Places to Stay on the Eastern Shore

With its welcoming small towns, bucolic farmlands and sprawling wilderness preserves, the Eastern Shore is a world apart, nestled between the Chesapeake and the Atlantic. 

By Jim Meyer

Share

Save

Featured Places

The Atlantic Hotel in Berlin
The Atlantic Hotel in Berlin
Photo By: Worcester County Tourism

Whether you’re planning a romantic retreat, a shopping safari, a camping trip with the kids or even an old west adventure, Maryland’s Eastern Shore can put you up for your perfect getaway.

With a spa, golf club and proximity to outdoor activities, this resort has something for everyone.

1 Pamper Yourself at Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina in Cambridge

Home of the River Marsh Golf Club, one of the top ten courses in the North East according to Conde Nast, this beautiful resort along the banks of the Choptank River has it all. Use the resort as a home base for exploring the nearby Blackwater National Wildlife Refuge. Or, you don’t even have to leave the Hyatt’s 400 luxurious waterfront acres—with tennis pros, world class dining, watersports and all-inclusive packages available, it’s paradise on the shore.


More about Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina


Type:
Conference Centers


Location:
100 Heron Blvd.
Cambridge, MD 21613
410-901-1234


Learn More
Frontier Town Campground

2 Cowboy Up at Frontier Town Campground

Pitch your tent or park your motorhome at this Woodall’s 5W-rated campground on the shore of the Sinepuxent Bay. With a high ropes course, miniature golf, a waterpark and the legendary Old West show, Frontier Town has been a Maryland Tradition since 1959. And best of all, it’s city-close and country-quiet, smack dab in the middle between Assateague and Ocean City.


More about Frontier Town Campground


Type:
Campgrounds


Location:
Rt 611, Stephen Decatur Hwy
Berlin, MD 21811
410-641-0880


Learn More
Pintail Point

3 Hunt, Fish and Relax at Pintail Point in Queenstown

Explore 300 acres of grounds with expert guides for world class waterfowl hunting; cast a line for stripers or blues from a recommended charter; blow off steam on the sporting clays course; or just relax in the luxurious Tudor mansion. Nestled on a gorgeous 16-acre peninsula, every room has a view of the beautiful Wye River. 

Knapps Narrows Inn and Marina

4 Take a Break from the Bay at Knapps Narrows Inn & Marina in Tilghman

Visiting by boat? Grab a slip at Knapps Narrows’ 1,000 foot floating dock in Tilghman, or come by car and get a room at the inn. Go for a lighthouse tour, a fishing charter, or take a sunset cruise on a historic ketch and watch the skipjacks bring the bay’s harvest home.


More about Knapp's Narrows Marina & Inn


Type:
Bed & Breakfasts and Inns


Location:
6176 Tilghman Island Rd
Tilghman, MD 21671
410-886-2720


Learn More
The Robert Morris Inn

5 Dine and Delight at Oxford’s Robert Morris, America’s Oldest Inn

Built in 1710 when Maryland was still a British colony, the Robert Morris Inn is older than the nation around it! The waterfront grounds are perfect for enjoying a summer’s breeze, and the charming rooms with their roaring fires make ideal respites from winter’s chill. Take the ferry for a day in St. Michaels, then dine at the inn and experience the culinary wonders of celebrity chef Mark Salter.


More about Robert Morris Inn


Type:
Bed & Breakfasts and Inns


Location:
314 North Morris St
Oxford, MD 21654
410-226-5111


Learn More
Canoe at Tuckahoe State Park Photo By: VisitMaryland.org

6 Camp Out at Tuckahoe State Park

Camp and canoe under the forested canopy of the upper Tuckahoe River, venture into the Choptank, or paddle with the family in Tuckahoe Park’s 60-acre lake and enjoy a wilderness getaway. Tuckahoe State Park offers fantastic wildlife viewing and the convenient campground even has a tire park for the kids.

More information...

The Old Brick Inn

7 Explore St. Michael’s From the Old Brick Inn

If you want to explore the shops, restaurants and easy living of St. Michaels, put yourself into the heart of it all at the Old Brick Inn. The Old Brick Inn offers luxurious rooms and modern amenities in an historic setting. Plus, since it’s located downtown, the boutiques are just a stroll away.


More about Old Brick Inn


Type:
Bed & Breakfasts and Inns


Location:
401 S Talbot St
St. Michaels, MD 21663
410-745-3323


Learn More
The Atlantic Hotel in Berlin

8 Get Away to the Atlantic Hotel in Berlin, the “Coolest Small Town in America”

This Victorian retreat is an absolute gem in the middle of downtown Berlin. Wander the charming, walkable streets and let the locals show you why Berlin was named “Coolest Small Town in America” by Budget Travel. Make sure to hit the hotel restaurant with its modern takes on classic shore cooking (the rockfish is not to be missed).


More about Atlantic Hotel


Type:
Hotels & Motels


Location:
2 N Main St
Berlin, MD 21811
410-641-3589


Learn More
Osprey Point Inn, Restaurant and Marina

9 Experience Elegance at Rock Hall’s Osprey Point

Luxuriate on the shores of Swann Creek at this beautiful inn and full service marina. Just a stone’s throw from Rock Hall and its legendary seafood, the manicured grounds of Osprey Point are an idyllic getaway spot just a short drive from Baltimore, Washington, D.C. and Philadelphia.


More about Inn at Osprey Point


Type:
Bed & Breakfasts and Inns


Location:
20786 Rock Hall Ave
Rock Hall, MD 21661
410-639-2194


Learn More
Somers Cove Marina

10 Drop Anchor in Crisfield Harbor at Somers Cove Marina

Looking for the perfect place to stay for the legendary Hard Crab Derby, or just want to live the islander life for a spell? Somers Cove Marina is the perfect port. This full service marina is right in the heart of downtown Crisfield, so it’s easy to see the town as well as explore Tangier Sound with its amazing saltwater fishing.


More about Somers Cove Marina


Type:
Outdoor Recreation


Location:
715 Broadway
Crisfield, MD 21817
410-968-0925


Learn More
Featured Places
Hyatt Regency Chesapeake Bay Golf Resort, Spa and Marina
01
Camping photo
02
Location:
Rt 611, Stephen Decatur Hwy
Berlin, MD 21811
Inn overlooking the marina
04
Location:
6176 Tilghman Island Rd
Tilghman, MD 21671
Patio at the Robert Moris Inn
05
Location:
314 North Morris St
Oxford, MD 21654
Old Brick Inn exterior
07
Location:
401 S Talbot St
St. Michaels, MD 21663
Atlantic Hotel
08
Location:
2 N Main St
Berlin, MD 21811
Inn at Osprey Point
09
Location:
20786 Rock Hall Ave
Rock Hall, MD 21661
Somers Cove Marina
10
Location:
715 Broadway
Crisfield, MD 21817
Browse Featured Places

Related Articles & Guides

More

About Places to Stay

Camp Merryelande on St. George Island
Places to Stay in Southern Maryland

Camp out under the open sky, make yourself at home in a classic B&B, or melt your troubles away at a luxury spa in Southern Maryland, the heart of Chesapeake Country. 

More

The Historic Inns of Annapolis
Annapolis Accommodations

Discover the wide variety of charming places to stay in Annapolis with this list of hotels, motels, B&Bs.

More

Hilton Ocean City Oceanfront Suites
Top Places to Stay in Ocean City

Ocean City may be the vacation mecca of the mid-Atlantic, and for good reason. Miles of white, sandy ocean beaches, watersports on the bay, quintessential beach living on the...

More

The Atlantic Hotel in Berlin
Eastern Shore Hotels & Motels

Search our comprehensive list of hotels & motels in Eastern Shore here.

More

Edge Hotel at Fager’s Island
Accommodations

Browse places to stay, from 5-star hotels to rustic cabins to charming B&Bs.

More

Deep Creek Lake Rentals
Vacation Rental Properties

Search our list of vacation rental properties in Maryland here.

More