UPCOMING EVENTS
Festival of Trees
Join us as Main Street turns into a holiday wonderland full of joy, kindness, and support for the many nonprofits, businesses, and government organizations that help make our community great.
2024 Christmas & Holiday Parade
The 2024 Christmas & Holiday Parade on Main Street is a festive celebration that brings the community together to kick off the holiday season. Join us for an enchanting afternoon filled with twinkling lights, joyous music, and creative floats as they make their way down Main Street.
Waiting For Washington at The Edge Hill House
Christmastide is a time when families gather and there is nothing more Lady Washington wants than to have her General home from the War. Join Martha Washington and her daughter-in-law, Eleanor, in December of 1783, as they wait for the General and discuss Christmastide traditions, family, and Eleanor’s marriage to David Stuart.
Christmas at Ware - Gloucester Farmer's Market
The Gloucester Farmers Market presents Christmas at Ware! Enjoy 70+ vendors, ready to celebrate Christmas with you on the beautiful Campus of Ware Church.
2025 Gloucester Restaurant Week
2025 Gloucester Restaurant Week is Coming!
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. It’s the perfect chance to try something new or enjoy a twist on a classic dish—all while supporting our amazing local restaurants!
ready to treat your taste buds to something unforgettable!
2025 Gloucester Daffodil Festival
Celebrate the beauty of spring at the 2025 Daffodil Festival in Gloucester, Virginia! This beloved annual event, themed "It's All Sunshine & Daffodils," will take place on the first weekend in April, transforming Main Street into a vibrant display of yellow blooms and festive activities.
The Mullins Sisters - 2025 Daffodil Fesitval
The Mullins Sisters will be performing live at the 2025 Daffodil Festival on the Main Stage, sponsored by Gloucester Toyota!
Sentara Timberneck Turkey Trot 5K Run/Walk Fundraiser
Run or walk this scenic, flat, paved 3.1-mile loop course at Machicomoco State Park in Gloucester, Virginia. Water will be available at the start/finish line, as well as as the halfway point of the race route. Public restrooms will also be available near the race finish.
Celebrating Gloucester's Veterans- Second Sunday Series
Celebrating Gloucester’s Veterans Program
Come together to celebrate and honor the bravery and dedication of Gloucester’s veterans in this heartfelt gathering of remembrance and gratitude.
Party on the Half Shell- A Virginia Wine & Oyster Pairing Experience
Join us at Camp Cardinal RV Resort for "Party on the Half Shell – A Virginia Wine & Oyster Pairing Experience.
Sip & See Harvest Festival- Kelsick Specialty Market
Join us for the Sip & See Harvest Festival at Kelsick Specialty Market on November 1st! 🍂🍷 Celebrate the flavors of fall with seasonal sips, delicious bites, and festive fun.
1st Fridays on Main Street
First Fridays on Main Street: A Night to Shop, Stroll, and Savor in Gloucester, VA!
Memorial Dedication Ceremony- Honoring French Soldiers
Join us as we dedicate a memorial in honor of the French soldiers who died at the Battle of the Hook.
Celebrate Indigenous People's Weekend at Machicomoco State Park
Join our friends at Machicomoco State Park to celebrate Indigenous People's Day weekend! Activities for the Second Sunday Series start at 10AM and include learning about artifacts, learn the basics of archery (call Ranger Station to register- 804-642-2419), and weave your own pine needle basket!
Walter Reed Birthplace : Guided Tours
Discover History: Tours at Walter Reed's Birthplace Presented by The Fairfield Foundation
Wine Maker Barrel Tasting
Join Chef Zoll owner & award winning vintner on Sunday September 29th at 1 pm as we sample the new releases of sangria and barrels from 2023 vintage.
Oktoberfest at Gloucester Brewing Co
Mark your calendars for a fantastic Oktoberfest celebration at Gloucester Brewing Company on Sunday, September 29th!
Live Music by Bubba Ward - YROC
Join us for live music on the deck with Bubba Ward! Check him out on Facebook.
The 2024 Guinea Jubilee
Save The Date!
The Guinea Heritage Association’s mission is to preserve the history and values of the unique community called Guinea.
Music In The Park - Machicomoco State Park
Come join us on Saturday September 21, 2024 from 5:30-8:00 pm for MUSIC IN THE PARK!
2024 Gloucester Wine Festival
Featuring top Virginia Wineries, live music, fine foods, art and retail vendors.There will also be Wine Tasting and Educational Seminars. Parking will be at Ware Academy with convenient shuttles.
Juan's Taco & Beer Festival
Taco & Beer Festival at Juan’s Cafe & Cantina on Sep 17, 4-9 PM! Tacos, beer, live music, and more. Free for kids
Virginia Homegrown Bluegrass Festival
Flat Iron Crossroads is bringing together three Virginia based bluegrass band on Saturday, 9/14/2024 to feature Rappahannock Crossing, Bill Jenkins & The Virginia Mountain Boys, and The Tidewinders headlining!!
Archaeology Birthday Bash at Walter Reed Birthplace
We will celebrate the 173rd birthday of Dr. Walter Reed by hosting a one-day archaeological “summer camp!”
Gloucester Farmers Market at Historic Ware Episcopal Church
The Gloucester Farmers Market at Historic Ware Church will take place on the second Saturday of the month, May through September, from 9:00 a.m. until 1:00 p.m.
James Armistead Lafayette- Sunday Speaker Series
This special presentation will transport attendees back to the Revolutionary War era, offering a unique glimpse into the life of Lafayette, an enslaved African American who became a hero for his invaluable contributions as a spy for the Continental Army.
Pints & Peppers at Gloucester Brewing Co.
The GianDonato Farmette will be at the Gloucester Brewing Co for the FIRST Saturday of September
Just Dan- Concerts on The Green
Join us for live music from Just Dan! This is a free family-friendly event! Bring a chair or blanket, a dinner to go and enjoy great music and even better company!
Courthouse Community Orchestra- Concerts On The Green
Join us on Wednesday August 21st for a lovely performance by the Courthouse Community Orchestra.
Jim Quick & Coastline at Flat Iron Crossroads
Over 25 years in the making, Jim Quick and Coastline, like their namesake the Atlantic Coastline Railroad
General Lafayette - Sunday Speaker Series
Be transported back in time to the American Revolution and meet General Lafayette, George Washington’s adopted son.
Walter Reed Birthplace : Guided Tours
Discover History: Tours at Walter Reed's Birthplace Presented by The Fairfield Foundation
Gloucester Farmers Market at Historic Ware Episcopal Church
The Gloucester Farmers Market at Historic Ware Church will take place on the second Saturday of the month, May through September, from 9:00 a.m. until 1:00 p.m.
Mike Reed- Concerts On The Green
Join us for live music from Mike Reed! This is a free family-friendly event! Bring a chair or blanket, a dinner to go and enjoy great music and even better company!
Ami Baker- Concerts On The Green
We welcome Ami Baker to the court circle for the first time this coming July! A solo female singer-songwriter / guitarist that plays an eclectic multi-genre variety of covers & sometimes originals ranging across generations.