South End, Boston guide

A stroll around the South End is a journey into the largest collection of Victorian-era brownstone townhouses in the United States. Built in the mid-19th century to attract working-class families, they sit along avenues and overlook handsome squares like Chester Square, Union Park and Worcester Square. Delve deeper into the architectural heritage during October’s South End House Tour.

SoWa Art + Design District is the South End’s creative hub. Here, old industrial warehouses have been converted into art studios, fashion boutiques and showrooms. With award-winning cafes and eateries too, it’s a perfect spot for lunch or an afternoon drink. Keep an eye out for regular events showcasing the talents of the region’s best artists and makers.

The South End has been a focal point of Boston’s thriving LGBTQ+ community going back to the 1970s. You’ll see rainbow flags flying high in front of the shops, bars and restaurants lining the streets. Experience the energy full tilt at the Boston Pride parade in June. Or be part of August’s all-inclusive Chandler Street Block Party.

Travelling with the whole family? Kids love exploring the playground and ball courts at Peters Park. Or let them run off some steam at Union Park Street Playground while you relax on a tree-shaded bench. Fuel curious minds at Underground at Ink Block. Dozens of colourful street murals decorate this vast underpass turned urban park.

The best museums in the South End celebrate local artists. Check out contemporary exhibitions at the Mills Gallery. It’s part of the Boston Center for Arts, which also has spaces for live theatre, concerts and fairs. Enjoy 19th-century classics and modern productions at the world-famous Boston Ballet. And visit the Harriet Tubman Memorial, Step On Board, which honours the famous abolitionist.

The South End’s best restaurants attract food lovers from all over town. Find everything from classic diner grub to Asian street food and some of the most authentic Puerto Rican and Greek dishes around. A lot of the action happens along Tremont Street, nicknamed ‘Restaurant Row’. Don’t leave Boston without digging into fresh oysters and lobster rolls at celebrity chef Barbara Lynch’s B&G Oysters.

The South End’s nightlife scene has a little bit of everything, from dive bars and LGBTQ+ hangouts to pubs and jazz clubs. Welcoming Guinness-loving guests since 1909, JJ Foley’s Cafe is one of the city’s oldest and most popular Irish pubs. Switch things up by attending a play or musical at The Huntington Theatre.

Shopping in the South End is about independent designers and one-of-a-kind stores. Stroll along Tremont Street to find an eclectic mix of jewellers, wine merchants, tailors and home decor shops. Every Sunday from May to October, SoWa Open Market is your place for local and regional handicrafts, cosmetics and fresh produce.

Meet artists while browsing exhibitions at galleries and showrooms during the SoWa First Fridays. Every July, Festival Betances takes over Plaza Betances for New England’s longest-running Latin party. Expect live music, parades, market stalls and more. Over 100 art, craft and food stands turn SoWa Power Station into a festive wonderland for the annual SoWa Winter Festival.