A Local Guide to South Boston and Beyond!

Angela
A Local Guide to South Boston and Beyond!

Favs you can walk to!

A few of my favorite local spots :)
An adorable local cafe located conveniently within walking distance of the condo featuring unique spins on coffee and pastries! Perfect for breakfast during a morning stroll.
Cannonball Cafe
383 Dorchester Avenue
An adorable local cafe located conveniently within walking distance of the condo featuring unique spins on coffee and pastries! Perfect for breakfast during a morning stroll.
One among many in the Boston area, this hip modern cafe features a variety of delicious and beautiful pastries. Plenty of GF and Vegan options! My favorite is the Americano, and shakshuka!
Tatte Bakery & Cafe
60 Old Colony Avenue
One among many in the Boston area, this hip modern cafe features a variety of delicious and beautiful pastries. Plenty of GF and Vegan options! My favorite is the Americano, and shakshuka!
If you're up for a fun work-out, and have fallen into the pickleball hype, this place lets you rent out pickleball courts and drink at the same time!
PKL Boston
64 C Street
If you're up for a fun work-out, and have fallen into the pickleball hype, this place lets you rent out pickleball courts and drink at the same time!
A fun, chill brewery with pizza (try the pickle pizza!) and a cute outdoor space.
6 os moradores locais recomendam
Castle Island Brewing - South Boston
10 Old Colony Avenue
6 os moradores locais recomendam
A fun, chill brewery with pizza (try the pickle pizza!) and a cute outdoor space.
One of the best places for tacos in Boston and it's all a short walk away!
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Loco Taqueria & Oyster Bar
412 W Broadway
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One of the best places for tacos in Boston and it's all a short walk away!
A Southie classic! This place features the best pasta in town (rivals that of the North End!) and excellent drinks.
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Capo Restaurant & Supper Club
443 W Broadway
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A Southie classic! This place features the best pasta in town (rivals that of the North End!) and excellent drinks.

Speakeasies!

Located in the alleyway behind Bronwyn, this quirky speakeasy has hands down the best cocktails in town.
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Backbar
7 Sanborn Ct
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Located in the alleyway behind Bronwyn, this quirky speakeasy has hands down the best cocktails in town.
Located in an alleyway in Chinatown. You'll find a nondescript door with a phone number above the door handle. CALL DO NOT KNOCK. Incredible cocktails and also a bomb soundtrack.
Offsuit
5 Utica Street
Located in an alleyway in Chinatown. You'll find a nondescript door with a phone number above the door handle. CALL DO NOT KNOCK. Incredible cocktails and also a bomb soundtrack.
A unique dining/ drinking experience! Farmacia is a pop-up bar that recently opened. One ticket includes an entire course of cocktails, with tasteful complementary bar snacks between drinks. October's menu theme is Fall Harvest. Each time slot features only 9 seats so it is almost always sold out for parties of 2 or more but if you keep an eye on the site, you may be able to get off the waitlist at the last minute for a late night 10 PM+ slot. Search "farmacia boston"
Farmacia
5 North Square
A unique dining/ drinking experience! Farmacia is a pop-up bar that recently opened. One ticket includes an entire course of cocktails, with tasteful complementary bar snacks between drinks. October's menu theme is Fall Harvest. Each time slot features only 9 seats so it is almost always sold out for parties of 2 or more but if you keep an eye on the site, you may be able to get off the waitlist at the last minute for a late night 10 PM+ slot. Search "farmacia boston"

Neighborhoods

The South End is a beautiful, historic neighborhood within walking distance of Southie! Enjoy quaint brick lined roads adorned with trees and historic brownstones, trendy bars and restaurants (see "Favorite Bars and Restaurants").
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South End
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The South End is a beautiful, historic neighborhood within walking distance of Southie! Enjoy quaint brick lined roads adorned with trees and historic brownstones, trendy bars and restaurants (see "Favorite Bars and Restaurants").
Also within walking distance from Southie (take the Traveler's street bridge close to the Broadway T), Boston's historic Chinatown features classic hole-in-the-wall restaurants such as Windsor Dim Sum cafe, Dumpling Cafe, Q restaurant (hot pot), and numerous other delightful cafes you can discover from exploring.
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Chinatown
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Also within walking distance from Southie (take the Traveler's street bridge close to the Broadway T), Boston's historic Chinatown features classic hole-in-the-wall restaurants such as Windsor Dim Sum cafe, Dumpling Cafe, Q restaurant (hot pot), and numerous other delightful cafes you can discover from exploring.
Home to the classic Fenway Park, Fenway now offers a lot more than just baseball! Accessible via green line (take the Andrew/ Broadway stop on the red to Park street to switch to green, and get off at Kenmore), Fenway now features hip trendy bars/ restaurants such as Nathalie (woman-owned natural wine bar), and Hojoko (Japanese fusion with a whiskey flight menu!).
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Fenway–Kenmore
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Home to the classic Fenway Park, Fenway now offers a lot more than just baseball! Accessible via green line (take the Andrew/ Broadway stop on the red to Park street to switch to green, and get off at Kenmore), Fenway now features hip trendy bars/ restaurants such as Nathalie (woman-owned natural wine bar), and Hojoko (Japanese fusion with a whiskey flight menu!).
I think Somerville is the most underrated neighborhood in Boston! Imo it has the best restaurants (think quirky, local charm over trendy IG-ready places) and bars such as Dear Annie, Backbar, Sarma, and any place in Bow Market. The only downside is it is not very T-accessible. Your best bet is ubering.
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Somerville
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I think Somerville is the most underrated neighborhood in Boston! Imo it has the best restaurants (think quirky, local charm over trendy IG-ready places) and bars such as Dear Annie, Backbar, Sarma, and any place in Bow Market. The only downside is it is not very T-accessible. Your best bet is ubering.
Easily accessible on the red line (Harvard, Central, Kendall), Cambridge is home to the historic Hahvahd and MIT, but also some of my favorite squares to walk around for an evening of exploration. Walk around Harvard Square and check out the used book stores and record shops while enjoying pizza at Pinnocchio's or a variety of cuisines at the numerous restaurants in the area. Favs also include: Alden and Harlow, The Sinclair.
32 os moradores locais recomendam
Cambridge
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Easily accessible on the red line (Harvard, Central, Kendall), Cambridge is home to the historic Hahvahd and MIT, but also some of my favorite squares to walk around for an evening of exploration. Walk around Harvard Square and check out the used book stores and record shops while enjoying pizza at Pinnocchio's or a variety of cuisines at the numerous restaurants in the area. Favs also include: Alden and Harlow, The Sinclair.
Access: Red line to Downtown Crossing with a short walk, or red to orange line (Haymarket stop). The North End is essentially Boston's Little Italy, featuring mom-and-pop old world Italian restaurants, patio dining on brick lined patios, and just an overall European vibe. It can get a bit touristy but worth it for the history!
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North End
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Access: Red line to Downtown Crossing with a short walk, or red to orange line (Haymarket stop). The North End is essentially Boston's Little Italy, featuring mom-and-pop old world Italian restaurants, patio dining on brick lined patios, and just an overall European vibe. It can get a bit touristy but worth it for the history!

Angela's Favorite Restaurants

Curated favorites from my 8 years in Boston. Don't forget to also check out Eater Boston for newer restaurants!
Located in Somerville in the Winter Hill neighborhood. Best to uber. Probably one of the best restaurants I've ever been to. Mediterranean with a twist. Try their cornbread! Best to uber.
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Sarma
249 Pearl St
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Located in Somerville in the Winter Hill neighborhood. Best to uber. Probably one of the best restaurants I've ever been to. Mediterranean with a twist. Try their cornbread! Best to uber.
Located: Somerville. Best to uber. Quaint Peruvian restaurant. Incredible food! Try their Ceviche!
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Celeste
21 Bow St
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Located: Somerville. Best to uber. Quaint Peruvian restaurant. Incredible food! Try their Ceviche!
Access: walking or ubering. A South End favorite! Often features live jazz music. Great brunch! Cool vibe.
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Beehive Restaurant
541 Tremont St
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Access: walking or ubering. A South End favorite! Often features live jazz music. Great brunch! Cool vibe.
Access: Red to orange - Chinatown stop. The best dim sum in Boston. Cash only!
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Winsor Dim Sum Café
10 Tyler St
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Access: Red to orange - Chinatown stop. The best dim sum in Boston. Cash only!
Right next to Backbar in Somerville in that alleyway! The best farm to table dishes in Boston.
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FIELD & VINE
9 Sanborn Ct
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Right next to Backbar in Somerville in that alleyway! The best farm to table dishes in Boston.
Located: Harvard Square (red line). Great American food, twists on classic dishes, cool vibe, great drinks.
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Alden & Harlow
40 Brattle St
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Located: Harvard Square (red line). Great American food, twists on classic dishes, cool vibe, great drinks.

Favorite places to drink

Outside of the speakeasies above of course :)
Located in Fenway. Access: red to green via Park St stop. Get off at Fenway on the green line. Nathalie and Haley Henry share one owner! These woman owned natural wine bars are classy, delightful, and feature knowledgeable friendly staff.
nathálie
186 Brookline Avenue
Located in Fenway. Access: red to green via Park St stop. Get off at Fenway on the green line. Nathalie and Haley Henry share one owner! These woman owned natural wine bars are classy, delightful, and feature knowledgeable friendly staff.
Access: red to orange, get off at the downtown crossing stop. Sister bar to Nathalie. Another great classy find perfect for a glass of wine while waiting for a table at a restaurant or a date night!
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haley.henry
45 Province St
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Access: red to orange, get off at the downtown crossing stop. Sister bar to Nathalie. Another great classy find perfect for a glass of wine while waiting for a table at a restaurant or a date night!
Located: Somerville in Union Square. Best to uber. One of my favorite wine bars in Boston! Super charming and hip, located in Bow Market, a collection of small local shops/ restaurants.
Rebel Rebel
1 Bow Mkt Wy
Located: Somerville in Union Square. Best to uber. One of my favorite wine bars in Boston! Super charming and hip, located in Bow Market, a collection of small local shops/ restaurants.
Located: Harvard Square on the Red line. Part bar, part live music venue. Try to catch a show here while you're in town! They usually feature more indie artists.
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The Sinclair
52 Church St
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Located: Harvard Square on the Red line. Part bar, part live music venue. Try to catch a show here while you're in town! They usually feature more indie artists.
Located: South End. Walkable! Featuring a Halloween themed pop up for the month of October! Fun drinks in a themed space.
Shore Leave
11 William E Mullins Way
Located: South End. Walkable! Featuring a Halloween themed pop up for the month of October! Fun drinks in a themed space.