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Webster's Wine Bar

Wine Bar$$$$

Logan Square, Chicago

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Webster's Wine Bar

8.8^/10

156

ratings

Ranked #2 for wine bars in Chicago
Has a stamp of approval from Time Out Chicago and Redeye Chicago
"Best and oldest wine bar in Chicago, hands down."(4 Tips)
"Make your own flight by ordering small 4 oz."(5 Tips)
"Bacon wrapped dates, salmon, and crème brulé were all delicious"(2 Tips)
"The kale salad with anchovies."(2 Tips)

45 Tips and reviews

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wine
good for dates
seafood
bacon wrapped dates
trendy
creme brûlée
meats
good for special occasions
vino
cheese
knowledgeable staff
Bay
dinner
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Redeye ChicagoAugust 3, 2014
Off the beaten path but cozy enough to be a destination in itself. The focus is on small-production wines with a menu of snacks, flatbreads and cheeses to accompany them. Read more
Carly SJune 13, 2016
Been here 5+ times
The wine list is of course amazing but the service really sets the place apart. Don't be shy about setting a budget; there are tons of great, reasonably priced options!
Jaye JalsoJanuary 13, 2016
I admit I miss the old location, but this is closer, so I like that. DIY flight of 4oz pours is fun and educational. Skip a full meal and enjoy elegant small plates.
Jaye JalsoJanuary 13, 2016
I admit I miss the old location, but this is closer, so I like o. DIY flight of 4oz pours is fun and educational. Skip a full meal and enjoy elegant small plates instead.
Time Out ChicagoMay 15, 2012
When tasting pours are this affordable (and interesting), we pretend it’s for educational purposes and stay all night, soaking up the dark, Bohemian vibe and munching on tasty cheese plates. Read more
Kendall BrunsAugust 3, 2014
It seems pretty similar to what the space was like when it was Telegraph except the menu isn't focused on pasta. Oysters, grilled octopus and bay scallops were all really good.
Bob DeGraffDecember 23, 2016
Reasonable and generous taste portions are available at fair prices of their excellent wines.
Taylored WinesFebruary 20, 2015
Flank steak and bacon double cheeseburger. You won't be disappointed
Ashley PSeptember 9, 2014
Nice new space for a solid space. Make your own flight by ordering small 4 oz. pours.
Eric DirksenNovember 30, 2013
Ask the servers for recommendations. Incredibly knowledgeable and very kind. Love this place.
Charles EdgeJanuary 7, 2012
Start with the Tuscan kale salad and then one of each of the Tapas, with maybe two of the cod and none of the peppers.
Time Out ChicagoMarch 30, 2012
Webster’s and Telegraph are sister bars, but at Webster’s the desserts are less complex. That doesn’t mean the thin slice of pudding wasn’t enjoyable. It left all the more room for another Madeira. Read more
Silvana FavarettoDecember 1, 2011
Great food and wine selection! The bacon wrapped dates are unbelievable! And the service here is great.
Jeff PhillipsDecember 16, 2014
Excellent food- recommend the meatballs. Nice wine list
Kate SchafferNovember 14, 2014
Love to relax at this place after work. Great views of the square.
Ian ShortApril 23, 2014
The wine tastings are hosted by some incredible people. You're missing out if you haven't been to one.
Kelly MarieAugust 11, 2013
Bacon wrapped dates, salmon, and crème brulé were all delicious
Jon B.April 10, 2023
Wonderful vibe; I just felt their wine offerings were a bit lacking.
My City LivesSeptember 15, 2011
Check out the story telling. Video: http://mycitylives.com/#!/video/chicago/story-telling-at-webster-s-wine-bar-with-megan-stielstra/4e611eded04c1fa15b000435 Read more
Julie ENovember 26, 2011
Great date place! Extensive, ever changing wine list & varied menu.
Joseph B.February 28, 2016
A great lively place to try wine flights.
Josh McClureNovember 7, 2016
Wine cheese board, and the meatballs.
Shannon JeropkeJune 6, 2017
Runner up for Best Wine Bar presented by Segura Viudas at the 2017 Time Out Chicago Bar Awards.
Helen MilgromFebruary 27, 2013
Sommelier/bartender Vicki is lovely! Thanks for the great service!
StreetWise_CHIJune 25, 2012
Stay loyal to your local bar, stay loyal to your local StreetWise vendor. Percy Smith is always selling!
Sima Dahl, CSP, AS, MBASeptember 12, 2011
You can't go wrong with the shrimp or ceviche. Read more
Oh SusanJuly 23, 2013
The kale salad with anchovies. Craveable.
Shannon JeropkeAugust 15, 2013
15% off $30 or more Sun-thurs with Drink Deck. Not valid on reserve bottles
Adson BarbosaSeptember 19, 2011
Best and oldest wine bar in Chicago, hands down. [2]
Katylou MMarch 22, 2014
Still lovely after 20 years.
Scooby BelmontAugust 8, 2015
Vino and grub ate the bees.
faldy rahmanOctober 29, 2010
Best and oldest wine bar in Chicago, hands down. yummy!
StephMarch 2, 2022
Blind tastings on Monday
Hillman PhilistiaAugust 14, 2014
Chimichuri steak, octopus w Lima beans
Malaya United Films & EntertainmentMarch 26, 2011
One of the best and finest wine bar in chicago
Time Out ChicagoApril 8, 2010
Drink this: Order by the flight and taste 3-4 wines in two ounce portions for $13-$17. Read more
Tyler McPheetersOctober 16, 2011
Cool place, but not overwhelmed with their wines...
Eric BeyerAugust 3, 2013
Euro Red Flight is excellent.
Sean ParnellDecember 8, 2009
Best and oldest wine bar in Chicago, hands down. Read more
Connie MeehanNovember 3, 2011
Great ambiance!
Jesse WolfeJanuary 24, 2010
For $200 the Krug is a realtive bargin, same for the Salon 1985 for $500
Kelly KniewelMay 16, 2011
Been here 5+ times
Try Peninsula Cellars' Cab Franc
💅💋👣Square Four💋👣💅May 31, 2012
Webster's wine bar
Ivan AffandiDecember 21, 2011
Got some drink..
Joko WidodoJanuary 11, 2011
time to breakfast

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