Chestertown Restaurant Guide

• 
  Luisa's Cafe ($$)
  

  4.6 38 reviews

  Italian, Bar, Seafood

  14 Washington Sq, Chestertown, MD
  (410) 778-5360 (410) 778-5360
• 
  Evergrain Bread Company ($$)
  

  4.4 21 reviews

  Bakery, Breakfast, Coffee Shop

  203 High St, Chestertown, MD
  (410) 778-3333 (410) 778-3333
• 
  Cafe Sado ($$)
  

  4.3 20 reviews

  Japanese, Sushi, Thai

  870 High St, Chestertown, MD
  (443) 282-0148 (443) 282-0148
• 
  Procolino Pizza & Italian ($)
  

  4.2 25 reviews

  Pizza, Italian

  711 Washington Ave # 9, Chestertown, MD
  (410) 778-5900 (410) 778-5900
• 
  Play It Again Sam ($)
  

  4.5 17 reviews

  American, Coffee Shop

  108 S Cross St, Chestertown, MD
  (410) 778-2688 (410) 778-2688
• 
  Chester River Wine & Cheese ($$)
  

  4.5 22 reviews

  Wine Bar

  117 S Cross St, Chestertown, MD
  (443) 282-0220 (443) 282-0220
• 
  The Imperial Hotel ($$)
  

  4.1 14 reviews

  Breakfast, Brunch, Buffet, Diner, Tapas

  208 High St, Chestertown, MD
  (410) 778-5000 (410) 778-5000
• 
  Molly Mason's ($)
  

  3.8 6 reviews

  American, Burgers, Barbecue

  12503 Augustine Herman Hwy, Chestertown, MD
  (410) 348-2430 (410) 348-2430
• 
  The Freeze ($)
  

  4.5 13 reviews

  Fast Food

  713 Washington Ave, Chestertown, MD
  (410) 778-2128 (410) 778-2128
• 
  China House ($)
  

  4.4 25 reviews

  Chinese

  711 Washington Ave # 31, Chestertown, MD
  (410) 778-3939 (410) 778-3939
• 
  Subway Sandwiches & Salads ($)
  

  3.4 12 reviews

  Subs, Wraps, Salads, Breakfast, Catering

  111 Elm St, Chestertown, MD
  (410) 850-4950 (410) 850-4950
• 
  Watershed ($$)
  

  4.7 9 reviews

  Seafood

  337 High St, Chestertown, MD
  (443) 282-9797 (443) 282-9797
• 
  98 Cannon Riverfront Grille ($$)
  

  4.1 21 reviews

  Seafood, Burgers, Bar

  98 Cannon St, Chestertown, MD
  (443) 282-0055 (443) 282-0055
• 
  Milano's Pizzeria ($$)
  

  4.3 31 reviews

  Pizza

  6346 Church Hill Rd, Chestertown, MD
  (410) 810-1300 (410) 810-1300
• 
  Blue Bird Tavern ($)
  

  3.6 14 reviews

  American, Bar Food, Sandwiches, Subs

  512 Washington Ave, Chestertown, MD
  (410) 778-2885 (410) 778-2885
• 
  McDonald's ($)
  

  4.8 12 reviews

  Burgers, Breakfast, Fast Food

  875 Washington Ave, Chestertown, MD
  (410) 810-0163 (410) 810-0163
• 
  Casa Carmen Wines ($$)
  

  4.8 8 reviews

  Tapas

  312 Cannon St, Chestertown, MD
  (410) 390-9921 (410) 390-9921
• 
  Figg's Ordinary ($)
  

  5.0 12 reviews

  Breakfast, Brunch, Gluten-Free, Desserts

  207 South Cross St, Chestertown, MD
  (410) 693-1883 (410) 693-1883
• 
  Dunkin' ($)
  

  3.1 14 reviews

  Donuts, Breakfast, Coffee Shop

  315 High St # 100, Chestertown, MD
  (410) 778-6211 (410) 778-6211
• 
  Taco Bell ($)
  

  4.6 14 reviews

  Mexican, Fast Food, Tacos

  709 Washington Ave, Chestertown, MD
  (410) 810-1399 (410) 810-1399
• 
  Papa Smurfs BBQ Food Truck ($)
  

  4.7 15 reviews

  Food Trucks, American, Barbecue

  848 High St, Chestertown, MD
  (410) 758-7666 (410) 758-7666
• 
  Germaine's ($)
  

  4.7 20 reviews

  Crepes, Sandwiches

  827 High St, Chestertown, MD
  (443) 282-0048 (443) 282-0048
• 
  Happy Chicken Bakery ($$)
  

  4.7 13 reviews

  Desserts, Breakfast, Brunch

  215 Scheeler Rd, Chestertown, MD
  (443) 988-3955 (443) 988-3955
• 
  Phat Daddy's BBQ Shack ($$)
  

  4.9 9 reviews

  Barbecue, Southern, Hot Dogs

  205 Spring Ave, Chestertown, MD
  (443) 282-0028 (443) 282-0028
• 
  Prickly Pickle ($)
  

  5.0 9 reviews

  Salads, Burgers, Sandwiches

  827 High St, Chestertown, MD
  (443) 282-0078 (443) 282-0078
• 
  Dunkin' ($)
  

  5.0 1 review

  Donuts, Breakfast, Coffee Shop

  715 Washington Ave, Chestertown, MD
  (410) 224-3117 (410) 224-3117
• 
  Arby's ($)
  

  4.7 11 reviews

  Sandwiches, Chicken, Salads, Fast Food

  707 Washington Ave, Chestertown, MD
  (410) 810-8955 (410) 810-8955
• 
  Great Oak Landing Lodge ($$)
  

  4.9 12 reviews

  American

  22170 Great Oak Landing Rd, Chestertown, MD
  (410) 778-2100 (410) 778-2100
• 
  Apos Pizzeria ($$)
  

  4.7 6 reviews

  Pizza

  6520 Church Hill Rd, Chestertown, MD
  (410) 778-3737 (410) 778-3737
• 
  Modern Stone Age Kitchen ($)
  

  4.3 7 reviews

  Breakfast, Brunch, Pizza, Deli

  236 Cannon St, Chestertown, MD
  (410) 996-4776 (410) 996-4776
• 
  Domino's Pizza ($)
  

  5.0 3 reviews

  Pizza, Subs, Pasta, Wings

  518 Washington Ave, Chestertown, MD
  (410) 810-3811 (410) 810-3811
• 
  Stam's Luncheonette ($)
  

  4.2 9 reviews

  Ice Cream, Yogurt, American

  215 High St, Chestertown, MD
  (410) 885-6722 (410) 885-6722
• 
  Farmers Table ($)
  

  2.0 2 reviews

  American, Breakfast, Brunch

  11 Washington Sq, Chestertown, MD
  (443) 282-0008 (443) 282-0008
• 
  KFC ($)
  

  4.0 10 reviews

  Chicken, Fast Food

  709 Washington Ave, Chestertown, MD
  (410) 810-1399 (410) 810-1399
• 
  Subway Sandwiches & Salads ($)
  

  4.4 24 reviews

  Subs, Wraps, Salads, Breakfast, Catering

  834 High St, Chestertown, MD
  (410) 778-5388 (410) 778-5388
• 
  The Channel Restaurant ($$$)
  

  2.5 2 reviews

  Seafood

  21085 Tolchester Beach Rd, Chestertown, MD
  (410) 778-1400 (410) 778-1400
• 
  Mamma Mia ($$)
  

  2.8 4 reviews

  Italian, Pizza

  6520 Church Hill Rd, Chestertown, MD
  (410) 810-3000 (410) 810-3000
• 
  It's Masala Time ($)
  

  4.0 2 reviews

  Indian

  3 Washington Sq, Chestertown, MD
  (443) 282-0026 (443) 282-0026
• 
  Billy's Crabs ($$)
  

  5.0 1 review

  American, Seafood

  1605 Mcginnes Rd, Chestertown, MD
  (410) 778-3511 (410) 778-3511
• 
  C Town Deli ($)
  

  4.6 25 reviews

  Deli, Sandwiches, American

  511 Washington Ave, Chestertown, MD
  (410) 778-3119 (410) 778-3119
• 
  Shoreman Pit Beef ($)
  

  5.0 1 review

  Barbecue, Burgers, Sandwiches

  Chestertown, Chestertown, MD
  (410) 778-2333 (410) 778-2333
• 
  Chestertown Farmers Market ($)
  

  5.0 1 review

  Farmers Market

  Chestertown, Chestertown, MD
  (410) 639-7217 (410) 639-7217
• 
  Papasmurf BBQ ($$)
  

  4.3 3 reviews

  Barbecue

  101 Camelot Dr, Chestertown, MD
  (301) 395-4353 (301) 395-4353
• 
  Downey's ($$)
  

  0.0 0 review

  American

  713 Washington Ave, Chestertown, MD
  (410) 778-2128 (410) 778-2128
• 
  Fish Whistle ($$) - Closed
  

  3.5 12 reviews

  Barbecue, Burgers, Sandwiches, Subs, Seafood

  98 cannon St, Chestertown, MD
  (410) 778-3566 (410) 778-3566
• 
  Andy's ($$) - Closed
  

  5.0 1 review

  American

  337 High St, Chestertown, MD
  (410) 778-6779 (410) 778-6779
• 
  Black Eyed Susan Restaurant ($$) - Closed
  

  5.0 1 review

  American

  601 Washington Ave, Chestertown, MD
  (410) 778-1214 (410) 778-1214
• 
  Blue Heron Cafe ($$$) - Closed
  

  3.6 5 reviews

  Seafood, American New

  236 Cannon St, Chestertown, MD
  (410) 778-0188 (410) 778-0188
• 
  Ellen's Coffee Shop & Family ($) - Closed
  

  3.7 6 reviews

  Coffee Shop, Breakfast, Brunch, American

  205 Spring Ave, Chestertown, MD
  (410) 810-1992 (410) 810-1992
• 
  Harbor House Restaurant ($$) - Closed
  

  4.6 8 reviews

  American

  23145 Buck Neck Rd, Chestertown, MD
  (410) 778-0669 (410) 778-0669