Entertainment in Chesapeake

Quietly tucked away in the middle of the coastal Virginia region, Chesapeake delivers large-city sophistication in a small-town environment. Visitors and residents can explore a bit of everything including shopping, dining, music, and more. Outdoor festivals, retail areas, boutique shopping, and authentic culinary dishes from regional chefs are just a few of the treasures to be discovered in Chesapeake, VA.

Chesapeake Fresh

Chesapeake has an abundance of farmer’s markets and working farms. Here you can find a great section of locally prepared foods and unique creations from our very own.

  • Bergey’s Breadbasket Bakery and More

    Family-owned farm makes fresh ice-cream, yogurt, milk and cheese from its own cows.

  • Mount Pleasant Farms

    Family-owned farm that produces peaches, nectarines, eggs and produce.

  • Big Ugly Brewing Company

    Chesapeake’s microbrewery offers a variety of craft beers in this garage-themed working brewery.

  • Hickory Ridge Farm

    Family-owned and operated, this farm offers a petting zoo and homegrown produce and flowers.

  • H.E. Williams Candy Company

    This locally-owned establishment has been making old-fashioned sweets since 1919.

Festivals & Events

  • This four-day festival is filled with food, family fun, and fireworks. Held as a city-wide anniversary celebration, this festival attracts thousands to Chesapeake City Park each spring.

  • This half-marathon is held each spring along The Dismal Swamp Canal Trail. A 5K race is also held in conjunction.