Gay Country Rank: 23/50

Chesapeake, Virginia, is the third biggest city in the state and is considered a part of the larger Hampton Roads metro area. Chesapeake is known as being a very diverse city with a laid-back, coastal vibe, friendly people, and beautiful scenery. If you’re interested in making the move to the Chesapeake area, you’ll find that there’s a lot here to love!

The Best Events in Chesapeake

Hampton Roads Pridefest- The Chesapeake area’s annual pride celebration. Held in Norfolk’s Town Point Park ever June since 2011, the festival includes parades, parties, networking opportunities, and more. Hampton Roads Pride also has the only PrideFest Boat Parade in the United States, honoring the Chesapeake area’s strong maritime heritage.

Chesapeake Jubilee- The annual Chesapeake Jubilee is a family-friendly festival held each year in Chesapeake in the summer, and it is one event you won’t want to miss. From the music to the vendors, to the games, rides, and fun, there’s something here for everyone to enjoy.

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Arts and Entertainment

Virginia Museum of Contemporary Art- located in nearby Virginia Beach, features a wide variety of art for visitors to enjoy, ranging from paintings to video installations and other visual media. The collection features work from local artists as well as artists from around the world. In addition to its exhibitions, the museum offers studio art classes, and there are a variety of classes to choose from, from ceramics to painting to photography.

Chrysler Hall- Since the time that it opened in 1972, Chrysler Hall has served as the premier performing arts center of the Hampton Roads area. There are many performing arts groups who call Chrysler Hall their home, including Virginia Symphony Orchestra, Norfolk Forum, the Virginia Arts Festival, Broadway in Norfolk, and Generic Theater, among others. There is truly a show to suit everyone’s tastes, and you won’t want to miss the chance to enjoy one (or several!) yourself.

Parks and Recreation

Chesapeake City Park- This 90 acres of park space in the city is one of Chesapeake’s premier entertainment areas. Chesapeake City Park is the location of the annual Chesapeake Jubilee, Symphony Under the Stars, and many other events throughout the year, in addition to simply being a wonderful place to enjoy a beautiful sunny afternoon.

The Great Dismal Swamp National Wildlife Refuge- A natural sanctuary and preserve initially created in the 1970s. It is the largest intact remnant of a marshy, woodland habitat that once covered more than one million acres of southeastern Virginia and northeastern North Carolina, and it is a beautiful place to enjoy and soak in the unique beauty that is characteristic of the Chesapeake area.

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