20 Things to Do in Boston This Week · August 13–16, 2026

Festivals & Special Events

Fisherman's Feast 2026

The oldest continuous Italian festival in Boston's North End takes over North, Lewis, and Fleet Streets with food, music, and tradition.

Thursday, August 13, 2026 · North End, Boston

Madrugada Retail Pop-Up at 39 Winter St.

A limited-edition streetwear and apparel retail pop-up from Boston creator Nan at 39 Winter Street in Downtown Boston, running through August 17.

Friday, August 14, 2026 10:00 AM · 39 Winter Street, Downtown Boston

Harvard Square Vintage Block Party | Select Markets

A curated vintage block party fills Brattle Street in Harvard Square with select markets and curated finds.

Saturday, August 15, 2026 12:00 PM · Brattle Street, Harvard Square, Cambridge

Networking Night for Young Entrepreneurs

An evening gathering at Aloft's WXYZ Lounge for entrepreneurs, side-hustlers, and small business owners to connect and collaborate.

Wednesday, August 19, 2026 6:00 PM · Aloft WXYZ Lounge, 403 D Street, Boston

Food & Drink

Somerville Fermentation Festival 2026

Celebrate the world of microbes and fermented foods at Arts at the Armory with a local marketplace, live kraut-making, and more.

Sunday, August 16, 2026 · Arts at the Armory, Somerville

Curated Cuisine: A Taste of New England Fair Food

WBUR CitySpace hosts an intimate tasting event exploring the flavors and stories behind classic New England fair food.

Wednesday, August 19, 2026 · WBUR CitySpace, Boston

Arts & Culture

Kung Fu Films at the Gate in Chinatown Park

Three nights of classic action-packed kung fu films in Chinatown Park, each evening including a live performance and two short films.

Friday, August 14, 2026 · Chinatown Park, Boston

SALVAGE by Alexandria Nunweiler

A solo exhibition by Alexandria Nunweiler at Boston Center for the Arts in the South End, running through August 30.

Saturday, August 15, 2026 · Boston Center for the Arts, South End, Boston

Dr. David N. Hackney: Impossible Choices at Harvard Book Store

Harvard Book Store welcomes Dr. David N. Hackney for a discussion of his book on navigating high-risk pregnancy decisions after the Dobbs decision.

Tuesday, August 18, 2026 7:00 PM · Harvard Book Store, Cambridge

Music & Nightlife

Lyfe Jennings at City Winery Boston

R&B soul artist Lyfe Jennings performs two shows in one night at City Winery Boston's intimate dinner-and-show setting.

Saturday, August 15, 2026 · City Winery Boston, 80 Beverly Street, Boston

Jamie Lissow: Better Off Dad Tour

Stand-up comedian Jamie Lissow brings his Better Off Dad Tour to the Wilbur for a Sunday night show.

Sunday, August 16, 2026 7:00 PM · The Wilbur, Boston

Outdoors & Active

ASICS Bloomstride Demo & Community Run with the Megs

A free community run and shoe demo event with the Megs run crew hosted at the ASICS Run Shop in Boston.

Thursday, August 13, 2026 6:30 PM · The ASICS Run Shop, Boston

The Great Elephant Migration

Walk among 100 life-size elephant sculptures lining Commonwealth Avenue Mall in Back Bay in this free, family-friendly outdoor art installation.

Saturday, August 15, 2026 · Commonwealth Avenue Mall, Back Bay, Boston

Free Events

FREE Downtown Innovation Trail Walking Tour

A free guided walking tour exploring Boston's history of innovation through Downtown's landmark sites.

Thursday, August 13, 2026 4:00 PM · Downtown Boston

Adia Clark Lay & Friends at Boston Harbor Hotel

Free live outdoor music featuring Adia Clark Lay & Friends at the Boston Harbor Hotel as part of the Summer in the City series.

Thursday, August 13, 2026 6:00 PM · Boston Harbor Hotel, Downtown Boston

SoWa Open Market

Boston's beloved outdoor Sunday market brings together artisans, craftspeople, designers, and local farmers in the South End's SoWa district.

Sunday, August 16, 2026 11:00 AM · SoWa Boston, 530 Harrison Ave, South End, Boston

Family-Friendly

ABDB Guest Class with Afronita

A special guest dance class at Urbanity Dance featuring Afronita, an internationally recognized Afrobeats dancer.

Saturday, August 15, 2026 3:00 PM · Urbanity Dance, Boston

Date Night

After 5 Social: Seaport Patio Edition

BostonYPA hosts an after-work social on the patio at City Tap House in the Seaport — perfect for meeting new people over drinks.

Thursday, August 13, 2026 6:00 PM · City Tap Patio, 10 Boston Wharf Road, Seaport, Boston

Jovi Greene: The Lost in Her Mind Tour at City Winery

Singer-songwriter Jovi Greene brings her introspective Lost in Her Mind Tour to City Winery Boston for an intimate dinner-and-show evening.

Monday, August 17, 2026 · City Winery Boston, 80 Beverly Street, Boston

Field Trip: Country Line Dancing with Line Dancing Queens

WBUR CitySpace hosts an interactive country line dancing night with Line Dancing Queens — a fun, social experience for all levels.

Thursday, August 20, 2026 · WBUR CitySpace, Boston