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    Cheeky Monkey Brewing

    3.7 (359 reviews)
    Closed 11:00 am - 8:00 pm
    Updated 2 months ago

    Cheeky Monkey Brewing Photos

    CHEEKY MONKEY BREWING ATMOSPHERE

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    Recommended Reviews - Cheeky Monkey Brewing

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    Espresso martini not good it came out in a wine glass and too sweet. Don't come for this
    Margaret K.

    Ehhh it was ok. The vibe is nice inside and I can see potential here however the drinks fell flat. I got an espresso martini dark and it came out in a wine glass? Okkk that's odd even tho they have pics of martini glasses. Service was mediocre had to ask for water and no refill. Asked to remake my drink and it came out not any better. Overall I would not come back

    Drinks
    Adina S.

    Cheeky Monkey is a solid place to grab some bar snacks and drinks! I came for a group event on a Thursday night and it wasn't too crowded, but I bet it gets fairly busy on the weekends. We were able to secure an area with tables and couches, which was perfect. I didn't get the chance to play, but they had a bunch of pool tables, which looked like a fun time. We ordered some appetizers, which were standard, but I have to admit I've had better cocktails elsewhere. If you're looking for an elevated dining experience, I wouldn't choose this place, but if you're mainly interested in playing some games and having a good time, this is your spot!

    Nachos
    Jess B.

    Cheeky Monkey is SO fun! Such a vibe. It was my second time here. I came after a Red Sox game on a Sunday. It's right outside of Fenway. My party of 4 was able to be sat right away in the bar side. The service was great for it being so busy and packed in the bar. We ordered our food and drinks at the bar. Our bartender was great! He checked in enough and was very pleasant. They have so many options and have mainly pub food. We all got some drinks. They had an awesome watermelon margarita. We got chicken tenders and fries and nachos to share. We also tried the pepperoni pizza. Everything was delicious and decently priced for the portions. What else is awesome is that they have an entire arcade, bowling, ping pong, pool, and darts. It's a whole vibe. Plus, once it gets late enough, they have a DJ and have space for a small dance floor. It's such a fun place to go and enjoy. It's great for groups or couples. The entrance and bathrooms are handicap accessible. Bathrooms are not gender neutral. Overall, everything was amazing and I can't wait to come back!

    The beer tower hasn't obviously been cleaned in a few uses
    Kristen R.

    Extremely slow service, told us several minutes after we placed our drink orders that they were out of multiple drinks. We ordered the drink tower and it was so disgusting. Would not recommend. Then she charged me for the drink I never received. Ridiculous.

    Security is amazing.

    Easily the best staff in all of Lansdowne. Super inviting environment while maintaining professionalism. Bartenders are absolutely elite.

    a row of beer taps
    Emely R.

    Great drinks and great staff! They have pool tables in the back room. The food was pretty good and love the variety of drinks and beers that they have. The UFO Ale was similar to a blue moon more of a wheat ale and the Santa Cosmopolitan was fruity and strong haha. A beer is around $7-8 and drinks are about $11-13 They have The Grinch punch for $32 that is for 2 people. We also had the fried pickles which were really good with the sauce on the side. Definitely Recommend!

    Hoisin wings
    Holly W.

    This place gets people because of it's location. Behind Fenway, close to colleges and very fitting for that age group. Are they sober enough to really rate this place accurately? Unsure. We were seated and unfortunately the high chair is not the same height as their booths. We could not use it. It's super difficult to have a one year old sit still. We go to so many breweries and usually don't have any problems with them being outfitted to meet the needs of families especially when they have an extensive food menu. We had the chips and cheese. Wish the chips were made on site but the dip was tasty. I had the mac and cheese. It was alright. Nothing impressive. I also had the siracha wings. I can share, the wings were more barbeque than siracha. Super disappointed. My husband said the beer is just ok. If you are young and looking for a vibe. This place has it. It was Santacon: packed and the people were very spirited- dressed up and just having fun.

    Cocktail pouch
    Peter P.

    Cheeky Monkey is a fun spot right across the street from Fenway Park to hang with your friends and knock back a few brewskis. The front area has booths for dining and a large bar. The back area is much larger with shuffleboard, billiard, and ping-pong tables available to rent by the hour. Any food I've tried here is mediocre at best, but the beers are obviously the star of the tavern (Wild Blueberry beer is a must-try).

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    13 days ago

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    2 years ago

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    Penelope L.

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    11 months ago

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    5 months ago

    We had a great experience today at Cheeky Monkey. MelIssa was our bartender and she took great care of us.

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    1 year ago

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    Page 1 of 9

    Ask the Community - Cheeky Monkey Brewing

    Will you be open if the Sox make the wild card game on Tuesday?

    Yes John we will be open for that game and hopefully for more after that! Go Sox!

    Do they have NFL Sunday Ticket for out of town games?

    Hi Adam, for NFL games we have on tv what’s offered on local stations.

    Do they serve liquor here?

    Yes, full bar

    Do they ID at the door?

    Yes

    View All 8 Questions

    Review Highlights - Cheeky Monkey Brewing

    The food and drinks at the restaurant are superb and offer a refreshing change from the other restaurants and pubs of Landsdowne.

    Mentioned in 7 reviews

    Read more highlights

    Cask'n Flagon

    Cask'n Flagon

    3.3(803 reviews)
    0.2 miFenway
    $$

    Went here prior to the Red Sox game. Of course the place was packed and we waited 30 minutes for a…read moretable. Once seated, service was excellent. Waiter was efficient and friendly. Food menu was great and so was the beer selection. Lots of tvs and ambiance was cool. Food was a tad slow coming out but the place was packed so it was understood. I ordered the steak tip salad and it was great! The steak tips were EXCELLENT and salad was prepared correctly. (Sorry no picture) Friend ordered the regular steak tip meal and those were excellent as well. Will definitely visit here again to pregame party!

    I would give this place ZERO stars if I could…read more.. Do not go here!!!! 4 of us went for a quick drink right before the Red Sox game. We were asked from our bartender if we wanted to close the tab or keep it open. We chose to close it out so we can get to our next destination. After receiving the tab of $58 for 2 beers and 2 mixed drinks... we paid the tab immediately. And when I say immediately, I mean the cash couldn't have come out any quicker from my wallet to pay it before he went to wait on another persons order. The bartender than came back to us grabbed the reciept and cash which included the tip and said thank you. 5 mins later another bartender came up to us asking if we need our tab so we can pay . I told her we have already paid but the way her demeanor and tone to us left me feeling some type of way. I told her I paid in cash with 3 $20's, 1 $5 & 3 $1 bills. I told her to the exact dollars. She then went around asking every bartender if they took our cash. Everyone looked around and said they didn't touch it including our own bartender who waited on us AND was the one who took our money. Fast forward I asked for a manager right away because at this point we were being accused of "not paying" from not just 1 but THREE different bartenders at different times. After waiting another 20 mins for the manager to come out after watching the tapes, our bartender came right back out and took ALL the money we handed him out of the tip jar... he knew exactly where he stashed it... The manager came out and apologized saying that it's her best bartender and he would never do such thing. And you know what, he might be and it could've been an innocent mistake, but accusing us of not paying and then taking the money out of the tip jar while he looks shakey and shitting his pants...I would say it wasn't and that he did it on purpose. So looks like I will never give business to Cask N' Flagon and I hope everyone pays close attention when paying tabs anywhere!!! Being accused of not paying a tab from 3 different bartenders is disrespectful and very low of a big company.

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    Cask'n Flagon
    Cask'n Flagon
    Cask'n Flagon

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    The Greatest Bar

    The Greatest Bar

    2.6(400 reviews)
    2.1 miWest End
    $$

    To me it's as expected. Bouncer at door, bouncer by the bathroom. Bartender who recommends not…read moreeating here. This is a 25 yo kind of place.

    I rolled into this place before a concert thinking I'd have "a couple quick ones." That was the…read morefirst mistake. This bar isn't a bar--it's a four-floor fever dream. It's like someone mashed together an amusement park, a zoo, and a full-blown circus, then replaced the cotton candy with alcohol and the safety rails with chaos. Every floor felt like a different dimension--one minute you're vibing, the next you're dodging a human traffic jam like it's bumper cars. But the real main event? Colleen. First floor. Absolute legend. Watching her work was like witnessing a headliner performance before the headliner. She wasn't bartending--she was conducting a symphony of pure mayhem. Drinks flying out of her hands like fireworks, orders remembered with supernatural precision, cracking jokes, keeping the energy electric--it was like if a ringmaster, a magician, and a quarterback all fused into one person behind the bar. I showed up stone-cold sober. Like, "responsible adult grabbing a pre-show drink" sober. What happened next was less of a night out and more of a controlled demolition. Somewhere between Colleen's perfectly poured chaos and the multi-floor madness, time stopped making sense. I'm pretty sure I blacked out on one floor and woke up on another like I was fast-traveling in a video game. At one point I may have been part of the circus. Not watching it--part of it. By the time I left, "walking" was no longer an option. I exited the building in a full crawl, like I had just survived a natural disaster. Limbs questionable, dignity gone, spirit intact. 10/10. No notes. Would absolutely risk it all again.

    Photos
    The Greatest Bar - Celtics post-game party

    Celtics post-game party

    The Greatest Bar
    The Greatest Bar

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    Cheeky Monkey Brewing - venues - Updated September 2026

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