About

Chesapeake Bank is a thriving institution with more than $1.7 billion in assets and 17 retail branches and offices across the Northern Neck, Middle Peninsula, Williamsburg, Chesterfield, Richmond, and Peninsula regions.

More Than an Award

More than 20,000 Virginians cast over 250,000 votes statewide to help select this year’s Best of Virginia winners of Virginia Living Magazine’s 15th Annual Best of Virginia Awards. This year, Chesapeake Bank was honored to be recognized as the #1 Bank in Eastern Virginia, #3 Bank in Central Virginia, and Chesapeake Wealth Management was named the #1 Financial Planning Firm in Eastern Virginia.

For us, this recognition means more than an award. It reflects the trust our customers place in us, the strength of our communities, and the relationships we’ve built over the years.

But for us, this didn’t happen overnight.

It’s built in the small moments: welcoming customers by name, conversations at the teller line, making local decisions with care, and relationships that go far beyond transactions. It’s in showing up for our neighbors, supporting local businesses, and staying true to the independent spirit that has guided us since 1900. While the tools and technology continue to evolve, our purpose remains.

“Our independence allows us to make decisions locally and put the needs of our customers and communities first,” said Becky Foster, COO, CFO and Executive Vice President of Chesapeake Bank. “We are only as strong as the communities we serve, so this recognition is very much a partnership between Chesapeake Bank and the people who place their trust in us every day.

Relationships That Go Beyond Banking

That commitment to relationships is what sets community banking apart.

“It’s not only the relationships in the bank, it’s the relationships you form outside of the bank,” said Gary Ward, owner of Porter’s on Main, Olivia’s in the Village, and Scoot’s BBQ. “They become friends, not just bankers. Any group can open a bank, but not all groups do what Chesapeake does. They provide a level of service that goes far beyond expectations.”

The Best of Virginia Awards highlights organizations that pair exceptional service with a meaningful impact on the communities they serve. That’s a balance we work hard to achieve every day – honoring our history while continuing to innovate, invest and evolve to meet the changing needs of our customers.

Whether we’re helping a family buy a home, supporting a local business, or volunteering in our communities, our mission stays the same: helping our neighbors succeed.

A Recognition We Share

We’re honored to be named one of Virginia’s best. This recognition also reminds us of the responsibility that comes with earning our communities’ trust.

To our customers, team members, neighbors, and friends: thank you. Thank you for your support, your confidence, and your votes. This recognition belongs to all of us.

Chesapeake Bank is proud to call Virginia home. We’re proud to remain independent. And we’re proud to serve our communities across the Northern Neck, Middle Peninsula, Williamsburg, Richmond, and Hampton Roads for generations to come. Being named the #1 Bank in Eastern Virginia, the #3 Bank in Central Virginia, and home to the #1 Financial Planning Firm in Eastern Virginia is an incredible honor—but what matters most is the trust behind those rankings.

If you haven’t experienced The Chesapeake Way, we’d love to welcome you and show you what makes our approach different and award-winning.

Protect Your Business from Check Fraud with CheckSync

Check fraud continues to be a growing threat to U.S. businesses- especially small and mid-sized companies. In fact, over 65% of check fraud victims are small businesses, with a median loss of $50,000 per incident. For many businesses, that level of loss can be devastating.

Fortunately, protecting your business doesn’t have to be complicated.

A Smarter Way to Prevent Check Fraud

Positive Pay is a powerful fraud prevention tool that helps safeguard your accounts by automatically matching issued checks against your records to detect suspicious activity. Now, with the addition of CheckSync, that protection becomes even more seamless.

CheckSync integrates directly with your QuickBooks Online or Xero account, eliminating the need for manual file uploads or time-consuming processes. Instead of downloading, converting, and submitting check files, everything happens automatically in the background.

Why It Matters

With CheckSync, you can:

• Reduce fraud risk with continuous monitoring
• Save time by eliminating manual uploads
• Avoid payment delays to critical vendors and suppliers
• Focus on running your business, not managing files

Take Control of Your Protection

Check fraud isn’t slowing down, but your risk doesn’t have to grow with it. With automated tools like CheckSync, you can strengthen your defenses while simplifying your workflow.

Protect your business. Streamline your operations. Fight check fraud with confidence.

To get started, click HERE to fill out the Business Services Request form or reach out to a Business Relationship Officer at 877-685-8239 to ask about ways you can best protect yourself.

Visit Chesapeake Bank – Cash Management to learn more about our Treasury services and how to make your money do the work for you with ACH services, wire transfers, Remote Deposit capture and more.