Explore Chesapeake’s charm, where stunning landscapes and hidden gems await, offering endless adventures in this captivating city.
Nestled in the heart of Coastal Virginia, Chesapeake offers a unique blend of history, nature, and modern amenities. Visitors can explore the Great Dismal Swamp National Wildlife Refuge, go kayaking along the Intracoastal Waterway, or visit the Chesapeake Arboretum for a peaceful retreat into nature. History buffs will appreciate the city’s rich heritage, with attractions like the Chesapeake Planetarium and the Civil War Trail providing fascinating insights into the area’s past. Whether you’re a nature lover, history enthusiast, or simply seeking a relaxing getaway, Chesapeake has something special to offer.
If you’re searching for apartments in Chesapeake, homes for sale, or are already a local, this Redfin article will be your guide. Here’s a list of the top 10 things to do in Chesapeake, including insider tips, for both newcomers and long-time locals alike.
1. Explore the Great Dismal Swamp
The Great Dismal Swamp is a unique natural wonder that offers a variety of outdoor activities. Visitors can explore the vast wilderness by hiking along the scenic trails, birdwatching, or taking a guided boat tour through the swamp. The lush greenery and diverse wildlife make it a perfect destination for nature lovers. Additionally, the swamp provides a peaceful and serene environment for those looking to escape the hustle and bustle of city life.
Must do: Don’t miss the opportunity to take a guided kayak tour to fully immerse yourself in the beauty of the Great Dismal Swamp.
2. Visit the Chesapeake Arboretum
The Chesapeake Arboretum is a hidden gem that offers a peaceful retreat for visitors. With over 3 miles of trails, the arboretum provides a perfect setting for a leisurely stroll or a relaxing picnic. The beautifully landscaped gardens and diverse plant life make it a great place for nature lovers and photography enthusiasts. The arboretum also hosts various events and workshops throughout the year, making it a dynamic and engaging destination for all ages.
Don’t forget: Be sure to visit the Butterfly Garden, where you can witness the beauty of these delicate creatures up close.
3. Explore the Battlefield Park
Battlefield Park is a historic site that offers a glimpse into the city’s past. Visitors can explore the well-preserved battlefield and learn about the significant events that took place there. The park also features walking trails, picnic areas, and interpretive exhibits, providing a comprehensive and educational experience for all. Additionally, the serene and picturesque surroundings make it a great place for a peaceful and reflective visit.
While you’re there: Check out upcoming events like the Battle Walks, where you can follow in the footsteps of historical events such as the Battle of Great Bridge. You can learn about the first major Revolutionary War armed conflict in Virginia and its impact on our quest for independence.
4. Discover the Chesapeake Planetarium
The Chesapeake Planetarium is a fascinating destination for those interested in astronomy and space exploration. Visitors can attend captivating shows and presentations that offer a unique and immersive experience. The planetarium also hosts special events and stargazing sessions, making it an engaging and educational destination for visitors of all ages. The state-of-the-art facilities and knowledgeable staff ensure a memorable and enlightening visit.
Don’t forget: Plan ahead and reserve spots for a special show at the Chesapeake Planetarium. Check out upcoming events like “The Mystery of Stonehenge” for an immersive journey into the secrets of this iconic monument.

5. Enjoy the Chesapeake City Park
Chesapeake City Park is a vibrant and lively destination that offers a wide range of recreational activities. Visitors can enjoy the expansive playgrounds, walking and biking trails, and various sports facilities. The park also hosts community events, concerts, and festivals throughout the year, making it a dynamic and engaging destination for families and individuals alike. The picturesque surroundings and welcoming atmosphere make it a perfect place to unwind and enjoy the outdoors.
Check out: Don’t miss the opportunity to attend one of the park’s free outdoor concerts for a fun and entertaining evening. You can view all upcoming free events by checking the parks schedule online.
6. Visit the Chesapeake Central Library
The Chesapeake Central Library is a modern and inviting destination for book lovers and knowledge seekers. The library offers a vast collection of books, multimedia resources, and educational programs for visitors of all ages. The welcoming and inclusive atmosphere makes it a great place to relax, study, or participate in various community events. Additionally, the library’s knowledgeable staff and state-of-the-art facilities ensure a fulfilling and enriching visit.
Plan ahead: Attend one of the library’s author readings or book clubs for an engaging and intellectually stimulating experience.
7. Explore the Oak Grove Lake Park
Oak Grove Lake Park is a picturesque and serene destination that offers a variety of outdoor activities. Visitors can enjoy the scenic walking trails, fishing pier, and peaceful lake views. The park also features picnic areas, playgrounds, and wildlife observation points, making it a perfect place for a relaxing day out in nature. The tranquil surroundings and diverse recreational opportunities make it a great destination to get outside and have fun.
Before you go: Rent a paddleboat or kayak to explore the lake and enjoy the peaceful and scenic surroundings from the water.
8. Visit the Chesapeake Veterans Memorial
The Chesapeake Veterans Memorial is a destination that honors the city’s veterans and military history. Visitors can explore the beautifully landscaped memorial and pay their respects to the brave men and women who have served their country. The memorial also hosts various events and ceremonies throughout the year, providing a meaningful and reflective experience for all. The serene and dignified atmosphere makes it a perfect place for quiet contemplation and gratitude.
Did you know: The Veterans Affairs Commission oversees the maintenance of the Chesapeake Veterans Memorial and conducts two annual ceremonies to honor veterans, Memorial Day and Veterans Day, underscoring their commitment to recognizing and preserving the contributions of veterans to American life.
9. Tour the Chesapeake City Hall
Chesapeake City Hall is a historic and architecturally impressive building that offers a glimpse into the city’s governance and administration. Visitors can take a guided tour of the building and learn about its history and significance. The city hall also hosts various public meetings, events, and exhibitions, making it a dynamic and engaging destination for those interested in local government and civic affairs. The grandeur and elegance of the building make it a captivating and educational place to visit.
Best time: The hall is open for walk-throughs from 8 am to 5 pm on weekdays. Arrive early to skip the lines and go out for brunch nearby after.
10. Explore the Chesapeake Farmers’ Market
The Chesapeake Farmers’ Market is a fun venue to attend that offers a wide variety of fresh produce, artisanal goods, and local crafts. Visitors can explore the lively market stalls, sample delicious food, and interact with local vendors. The market also hosts live music, cooking demonstrations, and friendly activities, making it a dynamic and engaging destination for all. The vibrant atmosphere and diverse offerings make it a perfect place to experience the local culture and community spirit.
Insider tip: Explore other farmers’ markets and pop-up events around the area, each offering its own unique schedule and selection of items for sale.