24 Best Dog Friendly Restaurants Winchester

Pizzoco Pizza Parlor Pizza • $$
501 N Loudoun St, Winchester

Customers` Favorites

Pepperoni and Sausage Pizza
Skyline BBQ Chicken Pizza
Sicilian Pizza 12 x18
White Oak Canyon Pizza
Hiker's Special Pizza
Large Pepperoni Pizza
Make Your Own Pizza
Ice Cream Sandwich
Papagiorgio Pizza
Winchester Pizza

“Ordered a Pappagiorgio Medium and original breadsticks. Wait time was acceptable. Food tasted good and it fed two hungry adults with 1 slice and 3 breadsticks leftover. The atmosphere was welcoming, the decor was tasteful, and the service was good. The music choice for the day was poor (heavy metal) but it was busy so people's voices somewhat drowned it out. Also, we sat inside and could've moved outside. I would eat there again.“

4.8 Superb202 Reviews
Marker-Miller Orchards Bakery • $
3035 Cedar Creek Grade, Winchester

“I was cured permanently From herpes with natural roots and herbs i got from #drgeorgeherbalhome“

4.8 Superb113 Reviews
Oak Stone Craft Pizza and Bar Pizza • $$
1000 Valley Ave, Winchester

Customers` Favorites

Caramelized Onion and Brie and Apple
H S T Grilled Chicken Wings
Bacon Wrapped Meatballs
Crispy Chicken Sandwich
Hot Cookie Dough Sundae
Garlic Dough Knots
Cheesecake Beignets
Warm Cookie Sundae
Gluten Free Crust
Blue Smoke Pizza

“Wonderful salad! Pizza was good but would be much better if the crust was not as salty and if they used a preferment dough that would’ve been great!“

4.7 Superb197 Reviews
SabaiThaiWinchester Restaurant Thai • $
24 S Loudoun St, Winchester

Customers` Favorites

BBQ Chicken with Papaya Salad and Sticky Rice
Drunken Noodles with Shrimp
Sticky Rice with Mango
Veggie Crispy Rolls 3
Tom Ka Coconut Soup
Crispy Peking Duck
Mango Sticky Rice
Chicken Pad Thai
Wasabi Dumplings
Pad Thai Noodles

“Excellent experience every time we come through Winchester, we now make it a must! Anakin and Kylie, our two usual waiters are always attentive and helpful but the cuisine is a festival for your palate! So very happy to have stumbled upon this gem a couple of years ago!“

4.7 Superb174 Reviews
Sclafani's New York Bagels and Bread Bagels • $
237 Kernstown Commons Blvd, Winchester

Customers` Favorites

Lox and Everything Bagel with Cream Cheese Red Onion
French Toast Bagel with Honey Walnut Cream Cheese
Double Egg and Cheese on a Plain Bagel
Dozen Bulk - Bagels Only
Sausage Egg & Cheese
Turkey Sandwich
Cheesesteak
blt Bagel
Lox Bagel
Burger

“Always have great bagels and cream cheese flavors, good coffee and awesome service“

4.6 Superb181 Reviews
Pack's Cones n More Dairy Corner Ice Cream Shop • $
2580 Northwestern Turnpike, Winchester

Customers` Favorites

Peanut Butter Caramel
Chocolate Ice Cream
Rainbow Sprinkles
Butterscotch
Small Sundae
Banana Split

“Good ice cream with a lot of variety. Great prices too.“

4.7 Superb61 Reviews
Dividing Creek Beer Co Brewery • $$
160 N Loudoun St, Winchester

“Bartender was very friendly and the beer was great!“

4.7 Superb54 Reviews
Bonnie Blue Southern Market & Bakery Bakery • $
334 W Boscawen St, Winchester

Customers` Favorites

Scrambled Eggs Brisket \u0026 Grits
Amazing Biscuits and Gravy
Biscuits and Sausage Gravy
Beef Brisket & Eggs
Macaroni and Cheese
Fried Oyster Platter
Pulled Pork Platter
Ribs N Pulled Pork
The Cuban Sandwich
Crab Cake and Eggs

“New favorite restaurant. Friendly service, a great atmosphere and the food was DELICIOUS!“

4.5 Superb331 Reviews
Broken Window Brewing Company Brewery • $$
14 W Boscawen St, Winchester

“Great beers and dog friendly!“

4.6 Superb34 Reviews
Escutcheon Brewing Co. Brewery • $$
142 W Commercial St, Winchester

“Glad we decided to check this brewery out. It smelled Very festive inside due to one of the brews on tap. Bartender was knowledgeable about the restaurants near by and we decided to take his suggestions. He did not steer us incorrectly. We had a good time chatting and drinking the delicious brews. Will be back.“

4.8 Superb12 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.“

4.5 Superb160 Reviews
Vibrissa Beer Brewery • $$
10 N Kent St, Winchester

“We went for lunch on the Saturday after Christmas and it was pretty busy. There weren't many servers and it was seat yourself.

That being said we were greated quickly and our drinks and food came out pretty fast.

The food was good but the fries were really salty.

Overall we were happy. Definitely going to come back.“

4.5 Superb159 Reviews
Shenandoah Fine Chocolates Pet Friendly • $
3111 Valley Ave #110, Winchester

“Chocolate was delicious! Wide selection. Staff was friendly. Highly recommend.“

4.6 Superb23 Reviews
Bro Bears Drive-Thru Coffee Coffee Shops • $
1141 Berryville Ave, Winchester

Customers` Favorites

Chocolate Covered Espresso Beans
Bro Bears Loaded Oatmeal
Seasonal Drink Surprise
Chocolate Espresso Beans
Bro Bears Giant Muffins
Caramel Apple Blossom
Fresh Hot Mini Donuts
And White Chocolate
Energy Bear Bites
Cinnamon Bro Bun

“⭐️⭐️⭐️⭐️⭐️ If you’re reading this, it’s probably because you need coffee—and lucky for you, this place delivers happiness by the cup! They’ve got your go-to favorites down to a science, and their seasonal brews? Absolute perfection. (The kind that makes you want to come back “just to try one more”). They offer a walk-up window, drive-thru, and you can even order via your preferred food delivery service. Add in some dangerously tasty treats, like their Walking Waffle, lightning-fast service, and prices that rival the big chains- but with way better flavor and friendlier faces- and you’ve found your new daily stop!“

4.4 Superb122 Reviews
Hopscotch Coffee & Records Coffee Shops • $
250 Millwood Ave, Winchester

Customers` Favorites

Hopscotch Coffee Roasters
Blueberry Muffin
Chocolate Muffin
House Blend
Coffee Sub
Milk Alt
Scone

“Love my black coffee and this place does it great (and cheap)! But that is only the start of what is cool about this place. Go there and work for an afternoon on one of the couches and listen to the vintage vinyl records that they put on in the background. If you are into folky/country-type music and want to come across song gems you would never get exposure to on the radio or spotify, check this place out. Definitely makes you see the value in a good DJ that is looking out for you and your pleasure rather than just playing billboard hits over and over again because a music station tells them to.“

4.4 Superb123 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
Shrimp and Grits
Mashed Potatoes
Mac and Cheese
Belgian Waffle

“⭐️⭐️⭐️⭐️⭐️what an amazing experience! We loved the staff and the food-delicious!!! Thank you Chef Dan!!! We will be back.“

4.4 Superb140 Reviews
Donato's Touch of Italy Italian • $
1361 N Frederick Pike, Winchester

Customers` Favorites

Spaghetti with Meatballs and Meat Sauce
Chicken Parmigiana 12 Sub
Fettuccine Alfredo Sauce
Italian Wedding Soup
Oysters Rockefeller
Meat Lovers Pizza
Pasta Fagioli Soup
Mozzarella Sticks
Chicken Piccata
Chicken Parmesan

“Everything is always delicious!“

4.3 Superb117 Reviews
Altos de Jalisco Mexican Grill Winchester VA Mexican • $
185 Kernstown Commons Blvd, Winchester

Customers` Favorites

Ceviche De Camaron Con Chips Y Guacamole
Fajita Burrito with House Hot Sauce
Chicken and Spinach Enchiladas
Shredded Chicken Quesadilla
Salsa Chips and Guacamole
Avocado Salad with Shrimp
Lunch Steak Fajitas
Table-Side Guacamole
Enchiladas Verdes
Carne Asada Tacos

“Just had the best shrimp and avocado salad I’ve ever had! My husband had fajitas and loved them. We had been driving all day and really needed this good meal. Very nice server too! We will come back !“

4.3 Superb153 Reviews
James Charles Winery & Vineyard Wineries • $$
4063 Middle Rd, Winchester

“The staff are very knowledgeable and atmosphere is great. Anastasia was awesome with explaining the tasting menu and offering suggestions on different wines. Thanks for a great experience!“

4.2 Good65 Reviews
Winchester Brew Works Brewery • $$
320 N Cameron St, Winchester

“I love the vibes here and the friendly staff. I haven't had a single pour that I didn't like. Thank you for the chill, friendly, homey vibes.“

4.1 Good57 Reviews
Dairy Corner Ice Cream Shop • $
177 Dairy Corner Pl, Winchester

Customers` Favorites

Includes Whipped Cream & Cherry
Strawberry Shortcake
Banana Ice Cream Cone
Chocolate Sprinkles
Rainbow Sprinkles
Chocolate Syrup
Waffle Cone
Hot Fudge
Blackberry

“....to be honest this place is the best I had to go there twice on my vacation just to get the real deal of pure satisfaction, I will be back hoping for the spring or early fall of 2026“

4.2 Good110 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 !!!!!!!!!!!!!!“

4.2 Good168 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

“Was in town at a store next door, walked over for lunch. Half bar, half dining, all fun. Vibes of the old Big Boy's I get up with. Service was okay, good took a bit to arrive, but with it. Mushroom & Swiss and smash burgers were delicious, as were the fries. Would stop again if in the area.“

4.1 Good145 Reviews
Alamo Drafthouse Cinema Winchester Pet Friendly • $$
181 Kernstown Commons Blvd, Winchester

“Amazing experience here last night, first time at Alamo. Food served right to you during the movie, alcohol available as well. Definitely will be returning, Reasonable prices and friendly staff! Highly recommended!“

3.7 Good278 Reviews

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