Guidebook for Winchester

John
Guidebook for Winchester

Food Scene

Great food, nice outdoor seating area. Late night lounge-like setting next door at V2. That's "v-squared", get it?!
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Village Square Restaurant
103 N Loudoun St
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Great food, nice outdoor seating area. Late night lounge-like setting next door at V2. That's "v-squared", get it?!
Fish & chips! Among other authentic- English pub fare. Impressive beer selection. Has a "public hall" feel downstairs, cushy chairs on the landing upstairs.
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Union Jack Pub & Restaurant
101 N Loudoun St
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Fish & chips! Among other authentic- English pub fare. Impressive beer selection. Has a "public hall" feel downstairs, cushy chairs on the landing upstairs.
Local homemade icecream. Try the salted caramel. The main stores on the walking mall. But there's a Red Fox Creamery service window right on Cork Street, just yards from Levi Wickham House!
Red Fox Creamery
146 N Loudoun St
Local homemade icecream. Try the salted caramel. The main stores on the walking mall. But there's a Red Fox Creamery service window right on Cork Street, just yards from Levi Wickham House!
Recently celebrated in the Washington Post as not-to-be-missed in Winchester. You can smell the wood smokers for blocks. Generous portions of southern comfort food in a unique quirky setting.
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Bonnie Blue Southern Market & Bakery
334 W Boscawen St
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Recently celebrated in the Washington Post as not-to-be-missed in Winchester. You can smell the wood smokers for blocks. Generous portions of southern comfort food in a unique quirky setting.
Delicious food, good service. They've recently moved into a beautiful new space along the railroad track on the northwest end of town, just off the walking mall. It's a 10 minute walk from the Wickham house but worth it.
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Chop Stick Cafe
207 N Kent St
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Delicious food, good service. They've recently moved into a beautiful new space along the railroad track on the northwest end of town, just off the walking mall. It's a 10 minute walk from the Wickham house but worth it.
Shop for vinyl while you sip a latte. Nate roasts his own right in the building. Hint: You can get a Hop Scotch coffee at Bonnie Blue, too!
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Hopscotch Coffee & Records
250 Millwood Ave
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Shop for vinyl while you sip a latte. Nate roasts his own right in the building. Hint: You can get a Hop Scotch coffee at Bonnie Blue, too!
Great coffee, good smoothies, and Lenny boils his own awesome bagels. The place has a "stick around and hang out" kind of feel, with quirky comfy furniture, much of it on consignment. Oh, and a chin-up bar...twenty chin-ups gets you a free cup of joe!
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Steamy's Café
38 E Piccadilly St
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Great coffee, good smoothies, and Lenny boils his own awesome bagels. The place has a "stick around and hang out" kind of feel, with quirky comfy furniture, much of it on consignment. Oh, and a chin-up bar...twenty chin-ups gets you a free cup of joe!
This is your classic neighborhood bar. Sadly, there was a fire recently, and the decor took a bit of a hit. They're coming back though. There's karaoke from time to time. Unless you're a smoker, be certain to choose the west (closer to the corner) dining room.
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Cork Street Tavern
8 W Cork St
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This is your classic neighborhood bar. Sadly, there was a fire recently, and the decor took a bit of a hit. They're coming back though. There's karaoke from time to time. Unless you're a smoker, be certain to choose the west (closer to the corner) dining room.
Popular destination for Thai food on the walking mall. There's sidewalk dining for those interested in eating al fresco, but watch out, the guy frequently busquing outside seems to have only one volume...LOUD! Regulars have watched the owner's baby daughter grow up in the booth by the kitchen.
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Taste Winchester History
149 N Loudoun St
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Popular destination for Thai food on the walking mall. There's sidewalk dining for those interested in eating al fresco, but watch out, the guy frequently busquing outside seems to have only one volume...LOUD! Regulars have watched the owner's baby daughter grow up in the booth by the kitchen.
Stop judging, all you city slickers! There may be more canons than cucumber roles in Winchester, but Awabi is the real deal. Grab a Bento Box at lunchtime. Open wide for the Lollipop Roll.
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Awabi Sushi Bar
111 S Loudoun St
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Stop judging, all you city slickers! There may be more canons than cucumber roles in Winchester, but Awabi is the real deal. Grab a Bento Box at lunchtime. Open wide for the Lollipop Roll.
The coffee is pretty good, and the setting is pleasant. Don't miss the patio out back. For fans of repurposing, the Lovett Building is a great example, a little cavernous but beautifully renovated. Grab a latte and head over to the Book Gallery next door!
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Espresso Bar & Cafe
165 N Loudoun St
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The coffee is pretty good, and the setting is pleasant. Don't miss the patio out back. For fans of repurposing, the Lovett Building is a great example, a little cavernous but beautifully renovated. Grab a latte and head over to the Book Gallery next door!
Greasy spoon favorite for sliders and fries. Kid-friendly light of day. Late night, the Snow White is where the Brewbaker's crowd lands face-down.
Old Town Snow White Grill, LLC
159 N Loudoun St
Greasy spoon favorite for sliders and fries. Kid-friendly light of day. Late night, the Snow White is where the Brewbaker's crowd lands face-down.
The owners started a bakery next door. eM is a great spot for a quiet dinner for two, an upscale dinner with colleagues, etc.
eM
19 East Boscawen Street
The owners started a bakery next door. eM is a great spot for a quiet dinner for two, an upscale dinner with colleagues, etc.
This is a new-ish restaurant in town. From their website: "Seasonal bites served in a homey, family-owned coffeehouse with outdoor seating & weekly open mikes." That pretty much captures it! The owners are well known for their flagship operation in nearby Strasburg, Cristina's Cafe.
Sexi Mexi Burrito Bar
21 E Boscawen St
This is a new-ish restaurant in town. From their website: "Seasonal bites served in a homey, family-owned coffeehouse with outdoor seating & weekly open mikes." That pretty much captures it! The owners are well known for their flagship operation in nearby Strasburg, Cristina's Cafe.
Formerly of the green straws. They have a drive-through.
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Starbucks
140A Purcellville Gateway Dr
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Formerly of the green straws. They have a drive-through.

Arts & Culture

Various entertainment in recently renovated downtown theatre space. Everything from live to the occasional burlesque show. Good beer on tap and decent pub food.
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Bright Box Theater
15 N Loudoun St
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Various entertainment in recently renovated downtown theatre space. Everything from live to the occasional burlesque show. Good beer on tap and decent pub food.
Possibly worth admission if you're a history buff. Take a selfie in front of a canon!
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Washington's Office Museum
32 W Cork St
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Possibly worth admission if you're a history buff. Take a selfie in front of a canon!
The MSV is really three spaces. There's the museum proper, with Valley dioramas among other neat and kid-friendly exhibits. Then there's the Glen Burnie House and gardens. Must-see for gardeners!
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I-Museum yase-Shenandoah Valley
901 Amherst St
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The MSV is really three spaces. There's the museum proper, with Valley dioramas among other neat and kid-friendly exhibits. Then there's the Glen Burnie House and gardens. Must-see for gardeners!
Educational interactive kid paradise. Three stories tall, recently renovated by local architecture firm Reader & Swartz. The rooftop deck has views of Winchester that are worth the price of admission.
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Shenandoah Valley Discovery Museum
19 W Cork St
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Educational interactive kid paradise. Three stories tall, recently renovated by local architecture firm Reader & Swartz. The rooftop deck has views of Winchester that are worth the price of admission.
Patsy Cline grew up in Winchester. The locals have been divided on her legacy ever since. Visit the house, then you decide!
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Patsy Cline Historic House
608 S Kent St
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Patsy Cline grew up in Winchester. The locals have been divided on her legacy ever since. Visit the house, then you decide!
Former train station, now renovated into a theatre-in-the-round style theatre. They put on a remarkable number of shows, always topical and current. A great community resource.
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Winchester Little Theatre
315 W Boscawen St
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Former train station, now renovated into a theatre-in-the-round style theatre. They put on a remarkable number of shows, always topical and current. A great community resource.

Drinks & Nightlife

It's just around the corner from the Levi Wickham house, across from the George Washington Office museum. Great beer selection in a well-lighted friendly atmoshere. Last call is midnight!
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50/50 Taphouse
29 W Cork St
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It's just around the corner from the Levi Wickham house, across from the George Washington Office museum. Great beer selection in a well-lighted friendly atmoshere. Last call is midnight!
High energy bar, especially during the summer when the deck's open. Live music many weekend nights, sports projected on the building next door, countless twentysomethings.
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Piccadilly's Public House & Restaurant
125 East Piccadilly Street
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High energy bar, especially during the summer when the deck's open. Live music many weekend nights, sports projected on the building next door, countless twentysomethings.
Decent burgers, domestic beer on tap. Pleasant patio scene in daytime. There aren't many places to dance in Winchester. Brewbaker's is one. Noisy sweaty late night destination.
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Brewbakers Restaurant
168 N Loudoun St
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Decent burgers, domestic beer on tap. Pleasant patio scene in daytime. There aren't many places to dance in Winchester. Brewbaker's is one. Noisy sweaty late night destination.
This is the latest brewery to open in Winchester. The setting is minimalist. They don't serve food, but you can order in. Oh, and the beer is good.
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Broken Window Brewing Co.
14 W Boscawen St
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This is the latest brewery to open in Winchester. The setting is minimalist. They don't serve food, but you can order in. Oh, and the beer is good.
Another brewery! One of four in Winchester...and counting! The owners are super pleasant. Sit at the bar, and you'll probably meet them. The beer is really good. Try the smoky Chipotle-infused porter. You can take home a can, they'll can you one fresh while you sip.
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Winchester Brew Works
320 N Cameron St
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Another brewery! One of four in Winchester...and counting! The owners are super pleasant. Sit at the bar, and you'll probably meet them. The beer is really good. Try the smoky Chipotle-infused porter. You can take home a can, they'll can you one fresh while you sip.

Parks & Nature

Don't let the name fool you. There are no three-headed roosters here! Blandy donated the property, but this is the Virginia State Arboretum. It's a 10 mile drive from Winchester but worth the trip!
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Blandy Experimental Farm
400 Blandy Farm Ln
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Don't let the name fool you. There are no three-headed roosters here! Blandy donated the property, but this is the Virginia State Arboretum. It's a 10 mile drive from Winchester but worth the trip!

Entertainment & Activities

Eat, drink and watch a movie. Until Winchester gets its own "art house" theatre, this is the place for cinephiles. They also do first-runs. If you need a break from the downtown scene.
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Alamo Drafthouse Cinema
181 Kernstown Commons Blvd
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Eat, drink and watch a movie. Until Winchester gets its own "art house" theatre, this is the place for cinephiles. They also do first-runs. If you need a break from the downtown scene.

Essentials

Because you never know when you'll need a palette of rice or a $5 rotisserie chicken.
Costco Wholesale
251 Front Royal Pike
Because you never know when you'll need a palette of rice or a $5 rotisserie chicken.
Until we get a WholeFoods (or a Wegman's...or a Trader Joe's), there is Martin's. It's basically a big Giant Foods. The produce is good, if pricey. There are several locations. This is the one closest to the University.
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Martin's Food
1950 S Pleasant Valley Rd
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Until we get a WholeFoods (or a Wegman's...or a Trader Joe's), there is Martin's. It's basically a big Giant Foods. The produce is good, if pricey. There are several locations. This is the one closest to the University.

Shopping

Pick up a Frisbee or some kinetic sand. Great destination for parents of young kids, though you might never get them out of there!
Incredible Flying Objects
111 N Loudoun St
Pick up a Frisbee or some kinetic sand. Great destination for parents of young kids, though you might never get them out of there!
It's that rare thing in the era of Amazon, a bona fide locally owned bookstore. The selection of books is nicely curated, and the staff are super-friendly and eager to help. Great kids section!
Winchester Book Gallery
7 N Loudoun St
It's that rare thing in the era of Amazon, a bona fide locally owned bookstore. The selection of books is nicely curated, and the staff are super-friendly and eager to help. Great kids section!