34 Best American Restaurants in Winchester

Village Square Restaurant American • $$
103 N Loudoun St, Winchester

Customers` Favorites

Fried Green Tomatoes over Pimento Cheese
Butter Cake Strawberry Shortcake
Pan Seared Rockfish Oscar
Grilled NC Yellow Fin Tuna
Banana Foster Cheesecake
Oysters Rockefeller
Pecan Crusted Salmon
Homemade Biscuits
Chophouse Salad
Oyster Sampler

“We ate dinner here for the First time this evening and Everything was Amazing! great Food! Great Servuce! We will be returning soon :)“

4.3 Superb221 Reviews
Aroma Deli American • $
201 E Boscawen St, Winchester

Customers` Favorites

Beans and Rice with Chicken Bowl
Aroma's Chicken Taco Salad
Aroma's Soft Tacos 3
Chicken and Steak
Chicken Sandwich
Chicken Tacos
French Fries
Potato Salad
Burritos

“best breakfast burrito ever!“

4.5 Superb48 Reviews
Cracker Barrel Old Country Store American • $
200 Front Royal Pike, Winchester

Customers` Favorites

Chicken Fried Steak Breakfast with Pancakes
The Cracker Barrel's Country Boy Breakfast
Hamburger Steak and Mashed Potatoes
Grandpa's Country Fried Breakfast
Homestyle Fried Chicken Salad
Momma's French Toast Breakfast
Biscuits and Corn Muffins
Fried Chicken Tenderloins
Southern Fried Chicken
Chicken Fried Chicken

“Although some of the menu items have changed in the recent past, Cracker Barrel is still one of my favorite places to eat. Being able to order halfway healthy meals is not easy in most restaurants. But, at Cracker Barrel, you can eat healthy, or you can go for the comfort foods. Either way, the food is usually very good. And yes, I do go for the Country Boy breakfast now and then, especially on nasty-cold days. Cracker Barrel, do us a favor and don't make too many more changes. Cracker Barrel became popular for a reason. Like the saying goes, if it ain't broke, don't fix it.“

4.2 Good226 Reviews
Water street kitchen American • $$
N Loudoun St, Winchester

“So delicious. I went a couple times while visiting. The sprouts, mashed potatoes, chicken salad, side salad, and corn bread was amazing!! Best food I’ve had in a very long time“

4.3 Superb64 Reviews
Kem's Restaurant and Bar American • $
363 Front Royal Pike, Winchester

Customers` Favorites

Breakfast Plate
Scrambled Eggs

“Our waitress Tina was very funny and friendly. She provided excellent service. The grilled salmon was delicious. We would highly recommend eating here, especially if you are staying at the Holiday Inn and don't feel like venturing out.“

4.5 Superb10 Reviews
The Great American Grill Winchester American • $$
120 Wingate Dr, Winchester

“Our experience was 5 out of 5. This brand is always consistent and dependable. No surprises. Comfortable , clean rooms, nice amenities and easy check in. We had dinner in the restaurant and Izzy was our server. She was so attentive and pleasant it made our experience really enjoyable. We were the only diners and saw many people leaving the hotel at dinner time. No doubt for wonderful restaurants but I suggest they try what the hotel has to offer. Steaks were excellent, vegetables and potatoes cooked to perfection and beautifully presented. Thoroughly enjoyed this property.“

4.4 Superb13 Reviews
Rock Harbor Grill American • $
365 Rock Harbor Dr, Winchester

Customers` Favorites

Egg Sandwich with Bacon Breakfast
Steak and Egg Omelet Breakfast
1 Egg with Bacon Breakfast
Western Omelet Breakfast
French Toast Breakfast
Egg Sandwich Breakfast
Pancake Breakfast
Hawk Wings Lunch
1 Egg Breakfast
Chicken Wings

“One of the prettiest courses in Virginia, challenging layout beautifully integrated into the landscape. Highly recommend!“

4.2 Good14 Reviews
North Central Va Restaurants American • $$
2227 Valley Ave, Winchester

“I call this unique place often as I like the good air that is exist in this restaurant. The crew is extremely friendly and skilfull. The service is deeply rapid. Needless to say, the food they serve is good. I frequent more than once and I was always happy. The price is reasobable. I highly recommend this place to to all.“

5 Superb2 Reviews
Applebee's Grill + Bar American • $$
150 Crock Well's Mill Drive, 150 Crock Wells Mill Dr, Winchester

Customers` Favorites

6 Sirloin Steak Garlic Mashed Potatoes and Garlicky Green Beans
Bourbon Street Chicken and Shrimp
Sirloin Steak and Mashed Potatoes
Brew Pub Loaded Waffle Fries
Spinach Artichoke Dip
Loaded Baked Potato
Macaroni and Cheese
French Onion Soup
Mozzarella Sticks
Sampler Platter

“Food was fantastic!! Now the down side.. the two young ladies working the front need to focus more on their job and not forget about their customers..“

4 Good111 Reviews
Granny's Bar & Grill • $
2294 Berryville Pike, Winchester

Customers` Favorites

Country Fried Steak Breakfast
Real Corned Beef Hash
Side of French Toast
Greek Omelette
Home Fries
Patty Melt
Scrapple
Sandwich
Pot Roast
Pancakes

“The best Breakfast that I’ve had in a very long time, as well as amazing service!!“

4.6 Superb138 Reviews
Papermill Place American • $
2214 Papermill Rd, Winchester

Customers` Favorites

Western Skillet with Biscuits and Gravy
Steak and Eggs Breakfast Combo
Pancake with Scrambled Eggs
Pancakes Eggs & Scrapple
Sausage Gravy N Biscuits
Corned Beef Hash and Eggs
Hot Roast Beef Sandwich
French Toast Combo
Pancake Breakfast
Western Omelette

“Great place to eat and friend staff“

3.9 Good107 Reviews
Piccadilly's Public House & Restaurant American • $$
125 E Piccadilly St, Winchester

Customers` Favorites

Beet Battered Fish and Chips
George Washington Salad
Jumbo Lump Crab Cakes
Loaded Potato Skins
Fried Brownie Sundae
Blackened Beef Wrap
Bacon Cheese Fries
Battered Fries
Chicken Tenders
Buffalo Wings

“❤️awesome environment and service !!!!!!!!!!!!!!“

3.9 Good135 Reviews
LongHorn Steakhouse Steak House • $$
2173 S Pleasant Valley Rd, Winchester

Customers` Favorites

Longhorn Steak with Lobster and Baked Potato
White Cheddar Stuffed Mushrooms
Parmesan Crusted Chicken
Shrimp & Lobster Chowder
Crispy Brussels Sprouts
Redrock Grilled Shrimp
Longhorn Caesar Salad
Loaded Baked Potato
French Onion Soup
Chocolate Stampede

“Enjoyed lunch today at Longhorn Steakhouse in Winchester, VA! Upon arrival, I quickly realized that this gathering spot was POPULAR! It was filled with happy customers and lively chatter! My very nice server, Robbie, was exceptionally helpful in realizing my service had to be quick because of time restraints for work. HE WAS SO NICE! When you visit Longhorn Steakhouse in Winchester, VA, ASK for Robbie, you will be glad you did! Thank you, great job, Longhorn!!!!!!! I'll be back!!!“

4.5 Superb157 Reviews
Cork Street Tavern American • $
8 W Cork St, Winchester

Customers` Favorites

Burger with Everything
Nashville Hot Chicken
Pulled Pork Sandwich
French Dip Sandwich
Beyond Vegan Burger
Apple Walnut Salad
Stuffed Mushrooms
Chicken Sandwich
Guinness Stout
Mac and Cheese

“We were passing through on our way home from vacation. We stopped for lunch. There were 6 of us and we were all pleased with our meals. The best was the Potato Bacon Leek soup. It's so incredible. We would highly recommend it. The Peach Cobbler Cider was also great.“

3.7 Good102 Reviews
Water Street Kitchen Southern • $
2 S Loudoun St, Winchester

Customers` Favorites

Pot Roast Swiss Grilled Onion on Grilled Rye
Buttermilk Brined Fried Chicken Fritters
Croissant Breakfast Sandwich & Tots
Quiche with Side Salad
Chicken and Waffles
Quiche of the Day
Mac and Cheese
Belgian Waffle
Mashed Potatoes
Honey Butter

“So delicious. I went a couple times while visiting. The sprouts, mashed potatoes, chicken salad, side salad, and corn bread was amazing!! Best food I’ve had in a very long time“

4.4 Superb121 Reviews
T- Bones Bar and Grill Bar • $
567 N Kent St, Winchester

Customers` Favorites

Jerk Chicken with a Side of Mac and Cheese
Steak Dinner
Mac & Cheese

“T bones is a hidden very underestimated GEM. It's a small quaint place with friendly service. The foods great for a quick bite or lunch. After work stop in for appetizers and a beer or cocktails with friends. It's not a fancy place but a comfortable low key place!“

5 Superb22 Reviews
50/50 Taphouse Bar & Grill • $
29 W Cork St, Winchester

Customers` Favorites

Fried Oreo's & Hot Fudge Ice Cream
George Washington Burger
Cheesy Western Burger
Grilled Cheese Burger
Buffalo Chicken Dip
New Orleans Burger
Jalapeno Poppers
Tater Tot Nachos
Pretzel Braid
Fried Pickles

“Really impressed with all facets of this place on our first visit. The beer list is vast and has some gems we weren't familiar with. The food was fresh and diverse -- probably the best homemade veggie burger we've found in a while, with a nice crunch to complement the excellent flavors, and probably 50 different combinations on the menu to dress it up. And our bartender was very impressive -- they got unexpectedly slammed with a 2 pm lunch rush, but the bartender took care of everyone with calm, friendliness, and spot-on recommendations about their orders. Definitely will return.

Vegetarian options: Substitute their homemade veggie burger on any of their creative burger options. Could spend a lot of time exploring the options.“

4.3 Superb158 Reviews
Waffle House Breakfast • $
1805 S Pleasant Valley Rd, Winchester

Customers` Favorites

All Star Special Hash Browns Scattered Smothered Covered Peppered & Topped
Classic Cheesy Eggs Hash Browns Sausage Cinnamon Toast
Angus 1 4-lb Hamburger Deluxe with Hashbrowns
Sausage Egg & Cheese Grits Bowl
Sausage and Egg Hashbrown Bowl
Texas Bacon Cheesesteak Melt
Egg & Cheese Melt Plate
All the Way Hash Browns
Chocolate Chip Waffle
5 Oz Ribeye and Eggs

“Place has become kind of a meme but I tried it for the first time and was really impressed. I got just a simple two eggs with toast and hash browns and for some reason the eggs tasted better than any I could remember at the time. Just got them over medium. Hash browns were good but a little noodly which was strange. Wasn't bad, just weird. I think I prefer it to IHOP. I can still continue on with the day after I eat it and not feel like I need to sleep for 15 hours after. Service was really good, staff was super polite and attentive.“

4.3 Superb77 Reviews
Waffle House Breakfast • $
100 Getty Ln, Winchester

Customers` Favorites

Double Scattered Smothered Covered Cheese Steak Bowl
Bacon Cheesesteak Patty Melt w Hash Browns
Grilled Bacon Chicken Cheese Deluxe Plate
Sausage Egg and Cheese Texas Melt
Double Waffle Pecan Waffle
Egg & Cheese Melt Plate
Waffles and Breakfast
Biscuits and Gravy
Texas Patty Melt
Classic Waffles

“always great food and service!“

4.3 Superb64 Reviews
20

Denny's

Denny's Diner • $
1601 Martinsburg Pike, Winchester

Customers` Favorites

Brisket Mac N Cheese with Onion Rings
Country Fried Steak Eggs over Medium
Scrambled Eggs Ham and Hash Browns
Jr Chocolate Chip Pancakes
Eggs Bacon and Hash Browns
Classic Burger with Fries
Bourbon Chicken Skillet
Cheese Burger and Fries
Boneless Chicken Wings
Chocolate Milk Shake

“Best Denny’s in the area. Always clean, hot food, and friendly employees. Good value and also has 55+ menus. AARP and military/vet discounts, too.“

4.2 Good129 Reviews
Golden Corral Buffet & Grill Buffet • $
120 Costello Dr, Winchester

Customers` Favorites

Fried Chicken Corn on the Cob
Chicken Livers and Fried Fish
Steak Chicken Wings Catfish
Holiday Roasted Turkey
Bourbon Street Chicken
Sweet Potato Casserole
Smoked Pulled Pork
Butterfly Shrimp
Macaroni & Cheese
Mashed Potatoes

“Cold nasty dried out food every single time plus rude management who doesn't care how bad the food is. The food just sits there nothing gets changed out ever. just plain disgusting“

4.1 Good182 Reviews
TGI Fridays Burgers • $
111 Crossover Blvd, Winchester

Customers` Favorites

Whiskey Glaze Full Rack of Ribs and Broccoli Beef
Fridays Signature Whiskey-Glazed Sampler
Kid's Crispy Chicken Fingers
Bacon Double Cheeseburger
Chicken Tostado Nachos
Shrimp and Onion Ring
Million Dollar Cobb
Loaded Potato Skins
Chicken Cobb Salad
Mozzarella Sticks

“It was years ago since I last had a meal or drink at TGI Fridays. I went 2 mths ago and Wow was everything GREAT! Had a Margherita too & Oooohh La Laah was it ever good. My friend had a burger and it looked SO good. We went again just a couple days ago. I had another classic reg Margherita and it once again did not disappoint!!! Smooth and just the right amt of bite. Perfect.
This time I ordered a bacon burger and it was exactly what I had been dreaming about. Honestly!!
I hear THIFriday franchises are all closing. If that's true, regretfully, I will be sorry if & when they leave or shut down!!“

4.1 Good177 Reviews
The Honey Baked Ham Company Deli • $
25 Weems Ln, Winchester

Customers` Favorites

Smoked Turkey Classic Sandwich 4-Pack
Honeybaked Smoked Turkey Breast
Smoked Turkey Breast Dinner
Chicken Salad Sandwich
Turkey Bacon Ranch
Fresh Deli Sides
Ham Salad

“best ham sandwiches I've ever had...if you haven't tried yet, you are missing out!“

4.3 Superb16 Reviews
Café del Sol Cafe • $
50 Featherbed Ln, Winchester

Customers` Favorites

Sweet Potato Waffle Fries with Dijon Horseradish Sauce
Ham and Turkey Sandwich with Soup and Fries
Panko Fried Avocados
Tomato Gouda Bisque
Sweet Potato Fries
Margherita Pizza
Baja Fish Tacos
Steak Rice Bowl
Ahi Tuna Salad
Homemade Chips

“Crab cake panini and lobster Mac n cheese, highly recommend. Very friendly staffing.“

4.1 Good105 Reviews
I J Canns American Grille Bar & Grill • $$
3111 Valley Ave, Winchester

Customers` Favorites

New York Style Cheesecake with Mixed Berry Topping
Ij Canns Grilled Chicken Salad
Garlic Mashed Potatoes
Seasoned Vegetables
Mixed Greens Salad
Shrimp Portofino
Shrimp Portifino
Hazelnut Chicken
Chicken Marsala
Pasta Primavera

“This is definately one of my go to places. not a franchise which is refreshing for this area and the staff are friendly and professional. Food is always good. Daughter got the chicken marsala and I got the ahi tuna appetizer with a salad and was primo!!! Happy hour is really good here too. Lots of food options that are well priced. I'm not a pizza person and tried it once and was really good. Columbo is awesome bartender.“

4.1 Good96 Reviews
Piccadilly Grill Diner Diner • $
46 E Piccadilly St, Winchester

Customers` Favorites

Philly Omelette with Home Fries with Cheese
Philly Cheese Steak Sandwich with Fries
French Toast 2 Eggs Plus
Brew Pub Club Sandwich
Meat Lovers Omelette
Breakfast Burrito
Western Omelette
Steak & Cheese
Eggs Benedict
Cheeseburger

“Me and my family of 7 went here for lunch and there was only one person working there and was very nice and respectful. The food came very fast for there being 7 people ordering at once and all of the food was amazing and very well made i highly recommend giving it a try. The outside of the building may look a bit sketchy but the people who work there are very nice and have great food.

Kid-friendliness: Very kind and patient with kids“

4.1 Good86 Reviews
Blue Fox Billiards Bar & Grill Bar & Grill • $
1160 Millwood Pike, Winchester

Customers` Favorites

Fried Chicken Ranch Melt
Pretzel Mini Bites
Glazed Pork Chop
Hot Ham & Cheese
Irish Nachos
Onion Rings

“Loved playing here, invite your friends out to the shows!“

4.1 Good55 Reviews
28

IHOP

IHOP Breakfast • $
170 Front Royal Pike, Winchester

Customers` Favorites

Breakfast Sampler Platter with French Fries and Pancakes
Scrambled Eggs and Hash Browns
Spinach & Mushroom Omelette
Double Blueberry Pancakes
Omelette with Hash Brown
Chocolate Chip Pancakes
Stuffed French Toast
Big Steak Omelette
Mexican Tres Leches
Chicken and Waffles

“Our server gets 10☆ Very attentive and friendly I can-not remember her name but she worked this past Saturday night 12/7/24 and recommended flavored syrups for our french toast and waffles which tasted great! Very large portions also. Amazing customer service to her🙏

Vegetarian options: Their menu offers Gluten-Free pancakes“

4 Good103 Reviews
Backseat Bar and Grill Bar & Grill • $
104 Full House Dr, Winchester

Customers` Favorites

Pulled Pork Outdoor seating: Yes Takeout: No
Classic Ruben on Rye with French Fries
Traditional Bone-In Wings
Smothered Chicken
Chicken Sandwich
Boneless Wings
Mushroom Swiss
Fried Pickles
Loaded Nachos
Great Wings

“The server was so nice and did a great job even though it was busy. The food was so amazing! We have been in Winchester over a year and this is the first breakfast place that we have found that we love! Thank you Back Seat Bar and Grill!!“

4 Good111 Reviews
Paladin Downtown Salad • $$
31 E Piccadilly St, Winchester

Customers` Favorites

Poke

“Nice place, id like to go back in better weather to checkout the rooftop bar though. The artsy interior provides much entertainment while waiting for the meal which didn't even take long at all

Parking: Typical downtown format for parking, weekday business hours is pay parking all other times are free“

3.9 Good42 Reviews
Chili's Grill & Bar Tex-Mex • $
200 Featherbed Ln, Winchester

Customers` Favorites

Ribeye Loaded Mashed Potatoes and Steamed Broccoli
Grilled Chicken Sandwich with French Fries
Honey-Chipotle Crispers & Waffles
Honey-Chipotle Chicken Crispers
Loaded Baked Potato Soup
Bottomless Tostada Chips
Southwestern Eggrolls
Molten Chocolate Cake
Chips and Guacamole
Cajun Chicken Pasta

“My cousin drive in from Gettysburg and we had lunch a delightful lunch yesterday. I can’t remember our servers name but she was funny and helpful but also left us to our catching up. I got the lunch chicken fresh med bowl and it was big and it was Fabulous! I hadn’t been to chilis in years but I think I’ll start going more often! Lunch prices are great!“

3.9 Good104 Reviews
32

IHOP

IHOP Breakfast • $
180 Crock Wells Mill Dr, Winchester

Customers` Favorites

Colorado Omelette Dine in: Yes Outdoor seating: No Takeout: Yes Curbside pickup: Yes
Big Steak Omelette Combo with 2 Extra Pancakes
Original Buttermilk Pancakes 2stack Side Dish
Belgian Waffles with Eggs and Bacon
Ultimate Bacon and Sausage and Eggs
Chocolate Chocolate Chip Pancakes
Mega Burger Side of Pancakes
Spinach & Mushroom Omelette
Country Fried Steak & Eggs
Chicken Strips and Waffles

“The waitress was new and she was very nice. My food was very hot coming out of the kitchen. I like a hot meal.“

3.9 Good109 Reviews
Red Lobster Seafood • $$
2400 S Pleasant Valley Rd, Winchester

Customers` Favorites

Grilled Shrimp Skewers and Shrimp with Linguine
Walt's Favorite Shrimp & 7 Oz Sirloin
Half Dozen Cheddar Bay Biscuits
Farm-Raised Catfish Golden-Fried
Parrot Isle Jumbo Coconut Shrimp
Walt's Favorite Shrimp Platter
Crunchy Popcorn Shrimp Platter
Broccoli & Mashed Potatoes
Main Deck Margarita Flight
Seafood-Stuffed Mushrooms

“Friendly staff and great food!“

3.9 Good123 Reviews
Red Robin Gourmet Burgers and Brews Burgers • $
110 Merchant St, Winchester

Customers` Favorites

Red Robin Gourmet Cheeseburger
BBQ Burnt Ends 'N Bacon Burger
Garlic Parmesan Broccoli
Mountain High Mudd Pie
Towering Onion Rings
Sweet Potato Fries
Bacon Cheeseburger
Red's Cheeseburger
Guacamole Burger
Root Beer Float

“This is my first time at this particular Red Robin. I got off work and wanted a quick bite to eat with my family. I ordered the Jalapeño Burger with the garlic fries. I absolutely loved the garlic fries and the jalapeño burger had a kick to it. My family members ordered the mushroom Swiss & the lava queso. They both enjoyed it. However, he wished that the lava queso did not have that much sauce when trying to take a bite. Overall, I enjoyed my meal!

Follow me on social media:
Instagram: BillyBangCCars
YouTube: Billy Bang Cars“

3.8 Good111 Reviews