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Downtown Gloucester

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Main Street
Gloucester, MA 01930 United States

August 2017

Gloucester Sidewalk Bazaar

August 3, 2017 @ 9:00 am - 5:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Now celebrating its 59th year, the Sidewalk Bazaar takes place on Main Street in downtown Gloucester. Over 120 vendors, street food, live music and children’s activities. Click here to download the flier.

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Gloucester Sidewalk Bazaar

August 4, 2017 @ 9:00 am - 5:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Now celebrating its 59th year, the Sidewalk Bazaar takes place on Main Street in downtown Gloucester. Over 120 vendors, street food, live music and children’s activities. Click here to download the flier.

Find out more »

October 2017

The Page, Folklore Theatre Company

October 13, 2017 @ 7:00 pm - October 15, 2017 @ 9:00 pm
|Recurring Event (See all)

An event every week that begins at 7:00 pm on Friday, repeating indefinitely

Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Show premieres Friday October 13 and runs 3 weekends through October 29.  The Folklore Theatre Company, 169 Main Street, Gloucester, MA The Page, an original musical by the FTC's Annual Young Playwrights Workshop, is the epic tale of an English girl, Samantha Elizabeth Collins, and her journey of self-discovery and coming-of-age during the turbulent 17th century.  It takes place during Captain John Smith's 1614 voyage to the New World to map out what eventually became known as Cape Ann.  For…

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The Page, Folklore Theatre Company

October 13, 2017 @ 7:00 pm - October 29, 2017 @ 9:00 pm
|Recurring Event (See all)

An event every 3 weeks that begins at 7:00 pm on Friday, repeating until October 29, 2017

Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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The Page, an original musical by the FTC's Annual Young Playwrights Workshop, is an epic tale of an English girl, Samantha Elizabeth Collins, and her journey of self-discovery and come of age during the turbulent 17th century.  It takes place during Captain John Smith's 1614 voyage to the New World to map out what eventually became known as Cape Ann. Show premieres Friday, October 13 and runs 3 weekends through the 29th. The Folklore Theatre Company, 169 Main Street, Gloucester.

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December 2017

Fitz Henry Lane Lithographs: A Gallery Talk

December 2, 2017 @ 9:30 am - 10:30 am
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Take a closer look at the special exhibition.  Drawn from Nature and On Stone: The Lithographs of Fitz Henry Lane, with Georgia Barnhill, guest curator of the exhibition and curator emerita at the American Antiquarian Society of Worcester.  $10 for Museum Members;  $15 for Non members. Space is limited.  Reservations required: Please call:  978-283-0455  x10

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Annual Church Fair at Unitarian Universalist Church

December 9, 2017 @ 9:00 am - 2:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Free

Don’t miss the Annual Church Fair at the Unitarian Universalist Church of Gloucester on Saturday, December 9, 2017, 9 AM- 2 PM, 10 Church St.  Gloucester, MA The Unitarian Universalist Church is a partner location for the Middle Street Walk also held on December 9th. Highlights of the fair include: Visit with Santa, Breakfast Lunch , Cookie Walk, Bake Table, Books, Brad’s Unique Boutique, Equal Exchange coffee and chocolate, Grace Center cards & photos, many Artisan Tables, S’mores on the front…

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Downtown Gloucester Family and Friends’ Day

December 9, 2017 @ 12:00 pm - 5:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Many stores will be offering refreshments throughout the day.  Carollers and musicians stroll Main Street.  Spend the afternoon with family and friends while enjoying your holiday shopping.

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Customer Appreciation Night

December 14, 2017 @ 5:00 pm - 10:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Main Street businesses will offer refreshments and discounts throughout the day to thank everyone for their patronage throughout the year.  It's a fund afternoon and evening of shopping, mingling and finding that perfect gift for that special someone!

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December 2018

Gloucester's Annual Middle Street Walk

Middle Street Walk

December 8, 2018 @ 10:00 am - 4:30 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Stroll on Gloucester's historic Middle Street filled with free events featuring music, kids activities, tours of historic houses and museum exhibits, and more! Visit middlestreetwalk.org for more event details and activities.

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June 2019

Greasy Pole & Seine Boat Races at Pavilion Beach

June 28, 2019 @ 8:00 am - June 30, 2019 @ 5:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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  The Greasy Pole, St. Peter's Fiesta - Gloucester MA   The Greasy Pole One of this fishing port’s biggest spectator draw during the Fiesta and most sacred test of all is the greasy pole. The pole is 40 feet of wood piling extending from a 4-story platform a few hundred yards off Pavilion Beach. Most of the year, it sits idle, a totem to the glory it has brought and the people it has broken. But the Friday of St.…

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August 2020

Gloucester Downtown Stroll, Shop and Dine

August 15, 2020 @ 5:00 pm - 10:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Shop, Stroll & Dine through Main Street in Gloucester, a scaled-down version of the popular Block Party event has been approved and encouraged by the City. Bring a face mask as they are mandatory and be sure to make a reservation at your favorite restaurant or stop in your favorite local retailer to show your support!

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September 2020

Gloucester Downtown Stroll, Dine and Shop – CANCELLED

September 4, 2020 @ 6:00 pm - 10:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Gloucester’s Main Street Fall Sale Event

September 26, 2020 @ 10:00 am - 5:00 pm
|Recurring Event (See all)

One event on September 27, 2020 at 10:00 am

Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Stroll and shop Gloucester's Main Street Fall Sale this weekend featuring 22 shops with fabulous sale on their merchandise.  Please follow safety protocols by wearing a mask, use hand sanitizer at each store and social distance. Rain or shine. Design of Mine Mark Adrian Shoes Cape Ann Olive Oil Co. The Weathervane Pop Gallery The Bookstore of Gloucester Dogtown Book Shop Sweats of New England The Dress Code Floating Lotus Blue River Diamond Metaphysical Shop (Sat. only) Nelson's Animal Kracker…

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December 2020

Holiday Shopping Spree | Downtown Gloucester

December 9, 2020 @ 8:00 am - December 12, 2020 @ 5:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Shop small! Shop Local! Each time you make a purchase at participating businesses, fill out a ticket for your chance to win 1 of 3 combined gift certificates. So, the more you shop in your favorite Downtown Gloucester stores, the better your chance is to WIN! Drawing on December 14.

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August 2021

Annual Sidewalk Bazaar

August 5, 2021 @ 9:00 am - August 7, 2021 @ 5:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Free

The annual Sidewalk Bazaar takes place on Main Street in downtown Gloucester. Vendors, street food, live music, and children’s activities. Artists, Crafters, Food Vendors, Non-Profits, Kids Activities & Entertainers from near and far join Gloucester merchants and restaurants on the street for a fun and festive three days. The Sidewalk Bazaar is a Gloucester tradition that shouldn’t be missed.  

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September 2021

Downtown Gloucester Block Party

September 3, 2021 @ 6:00 pm - 10:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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The Gloucester Block parties are fun, festive events that bring downtown to life! Part of Main Street is closed off from 6–10pm, allowing for live music from local bands, street performers, al fresco dining, children's activities, and more! This family-friendly event has something for everyone!

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December 2021

Annual Ladies Night “All Day” in Downtown Gloucester

December 2, 2021 @ 10:00 am - 8:00 pm
Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
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Free

Bundle up and gather your friends for a festive day and night of shopping and celebrating the holiday season at the annual Ladies Night in and around Main Street in Downtown Gloucester.

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July 2022

Downtown Block Party

July 16 @ 5:00 pm - 10:00 pm
|Recurring Event (See all)

One event on August 13, 2022 at 5:00 pm

One event on September 2, 2022 at 5:00 pm

Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
+ Google Map

The Gloucester Block parties are fun, festive events that bring downtown to life! A portion of Main Street is closed off from 5:00–10:00 pm, allowing for live music from local bands, street performers, al fresco dining, children's activities, and more. This family-friendly event has something for everyone.

Find out more »

August 2022

Downtown Block Party

August 13 @ 5:00 pm - 10:00 pm
|Recurring Event (See all)

One event on August 13, 2022 at 5:00 pm

One event on September 2, 2022 at 5:00 pm

Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
+ Google Map

The Gloucester Block parties are fun, festive events that bring downtown to life! A portion of Main Street is closed off from 5:00–10:00 pm, allowing for live music from local bands, street performers, al fresco dining, children's activities, and more. This family-friendly event has something for everyone.

Find out more »

September 2022

Downtown Block Party

September 2 @ 5:00 pm - 10:00 pm
|Recurring Event (See all)

One event on August 13, 2022 at 5:00 pm

One event on September 2, 2022 at 5:00 pm

Downtown Gloucester, Main Street
Gloucester, MA 01930 United States
+ Google Map

The Gloucester Block parties are fun, festive events that bring downtown to life! A portion of Main Street is closed off from 5:00–10:00 pm, allowing for live music from local bands, street performers, al fresco dining, children's activities, and more. This family-friendly event has something for everyone.

Find out more »
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