New American Restaurants in Chestertown, MD

Watershed Alley Seafood • $$$
337 High St, Chestertown

Customers` Favorites

12 Oz Roseda NY Strip 40 Served with Maitre D’ Butter Cress and Choice of 1 Side Dish
Chocolate Praline Torte
Watershed Angus Burger
Red Acres Bibb Salad
Shrimp and Grits
Brussels Sprouts
Broccolini
Duck Breast
Cornbread
Crab Cake

“What an amazing dining experience! We recently celebrated our anniversary in Chestertown and the Watershed Alley was highly recommended. We certainly weren't disappointed! Our server was so nice and she made sure our experience was perfect.We had beef carpaccio and octopus for appetizers. The octopus was some of the best I've ever had- so tender! For dinner my wife had a strip steak and I tried the venison. They were both cooked to perfection and I don't think I've ever had venison that was as tender and tasty as this. We shared the brussel sprouts, and after trying them, I probably would have placed six more orders because they were so good.It was very busy, but it wasn't so loud that you couldn't hold a conversation. With that said, I would recommend making a reservation.Looking forward to making the trip back to Chestertown just so we can eat at the Watershed! Keep up the great work!“

4.7 Superb61 Reviews
Uncle Charlie's Bistro Bistros • $$
834 High St, Chestertown

Customers` Favorites

Chocolate Covered Strawberry Cheesecake
Burger Special with Onion Rings
Crab Bruschetta
Uncle Charlie
Blue Crab Mac
Pasta & Crab
Diet Miller
Key Lime Pie
Jicama Slaw
Lamb Shank

“My new favorite place in town. Love this little hidden away gem where the service is great, the servers listen to what you ask for and deliver exactly what you wanted. Crispy bacon on my club? You’d be amazed how often I say that and get limp, chewy bacon. Not here. And price wise I think it’s one of the better deals in town for most items. Check it out…you won’t be disappointed.“

4.3 Superb60 Reviews
The Kitchen at the Imperial American • $$
208 High St, Chestertown

Customers` Favorites

Whiskey N Dessert Chcolate Bread Pudding Red Velvet
Crispy Brussels Sprouts
Smashed Potatoes
Chicken Alfredo
Flank Steak
Lamb Chops
Crab Dip
Fries

“We went for an anniversary dinner and the place was fabulous. Great service and a great table in the front window area. Mostly local people eating there and they all said that this was the best restaurant in Chestertown. Definitely recommend it.“

4 Good84 Reviews
Loading...

Chestertown’s related cuisines

map Map