We stopped by today. It was 70 degrees, sunny and we were looking for a place to sit by the water and have a beer. We had our dog with us. When I asked the manager if the outside deck was dog friendly he told me regretfully no. He did however invite us to sit on the lawn overlooking the Sassafras River. He cleaned two chairs for us and set them on the lawn. Our server, Allie, was there in minutes to take our order. When she brought our beers she also brought some ice water for our dog. I can't remember ever being treated so well in a restaurant before. Not only will I be back but I will encourage my friends to go there as well.
Mary M.
It's just old fashioned goodness in every way: the food, the atmosphere, the service.
Nichole M.
Food, family, atmosphere and great service they have it all at Deep Blue. We were welcomed when we came in. Asked if we wanted a table we asked to sit at the bar. Headed into the restaurant not knowing what to expect. Walked and found a few open seats. It was 7:00pm and they closed at 8:00pm so there were only a handful of people dining. We ordered drinks and were advised on Wednesday there is a special on pasta. I felt like we ordered everything. Jeff ordered oysters on the half shell, lobster roll and fried calamari. I ordered shrimp and crab linguini. Jeff said the bar fries were the BOMB! Dinner and drinks came to $144.00 without tip but worth it. Everything was delicious and produced promptly. Reading the menu they offer a lot of specials, happy hour, and military discounts. It was refreshing to see. I wish more restaurants were community friends like Deep Blue. Jeff and I did have a few drinks but we're lucky to have booked a room for the night at the INN attached to the restaurant so we didn't have far to go to call it a night. Overall experience was 10 out of 10. Very cool place. Clean, historic, and yummy food.
Chris Slavens
Lunch at the little bar in the cozy historic tavern was a treat.
Cheryl Huyck
Group of nine met at Deep Blue @ Kitty Knight for a meal together on a quiet winter day. Most of us had dined here years ago before Deep Blue was operating. Interior of restaurant is lovely and much improved. Our group enjoyed lobster rolls, salmon/sides, crab mac&cheese, pork chop/sides and soup. Everyone loved their meals. Service spot on. Looking forward to trying brunch one Sunday (10-1).
Service: 5
Sherri Lanza
I recently dined at this restaurant, and I can't say enough good things about it! From the moment I walked in, the atmosphere was warm and inviting. The staff was incredibly attentive and friendly throughout the entire meal.
Gina C
We had a great lunch today at Kitty Knight House's Deep Blue Restaurant. The oysters were fresh and delicious, the grilled salmon sandwich was excellent and so tasty, and loved the fried cauliflower starter; all of the food was very good, and the service was excellent--especially thanks to Veronica, who made our visit very pleasant. She was very attentive and helpful, and helped a lot in making it an enjoyable visit. Will be coming again soon!
Alan J.
Came here for their Thanksgiving dinner event. Beautiful setting made you wish Thanksgiving was in July. Oh to be waterfront on this party deck having Thanksgiving in shorts would be perfect. I guess I'm missing living in San Antonio today. Very nice and generous spread here for thanksgiving. Cold bar with oysters and shrimp, all the usual Thanksgiving options and all delicious. I heard the turkey was fresh as well. Mashed Potatoes could have been more creamy, and beans could've been cooked some more. Topped it off with a very unexpected desert. Smith Island carrot cake and chocolate cake. I had the carrot cake and it was so moist. Service very attentive and cheerful.
Jason Ashby
UPDATE: Kitty Knight has reached out they are working improving this event like I had hoped they would. I am looking forward to trying this event again at some point to see how they improved things.We went here for a paranormal investigation dinner. Let me start with the staff should be commended for their efforts to make things as good as possible. I am writing this to help this place get better because I see a lot of potential. The food for the buffet dinner was okay at best. The food at the bar outside was far superior to what we got. We asked for different drinks and repeatedly they would have to steal from other bars in order to try and make our drinks. We are talking basic drinks like a bay breeze. The paranormal tour should happen right after the presentation not after making the guests wait for the paranormal group to break down their display. Like I said this place has a lot of potential and I hope this helps them reach it.
Service: 4
Madison Royer
Stayed here for a wedding. Room 5 was not what I expected. Bathroom was the size of a closet. Lobster Benedict at brunch I got cold. Was disappointed. Place was fairly clean, good location.
What a great summer destination. Historic, pleasant rooms, wonderful dining and great views.
Service: 5
Gema Martinez
Locaction is amazing. We wanted to watch Tennis Finals on tv and they didn’t accommodate it. However food is good, we were there before, we might go back.
Service: 3
Jeff F.
So, if you're looking for a picturesque view, decent orange crush and enjoyable music ... I say by all means go. If you're looking for dinner - skip it. My scallop entree (described by the menu as seared with corn succotash) ended up being over cooked scallops served over frozen corn/ string bean mix. No flavor at all. Will say the Smith Island cake was good.
Holly P
My favorite restaurant in Chestertown as of 2023! My family has been eating here for years, but this year they really are upping everything! Fantastic service, elegant dining room, incredible chefs, delicious food with huge portions, tasty desserts, an incredible outdoor bar with the perfect view of the sunset, and beautiful landscaping outdoors! Truly a hidden gem in Chestertown! Perfect for adult birthday parties, family, romantic dates, upscale business meetings, and night out with friends!Nearby activities: Not much nearby other than the harbor marina. You could potentially walk down to the water and look at the boats but it’s steep downhill and kind of a strenuous walk.Walkability: Not really walkable. You’ll want to drive here and park in the parking lot. There isn’t much to walk to nearby. But the entrance is wheelchair accessible.Food & drinks: Lots of seafood, scallops, crab cakes, salmon, rockfish, lobster, oysters, ceviche, jumbo shrimp cocktail, lamb, duck, beef, rib eye, and more! All kinds of red wine, white wine, rosé wine, beer, cocktails, Virgin drinks, lemonade, sweet tea, etcNoteworthy details: This is a historic location that has deep history! A true landmark in Chestertown!
Service: 5
F. Stacy G.
Great food and excellent service. Beautiful views and nice ambiance.F.Stacy Gawronski
We stopped by today. It was 70 degrees, sunny and we were looking for a place to sit by the water and have a beer. We had our dog with us. When I asked the manager if the outside deck was dog friendly he told me regretfully no. He did however invite us to sit on the lawn overlooking the Sassafras River. He cleaned two chairs for us and set them on the lawn. Our server, Allie, was there in minutes to take our order. When she brought our beers she also brought some ice water for our dog. I can't remember ever being treated so well in a restaurant before. Not only will I be back but I will encourage my friends to go there as well.
It's just old fashioned goodness in every way: the food, the atmosphere, the service.
Food, family, atmosphere and great service they have it all at Deep Blue. We were welcomed when we came in. Asked if we wanted a table we asked to sit at the bar. Headed into the restaurant not knowing what to expect. Walked and found a few open seats. It was 7:00pm and they closed at 8:00pm so there were only a handful of people dining. We ordered drinks and were advised on Wednesday there is a special on pasta. I felt like we ordered everything. Jeff ordered oysters on the half shell, lobster roll and fried calamari. I ordered shrimp and crab linguini. Jeff said the bar fries were the BOMB! Dinner and drinks came to $144.00 without tip but worth it. Everything was delicious and produced promptly. Reading the menu they offer a lot of specials, happy hour, and military discounts. It was refreshing to see. I wish more restaurants were community friends like Deep Blue. Jeff and I did have a few drinks but we're lucky to have booked a room for the night at the INN attached to the restaurant so we didn't have far to go to call it a night. Overall experience was 10 out of 10. Very cool place. Clean, historic, and yummy food.
Lunch at the little bar in the cozy historic tavern was a treat.
Group of nine met at Deep Blue @ Kitty Knight for a meal together on a quiet winter day. Most of us had dined here years ago before Deep Blue was operating. Interior of restaurant is lovely and much improved. Our group enjoyed lobster rolls, salmon/sides, crab mac&cheese, pork chop/sides and soup. Everyone loved their meals. Service spot on. Looking forward to trying brunch one Sunday (10-1).
Service: 5
I recently dined at this restaurant, and I can't say enough good things about it! From the moment I walked in, the atmosphere was warm and inviting. The staff was incredibly attentive and friendly throughout the entire meal.
We had a great lunch today at Kitty Knight House's Deep Blue Restaurant. The oysters were fresh and delicious, the grilled salmon sandwich was excellent and so tasty, and loved the fried cauliflower starter; all of the food was very good, and the service was excellent--especially thanks to Veronica, who made our visit very pleasant. She was very attentive and helpful, and helped a lot in making it an enjoyable visit. Will be coming again soon!
Came here for their Thanksgiving dinner event. Beautiful setting made you wish Thanksgiving was in July. Oh to be waterfront on this party deck having Thanksgiving in shorts would be perfect. I guess I'm missing living in San Antonio today. Very nice and generous spread here for thanksgiving. Cold bar with oysters and shrimp, all the usual Thanksgiving options and all delicious. I heard the turkey was fresh as well. Mashed Potatoes could have been more creamy, and beans could've been cooked some more. Topped it off with a very unexpected desert. Smith Island carrot cake and chocolate cake. I had the carrot cake and it was so moist. Service very attentive and cheerful.
UPDATE: Kitty Knight has reached out they are working improving this event like I had hoped they would. I am looking forward to trying this event again at some point to see how they improved things.We went here for a paranormal investigation dinner. Let me start with the staff should be commended for their efforts to make things as good as possible. I am writing this to help this place get better because I see a lot of potential. The food for the buffet dinner was okay at best. The food at the bar outside was far superior to what we got. We asked for different drinks and repeatedly they would have to steal from other bars in order to try and make our drinks. We are talking basic drinks like a bay breeze. The paranormal tour should happen right after the presentation not after making the guests wait for the paranormal group to break down their display. Like I said this place has a lot of potential and I hope this helps them reach it.
Service: 4
Stayed here for a wedding. Room 5 was not what I expected. Bathroom was the size of a closet. Lobster Benedict at brunch I got cold. Was disappointed. Place was fairly clean, good location.
Restaurantji Recommends
What a great summer destination. Historic, pleasant rooms, wonderful dining and great views.
Service: 5
Locaction is amazing. We wanted to watch Tennis Finals on tv and they didn’t accommodate it. However food is good, we were there before, we might go back.
Service: 3
So, if you're looking for a picturesque view, decent orange crush and enjoyable music ... I say by all means go. If you're looking for dinner - skip it. My scallop entree (described by the menu as seared with corn succotash) ended up being over cooked scallops served over frozen corn/ string bean mix. No flavor at all. Will say the Smith Island cake was good.
My favorite restaurant in Chestertown as of 2023! My family has been eating here for years, but this year they really are upping everything! Fantastic service, elegant dining room, incredible chefs, delicious food with huge portions, tasty desserts, an incredible outdoor bar with the perfect view of the sunset, and beautiful landscaping outdoors! Truly a hidden gem in Chestertown! Perfect for adult birthday parties, family, romantic dates, upscale business meetings, and night out with friends!Nearby activities: Not much nearby other than the harbor marina. You could potentially walk down to the water and look at the boats but it’s steep downhill and kind of a strenuous walk.Walkability: Not really walkable. You’ll want to drive here and park in the parking lot. There isn’t much to walk to nearby. But the entrance is wheelchair accessible.Food & drinks: Lots of seafood, scallops, crab cakes, salmon, rockfish, lobster, oysters, ceviche, jumbo shrimp cocktail, lamb, duck, beef, rib eye, and more! All kinds of red wine, white wine, rosé wine, beer, cocktails, Virgin drinks, lemonade, sweet tea, etcNoteworthy details: This is a historic location that has deep history! A true landmark in Chestertown!
Service: 5
Great food and excellent service. Beautiful views and nice ambiance.F.Stacy Gawronski