Hotels in Kent County, Maryland

  • Overview

    Kent County, Maryland is a scenic county located in the United States, known for its rich history, picturesque landscapes, and charming small towns. Situated on the eastern shore of the Chesapeake Bay, Kent County offers a peaceful and relaxing environment for visitors to explore and enjoy. The county is characterized by its beautiful farmlands, rolling hills, and stunning waterfront views.

  • When to visit

    The best time to visit Kent County is during the spring and fall seasons, when the weather is mild and pleasant. Springtime brings blooming cherry blossoms and vibrant foliage, while autumn offers stunning fall colors and the annual Chestertown Jazz Festival, a must-see event for music lovers. Summers in Kent County are also popular, as visitors can enjoy boating, fishing, and other water activities on the Chesapeake Bay. Winter can be chilly, but it is a great time for cozying up in one of the county's charming bed and breakfasts and exploring the winter wonderland scenery.

  • Reasons to Visit

    Visitors choose to come to Kent County for a variety of reasons. History enthusiasts will delight in the county's numerous historical sites, such as the Chestertown Historic District, where they can immerse themselves in colonial-era architecture and learn about the region's colonial past. Nature lovers will appreciate the county's ample opportunities for outdoor activities, including kayaking along the Chester River or hiking through the scenic trails of Eastern Neck National Wildlife Refuge. Kent County is also home to charming shops, art galleries, and delicious seafood restaurants, making it a perfect destination for food and shopping enthusiasts as well.

  • Nearby Attractions

  • Chestertown Historic District

    The Chestertown Historic District is a treasure trove of colonial-era architecture and historical landmarks. Stroll through the streets lined with beautiful 18th-century homes, visit the historic Kent County Courthouse, and explore the fascinating history of the area.

  • Eastern Neck National Wildlife Refuge

    Eastern Neck National Wildlife Refuge is a haven for nature lovers. This 2,285-acre refuge offers breathtaking views, diverse wildlife, and scenic trails. Explore the marshes, forests, and grasslands, and spot a variety of bird species, including bald eagles and herons.

  • Rock Hall

    Located on the shores of the Chesapeake Bay, Rock Hall is a charming waterfront town known for its marinas, seafood restaurants, and lively festivals. Enjoy fresh seafood, take a boat tour, or simply relax by the water and soak in the tranquil atmosphere.

  • Hotels

  • Brampton 1860

    - Brampton 1860 in Chestertown provides adults-only accommodation with a garden, a terrace and a shared lounge. Featuring a concierge service, this property also provides guests with a picnic area. Ther Next available price is on . Brampton 1860

  • Comfort Inn & Suites Chestertown

    - Make yourself at home in one of the 81 guestrooms featuring refrigerators and flat-screen televisions. Complimentary wireless internet access keeps you connected, and satellite programming is availabl Next available price is 122.55 on Sept. 14, 2025. Comfort Inn & Suites Chestertown

  • Driftwood Inn

    - Make yourself at home in one of the 28 guestrooms featuring refrigerators and microwaves. Complimentary wireless internet access keeps you connected, and satellite programming is available for your en Next available price is on . Driftwood Inn

  • Inn at Huntingfield Creek

    - Make yourself at home in one of the 12 air-conditioned rooms featuring fireplaces and flat-screen televisions. Your memory foam bed comes with Egyptian cotton sheets. Rooms have private balconies or p Next available price is on . Inn at Huntingfield Creek

  • Mariners Motel

    - Make yourself at home in one of the 12 guestrooms featuring refrigerators. Complimentary wireless internet access keeps you connected, and cable programming is available for your entertainment. Bathro Next available price is on . Mariners Motel

  • Red Roof Inn & Suites Chestertown

    - Make yourself at home in one of the 53 air-conditioned rooms featuring microwaves and flat-screen televisions. Complimentary wireless internet access keeps you connected, and cable programming is avai Next available price is on . Red Roof Inn & Suites Chestertown
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6 hotels in Kent County