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Bed and Breakfast
Spend an unforgettable weekend in one of our unique and charming Bed and Breakfast Inns. You'll fall asleep imagining the heavenly aromas that will drift beneath your door after a restful sleep, when homemade breakfast is cooking on the stove.
Bed and Breakfast
Chesapeake City
Blue Max Inn
300 Bohemia Ave
Chesapeake City ,MD 21915
Phone: 410-885-2781
Built in 1854, this elegantly restored inn was once occupied by renowned author Jack Hunter who wrote the best selling novel "The Blue Max". Today it's perfectly adorned charm, welcoming porches, and delightful décor suit its quaint surroundings of South Chesapeake City.
Handicapped Accessible, Historic, Jacuzzi/whirlpool, Suites, Town
Doc Smithers Guest House
204 Bohemia Ave.
Chesapeake City ,MD 21915
Phone: 410-885-3820
Two guest rooms in a Victorian cottage located in the historic district of South Chesapeake City. Guests can visit the Canal Museum, dine in waterfront restaurants, and visit the town's many shops.
Historic, Town
Inn at the Canal
104 Bohemia Ave.
Chesapeake City ,MD 21915
Phone: 410-885-5995
On the C&D Canal. A warm and relaxing 19th Century atmosphere has been created in this elegant home once owned by a successful canal tugboat operator in the 1800s. This beautiful inn, with welcoming porches, exquisite Victorian décor, and an antique shop, is located near the Canal in picturesque South Chesapeake City.
Historic, Internet Access, Suites, Town, Water View
Old Wharf Cottage
10 Bohemia Ave.
Chesapeake City ,MD 21915
Phone: 410-885-5040
Toll Free: 877-582-4049
On the C&D Canal. On the banks of the C and D Canal, this cute and cozy cottage offers a great private hide-away. It has a charming sitting room, kitchen, bedroom and bath, with spectacular views of the canal and Chesapeake City; Continental breakfast included.
Historic, Rustic Charm, Town, Waterfront
Ship Watch Inn
401 First Street
Chesapeake City ,MD 21915
Phone: 410-885-5300
On the C&D Canal. This contemporary inn on the banks of the C and D Canal has decks for each room that overlook the waterway, used by ships from around the world. The inn is surrounded by South Chesapeake City, a town with fascinating history, waterfront dining, shopping, and sight-seeing.
Contemporary, Handicapped Accessible, Internet Access, Jacuzzi/whirlpool, Suites, Town, Waterfront
Elkton
Elk Forge
807 Elk Mills Rd
Elkton ,MD 21921
Phone: 410-392-9007
Toll Free: 877-ELK-FORGE
Nestled on 5 acres of woods, along the Big Elk Creek, sits this exquisite colonial manor home. Decorative themed rooms and suites, marvelous cuisine, attention to every detail, a putting green, and the "Spa in the Garden", offer an overnight stay that's a memorable experience.
Handicapped Accessible, Historic, Internet Access, Jacuzzi/whirlpool, Meeting/Special Occasion, Outside of Town, Suites
Garden Cottage
843 Elk Forest Rd.
Elkton ,MD 21921
Phone: 410-398-5566
At Sinking Springs Herb Farm Surrounded by an herb farm, this delightful small cottage offers a charming cabin experience in the countryside. Listen to the sounds of nature as you sit in front of a cozy fire, stroll the grounds of the farm, and visit the gift and craft barn.
Historic, Outside of Town, Rustic Charm
North East
Fairwinds Farm & Stables
41Tailwinds Lane
Route 272N
North East ,MD 21901
Phone: 410-658-8187
You'll find a unique experience here at the family horse farm. Visit the petting zoo, take a horseback riding lesson, fish in the pond, and gather your own eggs from the chicken barn in the morning. Overnight accommodations for people in the Victorian farm house, and horses in the field and barn.
Historic, Outside of Town, Rustic Charm
North Bay Bed and Breakfast
9 Sunset Drive
North East ,MD 21901
Phone: 410-287-5948
On the North East River. Located at the headwaters of the Chesapeake Bay, a stay at this marina-side inn can include a half or full day cruise aboard "The Journey", a 50' sailboat. This Dutch colonial bed and breakfast has bright contemporary furnishings and offers recreational opportunities, golf, and shopping nearby.
Internet Access, Outside of Town, Waterfront
Woodland Gardens
555 Hances Point Road
North East ,MD 21901
Phone: 410-287-2479
On the North East River. Located just outside the charming, historic Eastern Shore town of North East is the perfect romantic place to relax. Stroll down the pier to enjoy the breeze and sunset or wander along the woodland paths. Available for your special occasion or wedding. Celebrate your special event on the expansive waterfront or by the fireside in the great room for winter events.
Meeting/Special Occasion, Outside of Town, Waterfront
Port Deposit
Extreme Dream Bed and Breakfast
33 Rolling Hills Ranch Lane
Port Deposit ,Maryland 21904
Phone: 410-378-3817
This beautiful and spacious home was built for the internationally known TV show Extreme Makeover: Home Edition. Choose from a cozy guest bedroom or the master suite which was Ty Pennington's Secret Room. There are many areas for relaxing, such as the lovely living room, the peaceful patio, or the gorgeous gardens. Active visitors can enjoy horseback riding lessons, trail riding, mountain biking or hiking on many wooded trails, fishing or boating at the pond. Cross country skiing, ice skating in the winter. 64-acre farm. Near downtown historic Port Deposit with its many wonderful restaurants.
Outside of Town, Suites

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