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Visiting Chestertown, MD


With a colonial history dating back to the 17th century, Chestertown, Maryland is proud of its maritime heritage. Sitting on the banks of the Chester River, sailing ships can still be seen coming into port. The city is the home of the Schooner Sultana, an exact replica of an 18th century ship that served in the British Royal Navy, now operating as an educational vessel. Every Memorial Day, the city hosts The Chestertown Tea Party Festival, proudly tossing the British overboard annually.

Traveller Advice on Chestertown

11 Hotels & Accommodations

1 Thing to Do

9 Restaurants

Before You Go

  • Traveller Articles – Advice from real travellers

Weather

 | 
Monthly Averages
Month
High
Low
Nov
50°F 10°C
39°F 3°C
Dec
43°F 6°C
33°F 0°C
Jan
37°F 2°C
28°F -2°C
Feb
40°F 4°C
31°F 0°C
Mar
46°F 7°C
34°F 1°C
Apr
59°F 15°C
44°F 6°C
Extended Forecast
Wednesday
25 Nov
High:
58°F 14°C
Low:
43°F 6°C
Thursday
26 Nov
High:
56°F 13°C
Low:
40°F 4°C
Friday
27 Nov
High:
49°F 9°C
Low:
32°F 0°C

Reviews you can trust

Brampton Bed & Breakfast Inn

19 Nov 2009

We decided to take a little two night mid-week mini-vacation at Brampton before picking up our daughter at nearby Washington College. The Inn did not disappoint. There are various teas, soda and...more

Brampton Bed & Breakfast Inn

4 of 5 stars
New York
18 Nov 2009

We spent a weekend at the Brampton Inn and had a wonderful time. The accomodations were first class, breakfast and tea were delicious and the ammenities (complimentary beer, wine, soda, beverages,...more

Brampton Bed & Breakfast Inn

5 of 5 stars
Baltimore, MD
13 Nov 2009

My husband and I "won" a night at the Brampton Inn through a silent auction for charity, but they were as warm and welcoming as if we were regular guest, offering advice on local activities and...more

Chestertown Forum

Ask a Question or Browse the Discussions
Is it free to visit the white house? 23 November 2009, 3 replies
Eastern Shore 07 November 2009, 8 replies
airport transportation 06 November 2009, 3 replies
Where to Stay 04 October 2009, 2 replies
Fun All-You-Can Eat Crab Shack Suggestions 02 October 2009, 34 replies
crab shack 28 September 2009, 2 replies
Eating along i-68, Cumberland and West 25 September 2009, 1 reply
Avoid this cottage 28 September 2009, no replies
Great Oak Manor 03 November 2009, no replies
seaglass 22 October 2009, 3 replies
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