Cask 'n Flagon

62 Brookline Ave, Boston, MA 02215, United States
Open until 1:00 AM (Show more)
  • Mon–Wed
    • 11:30 AM–1:00 AM
  • Thu–Fri
    • 11:30 AM–2:00 AM
  • Sat
    • 11:00 AM–2:00 AM
  • Sun
    • 11:00 AM–1:00 AM
$ $ $ $
Credit Cards:
Yes (incl. Discover & Visa)
Outdoor Seating:

After thirty-five years, the Cask 'n Flagon still holds the heart of Boston. With its nostalgic atmosphere, incredible eats, and outstanding staff, the entire team at the Cask 'n Flagon is determined to provide you with a great experience no matter what your occasion may be.


Based on 253 votes

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90 tips. Filter by taste:

  • all tips
  • red sox game
  • burgers
  • baseball bar
  • beer
  • chicken wings
  • steak tips
  • TVs
  • sandwiches
  • good for groups
  • nachos
  • good for a late night
  • free buffet
  • trivia
  • pretzels
  • pulled pork
  • pizza
  • fried pickles
  • DJs
  • brisket
  • good for a quick meal

    If you can't get your hands on a ticket for inside the park, dining beside it may be the next best thing. Read more · July 19, 2010
  • DigBoston

    Certainly a step up from the Aramark grub at the ballpark, Cask 'n Flagon is a hotspot for Red Sox season. Check out Dig Boston's full review:

    DigBoston · February 1, 2012
  • The Expendables 2

    Need to go to the bathroom? No problem, never miss a part of the game, TVs in the extreme bathroom! Brought to you by THE EXPENDABLES opening August 13!

    The Expendables 2 · June 29, 2010
  • Dave A.

    get there early for sox games!

    Dave Amirault · May 30, 2009
  • James A.

    No matter the time of day, everyone here is drunk. Trust me.

    James A. Wooten III · April 30, 2011
  • DigBoston

    The Weekly Dig visited Cask 'n' Flagon!Check out the review: Read more

    DigBoston · July 1, 2010
  • Nick O.

    Really only good for pregaming before Sox games. Try to avoid getting shanked in the bathroom during late-night drinking.

    Nick Oliveira · July 18, 2010
  • Meredith F.

    Try the spinach and artichoke dip, it is the best I've ever had!

    Meredith Frazier · May 19, 2010
  • Marco G.

    Worst bar ever. Never go here. Unless you like townies and meat heads, then you should waste your money here everyday.

    Marco Gomez · May 22, 2010
  • James M.

    Back room to chill and relax while waiting for your guest

    James McHugh · April 17, 2012
  • Tyler

    Here's a tip... Remember when you pour a murphys for someone... Don't say oh shit when you see I sitting at the tap and then don't apologize when you set it on the bar.

    Tyler · February 18, 2012
  • Jake S.

    Grab a pint of Guinness and cheer on the Sox.

    Jake Smith · February 2, 2012
  • Dan M.

    Get ready for some incredibly overpriced watered down drinks! Tip: go to bleacher bar or game on for drinks then come here for the dance floor b/c the drinks suck and are overpriced!

    Dan Marotta · November 6, 2011
  • Al S.

    The Cask was voted best baseball bar in America by ESPN, at least according to the big ol' sign out front.

    Al S · September 22, 2011
  • Kate S.

    The hostess has major attitude problem. Wings and the potato bake were awesome. Calamari was a rip off. Lots of tv's so no matter where u sit u have a good view.

    Kate Spinoza · September 4, 2011
  • Corin P.

    The more you tip the bartenders, the better service you get:)

    Corin Pilo · August 3, 2011
  • Holly M.

    Bartenders are nice. Hostesses suck. A lot. Should be better trained. Or in a job they are qualified for that doesn't involve people.

    Holly M · June 11, 2011
  • Amanda W.

    NEVER get the margaritas. Seriously.

    Amanda W · June 4, 2011
  • Matthew M.

    Don't worry about a table. Grab a seat on a window along the stadium side. Read more

    Matthew Morris · May 24, 2011
  • Nicole O.

    If you ever get a server named Jess (long, dark hair), ask for a different one... She is AWFUL! The buffacue wing are awesome though!

    Nicole O · August 17, 2010
  • Greg S.

    Order the triple play if you like a loaf of bread with a slice of roast beef? Ham and a chicken breast... Gross

    Greg Stellato · April 21, 2010
  • CNN

    This bar directly across from Fenway is almost as big a part of Red Sox lore as the legendary Green Monster. The Sox snuck in and executed a massive surprise party for Tim Wakefield here before. Read more

    CNN · January 15
  • Craig D.

    Classic spot before a Red Sox game. Get there 2 hrs before a game to get a seat

    Craig Desmarais · September 16, 2014
  • Pat A.

    if your meal is more than $100, you get a free ticket to the red sox for that day

    Pat Addams · August 22, 2014
  • Peter R.

    Get the Fenway Burger!

    Peter Ryan, Jr. · January 10, 2014
  • Hannah B.

    Amazing DJs and dance floor is so much fun on the weekends!

    Hannah Becker · August 17, 2013
  • Tammy

    Try counting the number of TVs they have in here when you're drunk. There's a ton!

    Tammy · October 17, 2012
  • dee f.

    Outdoor seating is fun for people watching before the game!!

    dee fleming · August 21, 2012
  • Jillian L.

    Great place to go before the game for some pregame drinks!

    Jillian Ledin · May 2, 2012
  • 🇺🇸Patrick N.

    The bartenders here are top notch!

  • 🇺🇸Patrick N.

    The bartenders are amazing!

  • Janet

    Cheap drinks here boys and girls

    Janet · December 31, 2011
  • Sally S.

    Try the McGillicuddy's shot!

    Sally Stansbury · October 15, 2011
  • Champzilla

    Give Tom the Bouncer a hug.

    Champzilla · March 26, 2011
  • Joe N.

    St Patricks day good people

    Joe Nadeau · March 18, 2011
  • Pete

    Weakkk drinks. They measure

    Pete · June 9, 2010
  • Gianna N.

    Best nachos, great for food and a night out

    Gianna Nebbia · 3 weeks ago
  • Lindsaye

    Usually packed before Red Sox games

    Lindsaye · January 22
  • bruce v.

    Great local craft beer selection. Steak. Seafood and salads. Best steak tips and fish tacos anywhere.

    bruce van fleet · October 31, 2014
  • Ronette W.

    Great beer selection, wonderful service, and the food is amazing! We went twice in our 5 day stay.

    Ronette Wright · September 10, 2014
  • Benjamin S.

    Tom says cool for Red Sox game

    Benjamin Standefer · September 6, 2014
  • Martha F.

    buffalo dip , delicious !!!

    Martha Farah · July 21, 2014
  • Martha F.

    The buffalo chicken dip is very delicious !!

    Martha Farah · July 21, 2014
  • Julie M.

    Best Veggie Burger I've ever had!!

    Julie Miller Grawey · June 15, 2014
  • Gloria C.

    get the cask burger (toasted pretzel roll w/ pulled pork, maple-cajun bacon, caramelized onions, vermont cheddar, friend pickle)

    Gloria Chin · May 29, 2014
  • Michelle H.

    Cask burger is the best I've ever had. Mac and cheese was to die for. So is the brisket. Extremely tender. Waitress was sweet and very attentive. Hostess situation was weird. Seat yourself or wait?

    Michelle Happney · February 22, 2014
  • Bharadwaj T.

    Do not order the pasta. There are no vegetables in the pasta primavera. Actually do not order any food. Just to be safe.

    Bharadwaj Tallapragada · February 3, 2014
  • DigBoston

    We are ecstatic announce 2013's Dig This Awards winner for Baseball Sports Bar: Cask 'n Flagon's! #DigThis13 Read more

    DigBoston · November 21, 2013
  • Jon B.

    Cask burger is ridiculous & delicious...beef, pulled pork, cheese, bacon, & fried pickle

    Jon Booth · October 31, 2013
  • Tim G.

    Right next to Fenway, nice place!

    Tim G. · October 29, 2013

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