19 Best Coffee Shops in Winchester

Big L's Bagels Coffee & Tea • $
38 E Piccadilly St, Winchester

Customers` Favorites

Bacon Egg and Cheese Bagel
Main Event Bagel Sandwich
Smoked Salmon Bagels
Breakfast Sandwich
Bagel with Spread
Handmade Bagels
Dr P Bagel
Lox

“Amazing breakfast sandwiches. I visit my brother in law in Winchester all the way from Baltimore suburbs and i always look forward to hooking up with Big L and his tasty bagel sandwiches. Brother in law offered to make breakfast and respectfully denied his services and replaced it with Winchester’s local best, Big L’s Bagels. Mmmmmmmm“

4.7 Superb88 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
Cinnamon Bro Bun
Grizzly Bear

“Bro Bears is hands down the best spot in the area for coffee! They consistently have high quality delicious drinks, and the baristas are so nice!! Highly recommend checking them out.“

4.4 Superb79 Reviews
Starbucks Coffee Shops • $
1690 S Pleasant Valley Rd, Winchester

Customers` Favorites

Sugar Cookie Almondmilk Crème Frappuccino Blended Beverage
Peppermint Mocha Crème Frappuccino Blended Beverage
Pumpkin Spice Frappuccino Blended Beverage
Double-Smoked Bacon Cheddar & Egg Sandwich
Crispy Grilled Cheese on Sourdough
Mocha Frappuccino Blended Beverage
Venti White Chocolate Mocha Latte
Strawberry FRAP and Bantam Bagels
Tomato & Mozzarella on Focaccia
Vanilla Biscotti with Almonds

“👍🏻 the staff were so friendly & helpful“

4.4 Superb53 Reviews
Hideaway Café Coffee Shops • $
141 S Loudoun St, Winchester

Customers` Favorites

Chicken Salad on Toasted Whole Wheat
Egg-Normous Breakfast Wrap
French Toast Muffin
Blueberry Muffin
Cinnamon Roll
Cinnamon Bun
Drip Coffee
Salads
Bagel

“Hideaway Cafe in Winchester is a delightful cafe that truly lives up to its name. Tucked away at the end Old Town, this cozy spot offers a warm and inviting atmosphere that makes you feel right at home. The decor is charming, with a blend of rustic and contemporary elements that create a relaxed vibe.

The menu features a variety of delicious options, from hearty breakfast dishes to satisfying lunch choices. I particularly enjoyed their signature brunch items, which are both creatively presented and bursting with flavor. The coffee is exceptional, brewed to perfection, and pairs wonderfully with their fresh pastries.

The staff at Hideaway Cafe were friendly and attentive, making sure that every guest feels welcomed and well taken care of. Whether you’re stopping in for a quick bite or settling in for a leisurely meal, the service is consistently excellent.

Overall, Hideaway Cafe is a must-visit when in Winchester. It’s the perfect spot to relax, enjoy great food, and experience the warmth of the local community.“

4.3 Superb66 Reviews
Hopscotch Coffee & Records Coffee Shops • $
250 Millwood Ave, Winchester

Customers` Favorites

Hopscotch Coffee Roasters
House Blend
Coffee Sub
Milk Alt

“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.“

4.3 Superb61 Reviews
Duck Donuts Donut Shops • $
3103 Valley Ave Unit 104, Winchester

Customers` Favorites

Duck Donuts Made-To-Order Donuts
Duck Donuts Breakfast Sandwich
Half Dozen Glazed Donuts
Peanut Butter Paradise
Egg and Cheese
Cinnamon Bun
Maple Bacon
Party Box
The Beach
Doughnut

“warm, fresh made donuts - my new obsession! Best I've EVER had!“

4.5 Superb109 Reviews
Tropical Island Coffee & Cafe Jamaican • $
39 W Piccadilly St, Winchester

Customers` Favorites

Jamaican Patty Empanadas with Blue Mountain Coffee
Jerk Chicken Lunch Plate
Curry Chicken Lunch Plate
Large Jerk Chicken Meal
Jamaican Jerk Chicken
Jerk Chicken Dinner
Curried Chicken Roti
Curried Chicken
Fried Plantains
Jamaican Pattie

“me and my kids stop in for treats after we visit the Handley library, and not only is everything delicious and affordable, the owners are so loving and friendly to my two babies. Can't recommend this place enough.“

4.6 Superb60 Reviews
Starbucks Coffee Shops • $
2340 Legge Blvd, Winchester

“always great service☕. never miss a opportunity to stop“

4.3 Superb17 Reviews
Starbucks Coffee Shops • $
191 Market St, Winchester

Customers` Favorites

Caramel Ribbon Frappuccino

“Super nice girl, I don’t know her name but she’s sweet love that women, 10/10 I was having problems with the app it would’nt give me my birthday drink but she was such a sweet lady and offered that to me. I owe her my life. Love and prayers #“

4.5 Superb10 Reviews
Restaurant y Pupuseria Mi Ranchito Mexican • $
2018 S Loudoun St, Winchester

Customers` Favorites

Steak Chicken and Shrimp Dinner Salad
Pupusa de Arroz de Ajo Con Queso
Fried Plantains Plátano Frito
Salvadoran Dishes & Soups
Empanadas De Plátano
Empanadas de Frijol
Bistec Encebollado
Sopa De Mariscos
Mexican Dishes
Carne Azada

“Should’ve taken a before picture… I was just too excited to try it!! these are hands down the BEST pupusas in town.“

4.5 Superb59 Reviews
Espresso Bar & Cafe Cafe • $
165 N Loudoun St, Winchester

Customers` Favorites

Pumpkin Chai and Cake Pops
Large Selection of Tea
Caramel Hot Chocolate
Breakfast Sandwich
Hot Vanilla Latte
Coffee Cake
Mocha Latte
Flat White

“We stopped this morning for coffee and pastries before heading home to Pennsylvania. The coffee was delicious and the pastries were fresh and tasty. We had the opportunity to meet Lanita and enjoyed our chat. Always good to meet a positive business owner!“

4.5 Superb55 Reviews
Starbucks Coffee Shops • $
190 Campus Blvd, Winchester

“👍🏻 the staff were so friendly & helpful“

4.5 Superb4 Reviews
CD's Coffee and Barber Shop Coffee Shops • $
2953 Northwestern Turnpike, Winchester

“The coffee was awesome and they are very Friendly and I talk to you about their coffee do you know what you’re getting place was very clean. My coffee and my muffin were awesome.“

5 Superb1 Reviews
Joe Muggs Coffee Coffee Shops • $
511 Patsy Cline Blvd, Winchester

“The baristas there are amazing! BAM doesn’t know what true gems they have that work there. Always kind, caring, and thoughtful in providing your drink. They ensure to make great recommendations for you when you aren’t sure what you want. Muggs is constantly updating their menu and experimenting with new flavors.“

3.8 Good6 Reviews
15

Dunkin'

Dunkin' Coffee Shops • $
2605 Valley Ave, Winchester

Customers` Favorites

Wake-Up Wrap - Turkey Sausage Egg and Cheese
Vanilla Ice Coffee with Whipped Cream
Maple Sugar Bacon Breakfast Sandwich
Dunkin' Lemonade Refreshers
Munchkins Donut Hole Treats
Plain Stuffed Bagel Minis
Caramel Iced Macchiato
Bacon Egg and Cheese
Dunkin' Refreshers
English Muffin

“I've visited several Dunkins in the area and this location has really leveled up over the rest. The lobby was sparkling clean, everything was well stocked and the service was great. If I had any complaints it would be minor things, like sometimes they run out of popular items (today it was everything bagels) and small portion sizes (coffee not always filled to the top).“

3.6 Good35 Reviews
Starbucks Coffee Coffee Shops • $
109 Market St, Winchester

“I stop by this place pretty often and over its a solid place for a coffee break the drinks are usually well made and the seasonal option are always fun to try the baristar are friendly though sometimes service can be a bit slow during busy hours the space is clean and has enough seating for a quick hangout or to get some work done its not perfect but definitely areliable spot when i need my caffeine fix“

3.3 Good20 Reviews
17

Dunkin'

Dunkin' Coffee Shops • $
190 Crock Wells Mill Dr, Winchester

Customers` Favorites

Wake-Up Wrap - Bacon Egg and Cheese
Plain Stuffed Bagel Minis
Caramel Iced Macchiato
Iced Dunkalatte
Classic Donuts
Coffee Roll
Hash Browns
Croissant

“Dunkin’ you suck today. It’s my birthday and I treated myself to a bagel sandwich. I ordered it double toasted. Nope barely toasted at all! Do you drive thru order takers even listen to what’s ordered. Rating today is 1 Star.“

3.4 Good56 Reviews
18

Dunkin'

Dunkin' Coffee Shops • $
1462 N Frederick Pike, Winchester

Customers` Favorites

Sourdough Breakfast Sandwich
Donuts
Bagels

“I have stopped here serveral times on my way to Baltimore and had no problems . Cleanliness , i have seen no problem there either .“

3.2 Average25 Reviews
19

Dunkin'

Dunkin' Coffee Shops • $
1208 Berryville Ave, Winchester

“I was so looking forward to my iced moche latte - and I left it on top of the car! Clunk ... oh, that was my coffee! Dumb!

And we learned that the kiosk Duncan's don't make such mixed drinks.
Maybe I'll learn!“

3.1 Average18 Reviews

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