Annual Events

Fun-Filled Eastern Shore Maryland Events And Activities

Nestled in the charming town of Easton, the Tidewater Inn is ideal for experiencing the year-round schedule of vibrant Eastern Shore Maryland events. From historic tours, art shows and holiday celebrations to music festivals, concerts, and sporting events, the Easton Maryland event calendar has something for every guest. Be sure to ask our concierge about fun events taking place during your visit.

  • Chesapeake Lighthouse Tours -- A unique look at Chesapeake Lighthouse Heritage. Half- and full-day tours leaving from the Bay Hundred Restaurant at Knapps Narrows Marina, Tilghman Island. USCG-Certified. Available April through October. Captain Mike Richards has over 35 years experience on the Chesapeake Bay.
  • Dockside Express Cruises & Tours - Enjoy eco-tours, champagne sunset cruises, and weddings aboard the Express Royale. Group charters are our specialty. Guided walking tours, ghost tours and Parrothead cruises.
  • Eastern Shore Adventure Company -- Discover kayaking, America's fastest-growing adventure sport, right here on the Eastern Shore! We specialize in kayak rentals, equipment sales and tours. Rentals are offered at 1-hour, 1/2-day and full-day rates. Experienced instructors will outfit you with the necessary equipment. Fall Eco-Tours will be offered in three locations -- and each unique trip will be led by a certified American Canoe Association Guide. Just bring a bag lunch and an adventurous spirit! Tours, to date, include Wye Island, the Tuckahoe and the Choptank River.
  • Let It Ride Charters -- Enjoy the scenic Miles River, picnic on the Wye River or journey to Annapolis by boat. Trips tailored to your needs. Sport fishing available and groups are welcome.
  • Pickering Creek Audubon Center -- A sanctuary of the Chesapeake Audubon Society, Pickering Creek is a private non-profit conservation center with over 400 acres of protected land. Features hardwood forests, non-tidal wetlands, wildlife plantings and a nature preserve. Open year-round, Pickering Creek provides a variety of educational opportunities such as lectures, field trips, canoe rentals and displays.
  • Rail to Trails -- The Town of Easton “Rails-to-Trails” is a federal, state and local project designed to utilize out-of-service rail lines for outdoor recreational purposes. The Easton Rails to Trails project converts valuable railroad right-of-ways into public trails for running, walking, bicycling, wildlife conservation and observation. The Town of Easton Comprehensive Plan calls for the Rails to Trails system in Easton to connect destinations and eventually serve as an essential link for a trail network in the Mid-Shore area.
  • Skipjack H. M. Krentz -Chesapeake Bay Skipjacks were recently named among America's most endangered historic places. Take this unique opportunity to enjoy sailing the Chesapeake waters aboard the historic Skipjack H.M. Krentz. Captain Ed Farley will share the history of the Bay and teach you how to dredge for oysters. Bring a picnic basket or catch the sunset. Groups or individuals sailing daily. U.S.C.G.-Licensed Captain, certified for 32 passengers.
  • Talbot River Tours -- Tour the beautiful Tred Avon River between Easton and Oxford. The River Runner is a U.S.C.G.-inspected vessel carrying up to 20 passengers. It has restroom facilities, weather protection and easy front-loading capability. Forty-five-minute trip disembarks at either Easton or Oxford. You may re-board on a later trip if desired. In addition to scheduled trips, private charters are available. For schedules, rates and directions you may call (410) 822-2206.

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Browse The Eastern Shore Event Calendar Before Your Visit

Come experience the best of the Maryland event schedule at the Tidewater Inn – a captivating blend of Colonial elegance and contemporary style nestled in the heart of historic Easton, Md. Book your reservations online for exceptional rates.

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