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30 Must Visit Places In Chesapeake

Published:

Modified: 5 October 2026

by Marleah Fowlkes

30 Must Visit Places In Chesapeake

From the Great Dismal Swamp's 112,000 acres to the 1.5-mile loop at Oak Grove Lake Park, here are 30 must-visit places in Chesapeake, Virginia. This guide covers natural wonders, historic sites, family-friendly activities, and more.

Natural Wonders

Chesapeake, Virginia, offers a variety of natural attractions that showcase the beauty of the region. From lush parks to serene waterways, there's something for everyone.

  1. Great Dismal Swamp National Wildlife Refuge

    This vast swamp is a haven for wildlife enthusiasts. With over 112,000 acres of forested wetlands, visitors can hike, bird-watch, or paddle through the scenic waters.

  2. Northwest River Park

    Perfect for camping, fishing, and hiking, this park spans 763 acres. The river offers a peaceful setting for canoeing and kayaking, while the trails provide a great way to explore the local flora and fauna.

  3. Oak Grove Lake Park

    A favorite among locals, this park features a 1.5-mile trail around a picturesque lake. Ideal for jogging, walking, or simply relaxing by the water.

  4. Chesapeake Arboretum

    Known as the "Nature's Classroom," this 48-acre arboretum boasts a variety of gardens, trails, and a historic farmhouse. It's a great spot for learning about local plant species.

Historical Sites

Chesapeake's rich history is reflected in its numerous historical sites. These locations offer a glimpse into the past and the area's cultural heritage.

  1. Battlefield Park

    This park commemorates the Battle of Great Bridge, a significant event in the American Revolutionary War. Visitors can explore the interpretive trails and learn about the battle's impact. For more on this period, see our coverage of historic Battlefield secrets in Virginia.

  2. Chesapeake Veterans' Memorial

    Honoring the city's military veterans, this memorial features engraved bricks, plaques, and statues. It's a solemn place to reflect on the sacrifices made by service members.

  3. Historic Greenbrier Farms

    Established in 1916, this working farm offers tours, seasonal events, and a glimpse into early 20th-century farm life. The beautiful gardens and historic buildings make it a charming destination.

Family-Friendly Activities

Chesapeake is a great place for families, with plenty of activities to keep kids entertained. From interactive museums to outdoor adventures, there's no shortage of fun.

  1. Fun Forest

    Located within Chesapeake City Park, this playground is a kid's dream come true. With climbing structures, slides, and swings, it's a perfect spot for children to burn off energy.

  2. Chesapeake Planetarium

    Offering free public shows, this planetarium provides an educational and entertaining experience. Learn about the stars, planets, and other celestial wonders.

  3. Chilled Ponds Ice Sports Complex

    Whether you're an experienced skater or a beginner, this ice rink offers public skating sessions, hockey leagues, and figure skating lessons. It's a cool way to spend an afternoon.

Outdoor Adventures

For those who love the great outdoors, Chesapeake has plenty of options. From hiking trails to water sports, there's an adventure waiting around every corner.

  1. Dismal Swamp Canal Trail

    This 8.5-mile trail is perfect for biking, walking, or horseback riding. The scenic route follows the historic canal, offering beautiful views and a peaceful atmosphere. It's one of the hidden trails and gems in Virginia worth exploring.

  2. Elizabeth River Park

    Situated along the Elizabeth River, this park features a boat ramp, fishing pier, and picnic areas. It's a great spot for a day of fishing or boating.

  3. Indian River Park

    Known for its mountain biking trails, this park also offers hiking and bird-watching opportunities. The diverse terrain makes it a favorite among outdoor enthusiasts.

Cultural Experiences

Chesapeake's cultural scene is vibrant and diverse. From art galleries to live performances, there's always something happening in the city.

  1. Portlock Galleries at SoNo

    This art gallery showcases local and regional artists. With rotating exhibits and special events, it's a great place to experience Chesapeake's artistic talent.

  2. Chesapeake Conference Center

    Hosting a variety of events, from trade shows to concerts, this center is a hub of activity. Check the schedule to see what's happening during your visit.

  3. The Great Bridge Lock Park

    This park not only offers beautiful views of the Intracoastal Waterway but also hosts cultural events and festivals throughout the year. It's a lively spot to enjoy local culture.

Shopping and Dining

Chesapeake offers a range of shopping and dining options, from charming boutiques to delicious eateries. Explore the local flavors and find unique treasures.

  1. Greenbrier Mall

    A popular shopping destination, this mall features a variety of stores, from fashion to electronics. It's a great place to spend a rainy day or find the perfect gift.

  2. Chesapeake Square Mall

    Another excellent shopping spot, this mall offers a mix of national retailers and local shops. Don't forget to check out the food court for a quick bite.

  3. The Egg Bistro

    A local favorite, this restaurant serves up delicious breakfast and brunch dishes. With a cozy atmosphere and friendly service, it's a must-visit for foodies.

Unique Attractions

Chesapeake has some unique attractions that you won't find anywhere else. These spots offer a one-of-a-kind experience that will make your trip memorable.

  1. Big Ugly Brewing

    This craft brewery offers a variety of unique beers in a laid-back setting. With food trucks and live music, it's a fun place to relax and enjoy a cold brew.

  2. Hickory Ridge Farm

    This family-owned farm offers seasonal activities like strawberry picking, pumpkin patches, and hayrides. It's a great way to experience local agriculture.

  3. Jolliff Landing Park

    This park features a disc golf course, walking trails, and a beautiful pond. It's a unique spot for a fun and active day outdoors.

Relaxation Spots

Sometimes, you just need to unwind. Chesapeake has plenty of spots where you can relax and recharge, from serene parks to luxurious spas.

  1. Spa Botanica

    Located within the Embassy Suites Hotel, this spa offers a range of treatments, from massages to facials. It's the perfect place to pamper yourself.

  2. Deep Creek Park

    This park offers a peaceful setting with walking trails, picnic areas, and a playground. It's a great spot for a leisurely afternoon.

  3. Northwest River Park and Campground

    For a more immersive experience, consider camping at this park. With over 70 campsites, it's a great way to connect with nature and unwind.

Seasonal Events

Chesapeake hosts a variety of seasonal events that celebrate the community and its traditions. These events offer a fun way to experience the local culture.

  1. Chesapeake Jubilee

    This annual festival features live music, carnival rides, and delicious food. It's a lively event that brings the community together.

  2. Battle of Great Bridge Reenactment

    Held each December, this reenactment brings history to life. Watch as actors recreate the famous battle and learn about its significance.

  3. Chesapeake Wine Festival

    Wine lovers won't want to miss this event. Sample wines from local and regional wineries while enjoying live music and gourmet food.

Educational Experiences

Chesapeake offers several educational attractions that are both fun and informative. These spots are perfect for curious minds of all ages.

  1. Children's Museum of Virginia

    Located nearby in Portsmouth, this museum offers interactive exhibits that engage and educate children. It's a short drive from Chesapeake and well worth the visit.

  2. Virginia Aquarium & Marine Science Center

    Also a short drive away, this aquarium features a variety of marine life exhibits, including sharks, sea turtles, and otters. It's a fascinating place to learn about ocean conservation.

Chesapeake Awaits Your Adventure

Chesapeake offers a mix of natural beauty, history, and modern attractions. From the serene waters of the Great Dismal Swamp to the bustling Chesapeake Arboretum, there's something for everyone. Outdoor enthusiasts will love the hiking trails and waterways, while history buffs can explore landmarks like the Chesapeake Veterans' Memorial. Families can enjoy parks, playgrounds, and local eateries serving up delicious fare.

Don't miss the chance to experience the local culture at events and festivals throughout the year. Whether you're kayaking through lush landscapes or savoring fresh seafood, Chesapeake promises unforgettable memories. Pack your bags, grab your camera, and get ready to explore all that this vibrant city has to offer. Your adventure in Chesapeake is just beginning.