Top 5 Must-Do Summer Adventures in Somerset County, Maryland
- sugarwatermarketin
- Jun 27
- 4 min read
Looking for a peaceful getaway filled with charm, history, and natural beauty? Welcome to Somerset County, Maryland--a hidden gem nestled on the Eastern Shore of Maryland. Whether you're a Maryland local seeking a quiet weekend escape or visiting from across the country, Somerset County invites you to slow down, unplug, and discover a different pace of life.
As the southernmost county in Maryland--with just over 25,000 residents and more than 600 miles of shoreline--it's a place where you'll find wide-open spaces, friendly faces, and adventures that blend culture with coastal beauty.
Here are five can't-miss experiences in Somerset County that travelers of all kinds will love.
Looking for the best place to stay when visiting check out the Washington Hotel.
1. Dive Into the Water
From kayaking and paddleboarding to boating and crabbing, Somerset County is a water lover's paradise. Located between the Chesapeake Bay and the Atlantic Ocean, the region offers tidal creeks, rivers, and marshes teeming with wildlife.
Enjoy:
Kayaking at Janes Island State Park
Crabbing on the Manokin River
Paddleboarding in Crisfield
Scenic fishing or boating excursions
These natural waterways are accessible year-round and offer a quiet, serene alternative to crowded tourist destinations. Don't forget your camera--sunsets here are unforgettable.
| Local Tip: You can enjoy kayaking, hiking, and wildlife watching right on the grounds of Sugar Water Manor.

2. Explore Centuries of History
Somerset County is steeped in history. Founded in 1666, it boasts more preserved historic buildings per capita than anywhere else in Maryland.
Don't miss:
Teackle Mansion in Princess Anne: a breathtaking 10,000-square-foot neoclassical estate from the early 1800s
J. Millard Tawes Musuem in Crisfield: featuring thousands of years of Chesapeake Bay culture
Historical churches, colonial homes, and estates throughout the county
History lovers from near and far are drawn to this region for its unique connection to early America and rich maritime heritage.
| Don't Forget: Somerset County is known for its hospitality. Check out the businesses in the area to enhance your visit and get a taste of local living.
3. Soak in Farm Life & Outdoor Fun
Outdoor enthusiasts will find plenty to enjoy in Somerset County, whether you're visiting for the weekend or planning a longer retreat. Popular activities include:
Birdwatching and photography in wildlife preserves
Fishing, boating, and biking along scenic backroads
Stargazing in area with minimal light pollution
At Sugar Water Manor, guests can fully immerse themselves in farm life--with goats, donkeys, chickens, and pollinator gardens just steps from your room. It's a wholesome, family-friendly experience that connects you to the land and the seasons.
| Local Tip: Check out Deal Island Wildlife Management Area, known for its salt marshes and abundant fauna, provides photogenic scenery, incredible views, and wildlife spotting opportunities.
4. Tee Off at Great Hope Golf Course
Great Hope is a championship public golf course that offers over 7,000 yards of scenic greens, a driving range, putting green, and on-site dining. PGA-certified instruction is also available for those looking to refine their game.
Whether you're a seasoned golfer or just looking for a relaxed afternoon on the links, this is one of the Eastern Shore's best-kept golf secrets.
5. Take a Day Trip to Smith Island
No visit to Somerset County is complete without a ferry ride to Smith Island, Maryland's only inhabited offshore island. Home to fewer than 200 residents and famous for its namesake Smith Island Cake (the state dessert!), the island is a true time capsule of Chesapeake heritage.
Highlights include:
Guided eco-tours and kayaking adventures
Fresh crab cakes and seafood shacks
The Smith Island Cultural Center
Handmade crafts and nautical gifts from local artisans
A quiet, car-free experience perfect for reflection and relaxation
This is a favorite for photographers, foodies, and anyone who wants a peek into a slower, simpler way of life.
Bonus: Enjoy Local Events & Small-Town Charm
From summer festivals and farmers markets to crab feasts and live music on the docks, Somerset County offers travelers a true taste of Eastern Shore hospitality. Be sure to check local listings for:
Crisfield's Crab Derby
Fourth of July celebrations in Princess Anne
Chesapeake Bay seafood pop-ups and farm dinners
And if you're traveling with family, don't miss the Chance Fire Museum--open the last Saturday of each month during a homemade breakfast hosted by the Ladies Auxiliary.
Plan Your Visit to Somerset County, Maryland
Whether you're a Maryland local in need of a refreshing weekend escape or visiting from across the country getaway, Somerset County offers something for every kind of traveler--and the Washington Hotel is the perfect place to stay.
Located in the heart of Princess Anne, the Washington Hotel is a beautifully restored 18th-century inn that blends timeless elegance with modern comforts. Guest can enjoy:
Boutique-style accommodations with historic charm
An on-site farm-and-water-to-table restaurant, Sugar Water Restaurant
Walkable access to historic sites, art galleries, and parks
A front-row seat to the cultural heart of the Eastern Shore

Whether you're relaxing in a cozy suite, sipping cocktails at Sugar Water Restaurant, or exploring the charming streets of Princess Anne, you stay at the Washington Hotel will be both memorable and meaningful.
Ready to experience the Eastern Shore's hidden gem?
Book your stay at the Washington Hotel today and discover why Somerset County is one of Maryland's best-kept secrets.
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