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All 33 Chestertown Restaurants

Imperial Hotel

208 High Street, Chestertown, MD 21620
410 778 5000; 800 295 0014
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Ranked #9 of 33 Restaurants in Chestertown
Cuisines: American
Good for: Local cuisine
Dining options: Breakfast/Brunch, Lunch, Dinner, Reservations
Restaurant details
Good for: Local cuisine
Dining options: Breakfast/Brunch, Lunch, Dinner, Reservations
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69 reviews from our community

Visitor rating
    19
    30
    12
    7
    1
Rating summary
    Food
    Service
    Value
    Atmosphere
Date | Rating
  • English first
  • Any
English first
Ocean City, Maryland
Senior Contributor
25 reviews 25 reviews
14 restaurant reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed September 29, 2014

The quiet town of Chestertown with all of its charming shops is just the place to be on a beautiful fall Sunday afternoon. The best part of the afternoon, though, will be brunch at the Imperial Hotel. My husband and I sat outside in a cute little backyard court area, enjoyed the bloody mary bar (make your own - you!),... More

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Hong Kong, China
Top Contributor
180 reviews 180 reviews
102 restaurant reviews
69 helpful votes 69 helpful votes
5 of 5 stars Reviewed September 21, 2014

I have never eaten or stayed at the hotel, but I have been to the bar at the Imperial. When I picture a bar, I picture a classy old school place, with low ambient lighting, a beautiful display of bottles, and a personable bar keep. This had all of that. And, a perk for me, they had old fashioned cocktails.... More

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Washington DC, District of Columbia
Top Contributor
65 reviews 65 reviews
50 restaurant reviews
13 helpful votes 13 helpful votes
4 of 5 stars Reviewed September 21, 2014

This old place is so charming and a beautiful place to be. My husband and I are new to town and wanted to check it out but didn't want a full meal. We went to their bar (6 seats) and had a beer and bite to eat. The food was really good, and they had a few local beers which... More

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Baltimore Maryland
Top Contributor
93 reviews 93 reviews
41 restaurant reviews
49 helpful votes 49 helpful votes
4 of 5 stars Reviewed September 3, 2014

We almost did not go in because there was a grunge bar next door and lots of patrons lingering outside and very noisy. We had to cross the street just to get to where we wanted to go. Some people were eating outside on the sidewalk, but I don't know how they handled the noise. We went in and found... More

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Chestertown, Maryland
Top Contributor
177 reviews 177 reviews
76 restaurant reviews
242 helpful votes 242 helpful votes
4 of 5 stars Reviewed August 13, 2014

The Imperial Hotel in Chestertown has undergone many personalities. These days, it's no longer a hotel (the upper floors are going to be lawyers' offices and one big penthouse, which is a big loss for the town, which needs rooms for travelers!), but the restaurant is under the same ownership as it was. That's not changing. The place is terrific... More

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New York City, New York
Top Contributor
137 reviews 137 reviews
101 restaurant reviews
54 helpful votes 54 helpful votes
4 of 5 stars Reviewed August 11, 2014

Eating here feels like eating in your eccentric southern grandma's house. The restaurant is divided into a series of smaller rooms as well as outdoor dining and it's all very charming. The food is fine and some of the servers are better than others. Some things are reasonably priced, others, not so much. We live in Manhattan so are used... More

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Annapolis, Maryland
Senior Contributor
26 reviews 26 reviews
17 restaurant reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed August 9, 2014 via mobile

Just back from dinner and had to dash off a quick review. Great job! The scallops and asparagus risotto with tarragon cream can stand up to any restaurant in the country. Keep up the good work. Wish I'd had room for dessert! You're doing everything right.

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Durham, North Carolina
Senior Contributor
23 reviews 23 reviews
12 restaurant reviews
7 helpful votes 7 helpful votes
4 of 5 stars Reviewed August 4, 2014

We have enjoyed brunch here many times over the last several years. We enjoy the ambience (especially the patio out back), the novel/Eastern Shore-influenced menu, and the make-your-own Bloody Mary bar. Portions tend to be on the smallish side compared to other restaurants, but they are adequate for us (we generally feel most restaurants overdue it). We generally find our... More

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Columbia, Maryland
Senior Reviewer
9 reviews 9 reviews
4 restaurant reviews
6 helpful votes 6 helpful votes
3 of 5 stars Reviewed June 9, 2014

A Century-old Chestertown lodging featuring rooms with period furnishings, a restaurant, bar & a garden courtyard was our stop after a day of cycling. The all you can eat pasta and the Happy Hour oysters were a fantastic deal. I liked that the restaurant was able to adjust my meal to address dietary restrictions. The outdoor seating area is nice... More

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Charlotte, Nc
Senior Contributor
26 reviews 26 reviews
9 restaurant reviews
22 helpful votes 22 helpful votes
4 of 5 stars Reviewed June 6, 2014

The dining room at the Imperial Hotel was recommended to us by the proprietor at The Brampton Inn as she knew that we wanted soft shell crabs and that they offered them on their menu at this time of year. The hotel is very historic and charming. Our dinner was lovely…charming server, nice wine list and delicious food!

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