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    Willie Sutton’s

    3.5 (22 reviews)
    Open 1:00 pm - 8:00 PM

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    The bar
    Ellen M.

    This is a great place. The bartender, Angela, was incredibly friendly and the drinks were great. Pricing was also really reasonable. We didn't eat anything because we just stopped in for a couple of drinks but based on what we experienced I would guess the food is probably good too. I would recommend a stop by here. It's in the pedestrian mall area so you do have to park and walk a little bit but there is a lot to do in the area so swing by.

    two glasses of whiskey on a table
    Jocelyn J.

    Great music, great service, great drinks on a Saturday night! Came her after dinner to cap off our night and were so happy we did.

    J G.

    This is exactly what downtown needs for an adult atmosphere pub. Excellent service, knowledgeable bartender, awesome sides. Very willing to create a drink that my daughter asked for (and it turned out very well). Finally, a place to kick back with friends and family, have a couple of drinks and munchies and get treated like royalty by the staff. If you're a local and haven't been yet you are missing the latest and greatest.

    Mister V.

    Willie Sutton saloon has an awesomely nice atmosphere. Our waitress was awesome. Served our party of eight with efficiency. Beer + wine! A must visit in Winchester Virginia.

    a drink on a bar

    Their version of an old fashion was like a Sarah McLachlan SPCA commercial...very sad and made me want to donate a dollar.

    Meatballs

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    3 years ago

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    2 years ago

    They have live music sign on 2 Saturday in a row and no live music. It is very disappointing.

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    5 years ago

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    3 years ago

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    2 years ago

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    Katie L.

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    4 years ago

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    4 years ago

    Good drinks at the bar but service is slow and inattentive. Was definitely expecting a better experience!

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    4 years ago

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    4 years ago

    Ok but not great. Cool build out. Very spotty service A decent happy hour. Much potential. Needs better management

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    Review Highlights - Willie Sutton’s

    We were visiting from California and stopped into Willie Sutton's for brunch before heading back to the airport.

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    The Union Jack Pub & Restaurant

    The Union Jack Pub & Restaurant

    3.5
    (380 reviews)
    0.0 mi
    $$

    Finaly visited the Union Jack. We had the Cod dinner, and one French onion soup. Worth a visit for…read moresure. The onion soup was fabulous! Deep rich color, clean broth, and not full of salt that is common in many restaurants. As one who makes French Onion soup from scratch and has sampled French onion soup in dozens of restaurants over many years, I would place this in the top 5. The cod was really special. Unusually very large pieces that were not drenched in a ton of batter. The result was a fresh, flaky texture and taste. The portions were such that we had leftover cod the next day. The fresh cut fries were a bonus that puts the Union Jack fries far above the typical institution, pre-made version found in most restaurants.

    I Drove into town today from the Atlanta area to attend a family party. On my own for the evening…read moreand my cousin recommended this fine establishment. After reading the reviews I selected this pub after checking out the walking area in this quaint village I was offered a table in a quieter area or the bar and immediately found a seat at the bar. Selected a delicious stout to begin while glancing at the menu. I opted for the Shepards Pie since my last one happened to be when I was last in London. Service was awesome and my plate arrived quickly. This place was full but not overly noisy! I loved the pairing of the stout with the meal. Delicious pie and was not rushed to make room at the bar! Happy to have visited !!

    Photos
    The Union Jack Pub & Restaurant
    Kids Mac and Cheese and Falafal Sandwich
    Kids Mac and Cheese and Falafal Sandwich
    The Union Jack Pub & Restaurant

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    Alesatian Brewing

    Alesatian Brewing

    4.4
    (42 reviews)
    0.0 mi
    $$

    My family stopped in for a quick bite (appetizer only). We were directed to have a seat upstairs in…read morethe bar area. We took a seat at the bar because every open table was dirty. Maybe 12 people seated in the entire room. Took our seats... we were approached after 10 mins. Menus. Waited another 10 minutes. Bartender asks for our order. We ordered our food and he responded, "I wanted your drink order". Really?! Ordered four glasses of water and two apps. We asked for one app to be divided on two plates, bartender said "I'm not gonna do that. They're (kitchen) busy". We sucked down our food and water, asked for the check twice due to being on a time constraint. Dude never acknowledged. My husband finally stopped the bartender, asked for his name. "Brian/Bryan" while walking away. We left enough cash on the bar to cover our bill with a generous tip just so we could get out of there. Worse dining experience we've had an extremely long time. Bryan/Brian's attitude was nothing shy of being inconvenienced. Won't ever return!

    Alesatian Brewery is located in the Olde Town section of Winchester VA. It is not easy to find…read morefrom the walkway, it is a single door next to Roma Old Town Wood Fired Pizzeria. I passed it twice. AND, the funniest part is you have to enter through the pizzeria, make a right, go through another door and then up the stairs. When we walked through the other door at the top of the stairs,, it was like walking into a disco. Funk/Disco music jamming in the background, disco ball... taking me back to my rollerblading days. It is a small venue with limited seating, but they do have a full menu including apps, salads and pizza. Everything you'd need to pair with your beer. Impressive! What was most exciting was the flights. THREE 8 oz. Pours for a whopping $12 bucks. Can you say, "Winning!" The BEER: Well... Ya Know Belgian Ale 6.8% ABV... it was a little more hoppy than I am used to in a Belgian, still quite good. Reminded me of Unholy by Coppertial Gen 2 Indian Pale Ale 7.4% ABV... a solid IPA, slightly hoppy and citrusy. LUV IT Hazy Mindset hazy IPA 8.1% ABV... hazy citrus delicious and to be over 8%, you'd never know it. FIRE! Loka Koko coconut Stout 6.7% ABV... semi sweet chocolate and coconut. Like a dark chocolate almond joy. GREAT! Fish Face Meher lemon sour 8% ABV... it had a different taste, it was okay. Life on Marzen lager 6.1% ABV... absolutely awful! Down Unda IPA 7.1% ABV... if you don't like Life on Marzen, you will hate this. Most of the beer was awesome. The service was top notch. They had 2 people managing the bar and they were very attentive. Even for our table in the corner. Didn't get to try the food on this visit, but I will return.

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    Brewery
    Brewery
    Brewery
    Brewery
    Alesatian Brewing

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    50/50 Taphouse

    50/50 Taphouse

    3.7
    (325 reviews)
    0.2 mi
    $$

    50/50 is located at downtown Winchester. Street parking. It's very spacious inside with TVs from…read moreall directions. A good setup as a sports bar. AC was broken the day we went. They had cool fans running everywhere. It was not too bad. Service was great. Such friendly people. Wings are really good. I was worried that we won't finish it but it was a clean plate at the end. Juicy and good seasoning. My burger came with toasts(?). caramelized onions complemented well with the patty. Patty itself was not bad. Flavorful. It's a popular spot among locals.

    50/50 Taphpuse AC…read morebroke, wings burgers fries were good. Coleslaw so bad, no cream, straight up cabbage. Garlic parmesan and spicy carribean jerk didn't have much taste like their names We came here to grab dinner on Friday evening. It was somewhat busy but we got a table right away. The interior was pretty nice, had a giant bar at the back side and also a separate space with one billiard board and couple of shuffle boards. There were TVs all around playing the World Cup game. The AC was broken, so they had some air blowers pumping air. They were really a burger place with the menu having 50 different types of burgers. They had chili, salad and wings too. I ordered the 10 jumbo wings, which were roasted style with moist soft meat inside. I got the garlic parmesan and spicy Caribbean jerk sauces on the side, but none of tasted like their names. I really liked the Rueben burger. But the side of coleslaw was somewhat busy disappointing, was straight up lifeless cabbage thrown in a bowl, had no cream whatsoever. When I asked the waitress about it, she said that's how it was and nothing she could do about it. The truffle fries were much better quality side. The staff members all around were friendly. They all were suffering from the AC blowout too. The dishes came out in short intervals despite the place being busy. Overall it seemed to be a solid place to hangout and have burger and fries.

    Photos
    So. Many. Choices!!
    So. Many. Choices!!
    Buffalo Wings
    Buffalo Wings
    Now this is a meal! Bacon Jam and Brie Grilled Cheese with Sweet Potato Fries.

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    Now this is a meal! Bacon Jam and Brie Grilled Cheese with Sweet Potato Fries.
    Escutcheon Brewing

    Escutcheon Brewing

    4.5
    (31 reviews)
    0.7 mi
    $$

    Love this place! Good beer. Excellent tenders. Wish they had elite brewery food and then this would…read morerival my favorite Winchester Brewery Restaurant.

    Escutcheon is located in a pseudo warehouse district of Winchester VA.  It was easy to find with…read moreGPS.  The challenge when I arrived was parking.  They have used some of their parking spaces for outside seating, which must be some kind of code, because it was fall here and about 30 something degrees. Not sure who would really be sitting out there.. Once inside,, the Brewery is spacious with enough seating both bar and tables for a good size group of beer dinners.  I sat at the bar and ordered a flight of all 10 beers they had on tap. All the beer at Escutcheon is drinkable, crushable and reasonably price for $6-7 a pint. And, the beer here is true to style.  No extra flavors, just good beer by the numbers. Brian was our beertender and he was great.  Thanks Brian, your sense of humor and knowledge of the beer as well as nautical terms made our night way better.  The brewers name is John and he brews clean flavors.  It is comforting when the beers taste like what they are. The BEER: Growler Kolsch 4.5% ABV... crisp and refreshing Fancy Clancy Pilsner 4.5% ABV... a light Pilsner for those Miller or Bud fans Maggie's Cream Ale 4.5% ABV... reminds me of Genesee Cream Ale, really drinkable Agonic Line Lager 5% ABV... I love this Lager, because it tastes like what it is Spica Hefeweizen 5.6% ABV... It's a not so typical hefe. Yummm... Bowditch American Pale Ale 5% ABV... APAs are not my palet, but this one was pretty good Plimsoll IPA 6.5% ABV... FIRE!!! This is delicious Slip Angle New England IPA 7% ABV... says its a NEIPA, but has the flavor profile of a west coast IPA Habermehels Oktoberfest lager 6.5 ABV... liked this One alot Annealed Coffee Stout 6.5% ABV... smells like coffee, tastes like coffee, give me some bacon and I've got breakfast For my first experience here, I was very impressed.  None of the ABVs were ridiculously high and the beers were true to their styles.  For me that was very comforting.  I am finding that here in Winchester, a night of beer drinking is Uber Affordable.  And Escutcheon is not the exception, but the rule.  If you want great beer at even greater affordability, Escutcheon is the place to visit.  I will be returning soon.

    Photos
    The BEER
    The BEER
    Escutcheon Brewing
    Flights

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    Willie Sutton’s - pubs - Updated July 2026

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