Hotels Around Chester, Maryland

By Lynette Hingle

The small town of Chester, Maryland, just outside the capital city Annapolis, is close to numerous golf courses including Blue Heron Golf Course, Atlantic Golf at Queenstown Harbor and Prospect Bay Country Club. When in the area to golf or visit local attractions such as Matapeake State Park or Bloody Point Bar Lighthouse, stay at a hotel near Chester that offers convenient access to golf courses, shopping centers and restaurants.

Best Western Kent Narrows Inn

Located 3 miles outside of Chester in Grasonville, Maryland, Best Western Kent Narrows Inn offers an indoor swimming pool, fitness center, hot tub, business center and guest laundry facility. The hotel's guest rooms feature refrigerators, microwaves, high-speed Internet access and cable television with HBO.

The pet-friendly hotel provides complimentary continental breakfast and it is located near several restaurants including Fishermen's Inn, Annie's Paramount Steakhouse and the Jetty Dock Bar and Restaurant.

Best Western Kent Narrows Inn is 5 miles from the Terrapin Nature Area, 7 miles from Prime Outlets shopping center and 11 miles from the Museum of Eastern Shore Life.

Best Western Kent Narrows Inn

3101 Main St.

Grasonville, MD 21638


O'Callaghan Annapolis Hotel

O'Callaghan Annapolis Hotel is about 10 miles outside of Chester in Annapolis, Maryland. The hotel's guest accommodations feature imported European leather furnishings, high-speed Internet access, a refrigerator, work desk, in-room video games and cable television.

O'Callaghan's on-site eatery, the John Barry Restaurant and Bar, is open daily for breakfast, lunch and dinner; and offers Irish favorites such as shepherd's pie and the local fare of Maryland-style crab cakes. The 100 percent non-smoking hotel hosts an on-site fitness center and is near the Maryland State House and the U.S. Naval Academy.

O'Callaghan Annapolis Hotel

174 W St.

Annapolis, MD 21401


Kent Manor Inn & Restaurant

Located approximately 5 miles outside of Chester in Stevensville, Maryland, Kent Manor Inn & Restaurant sprawls across 220 wooded acres along Chesapeake Bay. The hotel boasts five fine dining rooms serving seasonally inspired dishes. Sunday brunch items feature Caribbean-spiced pork loin and butter-poached lobster frittatas.

The hotel provides daily complimentary deluxe continental breakfasts. Kent Manor's individually decorated guest rooms feature authentic English furnishings, and amenities such as satellite cable television, Bath and Body Works toiletries, Internet access, Italian marble fireplaces and garden views. The hotel is located 8 miles away from Queenstown Harbor Golf Links.

Kent Manor Inn & Restaurant

500 Kent Manor Drive

Stevensville, MD 21666


About The Author

Based in Louisiana, Lynette Hingle has been a freelance writer since 2007. She specializes in health and fitness and travel-related articles and writes for various online outlets, including Associated Content. Hingle holds a Bachelor of Arts in mass communication and journalism from Southeastern Louisiana University.
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