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The Eastern Shore of Maryland, nestled on the east side of the Chesapeake Bay, offers a serene escape with its charming rural landscapes and coastal beauty. Known for its rich history and agricultural roots, this region is perfect for travelers seeking a peaceful retreat. Salisbury, the largest city, provides a hub for exploring the area. Visitors can enjoy the vibrant local culture and hospitality in neighborhoods like Easton and St. Michaels, known for their quaint shops and historic sites.
Top attractions include the picturesque Ocean City, famous for its sandy beaches and lively boardwalk, and the Chesapeake Bay Maritime Museum, which offers insights into the region's maritime heritage. Nature enthusiasts will appreciate the Blackwater National Wildlife Refuge, a haven for birdwatching and kayaking. Whether you're looking to relax by the sea or explore charming towns, the Eastern Shore of Maryland promises a memorable stay.
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Hotel in Eastern Shore, St. Michaels · 12.92 km from centre
8.0
967 reviews
Breakfast available
When you stay at St Michaels Inn in St. Michaels, you'll be in the historical district, within a 5-minute drive of St. Michaels Winery and Chesapeake Bay Maritime Museum. This hotel is 7.2 mi (11.5 km) from Oxford Museum and 9 mi (14.4 km) from Talbot County Visitor Center.
Holiday home in Annapolis · 43.11 km from centre
4.0
1 review
The Little House offers accommodations in Annapolis, 1.5 miles from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards. This vacation home offers air-conditioned accommodations with a patio. Outdoor seating is also available at the vacation home.
The Little House features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a hair dryer. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance.
There is an on-site restaurant.
Baltimore Convention Center is 30 miles from the accommodation, while Inner Harbor is 30 miles from the property. Baltimore - Washington International Airport is 21 miles away.
Motel in Annapolis · 44.43 km from centre
6.0
468 reviews
With a stay at Village Inn in Annapolis, you'll be within a 10-minute drive of Annapolis City Dock and U.S. Naval Academy. This motel is 2.7 mi (4.3 km) from Bay Hills Golf Club and 3.4 mi (5.5 km) from Maryland World War II Memorial.
Hotel in Eastern Shore, Saint Michaels · 25.38 km from centre
8.2
80 reviews
Breakfast available
Where a bayside cool retreat awaits: a rebirth of an 1898 original boarding house where watermen ran the docks and crabs were piled high on picnic tables. The Wylder Hotel Tilghman Island, located on a 3-mile island on the Chesapeake Bay, is a remake of an iconic property. It is an all-season escape that honors hardworking fisherman of yesteryear in an irreverent manner. This waterfront hotel makes you feel right at home with its welcoming vibe and great offerings: Tickler’s Crab Shack & Restaurant, Bar Mumbo, a private marina with 25 boat slips, charter fishing trips, and plenty of fun-filled activities. Wylder Hotel Tilghman Island is an awesome location for overnight guests, locals, as well as private gatherings and celebrations.
A short drive from Baltimore, Washington D.C. and Philadelphia, Tilghman Island is a relaxed, yet exciting Eastern Shore escape. Drive through St. Michael’s, past the farmland, corn stalks and pumpkin patches, and over the drawbridge across Knapp’s Narrow, and you’ll be on our 3-mile stretch of salty paradise. From charter fishing, to sailing and kayaking, Tilghman Island life is built around the Chesapeake Bay and its bounty of pleasures. Crack your blue crab in the glow of our super-sized sunset, wash it down with a cold one and give yourself a high five from us here at Tilghman Island.
Hotel in Eastern Shore, Easton · 0.37 km from centre
7.6
696 reviews
Breakfast available
A stay at Quality Inn places you in the heart of Easton, within a 15-minute walk of Talbot Massage and Easton Cycle and Sport. This hotel is 0.9 mi (1.5 km) from Easton Rail Depot and 1.3 mi (2.2 km) from Avalon Theatre.
Hotel in Eastern Shore, Oxford · 14.50 km from centre
9.2
125 reviews
Facing the beachfront, Sandaway Suites & Beach offers 3-star accommodations in Oxford and features a garden, private beach area and terrace. Certain rooms at the property include a balcony with a sea view.
The hotel will provide guests with air-conditioned rooms offering a desk, a coffee machine, a fridge, a microwave, a safety deposit box, a flat-screen TV and a private bathroom with a shower. Guest rooms have a closet.
Bike rental and car rental are available at Sandaway Suites & Beach and the area is popular for fishing and cycling.
Academy Of The Arts is 10 miles from the accommodation. Salisbury-Ocean City Wicomico Regional Airport is 54 miles away.
Holiday home in Eastern Shore, Saint Michaels · 15.26 km from centre
10.0
1 review
Waterfront Retreat on Chesapeake Bay in St Michaels offers accommodations in Saint Michaels, 13 miles from Academy Of The Arts. There's a picnic area and guests can use free Wifi and free private parking.
The air-conditioned vacation home consists of 2 bedrooms, a living room, a fully equipped kitchen with a dishwasher and a coffee machine, and 1 bathroom with a walk-in shower and a hair dryer. Towels and bed linen are available in the vacation home. The accommodation is non-smoking.
Guests at the vacation home will be able to enjoy activities in and around Saint Michaels, like cycling, fishing, and canoeing. If you'd like to discover the area, hiking is possible in the surrounding area.
Salisbury-Ocean City Wicomico Regional Airport is 65 miles from the property.
Inn in Eastern Shore, Sherwood · 23.42 km from centre
Located in Sherwood and with Academy Of The Arts reachable within 20 miles, Lowes Wharf Marina Inn has a restaurant, non-smoking rooms, free WiFi throughout the property and a bar.
The inn provides certain accommodations that have river views, and rooms have a private bathroom with a shower. At Lowes Wharf Marina Inn, the rooms include air conditioning and a flat-screen TV.
Salisbury-Ocean City Wicomico Regional Airport is 72 miles from the property.
Holiday home in Eastern Shore, Tilghman · 24.80 km from centre
8.0
1 review
Tilghman Island Retreat By Knapps Narrows! offers accommodations in Tilghman, 23 miles from Academy Of The Arts. This vacation home offers air-conditioned accommodations with a patio. The accommodation provides a 24-hour front desk and parking on-site.
With free Wifi, this 2-bedroom vacation home features a cable flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the vacation home. For added privacy, the accommodation features a private entrance.
Salisbury-Ocean City Wicomico Regional Airport is 75 miles from the property.
Holiday home in Eastern Shore, Cambridge · 25.31 km from centre
The Cottage at Heron Cove offers accommodations in Cambridge, 29 miles from Federalsburg Marina. The air-conditioned accommodation is 24 miles from Academy Of The Arts. The vacation home features free Wifi and free private parking.
The vacation home is composed of 2 bedrooms, a fully equipped kitchen, and 1 bathroom. A flat-screen TV is available. The accommodation is non-smoking.
Salisbury-Ocean City Wicomico Regional Airport is 45 miles from the property.
Resort in Eastern Shore, Grasonville · 25.81 km from centre
9.1
75 reviews
Breakfast available
Located in Grasonville, 20 miles from Annapolis Harbor, Holiday Inn Express Annapolis East-Kent Island by IHG has accommodations with a seasonal outdoor swimming pool, free private parking, a garden and a shared lounge. With free WiFi, this 3-star resort offers a 24-hour front desk and a business center. Guests can have a drink at the snack bar.
The resort will provide guests with air-conditioned rooms with a desk, a coffee machine, a fridge, a safety deposit box, a flat-screen TV and a private bathroom with a bath. The rooms have a closet.
The breakfast offers buffet, continental or American options.
Holiday Inn Express Annapolis East-Kent Island by IHG has a terrace. Guests at the accommodation will be able to enjoy activities in and around Grasonville, like hiking, fishing and cycling.
Baltimore - Washington International Airport is 30 miles from the property.
Holiday home in Central Maryland, Stevensville · 29.98 km from centre
Beachcomber offers accommodations in Stevensville, 22 miles from Annapolis Harbor. Both free Wifi and parking on-site are accessible at the vacation home free of charge.
This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a TV.
Baltimore - Washington International Airport is 32 miles from the property.
Apartment in Eastern Shore, Greensboro · 30.14 km from centre
Relaxation Haven on the Shore near Choptank River - Self Catering, a Family n Group Favor is located in Greensboro, just 26 miles from Dover International Speedway and 18 miles from Killens Pond Water Park. This property offers access to a balcony, tennis at the tennis court, free private parking, and free Wifi. Outdoor seating is also available at the apartment.
The spacious apartment includes 2 bedrooms and a fully equipped kitchen with a dishwasher and an oven. Towels and bed linen are offered in the apartment. There's also a seating area and a fireplace.
Guests can make the most of the warm weather with the property's barbecue facilities.
Guests at Relaxation Haven on the Shore near Choptank River - Self Catering, a Family n Group Favor can enjoy fishing and canoeing nearby, or make the most of the garden.
Academy Of The Arts is 23 miles from the accommodation, while Aspendale is 18 miles from the property. Salisbury-Ocean City Wicomico Regional Airport is 55 miles away.
Holiday home in Eastern Shore, Rock Hall · 41.42 km from centre
Offering a bar, Rock Hall Retreat with Balcony Near Park and Marina! provides accommodations in Rock Hall. This vacation home features air-conditioned accommodations with a balcony.
With free Wifi, this 3-bedroom vacation home offers a flat-screen TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are offered in the vacation home. For added privacy, the accommodation features a private entrance.
New Castle Airport is 60 miles from the property.
Holiday home in Annapolis · 41.84 km from centre
Below Deck offers accommodations in Annapolis, a 8-minute walk from Annapolis Harbor and 31 miles from Sports Legends Museum at Camden Yards. Both free Wifi and parking on-site are available at the vacation home free of charge.
This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a TV.
Baltimore Convention Center is 31 miles from Below Deck. Baltimore - Washington International Airport is 22 miles away.
Holiday home in Annapolis · 41.88 km from centre
Third Time's The Charm is located in Annapolis, just a 6-minute walk from Annapolis Harbor and 31 miles from Sports Legends Museum at Camden Yards. Both free Wifi and parking on-site are available at the vacation home free of charge.
This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a TV.
Baltimore Convention Center is 31 miles from Third Time's The Charm. Baltimore - Washington International Airport is 22 miles away.
Holiday home in Southern Maryland, North Beach · 42.15 km from centre
Providing a garden, Walk to the Beach! Beach Passes | Games I King Bed provides accommodations in North Beach. Guests can benefit from a patio and a terrace. Free Wifi is available throughout the property and North Beach is a 11-minute walk away.
The vacation home is composed of 3 separate bedrooms, a fully equipped kitchen, and 2 bathrooms. The accommodation is non-smoking.
Addison Road-Seat Pleasant is 28 miles from the vacation home, while Annapolis Harbor is 29 miles away. Ronald Reagan Washington National Airport is 37 miles from the property.
Holiday home in Annapolis · 42.28 km from centre
Eden on Adams offers accommodations in Annapolis, a 17-minute walk from Annapolis Harbor and 27 miles from Addison Road-Seat Pleasant. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Power Plant is 31 miles from the vacation home.
This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a TV.
Sports Legends Museum at Camden Yards is 30 miles from Eden on Adams, while Inner Harbor is 31 miles from the property. Baltimore - Washington International Airport is 22 miles away.
Apartment in Southern Maryland, North Beach · 42.37 km from centre
8.0
1 review
Bee by the Bay offers accommodations in North Beach, 29 miles from Annapolis Harbor. The air-conditioned accommodation is 28 miles from Addison Road-Seat Pleasant. Free Wifi is available throughout the property and North Beach is a 6-minute walk away.
The apartment is composed of 1 bedroom, a fully equipped kitchen, and 1 bathroom. A flat-screen TV is featured. The accommodation is non-smoking.
Ronald Reagan Washington National Airport is 37 miles away.
Holiday home in Annapolis · 42.47 km from centre
Deep in the Heart of Crabtown - iTrip Annapolis is located in Annapolis, just a 15-minute walk from Annapolis Harbor and 30 miles from Sports Legends Museum at Camden Yards. Both free Wifi and parking on-site are accessible at the vacation home free of charge. Baltimore Convention Center is 30 miles from the vacation home and Inner Harbor is 31 miles away.
This air-conditioned vacation home comes with a seating area, a fully equipped kitchen with a dishwasher, and a TV. The accommodation has a fireplace.
Power Plant is 31 miles from Deep in the Heart of Crabtown - iTrip Annapolis. Baltimore - Washington International Airport is 22 miles from the property.