:00)
  - **Event URL**: https://allevents.in/gloucester/the-north-shores-own-renaissance-faire-at-hammond-castle-museum/200030235271922
  - **Venue**: 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930
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  - **Categories**: kids, performances, art, trips-adventures, entertainment
- **Event Name**: Gloucester Rotary Comedy Show 2026
  - **Description**: Tickets are now available to the annual Gloucester Rotary Comedy Night, featuring Paul Gilligan, Kelly MacFarland, Dan Donahue, and Dave Rattigan on Thursday, Sept 3, 2026, at Cruiseport Gloucester, located at 6 Rowe Square on Gloucester’s harborfront. Do
  - **Interested Audience**:
    - Count: 23
  - **Date**: Thu Sep 03 2026 at 08:00 pm (-04:00)
  - **Event URL**: https://allevents.in/gloucester/gloucester-rotary-comedy-show-2026/200030028331535
  - **Venue**: Cruiseport Gloucester
  - **Banner**: https://cdn-ip.allevents.in/s/rs:fill:500:250/g:sm/sh:100/aHR0cHM6Ly9jZG4tYXouYWxsZXZlbnRzLmluL2V2ZW50czEwL2Jhbm5lcnMvZWZjM2ZhODY3NWU0ZmM3ZTFlMDkzZjhiZmQyZjc3ZmZiZjE0ODQwZjYxZWQ0NTkxYTdiYWJhNDRjM2MyMDVmYi1yaW1nLXcxMjAwLWg4MDAtZGMwODA4MDgtZ21pcj92PTE3ODcxMjU3OTk.avif
  - **Categories**: comedy, festivals, entertainment, nonprofit, sports, music, tournaments, music-festivals, concerts, performances, workshops, golf

## Trending Events in Gloucester

- **Event Name**: Schooner Festival (Labor Day Weekend) Viewing Cruises
  - **Description**: Gloucester Schooner Festival Schedule of Events 2024 Calendar - Cruise Schedule aboard WEJACK to View the Schooners, Schooner Races, Boat Parade of Lights, Gloucester Fireworks, and Parade of Sail
Plan ahead. Purchase tickets below to ensure your spot abo
  - **Venue**: 63 Rogers Street, Gloucester, MA, United States, Massachusetts 01930
  - **Banner**: https://cdn-az.allevents.in/events6/banners/52bc64118e0cdc4619cc3c03817019b0178df231f6b3e2798cc2945186198452-rimg-w1200-h1200-dcf8e8d8-gmir?v=1787125796
- **Event Name**: Sunday, August 30th, Rooftop Evening Access at Beauport Hotel
  - **Description**: Bringing live coastal music every Sunday-Thursday on Birdseye Rooftop at Beauport Hotel with craft cocktails and unbeatable views.About this EventElevate your weeknight above Gloucester Harbor.
  - **Venue**: Beauport Hotel Gloucester
  - **Banner**: https://cdn-az.allevents.in/events3/banners/c5a11ca0da25245fc2c7048b2014118e0564cbff583e8d0d3f4d31b303e72c9b-rimg-w1200-h600-dc77615d-gmir.jpg?v=1777792257
- **Event Name**: Saturday, September 5th, Sunset Sessions: Summer's Grand Finale
  - **Description**: Celebrate Labor Day Weekend with a front-row seat to Gloucester Harbor fireworks during Beauport's 10th summer by the sea.About this EventSaturday, September 5 | 7:00 PM–10:00 PM | Birdseye Rooftop | 21+
  - **Venue**: Beauport Hotel Gloucester
  - **Banner**: https://cdn-az.allevents.in/events1/banners/3dd13239e353c9adf3e1afe85a061fd2db4b83158dc9f3c50fc15a79359e3fac-rimg-w1200-h675-dc082848-gmir.jpg?v=1785538084
- **Event Name**: 2026 GHS Field Hockey Jamboree
  - **Description**: 📣 Come Out and Show Your Support! 🏑

Join us for an exciting day of field hockey on Saturday, August 22, 2026!

🏑 Over 35 teams competing
🥅 More than 725 athletes
🛍️ Vendors & concessions available throughout the day

Admission:
💲 $5 per person (colle
  - **Venue**: Gloucester High School
  - **Banner**: https://cdn-az.allevents.in/events1/banners/1407902c8f01656b1a6aaf8c61aacd7fc5c1c8817f41060a761ae7be707846bf-rimg-w1080-h1350-dcf8f8f8-gmir?v=1787057089
- **Event Name**: Gloucester Schooner Festival
  - **Description**: Be part of the action and join us onboard the When And If and Schooner Malabar X as we attempt to continue our winning streak at the spectacular Gloucester Schooner Festival. Race lunch included and beverages available for purchase onboard. 

Space is ver
  - **Venue**: Gloucester Schooner Festival
  - **Banner**: https://cdn-az.allevents.in/events2/banners/419df8b79bac74095773f87191bb0b8cd26af05f42ea3cd90214d7944b988d69-rimg-w960-h640-dc4878a8-gmir?v=1787008250
- **Event Name**: 2026 Boat Parade of Lights - Gloucester
  - **Description**: Boats Parade on Annisquam River to Gloucester Boulevard, Harbor and inlets of the inner harbor during the Schooner Festival weekend.
  - **Venue**: Central Gloucester
  - **Banner**: https://cdn-az.allevents.in/events6/banners/cadcd7356a033611c2e042d055d27b3331082751ea4785e68c961260e742779b-rimg-w1200-h799-dc080808-gmir?v=1785441521
- **Event Name**: Saturday, August 29th, Sunset Sessions at Beauport Hotel
  - **Description**: Spend your weekend nights on Beauport Hotel's Birdseye Rooftop with stunning views, lively tunes and handcrafted cocktails!About this EventEnjoy the weekend in style at Sunset Sessions. An evening of vibrant energy, coast
  - **Venue**: Beauport Hotel Gloucester
  - **Banner**: https://cdn-az.allevents.in/events1/banners/2668c0c9192bebd64c05b6de23731c5e217f1af15a71e7d80b8ed3cd85486f03-rimg-w1200-h600-dc7a6349-gmir.jpg?v=1777853707
- **Event Name**: Gloucester Day 2026
  - **Description**: Gloucester Day 2026 Celebration!  

Celebrate Gloucester Day
Join us on Saturday, September 5, 2026, as Gloucester County celebrates an incredible milestone, 375 years of history, community, and pride. While Gloucester's 375th anniversary will be commemor
  - **Venue**: 6504  Main St, Gloucester, VA, United States, Virginia 23061
  - **Banner**: https://cdn-az.allevents.in/events4/banners/9b054bf33a10c94ad8c9acd7d8724997901a53690df575ef6947b7725f4ed945-rimg-w1200-h675-dcf8f8f8-gmir?v=1786674578
- **Event Name**: Sunday, August 23rd, Rooftop Evening Access at Beauport Hotel
  - **Description**: Bringing live coastal music every Sunday-Thursday on Birdseye Rooftop at Beauport Hotel with craft cocktails and unbeatable views.About this EventElevate your weeknight above Gloucester Harbor.
  - **Venue**: Beauport Hotel Gloucester
  - **Banner**: https://cdn-az.allevents.in/events1/banners/82f622de3b15890fd5503659e3fe2e1d93e068f8702f93fb3e102eaff84a82b6-rimg-w1200-h600-dc77615d-gmir.jpg?v=1777792600

## Browse Festivals Events by Date

- [Festivals Events Today in Gloucester](https://allevents.in/gloucester/festivals--today)
- [Festivals Events This Weekend in Gloucester](https://allevents.in/gloucester/festivals--this-weekend)
- [Festivals Events in August in Gloucester](https://allevents.in/gloucester/festivals--august)
- [Festivals Events in September in Gloucester](https://allevents.in/gloucester/festivals--september)

## FAQs

- **Q**: What are the top Festivals events in Gloucester?
  - **A:** Schooner Festival (Labor Day Weekend) Viewing Cruises (Thu Sep 03 2026 at 05:30 pm at 63 Rogers Street, Gloucester, MA, United States, Massachusetts 01930), Gloucester Schooner Festival (Sun Sep 06 2026 at 09:00 am at Gloucester Schooner Festival), 2026 Boat Parade of Lights - Gloucester (Sat Sep 05 2026 at 07:15 pm at Central Gloucester), Jiggle the Handle with special guest The Coalboilers (Thu Aug 27 2026 at 05:30 pm at Harbor Loop), The North Shore's Own Renaissance Faire at Hammond Castle Museum (Sat Nov 07 2026 at 09:00 am at 80 Hesperus Ave, Gloucester, MA, United States, Massachusetts 01930).
- **Q**: What Festivals events are happening in Gloucester in August 2026?
  - **A:** Jiggle the Handle with special guest The Coalboilers (Thu Aug 27 2026 at 05:30 pm at Harbor Loop).
- **Q**: How can I find Festivals events in Gloucester?
  - **A:** You can discover upcoming Festivals events in Gloucester on AllEvents.in. Browse by date, venue, or price to find events that match your interests.
- **Q**: How do I buy tickets for Festivals events in Gloucester?
  - **A:** You can buy tickets directly through AllEvents.in. Many events offer online booking with options for free, paid, and early-bird tickets.
- **Q**: What are the popular venues for Festivals events in Gloucester?
  - **A:** Some popular venues hosting Festivals events in Gloucester include 63 Rogers Street, Gloucester, MA, United States, Massachusetts 01930, Gloucester Schooner Festival, Central Gloucester.
- **Q**: What is the price range for Festivals events in Gloucester?
  - **A:** Prices for Festivals events in Gloucester range from USD 30 to USD 90. Many events also offer free entry.
- **Q**: Who are the top organizers for Festivals events in Gloucester?
  - **A:** Popular organizers hosting Festivals events in Gloucester include Cape Ann Cruises, Sunset Sail Salem, Parade of Lights Boat Parade Gloucester MA.
- **Q**: Are there any online Festivals events available?
  - **A:** Yes, many Festivals events are available online. You can filter for virtual events on AllEvents.in to attend from anywhere.
- **Q**: How can I get notified about new Festivals events in Gloucester?
  - **A:** Follow the Festivals category on AllEvents.in to get notified when new Festivals events are listed in Gloucester.

## Category Banner

- **Banner Image**: https://cdn2.allevents.in/transup/6e/5415e403f74b77938c0695ac11464e/Festival.jpg

## Festivals from nearby cities

- [Festivals in Rockport](https://allevents.in/rockport/festivals)
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- [Festivals in Beverly](https://allevents.in/beverly-ma/festivals)
- [Festivals in Salem](https://allevents.in/salem-ma/festivals)
- [Festivals in Danvers](https://allevents.in/danvers-ma/festivals)
- [Festivals in Topsfield](https://allevents.in/topsfield-ma/festivals)
- [Festivals in Newbury](https://allevents.in/newbury-ma/festivals)
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