Relaxed & Chill Events in Boston

Intermediate Hike: Mt. Moosilauke

Fri, 8 May 2026 at 2:00 AM

Boston University

Wellness

An intermediate outdoor hike led by Boston University, tackling Mt. Moosilauke. Expect a moderate climb, forested trails, and rewarding summit vistas with fellow students and staff.

Baseball vs. Stony Brook

Fri, 8 May 2026 at 10:00 AM

Parsons Field

Sports

Cheer on Northeastern as they host Stony Brook at Friedman Diamond, Parsons Field in Boston. An outdoor college baseball showdown with student crowds, husky spirit, and a lively game-day atmosphere.

The Scratch

Fri, 8 May 2026 at 3:00 PM

Brighton Music Hall presented by Citizens

Music

A live rock show featuring The Scratch, delivering high-energy alternative rock at Brighton Music Hall in Boston. Presented by Citizens, the evening blends punchy guitar hooks with crowd-friendly anthems at a classic indoor venue.

Shakedown Citi

Fri, 8 May 2026 at 3:00 PM

The Middle East Upstairs

Music

Shakedown Citi brings a psychedelic-tinged rock show to the Middle East Upstairs in Boston. A high-energy live set in an intimate room, blending gritty riffs with spacey textures.

Found Magazine 25th Anniversary Tour: Reading with Davy & Peter Rothbart

Fri, 8 May 2026 at 3:00 PM

WBUR CitySpace

Literature

Found Magazine marks its 25th anniversary with a live reading by Davy Rothbart and Peter Rothbart at WBUR CitySpace in Boston. Expect intimate stories, found-object anecdotes, and a candid conversation about the magazine's legacy and impact on literary culture.

PURITY RING: PLACE OF MY OWN TOUR

Fri, 8 May 2026 at 3:00 PM

Paradise Rock Club presented by Citizens

Music

Purity Ring brings its Place Of My Own Tour to Boston's Paradise Rock Club. The duo delivers moody electronic synth-pop with lush production and hypnotic vocals in an intimate venue, blending rock-influenced textures with pop hooks.

Comedy Gold w/ host Zach Stewart

Fri, 8 May 2026 at 3:15 PM

The Comedy Studio

Comedy

An evening of sharp stand-up at The Comedy Studio in Boston as Comedy Gold returns with host Zach Stewart. This 18+ show requires a 2-item minimum and recommends arriving early to secure seating. A lively, intimate venue for fans of punchy jokes and crowd work.

Stillwater

Fri, 8 May 2026 at 3:30 PM

Haymarket Lounge at City Winery Boston

Music

Stillwater, a bluegrass sextet formed in 2023, brings modern renditions of traditional folk and bluegrass with improvisational jamgrass flair to City Winery Boston's Haymarket Lounge on May 8, 2026 at 7:30 PM. Expect tight ensemble playing across guitar, mandolin, fiddle, bass, dobro and banjo in an intimate, roots-driven evening.

Donnell Rawlings

Fri, 8 May 2026 at 3:30 PM

The Wilbur Theatre

Comedy

Donnell Rawlings brings his sharp stand-up to The Wilbur Theatre in Boston on May 8, 2026 at 7:30 PM for a high-energy evening of observational humor and crowd work. A classic late-night comedy experience in a historic venue.

The Price Is Right Live - On Stage

Fri, 8 May 2026 at 3:30 PM

The Chevalier Theatre

Theater

A live, on-stage version of the iconic TV game show The Price Is Right, featuring audience participation, buzzer sounds, and prize giveaways. This high-energy theater production comes to Chevalier Theatre in Medford, MA on May 8, 2026 at 7:30 PM, offering family-friendly entertainment for fans of all ages.

Gary Louris

Fri, 8 May 2026 at 4:00 PM

Club Passim

Music

Gary Louris headlines Club Passim in Boston, delivering country-tinged singer-songwriter songs in an intimate, up-close venue. Expect melodic storytelling, warm guitar textures, and a night of classic Americana from a longtime frontman of The Jayhawks.

Your Own Private Bookstore Night

Fri, 8 May 2026 at 4:00 PM

Porter Square Books

Literature

Experience a private bookstore night at Porter Square Books in Boston. Browse with a friend in a quiet, bookshop setting, with a few booksellers on hand to help you discover favorites. A unique literary outing that makes shopping for books feel like a personal party.

Sugar Sammy

Fri, 8 May 2026 at 4:00 PM

Laugh Boston

Comedy

Join Sugar Sammy for a night of sharp, high-energy stand-up at Laugh Boston. This live comedy show brings the acclaimed international comic to an intimate club setting in downtown Boston, delivering bilingual humor, crowd work, and unforgettable punchlines.

The Late Night with Ethan Cannon

Fri, 8 May 2026 at 5:30 PM

The Comedy Studio

Comedy

Laugh the night away at The Late Night with host Ethan Cannon, a sharp stand-up set at The Comedy Studio in Boston. 18+ show with a 2-item minimum; expect brisk, grown-up humor and punchy crowd-work in an intimate venue.

Inside Flow Workshops with Rebecca Rasmussen

Fri, 8 May 2026 at 6:00 PM

Down Under School of Yoga

Wellness

An evening Inside Flow workshop led by Rebecca Rasmussen at Down Under School of Yoga in Boston. Step into a rhythm-guided vinyasa that blends breath, beat, and movement for a powerful, energizing practice.

Nervous System Reset: Somatic & Restorative Yoga with Reiki & Sound

Fri, 8 May 2026

Summer Street Wellness

Wellness

Join a calming session at Summer Street Wellness in Boston for nervous-system reset through somatic and restorative yoga, complemented by Reiki and sound. This workshop invites mindful movement, breathwork, and gentle energy work to soothe stress and balance the nervous system.

Barns & Blooms Half Marathon

Sat, 9 May 2026 at 4:00 AM

Garage B

Sports

The Barns & Blooms Half Marathon in the Boston area kicks off at 8:00 AM on May 9. A scenic road race winding through urban and suburban landscapes with supportive crews along the course, inviting serious runners and weekend enthusiasts alike.

PorchFest 2026

Sat, 9 May 2026 · All day

Crystal Ballroom at Somerville Theatre

Festival

PorchFest 2026 brings live porch-side performances across Somerville, with local musicians turning porches, yards, and driveways into intimate outdoor stages. A casual, family-friendly festival that invites neighbors to park-hop and enjoy free, accessible music in a charming residential setting near Boston.

This I Believe Sunday

Sat, 9 May 2026 at 7:00 AM

Boston University

Literature

This I Believe Sunday at Boston University offers a literature reading of personal essays and reflections on core beliefs through live readings and audience discussion. A welcoming campus gathering for BU students and the public on Sunday morning.

Boston Open Market

Sat, 9 May 2026 · All day

Boston Public Garden — Boylston Street Entrance

Market

Outdoor craft-market at Boston Public Garden's Boylston Street Entrance featuring 55+ local artisans selling handmade jewelry, art, ceramics and textiles. Free to attend and family-friendly.

Searows

Sat, 9 May 2026 at 2:00 PM

Royale Boston

Music

Searows headlines a live music show at Royale Nightclub in Boston. Doors open 6:00 pm and the concert starts at 7:00 pm, with opening acts. This ticketed nightclub performance promises an energetic evening of indie-inspired live music.

Discover Iyengar Yoga: A Free Community Offering

Sat, 9 May 2026 at 2:00 PM

Down Under School of Yoga

Wellness

Join a free two-hour Iyengar yoga session at Down Under School of Yoga in Boston. This introductory community class focuses on alignment and precision, guided by the studio's Iyengar & Align team, in a welcoming atmosphere.

Rob Anderson: Are You Afraid of the ‘90s?

Sat, 9 May 2026 at 3:00 PM

The Wilbur Theatre

Comedy

Boston-based comedian Rob Anderson headlines The Wilbur Theatre with a set that riffs on 1990s culture, fashion, and late-night nostalgia. A lively, relatable stand-up show that blends sharp storytelling with audience interaction in a classic venue.

Tyler Rich & James Barker Band: Good Times & Better Company Tour

Sat, 9 May 2026 at 3:00 PM

Brighton Music Hall presented by Citizens

Music

On May 9, 2026 at 7 PM, country music stars Tyler Rich and James Barker Band bring their Good Times & Better Company Tour to Brighton Music Hall in Boston for an energetic evening of contemporary country hits. The intimate venue promises lively performances and a crowd-friendly, feel-good atmosphere for modern-country fans. Get ready for a memorable night of twang and big hooks.

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