
Courtesy of CBMM
Chesapeake Country - Middle
From Kent Island to Tilghman Island

Courtesy of CBMM
Take your time experiencing the special beauty of this tidewater region with its pristine waterways and vibrant historic waterfront villages.
- Drive the central section of the Chesapeake Country Scenic Byway
- View local wildlife on the 6-mile Cross Island Trail
- Paddle, kayak or canoe the Kent Island River Trail
- Dine on Maryland crab at a Kent Narrows restaurant
- Bird watch at the Pickering Creek Audubon Center
- Learn maritime history at the Chesapeake Bay Maritime Museum
- Set sail on the Winnie Estelle in St. Michaels
- Check out the award-winning spirits at Lyon Rum
- Learn about oystering on Tilghman Island
- Travel on the Oxford-Bellvue Ferry
- Ride a bike on the St. Michaels to Oxford Bike Trail
- Enjoy house-made ice cream at Scottish Highland Creamery
Find Your Adventure on the Open Road
(*Note* Please contact the business directly for more information on their listed packages, deals, booking questions, or other inquiries.)
TRU by Hilton Bayside Ocean City
Ocean City
Now Through Dec 31, 2025
[…]
St. Leonard
May 21, 2025 Through Jun 10, 2025
[…]
Annapolis
Now Through Aug 27, 2025
[…]
Tilghman
Now Through Oct 31, 2025
[…]