27 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 Superb335 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
Hot Cookie Dough Sundae
Crispy Chicken Sandwich
Bacon Wrapped Meatballs
Cheesecake Beignets
Garlic Dough Knots
Warm Cookie Sundae
Gluten Free Crust
Margherita 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 Superb388 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 Superb200 Reviews
SabaiThaiWinchester Restaurant Thai • $
24 South Loudoun Street, 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 food and service every time. Highly recommend!!“

4.7 Superb410 Reviews
Vibrissa Beer Brewery • $$
10 N Kent St, Winchester

“We had such a great experience thanks to our server, Ava! She was so bubbly, sweet, and genuinely kind from the moment we sat down. She was incredibly helpful, checked on us often, and made sure everything was perfect throughout our meal. Her positive attitude made our visit even more enjoyable. The Voodoo Tacos were absolutely delicious. They were packed with flavor and definitely a must-try! We’ll definitely be coming back, and we hope to have Ava as our server again. She made our experience unforgettable!“

4.6 Superb222 Reviews
Sclafani's New York Bagels and Bread Bagels • $
237 Kernstown Commons Boulevard, Winchester

Customers` Favorites

Double Egg Cheese and Bacon on a Toasted Garlic and Onion Bagel
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
Pepperoni Roll
Cheesesteak
blt Bagel

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

4.6 Superb379 Reviews
Violino Ristorante Italiano Italian • $$$
181 North Loudoun Street, Winchester

Customers` Favorites

Vegetarian Pasta Primavera
Lobster Ravioli and Tail
Lobster Bisque Soup
Prosciutto Plate
Cold Peach Soup
Ravioli Agnulot
Fried Calamari
Apple Strudel
Garden Salad
Caesar Salad

“are they ever open???????“

4.6 Superb311 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 Superb133 Reviews
Dividing Creek Beer Co Brewery • $$
160 N Loudoun St, Winchester

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

4.7 Superb57 Reviews
Bonnie Blue Southern Market & Bakery Bakery • $
334 West Boscawen Street, Winchester

Customers` Favorites

Scrambled Eggs Brisket \u0026 Grits
Biscuits and Sausage Gravy
Amazing Biscuits and Gravy
Beef Brisket \u0026 Eggs
Macaroni and Cheese
Pulled Pork Platter
Beef Brisket & Eggs
Fried Oyster Platter
Crab Cake and Eggs
Breakfast Potatoes

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

4.5 Superb583 Reviews
Broken Window Brewing Company Brewery •
14 West Boscawen Street, Winchester

“Great beers and dog friendly!“

4.6 Superb92 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 Superb75 Reviews
Shenandoah Fine Chocolates Pet Friendly • $
3111 Valley Ave #110, Winchester

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

4.6 Superb87 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

“Our experience was 5 stars from start to finish. Fried Tomatoes, buger and brussel sprouts were all so good. place was busy and our food arrived in a timely fashion. Shane who took care of us was very great. But everyone on the floor was of customers. Great time. We will be back.“

4.4 Superb280 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 Superb246 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

“Such great people behind the window. Nothing but smiles, good energy and amazing coffee.“

4.4 Superb261 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
50 50 Burger and Fries
Grilled Cheese Burger
Buffalo Chicken Dip
New Orleans Burger
Tater Tot Nachos
Jalapeno Poppers
Fried Pickles

“This has become one of my go to restaurants to bring friends and family when they come to Winchester. It's nothing fancy, but the food is solidly good every single time and the waitstaff is friendly enough and service is pretty quick!“

4.4 Superb376 Reviews
Winchester Brew Works Brewery • $$
320 N Cameron St, Winchester

“Always a fav of ours. Ran by great folks. Superior beer. Great atmosphere.“

4.3 Superb129 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!“

4.3 Superb157 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 Superb180 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
Table-Side Guacamole
Lunch Steak Fajitas
Carne Asada Tacos
Enchiladas Verdes

“I ordered the Shrimp Grande Burrito and it was the best burrito I ever had. Delicious! Thank you.“

4.3 Superb212 Reviews
Village Square Restaurant American • $$
103 North Loudoun Street, 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

“My husband and I came and had dinner here for the very first time the other night yo celebrate our 7th anniversary. Everything was amazing, no complaints at all. We werent even half way through dinner when we were already discussing what we would order next time. We will absolutely be back!“

4.3 Superb542 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 Good369 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“

4.1 Good147 Reviews
Union Jack Pub & Restaurant British • $$
101 North Loudoun Street, Winchester

Customers` Favorites

Pub Burger and British Chips
Traditional Shepherd's Pie
French Onion Soup
Bangers and Mash
Yorkshire Pudding
Chicken Sandwich
Bangers & Mash
Beyond Burger
Fish and Chips
Cheeseburger

“Great food on the Winchester walking mall. Service is consistently exceptional. Make sure to look for the daily special before you go in. We recently had the 1/2 French Dip sandwich with salad. My wife had the seasonal salad with strawberries and I had the house salad with pickled red onion - both were fabulous on a hot late spring day. And the French Dip can't be beaten! Also, one of the few places that serves Kilkenny on tap (and knows how to pour it and a Guinness!). I also enjoy their music selection and the sound system is just right, so you can have a great conversation while enjoying the music.“

4.1 Good380 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

“Stopped in Sunday morning, June 21 - Fathers Day - for brunch with family. We called ahead to confirm small dogs are allowed on the patio and checked inside when we arrived. Were told open seating outside so we seated ourselves. We saw a server waiting on several tables but she never looked at or acknowledged us.

After about 15 minutes she did come over to take our drink orders. Drinks took awhile to come out and were delivered by a different server. She advised us there was a 40 minute wait on food and said we should put our orders in ASAP.

Food was great, my wife got the steak and cheese omelette while I opted for the blueberry waffle special. Drinks were water, V8 and unsweetened ice tea. Food was great, however, no one checked on us for refills.

I'll try again next time we're in Winchester.“

4 Good324 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!“

3.5 Good551 Reviews

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