We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
$25 Amazon.com Gift Card Get yours when you book a hotel on TripAdvisor and review your stay!

Restaurants in Chestertown

Sort by:
Ranking
Name
Price (low to high)
Price (high to low)

Lemon Leaf Cafe

#1 of 37 Restaurants in Chestertown
Map
Visitor photos (60)
Menu

LUISA'S cucina italiana

#2 of 37 Restaurants in Chestertown
Price: $7 - $25 Map
Visitor photos (46)
Menu
Cuisines: Italian Pizza

Evergrain Bread Company

#1 of 2 Bakeries in Chestertown
Price: $15 Map
Visitor photos (6)
Menu
Cuisines: American Cafe

Blue Heron Cafe

#3 of 37 Restaurants in Chestertown
Price: $18 - $27 Map
Visitor photos (3)
Menu
Cuisines: American Seafood

Uncle Charlie's Bistro

#4 of 37 Restaurants in Chestertown
Price: $10 - $25 Map
Visitor photos (16)
Menu
Cuisines: American

Chester River Wine & Cheese Co

#5 of 37 Restaurants in Chestertown
Price: $12 - $22 Map
Visitor photos (21)
Menu
Cuisines: Wine Bar French American

The Fish Whistle

#6 of 37 Restaurants in Chestertown
Map
Visitor photos (14)
Menu
Cuisines: American Bar Seafood Pub

The Kitchen at the Imperial

#7 of 37 Restaurants in Chestertown
Price: $4 - $32 Map
Visitor photos (14)
Menu
Cuisines: American Bar Seafood Spanish

JR's Past-Time Pub

#8 of 37 Restaurants in Chestertown
Price: $7 - $15 Map
Visitor photos (13)
Menu
Cuisines: American Bar Pub

Cafe' Sado C-Town

#9 of 37 Restaurants in Chestertown
Map
Visitor photos (4)
Menu
Cuisines: Japanese Sushi Asian Thai

Procolino's Pizza

#10 of 37 Restaurants in Chestertown
Map
Visitor photos (2)
Menu
Cuisines: Italian Pizza

Procolino's Pizza

#11 of 37 Restaurants in Chestertown
Price: $5 - $10 Map
Visitor photos (1)
Menu
Cuisines: Italian Pizza

Blue Bird Tavern

#12 of 37 Restaurants in Chestertown
Map Menu
Cuisines: American Pub

Plaza Tapatia

#13 of 37 Restaurants in Chestertown
Map Menu
Cuisines: Mexican Southwestern

Pomona General Store

#15 of 37 Restaurants in Chestertown
Map Menu
Cuisines: Delicatessen

Ellen's Coffee Shop & Family Restaurant

#16 of 37 Restaurants in Chestertown
Map
Visitor photos (6)
Menu
Cuisines: American

O'Connor's Pub

#17 of 37 Restaurants in Chestertown
Price: $6 - $18 Map
Visitor photos (1)
Menu
Cuisines: American Bar Pub Irish

Harbor House Restaurant

#18 of 37 Restaurants in Chestertown
Map
Visitor photos (4)
Menu

C-Town Liquors & Deli

#19 of 37 Restaurants in Chestertown
Map Menu

Beverly's Family Restaurant

#20 of 37 Restaurants in Chestertown
Menu
Cuisines: American Diner

Domino's Pizza

#21 of 37 Restaurants in Chestertown
Map Menu
Cuisines: Pizza

China House

#22 of 37 Restaurants in Chestertown
Map Menu

The Inn at Worton Creek

#23 of 37 Restaurants in Chestertown
Map Menu

Arby's

#24 of 37 Restaurants in Chestertown
Map Menu
Cuisines: American

Dunkin' Donuts

#1 of 1 Coffee & Tea in Chestertown
Map Menu
Cuisines: Fast Food

Roma Pizza

#26 of 37 Restaurants in Chestertown
Map Menu

Pizza Hut

#27 of 37 Restaurants in Chestertown
Map Menu
Cuisines: Pizza

KFC

#28 of 37 Restaurants in Chestertown
Map
Visitor photos (1)
Menu
Cuisines: American