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

“My wife and I stopped in on a whim on the way home from catching up with family in Centreville. I'm vegan which has its challenges when it comes to navigating menus but Watershed made a vegan plate on the fly which was absolutely amazing. Serving staff was absolutely stellar as well! Wholeheartedly recommended, we will most certainly be back!“

4.7 Superb62 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 Good85 Reviews

Chestertown’s related cuisines