1. Teddy’s On The Hill

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Boston, MA

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Teddy’s On The Hill

3.5 (51 reviews)
Closed • 11:30 am - 2:00 AM (Next day)
Updated a few days ago

Teddy’s On The Hill Photos

TEDDY’S ON THE HILL ATMOSPHERE

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John B.

We enjoyed ourselves. My kids really liked their burgers. I liked the impossible burger and the fries. The service was good. It's a bar atmosphere with cool pictures and multiple tvs showing sports. The music got a little rough at one point but it is a bar atmosphere

Amanda B.

Around 10 pm on a Sunday, some friends and I decided what would make our trip to Boston even better would be a shot-ski. Google seriously was lacking with information about where we could find this - other than a winter pop up from 2018. So, we decided to make some phone calls. Teddys said "we do have one" so we made the trip. When we showed up we were greeted by a bouncer with a QR code sweatshirt (you should scan it). We rolled in with what I assume were several locals at the bar, all very welcoming and having a great time! He dug the shot ski out from the depths of behind the bar and even offered up some googles and we were set! Everyone could select their own shot, and most of my group did the lemon drop (highly recommend - it was well made). They also offer Jell-O shots, which were solid. The vibes were immaculate and everything you want from a dive bar. Touch tunes had a wide variety of songs playing and screaming Pink Pony Club at the top of your lungs was encouraged or at least didn't get us kicked out. Playing skeeball and the ring game added some extra fun. If you are nice, you can meet the bar frog! Highly recommend checking out Teddy's on the Hill/red hat for the best dive bar vibes and one of the few shot-ski's in the city!

Jesan A.

Nice dive bar vibes--seems like your typical spot to catch up with friends or co workers after work. Sports on TV. Limited menu, tied to the restaurant upstairs. Now one establishment.

A full martini.
Madison N.

Been wanting to come here for a while now, I wanted to love the bar but I couldn't. First we went downstairs and it was dead. Sat at a table and waited 10 min to have a bartender come to us, instead they played on their phones. The wall next to the barstool smelled like human urine! So gross. We left and went upstairs. We at least were greeted. Had a few more people upstairs and they had some good music on, but shortly turned it off for Friday night football? We were served and then told if we want anything, go to the bar. Ordered a pornstar martini and it was awful. They should not have this on the menu if it cannot be made correctly (or even close). Came clear (normally bright orangey yellow) and both of our drinks were not filled to the brim and were different pours. It was super disappointing but could still drink it. Drank it up and got out of here, not sure if it was an off night or not but they had so many negative attributes.

Mac and cheese
Kristin C.

Overall experience was great. First time here since they changed from the original name/owner (?) of the restaurant. Tenders were great! Mac & cheese was delicious Steak tips were ok. Service was wonderful!!! I definitely recommend, especially if you're looking for a quick bite before heading to the TD Garden!

Wings and fries
Jon B.

Came to Teddy's to watch some sports and get some wings . Traditional sports bar feel with all the fixings . They actually seemed a little understaffed at the time ( which is the trend these days). I ordered some buffalo wings and fries with beer . Wings were good as well as the fries . Nice choice in a competitive maaaaaarket in Boston

Spiked ice cream sundae
Samantha P.

I've been to Teddys a few times now and every time I go, I get so full from eating so much good food! I've never had just an okay meal here; every time it's amazing. You can't go wrong when ordering. HIGHLY recommend the Buffalo chicken Mac and cheese. The nachos are also sooo good and massive. They have an upstairs and downstairs bar. The upstairs takes reservations and is better for getting dinner. The downstairs is more of a dive bar vibe with skeeball! They also have specials almost every day of the week and have sport watch parties.

Jay & Kell having some downstairs.

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1 year ago

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2 years ago

Loved this bar! Food was great, drinks were excellent and well priced especially for the area.

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3 years ago

Food is great can't go wrong with any item on the menu. Remember it's a bar so drinks are good too..

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3 years ago

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2 years ago

The staff is fantastic - especially Gaelan! Ask for the B-squared and to roll the dice, you won't regret it.

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4 years ago

Great service, great food, great beer - it's what you want, at the right prices. Get what sounds good to you .

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Amazing drinks!!! I loved my Helena and my fiancé's Curly Cola - drinks are alcohol forward so…read morewould recommend getting some of the small bites offered. If you've ever been to Backbar, it's the same great quality of drinks just south of the river! Service was great and super attentive when refilling water and getting our orders in. They do have a pretty strict 1.5hr reservation time because it gets pretty packed

It's nice when a place that you have high hopes for, lives up to that. Or in the case of the Wig…read moreShop, was even better than I expected. We arrived for our whirlwind 1 day Boston day with a few things planned. The Wig Shop was a spot I had earmarked as a maybe. On the way to Boston by train from New York, I read an article of great bars in all of America, and the Wig Shop had made their list. I showed my gal as we were in route to Boston, and we agreed that Karma was leading us there. I checked about a reservation, but ended up going over early to try and beat the walk in crowd. That worked out great, we had almost no wait. The place was full. There were alot of people enjoying the food menu, which we didn't plan on since we had dinner reservations elsewhere for later. But we got a couple of drinks. There are many types of speakeasies. The Wig Shop is one of favorite kinds, classy. The drinks were alcohol forward, with elegant presentations. It was perfect. It was nice that the universe pointed us towards this great Boston spot.

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3.8(85 reviews)
0.7 mi•Chinatown

This place was awesome!!!…read more If you are a Gen X'er, and love great cocktails, you will love this place! So we are from out of town; Texas, to be exact, and we were in Boston on vacation. We were looking for a place we could get some drinks and appetizers, and maybe watch some sports. A person in our group found this place online, so we gave it a try. We loved it! The 80s & 90s decor, as well as the 80s & 90s music they were playing made it an instant hit for our Gen X group. Every single song that was played was on my personal playlist, so we sang along and danced at our table to the tunes that took us back in time. There were some early 2000s songs played, too, but all songs played were songs we know and love. So needless to say, we loved the music!! Also, the drinks...oh my, the drinks. They were so, so good! Some in our group had the Adult Caprisun, including myself. It was so tasty, and served in an actual pouch, which brought me back to my 80s childhood. Another in our group ordered the Pink Flamingo which came with a little inflatable pink flamingo that you could take home with you. We noticed that the drinks were just perfect, too; not too strong with alcohol, and not watered down, either. The food was okay. It's bar food, so it's not going to knock your socks off or anything, but it hits the spot if you are drinking and hanging with friends. Our server was good. She was attentive to our needs and took good care of us. It was interesting to me that we, a group of age 50 somethings, were the oldest among the clientele, as everyone else was probably in their 20s or early 30s, but we didn't care. We had a great time! The only reason I did not give this place 5 stars is because someone in our group wanted to watch the Red Sox game, and apparently it was on Apple TV that night and the bar didn't have Apple TV.

I stopped into Rock & Rye for a casual evening and had a decent overall experience. The service was…read morevery good; it was attentive and friendly from the moment I walked in. The atmosphere is very casual and low-key, perfect for grabbing drinks and a bite without any pretense. I ordered a flatbread listed as a Margarita, but it was more like a cheese pizza than a true Margarita. It was still decent, just not what I expected. The online menu did not match what was available at the restaurant, which made ordering a little confusing. On the drink side, the wine selection was underwhelming, but the beer list was solid, and the cocktail menu stood out. They clearly put more focus on mixed drinks. This is not a fine dining destination, but it works well for what it is, a laid-back bar with better-than-average food and a great drink program. I rate it 3.5 stars, but will round up to 4 for the strong service and cocktails. It is a good choice if you're looking for a casual spot downtown with good energy.

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Was in the area and looking for a place to spend some time that was relaxing and elevated. Vibe…read morefelt like dining in a Banana Republic retail store. Service was attentive and friendly. I especially enjoyed the extensive (albeit expensive) drink menu. It's a joy to find Islay Scotch, and the Champaign Cocktail had a lot to offer without tasting "busy." Also - the butternut squash soup was the best I ever had; there was a bit of Smokey creaminess to it that was absolutely delicious! Only negative really was that our table could have used a little table lamp. I did have trouble reading the menu.

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Teddy’s On The Hill - bars - Updated October 2026

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