Events Calendar

‘It’s All About Community’ is our motto and our employees live it out wherever possible. The events below are where you can find us next. We would love to connect with you. So, if you see us out and about, please say hello. Better yet, join in! Don’t forget that we have an online community, too. Check out the rest of this page for the other ways that we can connect.

Chesapeake Bank Sponsored Events

Williamsburg, Community Events
Versability 15th Annual Gala

Join VersAbility Resources during our 15th Annual Gala in-person at the Marriott at City Center in Newport News. Help us raise crucial funds supporting people with disabilities throughout the 757. Please note: purchased tickets are required for admission. Visit the official Facebook Event page to learn more.

Northern Neck
Lancaster County Fire Department Golf Tournament

Mark your calendars and stay tuned for more information! 

Northern Neck
27TH Annual Hospice Turkey Shoot Regatta

Starts from 9/30/2022 through 10/02/2022

Mark your calendars and stay tune for more information! 

Community Events, Middle Peninsula, Northern Neck, CWM
2022 Walk to End Alzheimers

The 2022 Walk to End Alzheimers is scheduled for 10/1. Chesapeake Bank and Chesapeake Wealth Management have formed a team. You can join us or make a donation to show your support.

An Occasion for the Arts

Mark your calendars and stay tuned for more information! 

Community Events, Williamsburg
13th Annual Williamsburg Landing 5k Run/Walk for The Arc of Greater Williamsburg

Our 13th Annual 5k Run/Walk for The Arc of Greater Williamsburg will be held at Williamsburg Landing. You can register online at

Community Events, Williamsburg
Williamsburg Book Festival

Mark your calendars and stay tuned for more info.

Community Events, Middle Peninsula
Oktoberfest 2022

Oktoberfest 2022!

Oktoberfest is returning to Gloucester Brewery with a huge celebration of German beers and food.

With official festbiers imported from Munich for the weekend, live music, and the chefs from TANK providing an awesome German inspired BBQ it is set to be a weekend to remember.

Tickets are on sale now!

Oktoberfest 2022 - Gloucester Brewery | Beer & Gin

Middle Peninsula, Community Events
Gloucester Mathews Care Clinic Oktoberfest

Mark your calendars and stay tuned for the 2022 Oktoberfest.

Middle Peninsula, Community Events
Ware Academy Golf Tournament 2022

Playing it cool and beating the heat with this year's Golf Tournament. Visit the Ware Academy website to learn more about this event.

Northern Neck, Community Events
Music on the Half Shell Presents: Little Marvin & The Martians

Little Marvin & the Martians is a cross categorical band who play a little bit of everything! Sure to knock your socks off, they play a wide range of 80's Rock, danceable Classic Rock, Pop and New County. There should be something for everyone to enjoy no matter your taste in music!
This is a ticketed event. Tickets are $10 and children under the age of 5 are free with a paying adult.
New this year: A picnic basket dinner is welcomed. NO OUTSIDE ALCOHOL is allowed. Food and beverage vendors will be on site. Please NO outside alcohol or dogs and remember to bring a chair or blanket to sit on.

Williamsburg, Community Events
Women's Business Symposium

Brought to you by Maximized Life Coaching & Mentoring 
Visit: to learn more.

Northern Neck, Community Events
21 Annual Community Oyster Roast

The Community Oyster Roast is a favorite event in the Northern Neck. This event usually sells out so get your tickets early, you won’t want to miss it! Buy tickets here on the Chesapeake Academy website.

Williamsburg, Community Events
“Fly Me to the Moon” Dinner series
Grove Trotter 10k Bridge Run

Stretch your running legs and support Grove Christian Outreach Center at the 2nd annual Grove Trotter 10K. The event will be held Saturday, October 15th taking off from Chickahominy Riverfront Park. The run will start out going over the Chickahominy River Bridge, out 5K on the Capital Trail and then back in to the park for a full 10K. The entire run will take place on the well maintained Capital Trail. This is a Colonial Road Runners Grand Prix event, and awards will be given for various age groups.

The Grove Trotter 10K Bridge run is the inaugural event sponsored by Grove Christian Outreach Center. The Outreach Center is a 501(c)3 nonprofit organization providing food, clothing and financial assistance for impoverished families in the Grove community located in lower James City County. Please visit our website to learn more about our mission.


1350 John Tyler Highway
Williamsburg, VA US 23185

2022 Grove Trotter 10K Bridge Run at Chickahominy Riverfront Park (

Men's Charity Tennis Tournament

Mark you calendars and stay tune for more info.

Williamsburg, Community Events
2nd Annual Friends & Family Fall Festival

This event is brought to you by the Historic VA Land Conservancy. Visit the website to learn more.

Williamsburg, Community Events
Welcoming Her Home Gala

Join the Latisha House at the Williamsburg Winery: Wessex Hundred for their 9th Annual Winter Formal Gala! It's an exclusive event with delightful food and music. The attire is black tie. 

Welcome Her Home Gala

Mark your calendars and stay tuned for more information 

Northern Neck, Community Events
Taste by the Bay 2022

"Taste by the Bay: Wine, Food, Arts and Ale" will be at the beautiful Tides Inn in Irvington, VA. This highly anticipated ninth-year event included sampling from Virginia wineries, Virginia craft brews, tastings from local restaurants, live music, and just in time for the holiday shopping season- a variety of artisan vendors. Buy tickets or learn more on the Lancaster by the Bay Chamber of Commerce site.

9th Annual Winter Formal Gala

Mark your calendars and stay tuned for more info.

Williamsburg, Community Events
Holiday Pops

Get your tickets for Holiday Pops by Virginia Symphony Orchestra

Williamsburg, Community Events
Cabaret & Cocktails 2022

Mark your calendars for this event brought to you by Williamsburg Symphony Orchestra.