Title: Things to Do in Eastern Shore in 2026 | Expedia.com [Eastern Shore Travel Guide](https://expedia.com/Eastern-Shore.dx6025644)[Hotels in Eastern Shore](https://expedia.com/Eastern-Shore-Hotels.d6025644.Travel-Guide-Hotels)[Flights to Eastern Shore](https://expedia.com/Cheap-Flights-To-Eastern-Shore.d6025644.Travel-Guide-Flights)[Car Rentals in Eastern Shore](https://expedia.com/Car-Rentals-In-Eastern-Shore.d6025644.Car-Rental-Guide)[Eastern Shore Vacation Packages](https://expedia.com/Eastern-Shore.d6025644.Destination-Travel-Guides) # Things to do in Eastern Shore ## Find and book activities, attractions and tours ## Visit Eastern Shore Types of activities Where to stay [Eastern Shore Travel Guide](https://expedia.com/Eastern-Shore.dx6025644) ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Long Wharf Park](https://images.trvl-media.com/place/6286116/d4aad82a-b6ac-4cb6-992a-8f51658bb937.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Choptank River Lighthouse](https://images.trvl-media.com/place/6286144/96994b78-d648-4021-a5b3-c2e2f3c5aeaf.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Choptank River Lighthouse](https://images.trvl-media.com/place/6286144/a05dbb78-474c-4343-90ab-a79af12aa29f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ![Cambridge](https://images.trvl-media.com/place/553248633992438829/d599a811-0b9f-4a74-a618-dbb1234be62f.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh) ### Eastern Shore Attractions Discover what makes Eastern Shore tick with the most popular [tours & day trips](https://www.expedia.com/things-to-do/en/search?rid=6025644&rfrr=ATG.LP.BodyContent&categories=ToursDayTrips). Browse through our top {2 fun activities in Eastern Shore [fun activities in Eastern Shore](https://www.expedia.com/things-to-do/en/search?rid=6025644&rfrr=ATG.LP.BodyContent)}, and book with ease knowing that we offer free cancellation and no added fees. --- --- ### Most popular activities in Eastern Shore ### Tours & day trips [See all 12 activities](https://expedia.com/things-to-do/search?&rid=6025644&location=Eastern+Shore&filter.categories=ToursDayTrips) ![Chesapeake Beach: Sunset Sailing Cruise with Snacks](https://mediaim.expedia.com/localexpert/48368072/f3f6244d-b0d9-4f9c-92c5-b811f0b800ee.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Sunset Sailing Cruise with Snacks 2h 30m Free cancellation available $114 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chesapeake-beach-sunset-sailing-cruise-with-snacks.a48368072.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 ~~$20~~$16 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/bethany-beach-blitz-scavenger-hunt.a5248721.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 $30 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/annapolis-crabtown-boos-and-booze-haunted-pub-crawl.a48353835.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Ashes and Apparitions of Annapolis Ghost Tour](https://mediaim.expedia.com/localexpert/48147047/b658aab1-5401-4077-b0e2-d9d0c46cf592.jpg?impolicy=resizecrop&rw=500&rh=280) ### Ashes and Apparitions of Annapolis Ghost Tour 1h Free cancellation available $27 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/phantoms-of-annapolis-ghost-walking-tour.a48147047.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 $80 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/historic-annapolis-food-tour.a46405193.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Colonial Annapolis and Naval Academy Half Day Private Bus Tour](https://mediaim.expedia.com/localexpert/46101479/bad109d5-fc56-431d-82c3-6a8641ef7840.jpg?impolicy=resizecrop&rw=500&rh=280) ### Colonial Annapolis and Naval Academy Half Day Private Bus Tour 5h Free cancellation available $1,729 includes taxes & fees per traveler [](https://www.expedia.com/things-to-do/half-day-private-tour-of-annapolis-up-to-12-people.a46101479.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Ashes and Apparitions of Annapolis Ghost Tour](https://mediaim.expedia.com/localexpert/44904461/12092537-06cc-4c98-a49b-545e7c52b2fd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Ashes and Apparitions of Annapolis Ghost Tour 1h 10/10 1 review Free cancellation available $32 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/crabtown-ghosts-phantoms-of-annapolis-ghost-tour.a44904461.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Tipsy History: The Happy Hour Historical Pub Crawl of Annapolis](https://mediaim.expedia.com/localexpert/50953463/8c4f0d07-3944-42bb-90a6-7b91ac48c2f3.jpg?impolicy=resizecrop&rw=500&rh=280) ### Tipsy History: The Happy Hour Historical Pub Crawl of Annapolis 2h Free cancellation available $30 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/tipsy-history-the-happy-hour-historical-pub-crawl-of-annapolis.a50953463.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Awesome Scavenger Hunt: Annapolis Red Bricks & Blue Views](https://mediaim.expedia.com/localexpert/880899/25140064-ce9c-432b-a76c-3379d72938cd.jpg?impolicy=resizecrop&rw=500&rh=280) ### Awesome Scavenger Hunt: Annapolis Red Bricks & Blue Views 2h Free cancellation available $15 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/annapolis-scavenger-hunt-red-bricks-blue-views.a880899.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![The Original Haunted Pub Crawl by Annapolis Ghost Tours](https://mediaim.expedia.com/localexpert/49610914/4f9fea85-c5c3-483d-a540-d866568d9bbb.jpg?impolicy=resizecrop&rw=500&rh=280) ### The Original Haunted Pub Crawl by Annapolis Ghost Tours 2h Free cancellation available $31 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/the-original-haunted-pub-crawl-by-annapolis-ghost-tours.a49610914.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ### Attractions [See all 4 activities](https://expedia.com/things-to-do/search?&rid=6025644&location=Eastern+Shore&filter.categories=Attractions) ![Sorcerer's Quest - The Dragon's Lair](https://mediaim.expedia.com/localexpert/571769/4d9acd3a-8d41-4e89-b9fc-a581b10be316.jpg?impolicy=resizecrop&rw=500&rh=280) ### Sorcerer's Quest - The Dragon's Lair 1h 8.4/10 5 reviews $35 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/sorcerers-quest-the-dragons-lair.a571769.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![1 Hour Private Escape Room Experience in Ocean City](https://mediaim.expedia.com/localexpert/48902111/d8dab1e2-513c-4e11-92b3-421fadbe0524.jpg?impolicy=resizecrop&rw=500&rh=280) ### 1 Hour Private Escape Room Experience in Ocean City 1h 10/10 1 review Free cancellation available $36 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/1-hour-private-escape-room-experience-in-ocean-city.a48902111.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Funfull FunPass - Delmarva](https://mediaim.expedia.com/localexpert/50781838/b0b59b15-87af-4ac3-a868-82fbbe84e79e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Funfull FunPass - Delmarva 365d $200 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/funfull-funpass-delmarva.a50781838.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Funfull Family Package Delmarva](https://mediaim.expedia.com/localexpert/51480856/29b09676-3089-43e0-8bc1-895c3cd948c5.jpg?impolicy=resizecrop&rw=500&rh=280) ### Funfull Family Package Delmarva 365d $700 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/funfull-family-package-delmarva.a51480856.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ### Food, drink & nightlife [See all 3 activities](https://expedia.com/things-to-do/search?&rid=6025644&location=Eastern+Shore&filter.categories=FoodDrinkNightlife) ![Chesapeake Beach: Sunset Sailing Cruise with Snacks](https://mediaim.expedia.com/localexpert/48368072/f3f6244d-b0d9-4f9c-92c5-b811f0b800ee.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Sunset Sailing Cruise with Snacks 2h 30m Free cancellation available $114 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chesapeake-beach-sunset-sailing-cruise-with-snacks.a48368072.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 $30 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/annapolis-crabtown-boos-and-booze-haunted-pub-crawl.a48353835.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl](https://mediaim.expedia.com/localexpert/48514281/e0e6df26-1923-478a-a050-59dc3b33a90e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Annapolis Ghost Tours Boos & Booze Haunted Pub Crawl 2h Free cancellation available $36 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/ghosts-of-annapolis-boos-booze-haunted-pub-crawl.a48514281.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ### Wildlife & nature [See all 3 activities](https://expedia.com/things-to-do/search?&rid=6025644&location=Eastern+Shore&filter.categories=WildlifeNature) ![Chincoteague Golf Cart Tour](https://mediaim.expedia.com/localexpert/50719629/e80286ad-529b-4c45-b8dc-6e637cb3c79e.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chincoteague Golf Cart Tour 1h 30m 10/10 1 review Free cancellation available $59 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chincoteague-golf-cart-tour.a50719629.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Chesapeake Beach: Sunset Sailing Cruise with Snacks](https://mediaim.expedia.com/localexpert/48368072/f3f6244d-b0d9-4f9c-92c5-b811f0b800ee.jpg?impolicy=resizecrop&rw=500&rh=280) ### Chesapeake Beach: Sunset Sailing Cruise with Snacks 2h 30m Free cancellation available $114 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/chesapeake-beach-sunset-sailing-cruise-with-snacks.a48368072.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![Group Boat Tours of Chincoteague & Assateague - Wild Ponies](https://mediaim.expedia.com/localexpert/48504221/b41ada7a-9cf9-4938-9654-cdbb845eef06.jpg?impolicy=resizecrop&rw=500&rh=280) ### Group Boat Tours of Chincoteague & Assateague - Wild Ponies 2h Free cancellation available $78 includes taxes & fees per adult [](https://www.expedia.com/things-to-do/small-group-boat-tours-of-chincoteague-assateague-wild-ponies.a48504221.activity-details?&rid=6025644&location=Eastern+Shore&swp=off) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=ACTIVITIES_SPRING_PROMO_6025644) ## Recommended things to do in Eastern Shore | Number of things to do | 2 | | ------------------------------- | ---------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------------- | | Cheapest thing to do on Expedia | [Funfull FunPass - Delmarva](/things-to-do/funfull-funpass-delmarva.a50781838.activity-details): $200 | | Top 5 things to do | [Funfull FunPass - Delmarva](/things-to-do/funfull-funpass-delmarva.a50781838.activity-details)[Funfull Family Package Delmarva](/things-to-do/funfull-family-package-delmarva.a51480856.activity-details) | | Under $25 | | | With kids | [Funfull FunPass - Delmarva](/things-to-do/funfull-funpass-delmarva.a50781838.activity-details)[Funfull Family Package Delmarva](/things-to-do/funfull-family-package-delmarva.a51480856.activity-details) | ## What to do in Eastern Shore - For free - With kids ### Free Things to Do in Eastern Shore Some say the best things in life are free. Be sure to visit the following around Eastern Shore: **Bill Burton Fishing Pier State Park** \- If you love pottering about the garden, this place will appeal to your green thumb. ### Things to Do in Eastern Shore with Kids There are lots of memorable experiences in Eastern Shore that the whole gang will love. Here are a few of the best [family friendly experiences](https://www.expedia.com/things-to-do/en/search?rid=6025644&rfrr=ATG.LP.BodyContent&categories=Family%20Friendly) around. - [Art classes for all ages!](https://www.expedia.com/things-to-do/art-classes-for-all-ages.a1280381.activity-details) - [Private Baltimore Historical Sightseeing Tour](https://www.expedia.com/things-to-do/private-baltimore-historical-sightseeing-tours.a1244635.activity-details) - [Baltimore's Historical Sightseeing Tour](https://www.expedia.com/things-to-do/baltimores-historical-sightseeing-tour.a695047.activity-details) - [Washington D.C. Day Trip from Baltimore](https://www.expedia.com/things-to-do/washington-d-c-day-trip-from-baltimore.a380602.activity-details) --- Looking for sports, concerts, or theater events in Eastern Shore? [Search event tickets](https://www.expedia.com/event-tickets/) to see what's happening today, or to plan what to do this weekend! --- --- ### Discover the most popular places to visit in Eastern Shore ![Ocean City Beach which includes rides and a sandy beach as well as a small group of people](https://images.trvl-media.com/place/6075473/434ab6dd-323d-432a-8f4a-72d52bf00a90.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ocean City Beach 4.5/5(1,615 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.com/Ocean-City-Beach-North-Ocean-City.d6075473.Vacation-Attraction) ![Ocean City Boardwalk featuring rides](https://images.trvl-media.com/place/6317261/962f38c1-6e89-4724-8296-c6f96f9b6ba4.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Ocean City Boardwalk 4.5/5(1,896 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.com/Ocean-City-Boardwalk-Downtown-Ocean-City.d6317261.Vacation-Attraction) ![Roland E. Powell Convention Center which includes general coastal views](https://images.trvl-media.com/place/6091721/52d6a610-336c-4000-b938-e3e12479523d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Roland E. Powell Convention Center 4/5(285 reviews) You can always find something exciting to see or do at this entertainment complex in the heart of Ocean City, with major music concerts and events. [](https://expedia.com/Roland-E-Powell-Convention-Center-Midtown-Ocean-City.d6091721.Vacation-Attraction) ![Jolly Roger Amusement Park](https://images.trvl-media.com/place/6166993/1c73925f-cb1a-4537-8ec1-c693eaa4bd49.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Jolly Roger Amusement Park 4/5(318 reviews) From child-friendly attractions and a thrilling roller coaster to miniature golf, karting and waterslides, there’s no end to the entertainment at this theme park. [](https://expedia.com/Jolly-Roger-Amusement-Park-Midtown-Ocean-City.d6166993.Vacation-Attraction) ![Inlet Park](https://images.trvl-media.com/place/6289842/69f1430b-ad62-4517-ad2b-ffeccd7f9072.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Inlet Park 4/5(126 reviews) Admire the views from this boardwalk park, study an artistic totem pole, watch fishers, browse quirky shops and visit a museum about life saving. [](https://expedia.com/Inlet-Park-Ocean-City.d6289842.Vacation-Attraction) ![Jolly Roger at the Pier](https://images.trvl-media.com/place/553248621592457169/7d6ad9b9-fb22-4437-899b-facd1a03b791.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Jolly Roger at the Pier 4/5(543 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.com/Jolly-Roger-At-The-Pier-Downtown-Ocean-City.d553248621592457169.Vacation-Attraction) ![Main Street Berlin](https://images.trvl-media.com/place/6290288/f83e4b1a-9eab-4f39-976b-c6df35baf9e2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Main Street Berlin 4.5/5(187 reviews) Victorian-era grandeur meets modern-day action in Berlin’s preserved town center. Check out boutique shops, local art galleries and a dynamic dining precinct. [](https://expedia.com/Main-Street-Berlin-Berlin.d6290288.Vacation-Attraction) ![Northside Park which includes a bridge and a river or creek](https://images.trvl-media.com/place/6163965/5496aa09-b956-4643-809c-50e9ea0a7442.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Northside Park 4.5/5(133 reviews) Locals and visitors alike love Ocean City’s largest park, where picnic areas and water views combine with recreational activities to suit everyone. [](https://expedia.com/Northside-Park-North-Ocean-City.d6163965.Vacation-Attraction) ![Carousel Ice Skating Rink](https://images.trvl-media.com/place/6312199/61fdddd9-b3d3-41c4-b913-e7600fc29bdd.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Carousel Ice Skating Rink 4/5(112 reviews) Practice your jumps and spins, learn to skate and watch themed ice skating shows at this pretty rink set inside a beachfront hotel. [](https://expedia.com/Carousel-Ice-Skating-Rink-North-Ocean-City.d6312199.Vacation-Attraction) ### Discover the most popular landmarks and neighborhoods in Eastern Shore ![The morning after a frigid snow storm went through this retirement community, icy streets and a cold sky with rows of houses and christmas decorations](https://images.trvl-media.com/place/6287096/28b96d51-60a2-469a-9c05-52f60163ce77.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Ocean Pines 4.5/5(5 area reviews) 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.com/Berlin-Ocean-Pines.dx6287096) ![Sunrise heading out the inlet for a day of deep- sea fishing with Fin Chaser Sportfishing Charters!](https://images.trvl-media.com/place/9151/f53f026f-c2c1-431b-bbba-5b5c06aff264.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Downtown Ocean City If you're spending some time in Downtown Ocean City, Ripley's Believe It or Not! and Jolly Roger at the Pier are top sights worth seeing. [](https://expedia.com/Ocean-City-Downtown-Ocean-City.dx864976446079385600) ![Jolly Roger Amusement Park which includes night scenes and rides](https://images.trvl-media.com/place/6166993/daaa9ae9-77d9-4bbe-b497-f8f9c2e7d9d6.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Midtown Ocean City 4.5/5(1,515 area reviews) Relax on golden sands, dabble in watersports, enjoy family-friendly amusements and play mini golf at this attractive coastal suburb. [](https://expedia.com/Ocean-City-Midtown-Ocean-City.dx6290285) ![Panoramic sunset over wetlands at Assateague Island in Maryland](https://images.trvl-media.com/place/553248635976473325/44d1591c-f7ea-4059-818e-33e30189a9a8.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Assateague Pointe 5/5(1 area review) 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.com/Ocean-City-Assateague-Pointe.dx553248635976473325) ![West Ocean City](https://images.trvl-media.com/place/6290283/cb79de8e-4823-4cbf-9964-30919b6b5630.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### West Ocean City 4.5/5(891 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.com/Ocean-City-West-Ocean-City.dx6290283) ![City by the bay](https://images.trvl-media.com/place/553248635976480607/d3674034-df81-47f9-b7e4-e45a1de5e324.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.com/Ocean-City-Sunset-Island.dx553248635976480607) [See our Where To Stay guide](https://expedia.com/Eastern-Shore.dx6025644.Where-To-Stay?rfrr=TG.LP..Neighborhoods) --- Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.com/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be. --- ## Popular day trips from Eastern Shore ![The Chesapeake Bay Maritime Museum in Saint Michaels, Maryland, features the Hooper Strait Lighthouse, built in 1879](https://images.trvl-media.com/place/5940/6d454cf3-0755-44c6-999f-dfbbe160658d.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### St. Michaels ![Cambridge](https://images.trvl-media.com/place/6608/8ce19001-5246-4d03-a239-330291c6972a.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Cambridge ![ The western entrance of the historic picturesque small town of Easton, MD, center of Talbot County. A landmark with coat of arms is erected on US route 50 that says welcome to Easton.](https://images.trvl-media.com/place/7120/6b090f38-3596-43d9-8312-eef4b7a84527.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Easton ![Aerial summer view of colonial Chestertown on the Chesapeake Bay in Maryland USA](https://images.trvl-media.com/place/7215/2810851e-b7cc-4dfb-bf7e-dc0611ab1b49.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Chestertown ![Aerial view of Kent Narrows peninsula inlet on Chesapeake in Grasonville Maryland, beach houses with private long docks for the sailboats line a road curving like an S shape with blue sky and water](https://images.trvl-media.com/place/7382/28b5ecb9-23b7-4e34-a5b1-5f438db18aae.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Grasonville ![Sunset over a fence in a snow covered farm field in rural Carrol](https://images.trvl-media.com/place/7604/456af590-764c-4aa2-87b6-e1d95e0ba691.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Snow Hill ![Turkey Point Lighthouse, Elk Neck State Park, Maryland, USA, North East, Maryland](https://images.trvl-media.com/place/7834/75da18a2-d62c-45af-b7c7-16b51512a98a.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Elkton ![Perryvile Point in Harford County, Maryland](https://images.trvl-media.com/place/8217/054900a7-9958-4446-bad4-9a18ba7a7a45.jpg?impolicy=fcrop&w=512&h=288&q=medium) ### Perryville ## Frequently asked questions ### What to do in Eastern Shore on a sunny day? > - [Spirit of Baltimore Lunch Cruise](https://www.expedia.com/things-to-do/spirit-of-baltimore-lunch-cruise.a594794.activity-details) > - [Philadelphia Day Trip from Baltimore with Lunch & Hop-On Hop-Off](https://www.expedia.com/things-to-do/philadelphia-day-trip-from-baltimore-with-lunch-hop-on-hop-off.a380598.activity-details) > - [New York Day Trip from Baltimore by Train with Hop-on Hop-Off](https://www.expedia.com/things-to-do/new-york-day-trip-from-baltimore-by-train-with-hop-on-hop-off.a373388.activity-details) ### What to do in Eastern Shore on a rainy day? > - [Sagamore Spirit Distillery Tour & Whiskey Tasting](https://www.expedia.com/things-to-do/sagamore-spirit-distillery-tour-whiskey-tasting.a942849.activity-details) > - [The Original Baltimore Brew Tour](https://www.expedia.com/things-to-do/the-original-baltimore-brew-tour.a637769.activity-details) > - [Sorcerer's Quest - The Dragon's Lair](https://www.expedia.com/things-to-do/sorcerers-quest-the-dragons-lair.a571769.activity-details) ### Are there cheap things to do in Eastern Shore? > - [Sagamore Spirit Distillery Tour & Whiskey Tasting](https://www.expedia.com/things-to-do/sagamore-spirit-distillery-tour-whiskey-tasting.a942849.activity-details) > - [My No CAL Treat NEW CLIENT SAMPLER](https://www.expedia.com/things-to-do/my-no-cal-treat-new-client-sampler.a2083758.activity-details) > - [BioMat Session - With Negative Ions, Far Infrared Light - Relax, Energize](https://www.expedia.com/things-to-do/biomat-session-with-negative-ions-far-infrared-light-relax-energize.a2083747.activity-details) > - [Heated Shiatsu Foot Massage - Quick Relax And Refresher - 15 Minutes](https://www.expedia.com/things-to-do/heated-shiatsu-foot-massage-quick-relax-and-refresher-15-minutes.a2083754.activity-details) ### What can you do in Eastern Shore for free? > - Ocean City Boardwalk > - Ocean City Beach > - Maryland Beach > - Salisbury University