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October 2019

Main Street Trick or Treat

October 31, 2019 @ 5:30 pm - 7:30 pm

One of Gloucester Main Street Association’s most popular event returns – Main Street Trick or Treat on Thursday, October 31st from 5:30 – 7:30PM. Many businesses and organizations will participate in this event. Be sure to dine on Main Street either before of after! Road closures will be in effect for Main Street from 5:00 – 8:00PM for all thru traffic. Residents and emergency vehicles will be allowed access. Sponsored by: the Gloucester Main Street Association, Main Street Preservation Trust,…

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trick or treaters at the GMSA table

November 2019

Art as a Business

November 1, 2019 @ 7:30 am - 10:00 am
Main Street Center, 6882 Main Street
Gloucester, 23061 United States

This breakfast lecture will focus on embracing and understanding the business side of selling your art! Speaker Marc Willson will share how to engage your collector, build your brand and social media presence, write business plans and artist statements, and more. A published keynote speaker, Marc Willson has 40 years of experience helping retail, restaurant and tourism-related small businesses refine and promote their concepts to the public. In 1975, Marc started his retail career as co-owner of the largest distributor…

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Paint brushes with the words Art as a Business

FIrst Friday Fun

November 1, 2019 @ 5:00 pm - 8:00 pm

Logo for 1st Friday

December 2019

FIrst Friday Fun

December 6, 2019 @ 5:00 pm - 8:00 pm

Logo for 1st Friday

Dinner and a Drive-In Holiday Movie on Main Street

December 14, 2019 @ 5:30 pm - 8:00 pm
Main Street Center, 6882 Main Street
Gloucester, 23061 United States

Join us for "Dinner and a Drive-In Holiday Movie" on Gloucester Main Street! Featuring HOME ALONE! Saturday, Dec. 14, 2019 from 5:30 to 8 p.m. *Parking lot opens at 5 p.m., movie starts at 6 p.m. Parking lot of the Main Street Center $10 per car Limited tickets available online here: Pizza, popcorn, hot cocoa and drinks available for purchase. Please note TWO types of tickets are available for purchase: -General Admission for $10. This is price per car…

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January 2020

Growing Gloucester Forward

January 15 @ 8:00 am - 10:00 am
American Legion Post 75, 5849 George Washington Memorial Hwy
Gloucester, VA 23061

The Gloucester County Board of Supervisors invites you to a Breakfast Forum on January 15, 2020, co-hosted by the Gloucester County Chamber of Commerce, Gloucester Department of Economic Development, Gloucester Main Street Association and Gloucester Main Street Preservation Trust. Enjoy a light breakfast and engaging conversation as we discuss the opportunities for growth and improvement in the business community of Gloucester County. This FREE event will take place 8a-10a at the American Legion Post 75, but we ask that you RSVP below by January 13th. Seating will be limited.…

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Fly for event

GMSA Annual Meeting

January 31 @ 7:30 am - 8:30 am
Olivia’s in the Village, 6597 Main Street
Gloucester, VA 23061

The purpose of the Annual Meeting is to bring the community together to keep stakeholders informed of what is going on in the Gloucester Village and to hear feedback. Please check your calendar to see if you are able to attend. RSVP by emailing so we may have an accurate headcount.

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logo for Annual Meeting

February 2020

Valentine’s Dinner

February 14 @ 4:00 pm - 9:30 pm
Lulu Birds Kitchen, 6553 Main Street
Gloucester, VA 23061

Valentine's Day is Friday, February 14 and Lulu Birds Kitchen wants to do the cooking and cleanup for you! Come celebrate Valentine's Day with your loved one at Lulu's by emailing your reservation here

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Red Lulu Birds image with LOVE

Gloucester Arts on Main Presents: The Story of A True Likeness

February 27 @ 7:00 pm
Gloucester Arts On Main, 6580-B Main Street
Gloucester, VA 23061 United States

The Story of A True Likeness: The Black South of Richard Samuel Roberts His life's work, nearly 4,000 glass plate negatives, sat in a dark, dusty crawlspace seemingly forgotten for half a century. Join the fine folks at Gloucester Arts on Main Thursday, February 27th at 7pm to hear the story of the discovery and recovery of Richard Samuel Roberts' work. Phil Dunn, co-editor of the book, A True Likeness: The Black South of Richard Samuel Roberts, will share slides…

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Photo of Richard Samuel Roberts

May 2020


Trading Main Street Raffle

May 1 - June 30

Trading Main Streets Raffle Tickets are NOW AVAILABLE! Gloucester Main Street Association (GMSA) hopes that you and your family are well. We know that these uncertain times are stressful on all. Your local non-profit organization, GMSA is looking ahead to better times. What better way to celebrate the end of the COVID-19 than to get out and enjoy a weekend getaway for two in  Fall 2020 or Spring 2021! Two designated Virginia Main Street communities, Gloucester Main Street and Culpeper…

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