10 Best American Restaurants in Winchester

JK's at Forest Grove American • $
4636 Old Boonesboro Road, Winchester

Customers` Favorites

Chicken Salad Plate
Banana Pudding
BBQ Sandwich
Burger
Chili

“What a hidden gem! We stopped at JayKs at Forest Grove during a day trip to Winchester, KY, and were so glad we did. There's plenty of seating, a large menu with something for everyone, and the staff couldn't have been friendlier. The banana pudding was incredible—it took me right back to my childhood with every bite.

The owner even came to our table to personally thank us for visiting, which made the experience feel extra special. We'll definitely be back the next time we're in the area. The locals are lucky to have such a wonderful place in their community!“

4.7 Superb110 Reviews
Sherri's American • $
5920 Lexington Road, Winchester

Customers` Favorites

Crispy Chicken & Bacon Sub
Two Biscuits & Gravy
Sausage Egg & Cheese
One Biscuit & Gravy
Chili Cheese Fries
Chili & Cheese Dog
Bacon Cheeseburger
Chicken Tenders
Onion Rings
Tater Tots

“Definitely a great little country store with great food and people.“

4.7 Superb69 Reviews
Pilot View Market American • $
7695 Ironworks Road, Winchester

“Very clean establishment out in the beautiful country. Staff is great food is yummy! Just had custom cupcakes made from them too and were delicious!!“

4.8 Superb12 Reviews
Cook Out American • $
100 Hospital Drive, Winchester

Customers` Favorites

Double Cheeseburger Combo with Coleslaw
Grilled Chicken Sandwich
Cheeseburger & Fries
Peanut Butter Fudge
Burger Onion Rings
Big Double Burger
Banana Pudding
Cheddar Style
Cheese Fries
Steak Style

“We recently discovered this little gem. We have eaten here at least 10 times in the last 3 months LOL the food is always hot and fresh, made to order. The staff are efficient and thorough. The prices are excellent and the menu options are amazing.“

4.1 Good251 Reviews
DJ's Steakhouse Bar and Grill Steak House • $
836 Bypass Road, Winchester

Customers` Favorites

Triple Bacon Cheeseburger Fries and Onion Rings
Sirloin Steak Wdinner Saladi
Pork Tenderloin Sandwich
Fresh Fried Pork Rinds
Ribeye Steak Sandwich
Philly Steak Sandwich
Crispy Chicken Salad
DJ's Classic Burger
All American Burger
Patty Melt Burger

“I just ate one of the best ribeye steak sandwiches. So good and tender cooked the way I asked. My husband loved the catfish. We will make sure we order from here again. We are staying at the motel and ordered our meal. When traveling to an from to Maryland we will definitely stop by.“

4.2 Good291 Reviews
Woody's Sports Bar & Grill Bar & Grill • $
923 Bypass Road, Winchester

Customers` Favorites

Angus Beef Burger Sliders They Are Great
Nachos and Chicken Quesadilla
Chicken Tenders with Fries
Pretzels and Beer Cheese
Game Time Club Sandwich
Woody's Ultimate Burger
1 2 Pound Cheeseburger
Woody's Buffalo Wings
Great White Bites
Chicken Sandwich

“We don’t get to Winchester very often. Came in for Father’s Day and took my dad and family to late lunch. Everything was soo goood! Our server was THE best! Ticket said Tosha, so Tosha thank you for the wonderful service and all the smiles!“

4.2 Good251 Reviews
Robin’s Place Pizza • $
728 Boone Avenue, Winchester

Customers` Favorites

Italian Sausage Mushroom Green Pepper Onion Pizza
Soup and Salad Bar Togo
Cherry Strudel Pizza
Pizza and Spaghetti
Combo Cheese Sticks
Peppers and Onions
Pizza and Alfredo
Cinnamon Sticks
Baked Spaghetti
Apple Pie Pizza

“Excellent food and atmosphere! very nice staff! highly recommend!“

4 Good248 Reviews
Waffle House Breakfast • $
4 Carol Road, Winchester

Customers` Favorites

Angus 1 4-lb Hamburger Deluxe with Hashbrowns
Sausage Egg \u0026 Cheese Hashbrown Bowl
Sausage Egg & Cheese Hashbrown Bowl
Waffle with a Side of Meat
Sausage Hash Brown Bowl
Chocolate Chip Waffle
Eggs and Hash Browns
Scattered Hashbrowns
Pecan Waffle Coffee
All-Star Breakfast

“Great Job Everyone At Winchester Kentucky Waffle House, Carol Rd. Everyone From the Door person to the waitresses and the chef and the management..“

4 Good320 Reviews
Hall's On The River Southern • $$
1225 Athens Boonesboro Road, Winchester

Customers` Favorites

Crab Cakes and Sweet Potato Fries
Hall's Beer Cheese Platter
Kentucky River Hot Brown
Hall's Famous Hot Brown
Hall's Famous Crabcakes
Classic Fish and Chips
Breakfast Hot Brown
Banana Pepper Rings
Fried Green Tomatoes
Classic Fish & Chips

“This is such an amazing restaurant that you have to visit if you’re visiting Kentucky. I recommend this to every person that visits Lexington, Kentucky. It’s a beautiful drive to this location and allows people to see more than just the big city. The staff are nice and super helpful. The outdoor seating looking down under the river is also very cool.“

3.8 Good417 Reviews
Captain D's Seafood • $
900 Winchester Plaza, Winchester

Customers` Favorites

Fish \u0026 Shrimp with Green Beans \u0026 Fried Okra
Fish Tenders Chicken & Shrimp Meal
Cajun Catfish Sandwich Combo
Giant Fish Sandwich Combo
Loaded Baked Potato
Classic Cheesecake
Add 2 Crab Shells
Funnel Cake Stix
Corn on the Cob
Fish and Chips

“Great friendly service!! I love their breadsticks so I tried to make some, and they turned out really good 2nd time. 😋😋😋“

3.4 Good192 Reviews

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