Cozy cocktail bar next to Sweet Cheeks BBQ! We went around 6pm on a Saturday evening and I was a little worried that it would be crowded. Fortunately, it seems like they are no longer standing room only and there are seats around the bar along with a few high tables. We were seated at the bar immediately. The cocktail selection was pretty diverse and they offered a few small bites. I had the ORCHARD IT and my friend had the PANDAN OF. Both of us enjoyed our selections but as other reviewers said, the drinks seemed slightly under-poured for what we paid. The volume in my drink came up to about halfway of the height of the large ice cubes. Service was quick, the bartenders attentive. Cute decorations and overall nice ambience. I might consider going back! read more

Went back on Thursday and were pretty let down, especially given our high expectations from our earlier visits. The menu was very exciting, but the actual drinks came out feeling one dimensional and diluted, and many of the flavors we were expecting from the menu seemed to be missing. Hope this was just an off night, but sadly this will probably keep us from returning anytime soon. read more

Fool's Errand - Grandma's Baby - Cocktail Bars Near Me - Boston, Massachusetts

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I love Fool's Errand--it has a great speakeasy vibe and is just a cool, chill spot. They have cards for people to play, which adds to the relaxed atmosphere. The bar snacks are awesome, and the drinks are always on point! I was there last Thursday and had an especially great time. A new bartender (a BU student) was there, and the playlist he had going was on point--it really set the mood. The bartenders are always great, but this night felt extra special. It wasn't too busy because of the rainy weather, so we just hung out and vibed to the music. read more

Wanted to get together for a quick drink with friends and found this spot. they had an amazing selection of drinks and was a fun time!

As someone who's been in the industry for a long time it was refreshing to find a small joint that puts thought and craft into their cocktails. It's an amazing place for a drink before dinner or late night just hanging out. Syd and Drake were awesome, attentive and very creative when I asked for something off menu. Boston needs more spots like this. Especially so close to Fenway it's an awesome spot. Amaro fans will Be happy read more

Consistently short pours on cocktails Yesterday May 18th I watched myself get lowball poured twice I thought to myself, is this a lowball pour? See below ratings for confirmation I watched the bartender sling out cocktails nowhere even close to being filled to the brim. Why?! Why wouldn't you try to fill the glass up as much as you could??!! They also serve disgusting hotdogs behind the bar on one of those rotating machines you see at gas stations. They try to upsell them and paint them as fancier than they are. Its just gross. read more

Fool's Errand - Imagine how much lower the pour was if I removed the olive every single cocktail I saw was poured that low - Cocktail Bars Near Me - Boston, Massachusetts

Place sux balls. Pretentious, expensive, and cramped AF. Good luck. Good luck. Good luck

Fool's Errand! I'm not gonna lie, it was the portrait of Snoop Dogg and Martha Stewart that led us to this place. It's the cupcake shaped butter presentation that kept us here. We were looking for a bite and a sit. We were walking around the Isabella Stewart Gardner Museum and our dawgs were barking. (Aka our feet were tired). The sit was kinda important. We were 5 minutes too early. But after 3 minutes they let us in. And yes, there was no actual seats at this place not even one bar stool. This is not a place for people "of a certain age". It really is the service, the food and the drinks that made us decide to stay. The menu had fun cocktails and interesting beer selections. It intrigued us. Our server was a tall and fun guy who knew how to woe us. He described all the tasty morsels and we had to have some of the mushroom croquettes. While they were being prepared he brought over a brown paper bundle full of perfectly made sliced bread. And then lifted the glass dome of what looked to be a cupcake but was in fact a whipped butter. I ordered the "Devil's Purse" kölsch. A perfect bright pairing to the earthy mushroom croquette. The waiter was accommodating in making my friend mocktails of sorts. One was make with tiki bitters. Our second bite was the pumpkin croquettes. We enjoyed more bread and butter as they were prepared. The pumpkin was crazy and flavorful with the crispy nibbles of the outside. At the corner of my eye I noticed the homemade snowballs. Fool's Errand has that whimsy and fun to it's food and presentation. Also note the fun modern day print and old school style wall paper. And of course I checked out Snoop and Martha in the bathroom. Classy!! It is no surprise that Top Chef contender and brilliant Chef Tiffani Faison is behind this modern day American tapas spot! We had a delicious time even though we did not sit. Next time I need to try this canned fish saltine experience and a cocktail. You also leave with two boozy housemade gummy bears! This place is really the gift that keeps on giving. read more

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Got cocktails here, cute venue and a good selection of drinks. The bites also sounded good which wound have been tempting if we weren't already going to hit Orfano for dinner afterwards. The highlight for me though was walking into the bathroom and coming across a picture of Snoop Dogg hugging Martha Stewart. I may have even squealed upon seeing it, it looked amazing haha. And then promptly sent me off into a Google search of Snoop and Martha's friendship for the next 10 minutes. So thank you for the entertainment, Fool's Errand. Also this is when I learned that Snoop enjoys cooking and has a cookbook, and a week later Bon Appetit's Reverse Engineering (my favorite food YouTube series!) featured Snoop Dogg's lobster thermidor, so timely. read more

Fool's Errand - Cocktails - Cocktail Bars Near Me - Boston, Massachusetts

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Drinks were delicious! It is a smaller place so seating can be limited and they are often at capacity and can't accommodate more than 15-20 people at a time. Service was pretty quick considering it's just one bartender! Drinks were well made. The decor here is what makes it! The decorations and ambiance are great and they have a killer playlist. It's definitely a great place to stop for a round or two during a night out. read more

Friend and I decided to come here on a whim after eating some great sushi nearby and boy were we happy with our decision! The bartender and other employees were amazing. Super attentive and super friendly. They seemed to also really enjoy working with each other so that really added to the whole atmosphere of the area. The drinks were outstanding. Our favorite was definitely the espresso martini! A perfectly balanced drink that didn't taste cloyingly sweet but wasn't too liquor forward that you felt you were drinking your grandpa's old fashion! Overall we will definitely be back and bring friends to enjoy the super cute window seats (there are seats on both sides of a window, how adorable!)! P.s. you have to go into the restroom. Trust me. read more

Fool's Errand was not at all what I expected, in the best way! When I walked in, I was thrilled to see a cozy, upscale interior, with cool chandeliers and a laid back lounge/bar vibe. While other options in this part of Boston feel a lot more cookie cutter, Fool's Errand is a great, unique change of pace in a cocktail bar. The bartender was fantastic, it was entertaining watching him make the various cocktails. His skills weren't just showmanship, either - the cocktails were really delicious! My friend and I tried one each. One was rum based and the other had Marnier for an orange theme. Both were balanced and flavorful. There's also an assortment of snacks available for order from the short menu, as well as wines, beers, and liquor for order. But cocktails are definitely the draw, and are well worth a visit or a date at Fool's Errand! read more

I love this place! No seats. It's a great concept and perfect if you're heading to a movie and want a quick drink. The drinks are great about 11-14 bucks per drink and they are a nice amount of options. I also like the food options! The spinach artichoke dip with saltine crackers is really good! But the biggest thing here is the bathroom. I don't want to tell the secret but make sure you stop by to see it. Worth it. read more

Fool's Errand - Cocktail Bars Near Me - Boston, Massachusetts

My friend went here after a baseball game. I feel it's important to note it was the Astros and as usual the beat the Red Sox... anyways... the cocktails were great. They even added three garnish cherries with my bourbon as opposed to the usual one or two. Unfortunately they were out of their signature wagyu hotdog. I feel bad only giving two stars, but we were so excited for the wagyu dog and it just seems silly to be out of a signature item... service was great! read more

Great atmosphere. Go on Wednesday or Thursday to see Drake. He's an awesome bartender that provides exquisite service

Amazing! Pretty small spot - picture bar with no seating and 3 servers. I tried several different drinks and couldn't pick a favorite - that is how good the drinks are! The "snacks" are really good too! Shrimp cocktail with avo and cheeze it type crackers?! Yes please! Summer veggies and crispy potatoes with sour cream and caviar were all super creative and unique take on bar bites. Can't wait to be back! read more

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Such a cute cocktail bar that makes you forget you are in the Fenway area. Through the double doored cloth vestibule you would find in a New York restaurant is a tiny cocktail bar with a standing bar. Drinks are all around $14 and delicious. There is a small food menu with some snacks, but is not very extensive and we did not try any of them. Downsides are the priciness (4 drinks were around $70 with tax and tip) and the lack of seats, but great cocktails and a cute atmosphere are the major draws to this bar. Decor is dark with chandeliers and bottles lining the walls, but step into the bathroom and the theme changes - wallpaper is a print of trees with birds and security cameras, with a large painting of Snoop Dogg and Martha Stewart on the wall and Jolly Ranchers in a bowl on the table with the napkins. Would return, perhaps for one pre-dinner drink. read more

Overpriced and certified stinker. Literally so expensive for drinks that were just sugar water

Came here on a Saturday for some after dinner drinks with some friends. What a fun place. When we walk in it was pretty dead but it starting filling up pretty quick. They have a wide variety of drinks which were super tasty. The bartender was super personable and gave up water without even asking. Major props. It's a very small intimate place with no seats but if you want some fantastic drinks come here!!! We will be back. read more

Ambiance was on point for a Wednesday night. Sid, the bartender, was very informative and made a delicious drink

We tried to go here Friday night and we waited to be served for a solid 15/20 minutes and nothing. We ended up just leaving. For a specialty cocktail bar, you need more than one person behind the bar. This place has so much potential, but overall, wouldn't return after not even being offered a "hello, I'll be right with you" from the bartender. There was no music playing, lights were way too bright for a cocktail lounge. Needs a revamp. read more

The most amazing gluten-free bread. We got here after we sat down and we asked for extra assistance. They were so amazing and so kind. I asked for extra experience and we appreciate them so much. Rob was the manager and he was more than willing to help us with our experience. We love you guys we can't recommend it enough. read more

This place is Very small! It's all standing room. You walk in and there's a a small bar that takes up a majority of the space. And then there's some space along the walls. It seems that their "kitchen" was right behind the bar. You can see them make the food right behind the bartenders. The place is very well decorated though with chandeliers and blue themed wall paper. The bathroom decorations are interesting. Haha you need to check it out for yourself. And be sure to look at the small details! There's even a candy jar in there. I had a chance to try 2 different cocktails. an Apple Spice one and Corset. Apple Spice was good but I think the all spice that's in it made it taste like those asian dried plums or orange peels. It was an interesting, savory flavor. I preferred Corset. It was lighter and more refreshing. For food we got to try the Steak Tartar sandwhich and Italian Roni & Mozzerella croquette. The steak tartar sandwhich is so small, but so good! It's a creamy, slightly citrusy tartar in between brioche bread. Would definitely recommend. The italian croquette was cheesy and topped with bacon bits. The bacon made this super tasty. I think this is a good place to start your night. Grab a few cocktails and bites before bar hopping around Fenway! read more

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Great spot to grab snacks and drinks! Beautifully done interior, smart drink list and interesting bites done by chef Tiffani Faison. Came for opening at five and didn't leave till the last minute for an 8pm reservation. The cocktail list is short but interesting and well thought out, accompanied with unique glassware. The menu also includes a healthy dose of delicious fortified wines, a must. Daniel was single handedly rocking the bar for the whole place, making cocktails, recommendations and banter! The food menu was quite large for such a small venue. With many dishes featuring seafood. Small bites that are well executed. Will definitely be in the rotation. Note, that it is standing room only. read more

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Amazing!!! So amazing. Everything was fantastic! Service was , drinks were great! There is so much I tried I can't review on because I'm still in a food coma. But if you're up for it anything with caviar! A++ LOBSTER GRAVY!!! HOLD THE PHONE! I died. Went to heaven. Bathed in butter... Order it and thank me later. They'll know what you're talking about read more

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Honestly it makes me sad to give this place a 2/5. I really wanted to like Fool's Errand. It's been on my list of "must visits" and it was unfortunately a huge let down. The vibes/aesthetic was great, got a good laugh from the giant Snoop Dogg & Martha Stewart portrait in the bathroom, and was seated immediately. However, once my friend and I were seated it all went pretty downhill. We ordered espresso martinis but were given the "IYKYK" instead (even though our bartender/server verbally confirmed we were getting 2 espresso martinis). Thinking that we might be mistaken, we just accepted our drinks but the more we sipped, it was apparent there was a large "mint" flavor. As people who've worked in the food industry & just.. wanting to be kind, we didn't speak up about our order. But the entire hour we were at the bar, our server didn't check on us once. Only at the end when we were ready for the check did they ask if we were set. I totally understand being more attentive to some customers who seemed to be friends with the bartender or long time customers, but it was still surprising. When we got our check we saw we were charged for 2 espresso martinis. Sigh. We were hugely disappointed and I really wanted to love this place, but the lack of attention was rather off-putting. I probably won't be returning, but certainly applaud their innovative cocktails. read more

As a big Tiffani Faison fan I was excited to try her latest outpost, and it didn't disappoint! Although the cocktails are a bit pricey, unfortunately 14 dollars is what you now pay in upscale Boston neighborhoods, and the quality is commensurate with the price. I also tried the burger, which was beautifully plated and delicious. Minus one star though because this is a chair-less establishment for some reason, and shifting awkwardly from foot to foot while I ate my burger eventually made my feet tired. read more

DAYUMMMMMMMM. All I have to say is I love it here, yo. It's delicious, the drinks are well mixed, and the ambiance is to die for. I want to crawl up into a hole in that place and live there. It's beautiful not to mention, a Tiffani Faison classic, the bathroom is hilarious. read more

Excellent, creative tapas! Fun yummy drinks! Fabulous location and decor! The lobster avocado toast was amazing! The raclette and truffle covered Mille Feuille was to die for and the burger was out of this world! Gorgeous presentation with all of their dishes! The drinks were creative and delicious with fun names! A nice tiny funky spot to stop in for unique shared plates and fancy drinks! read more

Went for drinks to catch up with a friend. Fun cocktails, also a good selection of wine and beer. The snacks were small but tasty. Not somewhere you want to go if you're hungry. But we got the cheese plate that had a slice of Brie, peanuts and a fruit spread. We also got pigs in a blanket. If you order food they give you free bread which is nice and it comes out looking like a cupcake. This is a standing bar but they have hooks under the bar to hang things. Definitely on the pricey side but great atmosphere and the bartenders are very attentive. read more

Fool's Errand - Cheese plate, bread - Cocktail Bars Near Me - Boston, Massachusetts

Classy decor good creative drinks. Limited menu . Haven't tried the food so couldn't comment read more

This is a really cool bar. It is pretty small but it's easy to get drinks. There's also a cool outdoor standing area where you can order and drink your drinks. The drinks we got were really interesting and unique. I also love the enormous Snoop Dogg and Martha Stewart print in the bathroom. Really trendy bar with an low key non-pretentious vibe. read more

Fool's Errand - Smoke and Sunshine - Cocktail Bars Near Me - Boston, Massachusetts

Pricey but swanky-chic. Fool's Errand is standing room only, but there are helpful hooks and bars aplenty for you to rest your hip or foot against while you're enjoying your $14 cocktails and $5-15 apps. Service is super friendly; our bartender was generous with the pillowy bread and sinfully delicious bread (complimentary, the butter comes shaped like a meringue which adds to the intrigue) and was furthermore enthusiastic about making / pouring / serving our drinks. I got the Poison Apple cocktail which was refreshing and not too sweet, even when I asked for them to go light on the alcohol (I know, I know, but I was driving that night). We also got the roni and mozz -- sort of a arancini / fried mac & cheese -- which the bartender helpfully put in an order of 4 given our group size (even though it typically comes with 3). We also ordered the crab dip. The crab dip was the TINIEST shmear, but it was delicious despite being a little hard to split 4-ways. Ambiance is dark and Fool's Errand is one of the few bars I've discovered in Cambridge/Boston that doesn't have a TV...which I sort of love. I wish it were slightly less noisy, although the playlist is solid, full of great 90s hits -- Stevie Nicks, Simple Minds, and other great nostalgic songs. Even the bathroom is surprisingly nice: cloth towels and a little candy jar, which only called to mind Ellen DeGeneres's most recent Netflix comedy special. All in all, a good place to get drinks, if you don't mind standing and loosening your purse strings a bit. Don't expect to get full, but expect to have a good and friendly time. read more

Fool's Errand - Complimentary bread and butter - Cocktail Bars Near Me - Boston, Massachusetts

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Boston's version of a European or NY aperitif bar. A place you start or end your night. Good: Amaro list is awesome, cocktails are few but well crafted and fun, and the food is decent (but small bites). The atmosphere is cool, dark, and fun. Snoop and Martha photo in the bathroom and 90s hip hop bumping over the speakers. Average: it's a bit pricey but within range of other spots in the area. It teeters the line of almost being too try hard, really pushing that line of too much. Bad: it's cramped. Like seriously. Wait staff have to constantly ask people to move to get drinks out. NO SEATS. I didn't mind this but it's worth putting in caps so people realize what this place is about. I'm definitely coming back often. read more

Go here. Eat and drink whatever the fantastic servers tell you to. Admire the beautiful attention to detail paid to everything. And then use the bathroom, because it's awesome. Warning.. there are no seats (in the restaurant). So if you're the type of person who gets pissed off about that.. well, I frankly just feel sorry for you. read more

Fool's Errand - Cocktail Bars Near Me - Boston, Massachusetts

Came here after passing by the store front this past weekend and seeing it packed; we came on a Tuesday night and the bar was fairly slow, but that allowed us the opportunity to chat with with some of the staff, who were really nice and knowledgable about the menu. The bar itself is small with a cool modern decor; please note that it is a standing room only kind of place, NO chairs anywhere. The drink menu is fairly extensive, a little on the pricey side (ie: $14 cocktails, $10-15 glasses of wine) and the small bites are all written on the mirror on the side. The bites were good, although also on the pricey side. We shared some croquettes (not as cheesy as I would have expected, but tasty), and the pastrami salmon on the everything bagel is to DIE for. SO good, I could have eaten a large plate of this. However, they really are very small bites, and for the price ($9-16 per plate), on the verge of not quite being worth it. However, food and drinks were great with a good selection and a cool ambiance. Would recommend stopping by at least for the experience! read more

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I came across this place while bar hopping with my boyfriend and his friend who made the spontaneous decision to give this place a try. We each got our own drink and while all three were solid, the one that stood out the most was peanut butter flavored! I can't recall the name and it seems like they're constantly switching out their drinks but if you get a chance to see it on the menu, I'd highly recommend! In terms of the environment, the space itself is actually pretty small and is mostly standing room but there's something quite charming about this spot. It's perfect for a quick pregame before a long night out. I'd definitely visit again when I return to Boston! read more

This tiny standing-room-only spot has such a fun, joyful vibe. Staff is attentive, cocktails are inventive and tasty, and (although I didn't partake) the food menu looks both delicious and accessible both in selection and price. Perfect for a pre- or post-dinner stop. Just don't come here for a serious conversation though- the music is very loud and it's more of a group/party scene. read more

Nice little place for a standing drink. Creative cocktails, affable staff. Good place for after/before your main event of the evening.

Don't come here if it's close to closing time or risk pissing off the red headed bartender. Food was great. Cocktails were great. Good local beer list with some rotating taps like Lamplighter. Standing room bar only. But cool. Unfortunately, we skipped out on the end of our Sox game and got there at 10:10 for an 11pm close and the bartender acted like we were crashing a private party. We asked for suggestions on the food and cocktails and she sighed like it was a chore. Some friends of hers showed up and she was suddenly super friendly, but we asked for a last cocktail ten minutes before closing and she visibly signed and showed huge annoyance. While wearing a t shirt that said "smile smile smile" and complaining to her friends that her night was slow. At $15 a cocktail, you could smile once and probably make some decent money. read more