★ Boston Pride Parade & Festival 2026
Boston Pride For The People brings back the annual Pride Month parade and festival — one of the city's biggest and most vibrant celebrations of the year.
14 Things to Do in Boston This Week · June 4–7, 2026
Top Picks This Week
★ RITUAL: Wellness Social
Boston's largest wellness social returns with run club, bootcamp, and pilates classes followed by live DJ sets, a complimentary drink, cold tub recovery, and health vendors — strictly 21+.
★ Boston Ballet presents The Sleeping Beauty
Boston Ballet performs the classic fairy tale of Princess Aurora and true love's kiss in this enchanting full-length ballet production.
Arts & Culture
Boston Ballet presents The Sleeping Beauty
Boston Ballet performs the classic fairy tale of Princess Aurora and true love's kiss in this enchanting full-length ballet production.
Thursday, June 4, 2026 7:30 PM · Downtown Boston
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Somerville Art Fair | June Art Salon
A relaxed evening at Bow Market in Somerville to meet local artists, explore original artwork, and connect with the creative community.
Friday, June 5, 2026 · Bow Market, Somerville
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Open House and Book Sale at Otis House
Explore the historic Otis House museum operated by Historic New England and browse a special book sale during this open house weekend.
Saturday, June 6, 2026 · Otis House, Boston
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Date Night
Music & Nightlife
Chelsea Handler at Wang Theater
The uber-popular comedian, actress, and bestselling author brings her live show to the Boch Center Wang Theater for one night.
Friday, June 5, 2026 · Wang Theater, Boston
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American Mosaics: Neave Trio
The two-time Grammy-nominated Neave Trio closes out GBH Music's 2025-2026 season with an evening of American chamber music.
Wednesday, June 17, 2026 7:15 PM · GBH Studios, Boston
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Free Events
Outdoors & Active
Summer Kickoff Sweat and Sip
A summer kickoff fitness event at F45 Training Southie followed by sips — the perfect mix of movement and socializing.
Friday, June 5, 2026 5:30 PM · F45 Training Southie, Boston
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Festivals & Special Events
Boston Pride Parade & Festival 2026
Boston Pride For The People brings back the annual Pride Month parade and festival — one of the city's biggest and most vibrant celebrations of the year.
Saturday, June 6, 2026 · Copley Square and Boston Common, Boston
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Coolidge Corner Arts Festival
The 46th annual free outdoor arts festival in Brookline features 70+ arts and crafts booths, live DJ, food trucks, and a beer and wine garden.
Saturday, June 6, 2026 · Coolidge Corner, Brookline
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Pride Outside Party
A free outdoor Pride celebration at Summer Street Plaza in Downtown Crossing featuring Orgullo Latino (Latin Pride) from 1–3 PM and POP After Dark with DJs and performances from 3–6 PM.
Saturday, June 6, 2026 1:00 PM · Summer Street Plaza, Downtown Crossing, Boston
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Family-Friendly
South Boston Family Fun Day
The 14th Annual Southie Family Fun Day hosted by the MOMS Club of South Boston welcomes families for a day of outdoor fun and community.
Saturday, June 6, 2026 · South Boston
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Phoenix Children's Chorus and Boston City Singers
A free concert featuring the Phoenix Children's Chorus and Boston City Singers performing at the historic Old South Church in Boston.
Sunday, June 7, 2026 4:00 PM · Old South Church in Boston
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