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Map of Chestertown, MD

Lodging in Chestertown, MD

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1. Courtyard by Marriott

Courtyard by Marriott

6336 Church Hill Rd, Chestertown, MD 21620

"have seen motel. Need queen size bed,smoking, free cofee for 3 nights."

2. Imperial Hotel

Imperial Hotel

208 High St, Chestertown, MD 21620

OPEN NOW:11:30 am - 9:00 pm

From Business: Casual fine dinning in a relaxed environment. All food made from scracth. Offering lunch and dinner 5 days a week. Sunday offering a Bloody Mary Brunch with a build your own…

YP
39 Years
in Business

3. Comfort Inn & Suites Chestertown

Comfort Inn & Suites Chestertown

150 Scheeler Rd, Chestertown, MD 21620

From Business: Be at your best when you stay at the Comfort Inn and Suites Chestertown hotel in Chestertown right in the heart of the great outdoors in eastern Maryland. Amenities include…

4. Red Roof Inn

Red Roof Inn

160 Scheeler Rd, Chestertown, MD 21620

OPEN 24 HOURS

From Business: Red Roof Inn & Suites Chestertown is one of the best budget hotels in Chestertown, MD that is conveniently located near the crossroads of MD 213 and MD 291. We offer our guests…

5. Great Oak Manor

Great Oak Manor

10568 Cliff Rd, Chestertown, MD 21620

OPEN NOW:7:30 am - 7:00 pm

From Business: Great Oak Manor is a destination of graciousness where personal connection, educational opportunities, and wellness await our guests. Located on Chesapeake Bay along Maryland’s…

6. Widow's Walk Inn

Widow's Walk Inn

402 High St, Chestertown, MD 21620

From Business: Finding an ideal romantic bed and breakfast in Chestertown does not have to be difficult. Welcome to Widow's Walk Inn, a nice option for travelers like you. Internet access is…

7. Driftwood Inn

Driftwood Inn

609 Washington Ave, Chestertown, MD 21620

OPEN 24 HOURS

"Beautiful Small Motel in Country Setting. Near Washington College.Beautiful motel in quiet country setting of Chestertown. Perfect location in smack dab middle of town and near…"

YP
40 Years
in Business

8. Brampton Bed and Breakfast Inn

Brampton Bed and Breakfast Inn

25227 Chestertown Rd, Chestertown, MD 21620

From Business: Situated just outside the historic colonial town of Chestertown, Maryland, the award-winning Brampton Bed and Breakfast Inn is set on 20 lovely acres of beautiful gardens and…

9. Inn at Mitchell House

Inn at Mitchell House

8796 Maryland Pkwy, Chestertown, MD 21620

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

From Business: Conveniently located on Maryland's Eastern Shore between Chestertown and Rock Hall in Kent County, this lovely 18th-century manor home sits like a jewel on 12 manicured acres.…

10. Stepne Manor

Stepne Manor

205 Cannon St, Chestertown, MD 21620

CLOSED NOW:8:00 am - 5:00 pm

13. 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…

14. Mariners Motel

Mariners Motel

5681 S Hawthorne Ave, Rock Hall, MD 21661

OPEN 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…

15. 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
20 Years
in Business

16. Osprey Point

Osprey Point

20786 Rock Hall Ave, Rock Hall, MD 21661

OPEN 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…

17. Bay Breeze Inn

Bay Breeze Inn

5758 N Main St, Rock Hall, MD 21661

OPEN 24 HOURS

"Located on the water, the b&b gives you comfort, quiet, and the feeling that you're a guest in the home of friends who are delighted to see you. Jim and Liese are genuinely…"

18. Hillside Motel

Hillside Motel

2630 Centreville Rd, Centreville, MD 21617

OPEN 24 HOURS

19. Doll Motel

Doll Motel

1300 Crain Hwy S, Glen Burnie, MD 21061

OPEN NOW:8:30 am - 11:59 pm

"This is a very clean little place. Management is extremely nice. Looking for a a simple place just to rest for the night I recomend it."

YP
70 Years
in Business
Amenities:
Wheelchair accessible