Lodging in Chester, MD

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1. The Inn at Chesapeake Bay Beach Club

The Inn at Chesapeake Bay Beach Club

180 Pier 1 Rd, Stevensville, MD 21666

OPEN 24 HOURS

From Business: Located along the exquisite shores of the Eastern Shore, the Chesapeake Bay Beach Club is recognized as the region's premiere venue for extraordinary waterfront weddings,…

2. Kent Island Resort

Kent Island Resort

500 Kent Manor Dr, Stevensville, MD 21666

OPEN 24 HOURS

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…

3. Best Western Kent Narrows Inn

Best Western Kent Narrows Inn

3101 Main St, Grasonville, MD 21638

OPEN 24 HOURS

From Business: Located in Grasonville,MD, the Best Western Kent Narrows Inn is sure to provide a peaceful and comforting home away from home for any traveler. Each Best Western hotel provides…

4. Hilton Garden Inn Kent Island

Hilton Garden Inn Kent Island

3206 Main St, Grasonville, MD 21638

OPEN 24 HOURS

From Business: Hilton Garden Inn Kent Island is conveniently located on Maryland's Eastern Shore just minutes from Historic Annapolis and the Chesapeake Bay Bridge. The hotel offers…

YP
20 Years
in Business

8. Motel 6

Motel 6

1542 Whitehall Rd, Annapolis, MD 21409

9. Elks Lodge

Elks Lodge

2525 Romancoke Rd, Stevensville, MD 21666

CLOSED NOW:3:00 pm - 12:00 am

10. Historic Inns of Annapolis

Historic Inns of Annapolis

58 State Cir, Annapolis, MD 21401

From Business: Offering Victorian character with modern lifestyle amenities, the Historic Inns of Annapolis provide a relaxing retreat within walking distance to Chesapeake Bay & Beaches…

YP
22 Years
in Business
Amenities:
Wheelchair accessible

11. Wye River a Dolce Conference Center

Wye River a Dolce Conference Center

600 Aspen Dr, Queenstown, MD 21658

From Business: Wye River Conference Center consists of two unique campuses located along the tranquil Wye River, just minutes from the Chesapeake Bay Bridge on Maryland’s Eastern Shore. Each…

12. Quality Inn Annapolis

Quality Inn Annapolis

76 Old Mill Bottom Rd N, Annapolis, MD 21409

From Business: See why so many travelers make Comfort Inn Annapolis their hotel of choice when visiting Annapolis. Providing an ideal mix of value, comfort and convenience, it offers a budget…

13. Flag House Inn

Flag House Inn

26 Randall St, Annapolis, MD 21401

CLOSED NOW:8:00 am - 9:00 pm

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…

14. Capital Hotel Annapolis

Capital Hotel Annapolis

25 State Cir, Annapolis, MD 21401

From Business: 6 Room Boutique Hotel with attached 1920's cocktail bar.6 Room Boutique Hotel with attached 1920's cocktail bar.

15. Graduate by Hilton Annapolis

Graduate by Hilton Annapolis

126 West St, Annapolis, MD 21401

OPEN 24 HOURS

From Business: Graduate by Hilton Annapolis immerses you in local history and Navy traditions with creative interiors and college nostalgia. Located in the Arts District, a short stroll from…

16. Inn at Perry Cabin

Inn at Perry Cabin

308 Watkins Ln, Saint Michaels, MD 21663

OPEN 24 HOURS

From Business: Property Location You'll be centrally located in St. Michaels with a stay at Inn at Perry Cabin by Belmond, minutes from St. Michaels Museum. This 5-star hotel is within the…

YP
37 Years
in Business

17. Inn at Huntingfield Creek

Inn at Huntingfield Creek

4928 Eastern Neck Rd, Rock Hall, MD 21661

OPEN 24 HOURS

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…

YP
21 Years
in Business

18. Inn at Horn Point

Inn at Horn Point

534 Burnside St, Annapolis, MD 21403

CLOSED NOW:7:30 am - 10:00 pm

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…

YP
23 Years
in Business

19. Gibson's Inn At Gate One

Gibson's Inn At Gate One

110 Prince George St, Annapolis, MD 21401

CLOSED NOW:9:00 am - 5:00 pm

"Location and clean and super friendly. Loved it."

YP
41 Years
in Business

20. The Annapolis Inn

The Annapolis Inn

144 Prince George St, Annapolis, MD 21401

CLOSED NOW:9:00 am - 9:00 pm

From Business: Elegance, comfort, convenience and outstanding service await you at Annapolis's most luxurious and historic Bed & Breakfast. Our rooms, amenities, breakfast and service are…

YP
27 Years
in Business
Amenities:
Wheelchair accessible

21. Mariners Motel

Mariners Motel

5681 S Hawthorne Ave, Rock Hall, MD 21661

CLOSED NOW:9:00 am - 10:00 pm

From Business: Mariners Motel offers its guests clean comfortable accommodations. We have king and double bedrooms, air-conditioning, private bath with shower, small fridge, Keurig coffee…

22. Georgian House Bed and Breakfast

Georgian House Bed and Breakfast

170 Duke Of Gloucester St, Annapolis, MD 21401

CLOSED NOW:9:00 am - 10:00 pm

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…

YP
278 Years
in Business

23. Osprey Point

Osprey Point

20786 Rock Hall Ave, Rock Hall, MD 21661

CLOSED NOW:9:00 am - 9:00 pm

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…

24. Spring Cove Manor

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…

25. Residence Inn Annapolis

Residence Inn Annapolis

200 Taylor Ave, Annapolis, MD 21401

From Business: Discover extended-stay comfort and modern convenience at the Residence Inn Annapolis, Maryland your premier choice for extended stays. Residence Inn combines with Fairfield Inn…

YP
2 Years
in Business

26. Fairfield Inn & Suites

Fairfield Inn & Suites

200 Taylor Ave, Annapolis, MD 21401

From Business: Welcome to Fairfield Inn Annapolis, Maryland where comfort meets convenience. Fairfield Inn combines with Residence Inn to offer a Dual-Branded hotel in Annapolis, Maryland. By…

YP
2 Years
in Business

27. Parsonage Inn

Parsonage Inn

210 N Talbot St, Saint Michaels, MD 21663

OPEN 24 HOURS

From Business: The Parsonage Inn (1883) provides a striking example of the late Victorian era with its unique brick inlays and center tower with steeple. What makes us unique? First, we NEVER…

28. Log Canoe Inn

Log Canoe Inn

208 Carpenter St, St Michaels, MD 21663

From Business: Located in historic St. Michaels, Maryland, the Log Canoe Inn faces out at a stunning waterfront view of the St. Michaels Harbor. Named in honor of the historic log canoe…

29. Harbour Inn

Harbour Inn

101 N Harbor Rd, Saint Michaels, MD 21663

CLOSED NOW:10:00 am - 6:00 pm

"Their 'bread basket' consists of saltine crackers and cheez whiz. Overall, the meal was kind of high priced for the value received. But, it was good eats."

YP
36 Years
in Business

30. Hillside Motel

Hillside Motel

2630 Centreville Rd, Centreville, MD 21617

OPEN 24 HOURS

We found 72 results for Lodging in or near Chester, MD.They also appear in other related business categories including Hotels, Motels, and Bed & Breakfast & Inns. 7 of these businesses have an A/A+ BBB rating.


These businesses offer their services in one-or-more of the following languages: Spanish, Dutch, and French.