Bed & Breakfasts in Chester, MD
1. Maria's Love Point Bed & Breakfast
1710 Love Point Rd, Stevensville, MD 21666
"Wonderful B&B! Very nice rooms, fantastic views and the food.....WOW! It is located on kent island 45 min from D.C. and Baltimore. Bay bridge is $2.50 toll but you won't regret…"
2. Kent Island Resort
500 Kent Manor Dr, Stevensville, MD 21666
From Business: Kent Manor Inn is an estate on 220 acres of farmland. The Inn is well known as the venue of choice for WEDDINGS, SPECIAL EVENTS, BUSINESS MEETINGS, RETREATS and FAMILY…
4. Inn at Huntingfield Creek
4928 Eastern Neck Rd, Rock Hall, MD 21661
From Business: Inn at Huntingfield Creek, an historic, waterfront farm-estate in quaint Rock Hall, Maryland features upscale and romantic accommodations, family and pet-friendly cottages and…
5. Osprey Point
20786 Rock Hall Ave, Rock Hall, MD 21661
From Business: The Inn at Osprey Point is an Eastern Shore waterfront property with three distinct accommodation venues. The Main Inn, colonial-style throughout the whole building, envelops…
6. Flag House Inn
26 Randall St, Annapolis, MD 21401
From Business: The Flag House Inn is where classic style meets historic locality. The U.S. Naval Academy is located steps outside our front door, along with award-winning Annapolis…
7. Haven Harbour Marina
20880 Rock Hall Ave, Rock Hall, MD 21661
From Business: The Inn at Haven Harbour is a premier Chesapeake Bay resort destination located in Rock Hall, Maryland close to Annapolis, Baltimore and Washington, D.C. Explore our five…
8. Gibson's Inn At Gate One
110 Prince George St, Annapolis, MD 21401
"Location and clean and super friendly. Loved it."
9. George Brooks House B&B
24500 Rolles Range Rd, Saint Michaels, MD 21663
From Business: Heritage Award Winner for Best Historic Restoration in 2001, the George Brooks House provides superb "bed and breakfast" and so much more just outside of town on 8 acres with…
10. Wades Point Inn On The Bay
10090 Wades Point Rd, McDaniel, MD 21647
11. Inn at Horn Point
534 Burnside St, Annapolis, MD 21403
From Business: Inn at Horn Point, now in its' 22nd year of continuous, same 5 Point Family ownership. We are very excited to premier our full service, boutique Bed & Breakfast, with views on…
12. Georgian House Bed and Breakfast
170 Duke Of Gloucester St, Annapolis, MD 21401
From Business: Finding an ideal quaint bed and breakfast in Annapolis does not have to be difficult. Welcome to Georgian House Bed and Breakfast, a nice option for travelers like you. Rooms…
13. The Annapolis Inn
144 Prince George St, Annapolis, MD 21401
From Business: Inn on Main is within walking distance from all that downtown Annapolis has to offer. A historic landmark building on the outside, we've renovated our rooms to have a clean,…
14. Haven Point Inn
20748 Rock Hall Ave, Rock Hall, MD 21661
From Business: Everyone needs a place to lay their weary head. For travelers visiting Rock Hall, Haven Point Inn is an excellent choice for rest and rejuvenation. Well-known for its romantic…
15. Meadow Gardens Bed and Breakfast
504 Wilson Rd, Annapolis, MD 21401
From Business: Being located two miles from historic Annapolis affords Meadow Gardens B&B the convenience of close proximity without the hassles of parking or city noise. Surrounded by 6.5…
17. Carriage House Bed & Breakfast
5877 Coleman Rd, Rock Hall, MD 21661
From Business: The Carriage House Bed & Breakfast is a delightfully intimate hideaway vacation spot in the quaint village of Rock Hall, Maryland. Enjoy stunning water views while being close…
19. Inn At 30 Maryland
30 Maryland Ave, Annapolis, MD 21401
From Business: Built circa 1886 in the Queen Anne style, 30 Maryland Avenue embodies the grandeur of the Victorian Age. Lofty Twelve foot ceilings, large bay windows and spacious rooms are…
22. Two-O-One Bed & Breakfast
201 Prince George St, Annapolis, MD 21401
23. Bay Cottage Bed and Breakfast
24640 Yacht Club Rd, Saint Michaels, MD 21663
24. Moonlight Bay Inn and Marina
6002 Lawton Ave, Rock Hall, MD 21661
25. Spring Cove Manor
21060 Spring Cove Rd, Rock Hall, MD 21661
From Business: See why so many travelers make Spring Cove Manor their bed and breakfast of choice when visiting Rock Hall. Providing an ideal mix of value, comfort and convenience, it offers…
27. Inn at Perry
9784 Martingham Cir, Saint Michaels, MD 21663
28. Black Duck Inn
29. Kallis Nicholas
249 Hanover St, Annapolis, MD 21401
30. Swan Point Inn
20658 Wilkins Ave, Rock Hall, MD 21661