Title: 10 TOP Things to Do in Eastern Shore September 2025 | Expedia.ca [Eastern Shore Travel Guide](https://expedia.ca/Eastern-Shore.dx6025644)[Hotels in Eastern Shore](https://expedia.ca/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[Flights to Eastern Shore](https://expedia.ca/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[Eastern Shore Car Rentals](https://expedia.ca/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide)[Eastern Shore Vacation Packages](https://expedia.ca/Eastern-Shore.d6025644.Destination-Travel-Guides) # What to do in Eastern Shore, MD ## Activities, attractions and tours ## Visit Eastern Shore Types of activities Where to stay [Eastern Shore travel guide](https://expedia.ca/Eastern-Shore.dx6025644) ![Long Wharf Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253260-Eastern-Maryland.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Choptank River Lighthouse](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253262-Eastern-Maryland.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Choptank River Lighthouse](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253261-Eastern-Maryland.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cambridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253264-Eastern-Maryland.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Long Wharf Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253263-Eastern-Maryland.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ## Eastern Shore Attractions Let Expedia help you experience the best that Eastern Shore has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes. #### Activities and Tours Eastern Shore is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Eastern Shore to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind. If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights. #### Eastern Shore Attractions Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Eastern Shore. Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Eastern Shore attractions ensure that you’ll have a successful trip, whatever the season. * * * Explore thousands of activities with **free cancellation and no added fees**. Design your experience with airport transfers, excursions, day tours & more. Get an insider's look in what to book before you travel. * * * ### Most fun & popular experiences in Eastern Shore ### Tours & day trips [See all 43 activities](https://expedia.ca/things-to-do/search?&rid=6025644&location=Eastern+Shore&filter.categories=ToursDayTrips) ![Ocean City, MD: Coastal Speedboat Tour with Dolphin Spotting](https://mediaim.expedia.com/localexpert/47850513/739e02b2-79ea-4b19-be9f-03a292f4cad6.jpg?impolicy=resizecrop&rw=500&rh=280) ### Ocean City, MD: Coastal Speedboat Tour with Dolphin Spotting 45m 8/10 14 reviews Free cancellation available CA $48 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/ocean-city-speedboat-dolphin-tour.a47850513.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Sea Rocket Sunset & OC Harbour Cruise in Ocean City, MD](https://mediaim.expedia.com/localexpert/48242409/4d6a88b5-2abe-4c76-8f07-7529021e6204.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sea Rocket Sunset & OC Harbour Cruise in Ocean City, MD 1h 8.6/10 6 reviews Free cancellation available CA $59 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/ocean-city-high-speed-sunset-cruise-dolphin-watch.a48242409.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![1-Hour Private Party Assateague Island Pony Cruise in Ocean City](https://mediaim.expedia.com/localexpert/48433671/3a06a611-665d-4daf-8c39-ef0b8bd83340.jpg?impolicy=resizecrop&rw=500&rh=280) ### 1-Hour Private Party Assateague Island Pony Cruise in Ocean City 1h CA $277 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/private-party-assateague-island-cruise-in-ocean-city.a48433671.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Assateague Island: Bicycle Rental from the Visitor Centre](https://mediaim.expedia.com/localexpert/48188131/560c9edd-711d-4341-93c9-3776c308026b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Assateague Island: Bicycle Rental from the Visitor Centre 2h+ Free cancellation available CA $35 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/assateague-island-bicycle-rental-from-the-visitor-centre.a48188131.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![1.25-Hour Private Party Back Bay Sunset Cruise in Ocean City, MD](https://mediaim.expedia.com/localexpert/47499307/bf6bf8d4-ba64-4f47-aa3f-1ae620899414.jpg?impolicy=resizecrop&rw=500&rh=280) ### 1.25-Hour Private Party Back Bay Sunset Cruise in Ocean City, MD 1h 15m 10/10 1 review CA $277 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-party-sunrise-cruise.a47499307.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Ocean City, MD: Ocean Parasailing Adventure](https://mediaim.expedia.com/localexpert/47954705/90de0bb7-d306-4731-9750-fefb7d730e5c.jpg?impolicy=resizecrop&rw=500&rh=280) ### Ocean City, MD: Ocean Parasailing Adventure 1h 2/10 1 review Free cancellation available CA $145 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/ocean-city-atlantic-coastline-parasailing-adventure.a47954705.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Berlin, MD: Full-, Half, or Quarter-Day Kayak Rental](https://mediaim.expedia.com/localexpert/48377143/fa8f5e68-3a03-4a48-9bb3-8a99009aa3bd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Berlin, MD: Full-, Half, or Quarter-Day Kayak Rental 2h+ Free cancellation available CA $42 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/berlin-md-full-half-or-quarter-day-kayak-rental.a48377143.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Assateague Island: Bike Rental from the Bayside Stand](https://mediaim.expedia.com/localexpert/47689039/e814df7f-6010-44c1-a7f2-72cdee56e312.jpg?impolicy=resizecrop&rw=500&rh=280) ### Assateague Island: Bike Rental from the Bayside Stand 2h+ Free cancellation available CA $28 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/assateague-island-bike-rental-from-the-bayside-stand.a47689039.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![From Chincoteague Island: Assateague Island Boat Tour](https://mediaim.expedia.com/localexpert/48005640/e4a5f71e-e322-421e-8885-b3ac4fa4d47e.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Chincoteague Island: Assateague Island Boat Tour 1h 30m 10/10 1 review Free cancellation available CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-chincoteague-island-assateague-island-boat-tour.a48005640.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Bethany Beach Blitz Scavenger Hunt](https://mediaim.expedia.com/localexpert/5248721/f9461058-2774-4053-b05e-8861be003736.jpg?impolicy=resizecrop&rw=500&rh=280) ### Bethany Beach Blitz Scavenger Hunt 2h Free cancellation available CA $41CA $32 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/bethany-beach-bash-scavenger-hunt.a5248721.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ### Cruises & boat tours [See all 12 activities](https://expedia.ca/things-to-do/search?&rid=6025644&location=Eastern+Shore&filter.categories=CruisesBoatTours) ![Sea Rocket Sunset & OC Harbour Cruise in Ocean City, MD](https://mediaim.expedia.com/localexpert/48242409/4d6a88b5-2abe-4c76-8f07-7529021e6204.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sea Rocket Sunset & OC Harbour Cruise in Ocean City, MD 1h 8.6/10 6 reviews Free cancellation available CA $59 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/ocean-city-high-speed-sunset-cruise-dolphin-watch.a48242409.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![From Chincoteague Island: Assateague Island Boat Tour](https://mediaim.expedia.com/localexpert/48005640/e4a5f71e-e322-421e-8885-b3ac4fa4d47e.jpg?impolicy=resizecrop&rw=500&rh=280) ### From Chincoteague Island: Assateague Island Boat Tour 1h 30m 10/10 1 review Free cancellation available CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-chincoteague-island-assateague-island-boat-tour.a48005640.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Chincoteague: Assateague Island Sunset Boat Cruise](https://mediaim.expedia.com/localexpert/48579038/eeb006fb-0661-4d16-abab-4dd30d875710.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chincoteague: Assateague Island Sunset Boat Cruise 1h 30m 10/10 4 reviews Free cancellation available CA $82 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chincoteague-assateague-island-sunset-boat-cruise.a48579038.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Private Party Sunset Cruise in Ocean City, MD](https://mediaim.expedia.com/localexpert/50469738/a98754ac-700e-48ab-a872-a31017867081.jpg?impolicy=resizecrop&rw=500&rh=280) ### Private Party Sunset Cruise in Ocean City, MD 1h 15m Free cancellation available CA $302 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/private-party-sunset-cruise-in-ocean-city-md.a50469738.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Ashes and Apparitions of Annapolis Ghost Tour](https://mediaim.expedia.com/localexpert/48147047/23188a04-6d0d-47ad-a6bd-1b8c7a458956.jpg?impolicy=resizecrop&rw=500&rh=280) ### Ashes and Apparitions of Annapolis Ghost Tour 1h Free cancellation available CA $37 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/phantoms-of-annapolis-ghost-walking-tour.a48147047.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Chincoteague: Premier Pony & Wildlife Small Group Boat Tour](https://mediaim.expedia.com/localexpert/48889995/eb3b07dd-010b-4a73-bba9-067dacaca8dc.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chincoteague: Premier Pony & Wildlife Small Group Boat Tour 2h Free cancellation available CA $104 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/from-chincoteague-pony-and-wildlife-boat-tour.a48889995.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48353835/06253e20-de63-4a0a-949a-e97cb077912b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl 2h Free cancellation available CA $42 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/annapolis-crabtown-boos-and-booze-haunted-pub-crawl.a48353835.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Enjoying A Beautiful Day With Mother Nature Cruises](https://mediaim.expedia.com/localexpert/2417338/9179233a-eae0-40d2-8b76-48a26da1ffd8.jpg?impolicy=resizecrop&rw=500&rh=280) ### Enjoying A Beautiful Day With Mother Nature Cruises 2h 30m Free cancellation available CA $141 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/enjoy-a-beautiful-day-with-mother-nature-cruises.a2417338.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Chesapeake Beach: Private Sailing Cruise on a 42-Foot Yacht](https://mediaim.expedia.com/localexpert/48129785/629dc879-606f-436e-8d19-fcc113c6d9a7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Private Sailing Cruise on a 42-Foot Yacht 2h 30m Free cancellation available CA $962 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chesapeake-beach-private-sailing-cruise-on-a-42-foot-yacht.a48129785.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Themed and Special Event Cruise in Chesapeake Bay](https://mediaim.expedia.com/localexpert/2512104/4ee5faed-c683-415f-8185-a2e1f2348b04.jpg?impolicy=resizecrop&rw=500&rh=280) ### Themed and Special Event Cruise in Chesapeake Bay 2h 30m Free cancellation available CA $967 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/themed-and-special-event-cruise-in-chesapeake-bay.a2512104.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ### History & culture [See all 10 activities](https://expedia.ca/things-to-do/search?&rid=6025644&location=Eastern+Shore&filter.categories=HistoryCulture) ![Ashes and Apparitions of Annapolis Ghost Tour](https://mediaim.expedia.com/localexpert/48147047/23188a04-6d0d-47ad-a6bd-1b8c7a458956.jpg?impolicy=resizecrop&rw=500&rh=280) ### Ashes and Apparitions of Annapolis Ghost Tour 1h Free cancellation available CA $37 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/phantoms-of-annapolis-ghost-walking-tour.a48147047.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48353835/06253e20-de63-4a0a-949a-e97cb077912b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl 2h Free cancellation available CA $42 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/annapolis-crabtown-boos-and-booze-haunted-pub-crawl.a48353835.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Berlin, Maryland: Historic Walking Food Tour with Tastings](https://mediaim.expedia.com/localexpert/48045648/5d754dab-8b5b-44f9-aa6b-774beeb5547e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Berlin, Maryland: Historic Walking Food Tour with Tastings 3h Free cancellation available CA $152 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/berlin-maryland-historic-walking-food-tour-with-tastings.a48045648.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Historic Annapolis Food Tour](https://mediaim.expedia.com/localexpert/46405193/fcd4d961-b3fd-4595-8cb2-8aa4cdef6f43.jpg?impolicy=resizecrop&rw=500&rh=280) ### Historic Annapolis Food Tour 3h 30m Free cancellation available CA $111 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/historic-annapolis-food-tour.a46405193.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Haunted Annapolis: Ghosts of the Harbour & Old Town Tour](https://mediaim.expedia.com/localexpert/44904461/46a24c39-2a3b-4fde-ad69-7adc9845f77b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Haunted Annapolis: Ghosts of the Harbour & Old Town Tour 1h 10/10 1 review Free cancellation available CA $44 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/crabtown-ghosts-dark-history-haunted-tour-of-annapolis.a44904461.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Chesapeake Beach: Guided Walking Tour of the Railway Trail](https://mediaim.expedia.com/localexpert/48013459/406d8349-7e93-47a2-9787-80b406dcd722.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Guided Walking Tour of the Railway Trail 1h 30m Free cancellation available CA $65 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chesapeake-beach-guided-walking-tour-of-the-railway-trail.a48013459.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Half Day Private Bus Tour of Annapolis Up to 13 people](https://mediaim.expedia.com/localexpert/46101479/bad109d5-fc56-431d-82c3-6a8641ef7840.jpg?impolicy=resizecrop&rw=500&rh=280) ### Half Day Private Bus Tour of Annapolis Up to 13 people 5h Free cancellation available CA $2,268 includes taxes & fees per traveller [](https://www.expedia.ca/things-to-do/half-day-private-tour-of-annapolis-up-to-12-people.a46101479.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Chesapeake Beach Guided Walking Tour - Railway Trail](https://mediaim.expedia.com/localexpert/3104821/5086b4f7-809e-435d-9982-93db075ccf09.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach Guided Walking Tour - Railway Trail 1h 30m Free cancellation available CA $57 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chesapeake-beach-guided-walking-tour-railway-trail.a3104821.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![North Beach: North Beach Scenic Guided Walking Tour](https://mediaim.expedia.com/localexpert/48077496/a12c6140-dd5e-4693-a421-deaabfcd3279.jpg?impolicy=resizecrop&rw=500&rh=280) ### North Beach: North Beach Scenic Guided Walking Tour 1h 30m Free cancellation available CA $65 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chesapeake-beach-north-beach-scenic-guided-walking-tour.a48077496.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![North Beach: North Beach Historic Guided Walking Tour](https://mediaim.expedia.com/localexpert/47998496/0d0132e1-f124-4cb5-8e8e-be16f9c9b8e8.jpg?impolicy=resizecrop&rw=500&rh=280) ### North Beach: North Beach Historic Guided Walking Tour 1h 30m Free cancellation available CA $65 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chesapeake-beach-north-beach-historic-guided-walking-tour.a47998496.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ### Weddings & honeymoons [See all 3 activities](https://expedia.ca/things-to-do/search?&rid=6025644&location=Eastern+Shore&filter.categories=WeddingsHoneymoons) ![Chesapeake Beach: Private Sailing Cruise on a 42-Foot Yacht](https://mediaim.expedia.com/localexpert/48129785/629dc879-606f-436e-8d19-fcc113c6d9a7.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Private Sailing Cruise on a 42-Foot Yacht 2h 30m Free cancellation available CA $962 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/chesapeake-beach-private-sailing-cruise-on-a-42-foot-yacht.a48129785.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Themed and Special Event Cruise in Chesapeake Bay](https://mediaim.expedia.com/localexpert/2512104/4ee5faed-c683-415f-8185-a2e1f2348b04.jpg?impolicy=resizecrop&rw=500&rh=280) ### Themed and Special Event Cruise in Chesapeake Bay 2h 30m Free cancellation available CA $967 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/themed-and-special-event-cruise-in-chesapeake-bay.a2512104.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Chesapeake Bay Private Cruise](https://mediaim.expedia.com/localexpert/2458474/881fd3d3-f647-4828-b528-d362cca5e86e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Bay Private Cruise 2h 30m Free cancellation available CA $901 includes taxes & fees per traveller\* \*Get lower prices by selecting more than 2 adults [](https://www.expedia.ca/things-to-do/private-cruise.a2458474.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ### Adventure & outdoor [See all 3 activities](https://expedia.ca/things-to-do/search?&rid=6025644&location=Eastern+Shore&filter.categories=AdventureOutdoor) ![Assateague Island: Bicycle Rental from the Visitor Centre](https://mediaim.expedia.com/localexpert/48188131/560c9edd-711d-4341-93c9-3776c308026b.jpg?impolicy=resizecrop&rw=500&rh=280) ### Assateague Island: Bicycle Rental from the Visitor Centre 2h+ Free cancellation available CA $35 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/assateague-island-bicycle-rental-from-the-visitor-centre.a48188131.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Assateague Island: Bike Rental from the Bayside Stand](https://mediaim.expedia.com/localexpert/47689039/e814df7f-6010-44c1-a7f2-72cdee56e312.jpg?impolicy=resizecrop&rw=500&rh=280) ### Assateague Island: Bike Rental from the Bayside Stand 2h+ Free cancellation available CA $28 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/assateague-island-bike-rental-from-the-bayside-stand.a47689039.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Chincoteague E-bike Tours](https://mediaim.expedia.com/localexpert/47629168/0b04e003-7576-40c7-b150-0a173efd76ab.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chincoteague E-bike Tours 2h Free cancellation available CA $76 includes taxes & fees per adult [](https://www.expedia.ca/things-to-do/chincoteague-e-bike-tours.a47629168.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ## Recommended things to do in Eastern Shore | Number of things to do | 1 | | --- | --- | | Cheapest thing to do on Expedia | [Heart of Savoury Salisbury Foodie Tour](https://expedia.ca/things-to-do/heart-of-salisbury-foodie-tour.a44862549.activity-details): CA $152 | | Top 5 things to do | - [Heart of Savoury Salisbury Foodie Tour](https://expedia.ca/things-to-do/heart-of-salisbury-foodie-tour.a44862549.activity-details) | | Half-day tours | - [Heart of Savoury Salisbury Foodie Tour](https://expedia.ca/things-to-do/heart-of-salisbury-foodie-tour.a44862549.activity-details) | | With kids | | ## What to do in Eastern Shore * * * ### Discover the most popular places to visit in Eastern Shore ![Ocean City Boardwalk showing rides](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134383-Ocean-City.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ocean City Boardwalk 4/5(15 reviews) Discover a diverse collection of specialty stores, arcades, amusements, restaurants and bars on this classic wooden boardwalk on Ocean City’s waterfront. [](https://expedia.ca/Ocean-City-Boardwalk-Downtown-Ocean-City.d6317261.Vacation-Attraction) ![Ocean City Beach showing a sandy beach and rides as well as a small group of people](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134378-Ocean-City.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ocean City Beach 4.5/5(11 reviews) Swim in the waves of the Atlantic Ocean, relax on soft white sands or stroll by the arcades and shops on the exciting boardwalk at this family-friendly city beach. [](https://expedia.ca/Ocean-City-Beach-North-Ocean-City.d6075473.Vacation-Attraction) ![Jolly Roger Amusement Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481210-Jolly-Roger-Amusement-Park.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Jolly Roger Amusement Park 3.5/5(2 reviews) Bring your family to Jolly Roger Amusement Park and have a fun-filled day at this theme park in Ocean City. Amble around this family-friendly area's seaside, or seek out the golf courses. [](https://expedia.ca/Jolly-Roger-Amusement-Park-Ocean-City.d6166993.Vacation-Attraction) ![Roland E. Powell Convention Center](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481088-Midtown-Ocean-City.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Roland E. Powell Convention Center 4.5/5(3 reviews) Learn about the events happening at Roland E. Powell Convention Center during your trip to Ocean City. Stroll along the seaside or discover the beautiful sunsets in this family-friendly area. [](https://expedia.ca/Roland-E-Powell-Convention-Center-Midtown-Ocean-City.d6091721.Vacation-Attraction) ![Inlet Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481363-Inlet-Park-Ocean-City.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Inlet Park Explore the lovely green spaces of Inlet Park and enjoy the golf courses in Ocean City. Stroll along the seaside or discover the area's beautiful sunrises. [](https://expedia.ca/Inlet-Park-Ocean-City.d6289842.Vacation-Attraction) ![Frontier Town Water Park and Golf](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/480000/480387-Berlin-Oceancity.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Frontier Town Water Park and Golf Bring the kiddos to Frontier Town Water Park and Golf and have a fun-filled day at this theme park in Berlin. Stroll along the seaside in this family-friendly area, or seek out the golf courses. [](https://expedia.ca/Frontier-Town-Water-Park-And-Golf-Berlin.d6166988.Vacation-Attraction) ![Northside Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/480000/480378-North-Ocean-City.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Northside Park Enjoy the beautiful sunsets and explore Northside Park, a lovely green space in Ocean City. Wander the beautiful beaches and seaside in this family-friendly area. [](https://expedia.ca/Northside-Park-North-Ocean-City.d6163965.Vacation-Attraction) ![Jolly Roger at the Pier](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253177-Ocean-City.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Jolly Roger at the Pier 4.5/5(2 reviews) The old classics get a new spin at this waterfront fun park, which has an exciting collection of wild rides, high-octane roller coasters and traditional amusements. [](https://expedia.ca/Jolly-Roger-At-The-Pier-Downtown-Ocean-City.d553248621592457169.Vacation-Attraction) ![Carousel Ice Skating Rink](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481321-Carousel-Ice-Skating-Rink.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Carousel Ice Skating Rink Enjoy a trip to Carousel Ice Skating Rink and popular activities like golfing in Ocean City. Stroll along the seaside in this family-friendly area, or check out its top-notch restaurants. [](https://expedia.ca/Carousel-Ice-Skating-Rink-North-Ocean-City.d6312199.Vacation-Attraction) ### Explore areas of Eastern Shore ![Assateague Island National Seashore which includes a garden and a coastal town](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/134000/134385-Ocean-City.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Ocean City If you're spending some time in Downtown Ocean City, Ocean City Beach and Ripley's Believe It or Not! are top sights worth seeing. [](https://expedia.ca/Ocean-City-Downtown-Ocean-City.dx864976446079385600) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481207-Jolly-Roger-Amusement-Park.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Midtown Ocean City 4.5/5(19 area reviews) Midtown Ocean City is beloved for its stunning beaches. Take some time to explore sights in the area like Ocean City Beach and Seacrets Distilling Company. [](https://expedia.ca/Ocean-City-Midtown-Ocean-City.dx6290285) ![Default Image](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/481000/481076-West-Ocean-City.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Ocean City 4/5(6 area reviews) Discover fishing charters, boating, and marinas in this census-designated area, located across the Sinepuxent Bay from Ocean City. Shop at Outlets Ocean City and easily access the beach resort town via the Harry W. Kelley Memorial Bridge. [](https://expedia.ca/Ocean-City-West-Ocean-City.dx6290283) ![Default Image](https://mediaim.expedia.com/destination/1/8bd28d67570b5ec071a02c94785b83a7.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Ocean Pines Boasting the largest concentration of retirees on the Eastern Shore, this community offers the Ocean Pines Golf Club, designed by Robert Trent Jones, and 13 parks, including White Horse Park. Enjoy golfing, park visits, and a peaceful atmosphere. [](https://expedia.ca/Berlin-Ocean-Pines.dx6287096) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Sunset Island While there might not be top attractions in Sunset Island, you can explore the larger area and discover places like Seacrets Distilling Company and Seacrets. [](https://expedia.ca/Ocean-City-Sunset-Island.dx553248635976480607) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Assateague Pointe While Assateague Pointe isn't home to many top sights, Frontier Town Water Park and Golf and Ocean City Beach are some notable places to visit nearby. [](https://expedia.ca/Berlin-Assateague-Pointe.dx553248635976473325) * * * Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. * * * ## Day trip destinations from Eastern Shore ![Cambridge](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253345-Cambridge-Easternshore.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cambridge [](https://expedia.ca/Cambridge.dx6608) ![Easton](https://mediaim.expedia.com/destination/1/cdea9cfeb9448bee4366800709634e5a.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Easton [](https://expedia.ca/Easton.dx7120) ![Photo by Nic Nichols](https://mediaim.expedia.com/destination/2/cfe02e976633e4535bc9258689004b7c.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Elkton [](https://expedia.ca/Elkton.dx7834) ![Photo by Michelle Bernal](https://mediaim.expedia.com/destination/2/68858906f2b7bfdad118d659761a7b27.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Newark [](https://expedia.ca/Newark.dx8946) ![Ocean City](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/344000/344180-Ocean-City.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Ocean City [](https://expedia.ca/Ocean-City.dx9151) ![Photo by Adriana T](https://mediaim.expedia.com/destination/2/fb496123595da2ffb27dbe5e05af947d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Harrington [](https://expedia.ca/Harrington.dx55747) ![Havre De Grace](https://mediaim.expedia.com/destination/1/7f012ddf995e7ada52b4946180e916e8.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Havre De Grace [](https://expedia.ca/Havre-De-Grace.dx55750) ![Berlin](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253356-Berlin-Oceancity.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Berlin [](https://expedia.ca/Berlin.dx79155) ## Explore a world of travel with Expedia - 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