Upcoming Events

Concerts On The Green Summer Series
Jul
9
to Sep 21

Concerts On The Green Summer Series

Concerts on the Green - Summer Series 2025!

Get ready for an unforgettable summer of music, community, and fun! Visit Gloucester’s Concerts on the Green features a stellar lineup of local bands, DJs, and artists performing a wide variety of genres—from blues and rock to folk, acoustic, and even pirate jams!

Here’s the Summer 2025 Lineup:

6/25 Tom Euler – Progressive blues & rock - Cancelled
7/9 Toby & Larry – Relaxing summer covers
7/23 Nathan Stephenson Duet – New indie, folk & country hits
8/6 DJ Big-E Diceman – Spinning your favorite 90s & 2000s hits
8/20 Clan MacCool Band – Pirate-themed jam band
9/3 Ami Baker Music – Eclectic acoustic sounds
9/17 Just Dan – Classic Sinatra tribute
9/21 Series Finale: Headliner Courthouse Community Orchestra & Guests

Location: Historic Court Circle - 6504 Main Street

Bring your lawn chairs, picnic blankets, and your dancing shoes!

Free & Open to the public.

Visit https://gloucesterva.gov/tourism for more information!

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PJ Party at The Cereal Plug
Jul
12

PJ Party at The Cereal Plug

The Cereal Plug is serving up fun, flavor, and a little friendly competition on Gloucester Main Street!

Enjoy $3.50 bowls of cereal and milk, $4 waffle pairs, or $6 cereal waffles topped with whipped cream, sprinkles, more cereal, and your choice of syrup. They’ll also be offering $3 ice cream scoops and $4 quarter-pound hot dogs with chips!

Come dressed in your pajamas and snap a pic for their pajama contest—one lucky winner will score a $20 Cereal Plug gift card! (Photos are optional.)

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Food Truck Frenzy
Jul
13

Food Truck Frenzy

Mark your calendars for Sunday, July 13, 2025, from 1-5 PM, and head to the heart of Gloucester for an unforgettable experience! The Food Truck Frenzy will bring together food lovers, families, and fun-seekers for a nautical-themed celebration at the Old Page Grounds on Highway 17.

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Movie on Main: Free Community Movie!
Aug
16

Movie on Main: Free Community Movie!

Celebrate the end of summer with a fun-filled evening at Movie on Main!

Bring the whole family and enjoy a free community movie night in the heart of Gloucester’s Main Street, surrounded by a vibrant mural made possible by the Cook Foundation.

Experience a movie among murals and take in the charm of Main Street like never before.

More details coming soon—stay tuned!

Note: The movie will begin at sunset.

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RiverJam 2025
Aug
23

RiverJam 2025

RiverJam 2025 promises a toe-tapping, hand clapping, soul soaring collaboration of live music and song featuring performances by The Ballast Band, Don Irwin, Lily Loves Jazz, and One Voice Chorus Richmond. Local food vendors, art activities, and an abundance of FUN FOR ALL!

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Porter's on Main: Ribbon Cutting Celebration
Jul
1

Porter's on Main: Ribbon Cutting Celebration

Join Porter’s on Main as they mark an exciting new chapter on Main Street with an evening of connection, community, and celebration. Tuesday, July 1st, we invite you to the Ribbon Cutting Ceremony and Cocktail Hour to include Hors d'Oeuvres, Refreshments, Craft Cocktails, Wine & Beer at Porter’s Cash Bar.

Take this opportunity to meet the management team at Porter’s - Executive Chef Joshua Hutter, General Manager Jeff Brown, and Head of Beverage Service & Mixologist Matthew Martin. You might even meet Porter himself! Let’s raise a glass to what’s ahead.

See you there!

Doors will open at 5:15 pm, and the Ribbon Cutting will be at 6:00 pm.
RSVP encouraged.

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It's A Wrap Reception
Jun
28

It's A Wrap Reception

The 2025 Heart of the River Collection will be on display at the Fine Arts Museum of Gloucester from June 15th through June 28th. Don’t miss this fun end to the events of the 2025 Festival and the last chance to purchase a painting before they leave for good!

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Art in the Village
Jun
28

Art in the Village

Come for the day and stay! Experience a truly unique family-friendly day at Art in the Village along Gloucester Main Street. What’s in store? An Artisan Fair in the Courthouse Circle, pop-up art classes for all ages and live music at Arts on Main, art demonstrations at York & Main, explore the new community art space at ArtWork, and show your creative side on the Community Art Mural.

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Arts at Abingdon
Jun
19

Arts at Abingdon

Presented in partnership with Gloucester Arts Festival and The Cook Foundation, during June, Arts at Abingdon presents the SOMA Quartet. Join us for a music-filled evening at the historic Abingdon Church. All concerts are free of charge. Reservations are not required.

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Juneteenth Celebration at The Cereal Plug
Jun
19

Juneteenth Celebration at The Cereal Plug

Celebrate Juneteenth at The Cereal Plug with good food, good music, and good company—open to everyone, and happening in a space open to everyone.

Whether you're stopping by for a bite or staying to dance, it’s a great way to experience and honor Juneteenth in a joyful, inclusive setting.

Follow The Cereal Plug on Facebook for updates on the menu and specials.

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Juneteenth Celebration
Jun
19

Juneteenth Celebration

Juneteenth holds a special significance in the African American community. It’s not just the commemoration of the end of slavery for people of African descent in America; it is an affirmation of the power that we possess to impact positive change. Celebrating Juneteenth demonstrates that, in spite of the most painful parts of our American history, African Americans refuse to be held down by the past and are determined to move forward towards a free and equal present and future.

Join us in recognizing Opal Lee, the “Grandmother of Juneteenth,” who played a key role in making June 19th a national holiday during our annual Opal Lee Walk which starts at 9:00 AM at the Gloucester County Main Library. Followed by the celebration at Holly Knoll starting at 1:00pm. Admission is free.

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Gloucester Arts Festival Plein Air Gala
Jun
14

Gloucester Arts Festival Plein Air Gala

Mingle with the talented Plein Air artists of the Gloucester Arts Festival while relishing a glass of sparkling wine and savoring an array of delicious heavy hors d'oeuvres. Take your time to peruse all the stunning paintings created throughout the week and seize the opportunity to purchase your favorite piece!

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First-Ever Book Signing at The Nook
Jun
14

First-Ever Book Signing at The Nook

Join The Nook for their very first book signing event! Meet local author Patti Procopi and get your signed copy of The Murderer You Know—a must-read for true crime podcast fans and mystery lovers alike.

Enjoy the welcoming atmosphere of The Nook, browse their latest book arrivals, and support a local business and author. Whether you're a dedicated reader, a supporter of all things local, or just looking for something new to explore, this is an event for you!

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Patron Preview Party
Jun
12

Patron Preview Party

Get ready for an unforgettable experience in 2025 with the debut of the Gloucester Art Festival’s Patron’s Preview Party! An exclusive soirée for art patrons will be held at historic Dixondale Wharf, offering a unique opportunity to select a painting created by talented plein air artists before the lottery at the upcoming gala.

You must be a Patron to attend. Secure your spot at this special early access event by purchasing your Patron Ticket here.

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Loving Day Dedication
Jun
12

Loving Day Dedication

Join us on Thursday, June 12, at 2:00 PM for the unveiling and dedication of Gloucester’s new LOVEWorks sign, located on the gazebo lawn at Sanders Riverside Active Living Community, just off Main Street.

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Symphony Under the Stars
Jun
7

Symphony Under the Stars

The June 7th concert by the Virginia Symphony Orchestra is touted as one of the most anticipated events of the year in the community, drawing well over a thousand families and community members to Main Street for an evening of great food and music. The evening will begin at 6pm with a performance by Gloucester’s very own The Liberty Dolls!

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Paint Main
Jun
7

Paint Main

On Saturday, June 7th, the 2025 Plein Air festival painters will compete in a fast-paced paint-out along Main Street from 10 a.m. to noon. 

Community painters are also welcome to register for this Paint Main event and compete for separate prizes. Judging will follow on the Tabb House Lawn.  After prizes for both groups have been awarded, the paintings will be available for sale fresh off the easel - and ready to hang in your home!

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Brews, Brine & Wine
Jun
6

Brews, Brine & Wine

Enjoy oysters, beer, wine and new this year, whiskey! Visit the Plein Air artists from the Gloucester Arts Festival who will interpret the beautiful surroundings on their canvases, creating small works available for sale at the event. Art, food, music and beautiful scenery will make for a lovely evening for the whole family. Co-hosted with the Fairfield Foundation.

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Movie & Treats Night with The Nook and The Cereal Plug
May
9

Movie & Treats Night with The Nook and The Cereal Plug

The Nook and The Cereal Plug are teaming up for a special Movie & Treats Night on Main Street! Bring the family, grab your favorite snacks from The Cereal Plug before the movie starts at 8:00 PM, and settle in for a free outdoor showing of Luca—a fun, family-friendly movie with summer vibes.

The Cereal Plug will have treats, hot dogs, drinks, and special snack bundles available for purchase.

Admission is free. Don’t forget to bring your lawn chairs!

Come enjoy a relaxing evening under the stars on Gloucester Main Street!

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Kids Karaoke at The Cereal Plug
May
4

Kids Karaoke at The Cereal Plug

Get ready for a fun-filled afternoon at The Cereal Plug’s Kids Karaoke!

 Kids can take the mic and sing their favorite songs, then cool off with ice cream piled high with toppings, cereal treats, and more. Specialty snack bowls will also be available for purchase.

Bring the family, grab a treat, and enjoy a sweet Main Street moment!

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Historic Garden Week in Gloucester 2025
Apr
26

Historic Garden Week in Gloucester 2025

  • 3201 Leadership Drive Naxera, VA, 23061 United States (map)
  • Google Calendar ICS

Organized by the Garden Club of Virginia, Historic Garden Week is the only statewide house and garden tour in the nation. It offers visitors a chance to tour inspired homes and private landscapes, public gardens, and historic sites across Virginia. In addition, more than 1,000 world-class floral arrangements adorn the houses.

The Gloucester tour, presented by the Garden Club of Gloucester and Mathews, includes access to three amazing waterfront properties. Visitors will enjoy the warmth and tradition of two homes along the North River, Exchange (early 1700s) and Blythelea, as they walk between the grounds, taking in the views and gardens. A third home, Holly Knoll, was built in grand Georgian style on the York River for the second president of the Tuskegee Institute, Dr. Robert Moton. It was designed as a place to gather, mentor, and support national civil rights leaders. As a result, it received National Historic Landmark designation and now operates as the Gloucester Institute, a training ground for tomorrow’s African American leaders.

• $50 pp sold online 
• $60 pp day-of-tour ticket 
• Ticket includes admission to 3 homes and 1 museum

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Gloucester Brewing Company: Pints for Parkinson’s Fundraiser
Apr
19

Gloucester Brewing Company: Pints for Parkinson’s Fundraiser

Join Gloucester Brewing Company for an all-day fundraiser to raise awareness and support finding a cure for Parkinson’s.

The day kicks off at 11:00 AM with a family-friendly, 1-mile fun run up and down Main Street. Enjoy live music, a silent auction, and delicious food throughout the day!

For more information, or if you’re interested in sponsoring or donating, please email globrewco@gmail.com or visit globrewco.com.

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2025 Gloucester Restaurant Week
Mar
3
to Mar 9

2025 Gloucester Restaurant Week

Mark your calendars for March 3rd–9th, and get ready to savor the best of Gloucester’s local dining scene! Join us for a week filled with exclusive menus, delicious specials, and exciting offers from your favorite eateries around town.

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Blessing of the Ground
Mar
2

Blessing of the Ground

A ceremony of sorrow and rejoicing will be offered at Rosewell Plantation on Sunday, March 2, at 3 PM, to consecrate the site where a Remembrance Structure will be built to recognize those who were held in bondage there from the colonial period until Emancipation.

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A Taste of the Arts
Feb
22

A Taste of the Arts

Arts on Main is excited to explore the creative culinary arts with you this February!

The event includes a casual evening of tasty small plates from area caterers and restaurants, complimentary (2) beverages, a signature cocktail cash bar and ample seating. Join in the fun at the chef’s photo booth and enter a chance to win an Arts on Main art class for two!

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Find Love on Main Street
Feb
8

Find Love on Main Street

This scavenger hunt is a fun challenge for everyone—whether you’re teaming up with a partner, friends, family, or flying solo! If you’re going solo, you can team up with others for more fun.

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Italian Wine & Dinner
Jan
25

Italian Wine & Dinner

Kelsick Specialty Market is excited to present an Italian Wine Dinner on Saturday, January 25th, from 6 to 8 PM. Enjoy a delightful evening featuring classic Italian dishes and wines. Indulge in a 4-course meal paired with 4 wines. Purchase your tickets here!

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Animal Kindness Workshop
Jan
25

Animal Kindness Workshop

The Gloucester-Mathews Humane Society is hosting an Animal Kindness Workshop on Thursday, January 25th from 1 to 3 PM in the GMHS Lobby. Drop by to help create toys and enrichment items for homeless pets. All materials will be provided, and the event is open to all ages. No registration is needed!

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The Lafayette Bicentennial & Gloucester County
Jan
12

The Lafayette Bicentennial & Gloucester County

Join Robert Kelly, Director of the Gloucester Museum of History, at the Gloucester Historic Courthouse (6504 Main Street) on Sunday, January 12th, from 2 to 3 PM for a discussion on General Lafayette’s legacy and his connections to Gloucester. Learn about the Lafayette Bicentennial and Stuart Wells Jackson, co-founder of the American Friends of Lafayette, who lived in Gloucester from 1944 to 1957.

This free and family-friendly event is open to all!

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