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Kent Island Travel Guide — Things to Do, Food & Hotels

island in Queen Anne's County, Maryland, United States

About Kent Island

Kent Island has a rich history dating back to 1631, when William Claiborne of Jamestown first set up a trading post on the island. It is said that Claiborne liked being on Kent Island so much that he decided to make it his permanent home, and he started what would become the oldest English settlement in Maryland. Ever since then Kent Island has thrived as the crossroads of the Chesapeake. Several people, from founding fathers en route between Annapolis and Philadelphia, to vacationers on their way to Ocean City, have visited the island. Many of them, like Claiborne, have even liked Kent Island so much that they decided to move there.

Top Attractions in Kent Island

Explore the best things to see and do in Kent Island:

  • Chesapeake Bay Bridge Walk

Where to Eat in Kent Island

Must-try local food and restaurants:

  • 🍴Annie's Paramount Steak House
  • 🍴Fisherman's Inn and Crab Deck
  • 🍴Hemmingway's
  • 🍴Kentmorr Restaurant and Crab House
  • 🍴Rustico Restaurant

Where to Stay in Kent Island

  • 🏨Comfort Inn
  • 🏨Hilton Garden Inn
  • 🏨Holiday Inn Express
  • 🏨Kent Island Beach House
  • 🏨Kent Manor Inn

Kent Island Travel Guide Sections

Our comprehensive guide covers 11 sections including:

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