Dempseys Grille
Middletown, MD
116 W Main St, Middletown, MD 21769, USA135 itemsUpdated March 17, 2026
Structured menu data
Adult Beverages
Craft Beers
$6.00Domestic Beers
$5.00Mimosas by the Glass
$7.00Wine by the Bottle
$25.00Appetizers
Chili or Bacon Cheese Fries
$10.00Corn Fritters (12)
$12.00with powdered sugar
Mozzarella Sticks (6)
$6.00with marinara sauce
Nachos
$16.00Tortilla Chips with Bacon Crumbles, Jalapenos Topped with Melted Cheddar Jack Cheese
Onion Rings (8)
$10.00Wings (8)
$12.00Buffalo, BBQ, Boom Boom
Zucchini Chips
$6.00with ranch dressing
Breakfast - Combinations
2 Eggs & Toast
$6.002 Eggs & Toast with Home Fries and Meat
$13.00Meat - Bacon, Sausage, Scrapple, or Ham. Premium Meat - Country Ham +$2, Steak +$12. Substitute - Hominy, Grits, Cottage Cheese, or Applesauce for Home Fries
Breakfast - Dempsey's Favorites
Belgian Waffle
$7.00Corned Beef Hash
$15.00Golden brown, with 2 eggs & toast
French Toast
$6912.001 PC / 2 PCS / 3 PCS
Hotcake
$5.00Chocolate Chips or Blueberries +$1
Quiche of the Week
$7.00Steak and Eggs
$23.00NY Strip, 2 Eggs, Home Fries
Breakfast - Egg Sandwiches
Egg & Cheese Sandwich
$7.00Egg Sandwich
$6.00Egg, Cheese & Country Ham
$10.00Egg, Cheese & Meat
$8.00Breakfast - Eggs & Hash
Eggs Benedict
$16.002 Over-Easy Eggs on English Muffins with Ham & Hollandaise Sauce, Home Fries
Sausage or Chipped Beef Gravy
$13.002 Eggs, Served over Flaky Biscuit
Breakfast - Lighter Side
Avocado Toast
$1015.00Avocado, Tomato, Red Onion, Egg any style with Balsamic Drizzle. 1 PC / 2 PCs
Lite Fare
$15.002 Eggs, Tomato, Avocado Slices, Toast, Choice of Meat
Parfait
$7.00Yogurt, Granola & Fruit drizzled with Local Honey
Smoked Salmon Bagel
$15.00Smoked Salmon, Cream Cheese, Red Onion & Capers
Breakfast - Omelettes
Build Your Own Omelette
$10.003 Eggs with Toast. Choice of Cheese: Cheddar, Provolone, Swiss, American, Feta. Add-ons: Mushroom, Onion, Bell Peppers, Tomato, Spinach, Salsa, Sour Cream, Jalapeños +$1, Avocado +$2, Any meat +$3
Greek Omelette
$13.00Fresh Spinach, Onion, Tomato & Feta Cheese
Meat Lovers Omelette
$19.00Bacon, Sausage, Ham & Cheese
Veggie & Cheese Omelette
$13.00Mushroom, Onion, Peppers, Tomato & Cheese
Breakfast - Sunrise Selections
Bacon (4 Slices)
$5.00Chipped Beef Gravy
$6.00Country Ham
$6.00Egg
$2.00English Muffin or Biscuit
$3.00Fried Ham
$5.00Grits
$5.00Home Fries
$5.00Hominy
$5.00Oatmeal
$6.00Plain or Everything Bagel
$3.00Puddin
$5.00Sausage Gravy
$6.00Sausage Patty
$5.00Scrapple
$5.00White, Wheat, Rye, or Sourdough Toast
$2.00Desserts
Cake
$5.00Cake or Pie with Ice Cream
$7.00Ice Cream
$5.00Pie
$5.00Root Beer Float
$6.00Kids Menu - Breakfast
Egg, Bacon, Home Fries & Toast
$10.00Children 10 & Under Only. Substitute Sausage for Bacon +$1
French Toast with Bacon
$8.00Children 10 & Under Only
Small Hot Cake with Bacon
$6.00Children 10 & Under Only
Kids Menu - Lunch & Dinner
Chicken Tenders
$8.00Children 10 & Under Only. Served with Side. Premium Side +$1
Ham or Turkey Sandwich
$8.00Children 10 & Under Only. Served with Side. Premium Side +$1
Hamburgers
$8.00Children 10 & Under Only. Served with Side. Premium Side +$1
Hot Dog
$8.00Children 10 & Under Only. Served with Side. Premium Side +$1
Lunch & Dinner - Appetizers
Crabby Pretzel
$10.00Lunch & Dinner - Burgers
Cheeseburger
$14.00Served on a Toasted Bun
Crabby Burger
$19.00Topped with 2.5 oz Crab Cake, Cheddar Jack Cheese, Lettuce, & Tomato
Dempseys Patty Melt
$16.00Served on Texas Toast with Bacon, Cheddar Jack Cheese, Onion & Tomato
Mighty Burger
$16.00Swiss Cheese, Fried Onion & Mushrooms
Lunch & Dinner - Dinner Entrees
Beef Liver and Onions
$20.00Tender Beef Liver, Sauteed Onions and Gravy. Served with 2 Sides
Bone-In Pork Chops
$20.00Served with 2 Sides
Chicken Tenders or Wing Dings
$15.00Served with 2 Sides
Coconut Shrimp
$20.00Butterflied & Coated in Coconut, Fried to a Crispy Golden Brown. Served with 2 Sides
Dempsey's Homemade Crab Cakes
$36.002 Perfectly Seasoned, Jumbo Lump Crab Cakes. Served with 2 Sides
Homemade Meatloaf
$20.00Topped with Hearty Brown Gravy. Served with 2 Sides
Hot Roast Beef Sandwich
$19.00Served with 2 Sides
Jumbo Grilled Shrimp
$22.001/2 lb Blackened, Old Bay or Lemon. Served with 2 Sides
New York Strip
$25.00NY Strip Steak, Seasoned and Seared to Desired Temperature. Served with 2 Sides
Shrimp Basket
$19.00Served with 2 Sides
Lunch & Dinner - Hot Dogs
Hot Dog: Add Chili or Kraut
$811.00Half / Full
Main Street Dog
$11.001/4 lb All Beef Dog, Homemade Chili, Cheddar Jack Cheese, & Slaw
Reuben Dog
$11.001/4 lb All Beef Dog, Sauerkraut, Swiss Cheese & 1000 Island
Lunch & Dinner - Salads
Buffalo Chicken Salad
$17.00Spicy Grilled or Crispy Chicken, Cheddar Jack Cheese, Lettuce, Tomatoes, Cucumbers, Carrots & Red Onions
Chicken, Tuna or Egg Salad Platter
$17.00Served With Side Item and Hard Boiled Egg
Chili Taco Salad
$17.00Chili, Tortilla Chips, Cheddar Jack Cheese, Lettuce, Tomatoes & Red Onion Salsa & Sour Cream Available upon Request
Grilled Salmon BLT Salad
$19.00Seasoned & Grilled flaked Salmon, Bacon Crumbles, Cheddar Jack Cheese, Lettuce, Tomatoes, Cucumbers, Carrots & Red Onion
House or Caesar Salad
$69.00SM / LG
Shrimp Salad Platter
$19.00Served with side item and Hard Boiled Egg
Stuffed Avocado
$16.00Fresh Avocado Stuffed with Chicken, Tuna or Egg Salad Served with Side Item
Lunch & Dinner - Sandwiches
Beer Battered Cod
$22.004 oz Cod Fillet Fried to Crispy Golden Brown
Buffalo Chicken
$15.00Grilled or Crispy Chicken Breasts
Chicken BLT
$16.00Blackened, Grilled or Crispy
Chicken Tuna or Egg Salad
$15.00Served with 2 Sides
Classic BLT
$15.00Classic Reuben
$19.00Corned Beef, Saurkraut, Swiss Cheese, and 1000 Island on Grilled Rye
Dempsey's Homemade Crab Cake
$20.00Perfectly Seasoned, Old Bay, Jumbo Lump Crab Cake Served on a toasted Split Top Roll
Grilled Cheese
$16.00Add Ham or Bacon +$2.00
Homemade Shrimp Salad
$19.00Old Bay, Lemon and Worchester, and Celery
Rachel
$16.00House Baked Turkey, Homemade Slaw, Swiss Cheese and 1000 Island on Grilled Rye
Single Decker Club
$16.00Turkey or Ham, Chicken or Tuna Salad, with Bacon, Lettuce, Tomato, Mayo & Cheese
Lunch & Dinner - Sides
Applesauce
$5.00Baked Potato
$6.00Premium Side
Cole Slaw
$5.00Cottage Cheese
$5.00French Fries
$5.00French Fries with Gravy
$7.00Premium Side
Loaded Baked Potato
$7.00Chili or Bacon. Premium Side
Macaroni Salad
$5.00Mashed Potatoes & Gravy
$5.00Onion Rings
$6.00Premium Side
Pickled Beets
$5.00Side Salad
$6.00Premium Side
Tater Tots
$6.00Premium Side
Vegetable of the Day
$5.00Lunch & Dinner - Soups
Chili
$69.00Small / Large
Chili Deluxe
$69.00Cheese, Onions, Tortilla Chips (Sour Cream available upon request). Small / Large
Maryland Crab
$58.00Small / Large
Soup of the Day
$58.00Small / Large
Vegetable Beef
$58.00Small / Large
Lunch & Dinner - Subs
Cheese Quesadilla
$12.00Add-ons: Mushroom, Onion, Bell Peppers, Tomato, Spinach, Salsa, Sour Cream, Jalapeños +$1 ea., Avocado +$2 ea., Any meat +$3 ea
Cheeseburger Sub
$15.002- 4 oz Fresh Local Shuff's Burgers
Chicken Philly
$15.00Boneless Chicken Breasts with Grilled Peppers, Onions, & Marinara
Italian Cold Cut Deluxe
$15.00Ham, Capicola, Hard Salami, Pepperoni & Provolone (Hot or Cold)
Steak & Cheese
$15.0010 oz. Tender Top Round Thinly Sliced
Non-Alcoholic Beverages
Bottled Water
$3.00Canned Soda
$2.00Coffee or Hot Tea
$3.00Fresh Brewed Tea
$3.00Sweet or Unsweet
Hot Chocolate
$3.00Juices
$4.00Orange, Apple, Cranberry or Vegetable
Lemonade
$3.00Milk or Chocolate Milk
$3.00Specials
Asiago Everything Bagels
$3.00Coronas
$2.00Special pricing for the month of May