• Updated with new information since originally published.
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  • Our editors recommend these diverse local experiences.

1. Academy Art Museum ⭐⭐⭐⭐⭐

Category: Museums & Culture
Academy Art Museum
© guruXOX/stock.adobe.com

2. Adkins Arboretum ⭐⭐⭐⭐⭐

Category: Activities
Adkins Arboretum
© dwags/stock.adobe.com

3. American Cruise Lines

American Cruise Lines
© Svetlana/stock.adobe.com

4. American Chestnut Land Trust

American Chestnut Land Trust
© hecke71/stock.adobe.com

5. Annapolis Yacht Club

Annapolis Yacht Club
© Darren Baker/stock.adobe.com

6. C&D Canal Museum

Category: Activities
C&D Canal Museum
© indigolotos/stock.adobe.com

7. Calvert Cliffs State Park

Category: Activities
Calvert Cliffs State Park
© Navalaney/stock.adobe.com

8. Captain John Smith Chesapeake National Historic Trail

Category: Activities
Captain John Smith Chesapeake National Historic Trail
© ftlaudgirl/stock.adobe.com

9. Chesapeake Bay Maritime Museum

Category: Museums & Culture
Chesapeake Bay Maritime Museum
© tamas/stock.adobe.com

10. Chesapeake Wine Trail

Category: Activities
Chesapeake Wine Trail
© russieseo/stock.adobe.com

11. Chester River Packet Company

Category: Activities
Chester River Packet Company
© kite_rin/stock.adobe.com

12. Delmarva Balloon Rides

Category: Activities
Delmarva Balloon Rides
© Andy Dean/stock.adobe.com

13. Eastern Neck National Wildlife Refuge

Category: Activities
Eastern Neck National Wildlife Refuge
© rima15/stock.adobe.com

14. Harriet Tubman Underground Railroad State Park and Visitor Center

Category: Kids & Family
Harriet Tubman Underground Railroad State Park and Visitor Center
© vulcanus/stock.adobe.com

15. Havre de Grace Decoy Museum

Category: Museums & Culture
Havre de Grace Decoy Museum
© Jim Cox/stock.adobe.com

16. Historic St. Mary’s City

Category: Attractions
Historic St. Mary’s City
© Anna/stock.adobe.com

17. Sandy Point State Park

Category: Activities
Sandy Point State Park
© Faris/stock.adobe.com

18. Smith Island

Romantic Islands
Smith Island
© Svetlana/stock.adobe.com

19. St. Clement’s Island-Potomac River Museum

Category: Activities
St. Clement’s Island-Potomac River Museum
© nedomacki/stock.adobe.com

20. Tangier Island Cruise

Romantic Islands
Tangier Island Cruise
© Svetlana/stock.adobe.com

21. Thomas Point Shoal Lighthouse

Category: Activities
Thomas Point Shoal Lighthouse
© eagan/stock.adobe.com

22. Tilghman Island

Romantic Islands
Tilghman Island
© EdNurg/stock.adobe.com

23. Virginia Barrier Island Center

Category: Attractions
Virginia Barrier Island Center
© Virginia Barrier Island Center

24. Virginia Oyster Trail

Category: Activities
Virginia Oyster Trail
© New Africa/stock.adobe.com

25. Watermen Heritage Tours

Tours
Watermen Heritage Tours
© cherryandbees/stock.adobe.com

Summary and Frequenly Asked Questions:

  • What is Chesapeake known for?
    • The City of Chesapeake and the Chesapeake Bay estuary are filled with natural beauty and historical significance.
    • The area is known for its stunning scenery and rich cultural heritage.
  • What kind of waterways are in Chesapeake?
    • Chesapeake is home to over 20 miles of waterways, canals, lakes, and rivers.
    • Visitors can enjoy activities like boating, kayaking, and fishing.
  • Are there parks and outdoor recreation areas in Chesapeake?
    • Yes! Chesapeake has several parks and outdoor spaces perfect for recreation.
    • Popular outdoor activities include:
    • Mountain biking on scenic trails.
    • Horseback riding through natural landscapes.
    • Picnicking in beautiful parks.
  • What cultural attractions can visitors explore?
    • Chesapeake offers a variety of galleries, museums, and restaurants.
    • Visitors can explore local history and art while enjoying the region’s unique charm.

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