June 20-22, 2025

Get ready, Boston! This weekend is packed with exciting events, including the ongoing Pride festivities, the powerful Embrace Ideas Festival, the mouth-watering Boston Pizza Festival, and more. Check out the top events in Boston this weekend below.

Weekend Highlights

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Indulge in delicious slices from top pizzerias in Boston at the Boston Pizza Festival. Enjoy a vibrant showcase of culinary delights, an immersive art experience, and live performances at the Cambridge Arts River Festival. Find more weekend highlights below.

Roxbury International Film Festival Jun 19
  • Various Locations
  • Recurring daily

The Roxbury International Film Festival is the largest festival in New England that celebrates people of color. Over the course of 10 days the festival screens all genres of films, holds workshops and panel discussions and offers filmmakers the opportunity to network with each…

Boston Pizza Festival Jun 21
  • City Hall Plaza, Boston, MA

Try as many pizzas as you can: Get out there and try some new slices from each pizzeria - you're sure to find something delicious! Pizza stands will be accepting pizza slice tickets that can be purchased online or at the event. We recommend getting your pizza slice tickets online…

Juneteenth

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Celebrate Juneteenth at the Boston Embrace Ideas Festival, where art, culture, and insightful conversations spark a joyful vision for a better future. Enjoy a day full of music, dancing, picnics, and barbecues for all to enjoy at the Juneteenth celebration in Franklin Park. Find more Juneteenth events in Boston below.

Embrace Ideas Festival Jun 19

The Embrace Ideas Festival is a yearly celebration of ideas grounded in arts, culture and public scholarship. This multi-day gathering brings together local, state and national leaders to amplify anti-racism and a vision for a transformed Boston by 2030. Rooted in racial equity…

Frederick Douglass Opera Jun 20

The Boston Modern Orchestra Project (BMOP), in partnership with “one of the nation’s most intriguing opera companies (The New York Times),” Odyssey Opera, presents the New England premiere of Frederick Douglass at New England Conservatory’s Jordan Hall on Friday, June 20, 2025…

Boston Pride

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The celebration continues! Join the party at Outloud, Boston's star-studded LGBTQ+ music festival featuring incredible performances, delicious food, and more. Browse upcoming Pride festivities in Boston below.

Outloud Music Festival Jun 21
  • The Stage at Suffolk Downs

Outloud is a multi-day, award-winning LGBTQ+ Music Festival, happening June 21 in Boston. Outloud will take place at the Stage at Suffolk Downs, and features a star-studded line-up celebrating and advocating for queer voices in music. This high-energy concert features…

Next Level Fusion - Pride Social Jun 21

Come one, come all to our Pride Social - hosted in collaboration with The Anchor Boston and Next Level Fusion! Celebrate Pride with an unforgettable evening of rhythm, community, and joy on the waterfront! Join us for an all-ages dance party featuring: Bachata and salsa social…

Read My Lips: A Drag Tournament Jun 21

Each drag performer will show off their most sickening lip sync number and YOUR votes will determine the top two Read My Lips contestants. The top two performers will go head to head in an epic lip sync battle for the crown! RuPaul’s Drag Race Season 17 contestant and legendary…

Queer AAPI Prom 2025 Jun 22
  • Stage Karaoke X Studios

NAAAP Boston's Pride Committee is back with Boston’s premier Queer AAPI Prom! Join us at Stage Karaoke in Allston for a night of singing, dancing, and fashion. Featuring special guest, drag king Jayden Jamison (@thegoldendragking). Allies are welcome, 21+ only. Limited free drink…

Spring into fun this season with exciting activities like whale watching excursions setting sail from the harbor, leisurely rides on the beloved Boston Swan Boats in the Public Garden, and more. See more seasonal events & activities in Boston below.

 

Swan Boats in the Public Garden Jun 19
  • Boston Public Garden
  • Recurring daily

Embark on a uniquely Boston experience with a Swan Boat ride in the Public Garden. Nestled in the heart of the city, the Swan Boats have been enchanting visitors since their opening in 1877, preserving a glimpse of Boston's rich history while offering a serene escape from the…

Codzilla with Boston Harbor Cruises Jun 19
  • Long Wharf
  • Recurring daily

Get ready for more thrills, more laughs, and more speed than you ever imagined as you zip across the ocean at up to 40 miles per hour. The wind roars. The music blares. And the waves will splash during a wet and wild 40-minute ride of full blast, sensational fun. Codzilla runs on…

Shopping / Pop-up Markets

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Find unique goods at one of Boston's pop-up markets.

 

Greenway Artisan Market Jun 21

The Greenway Artisan Market is a vibrant open-air market run by Somerville Flea featuring talented area artists, crafters, and independent designers. Visitors will find exceptional art, locally produced products, and much more! Explore the parks, stroll tree-lined promenades…

Roslindale Village Main Street Farmers Market Jun 21
  • Recurring weekly on Saturday

The Roslindale Village Main Street Farmers Market is a staple in the community. The Summer Farmers Market typically begins the first Saturday in June and runs until just before Thanksgiving. The Winter Farmers Market generally starts in early January and runs though March.

Seaport Summer Market Jun 21
  • Seaport Common
  • Recurring weekly on Sunday, Saturday

Our partners at is bringing a diverse group, predominantly consisting of local, women, and minority-owned businesses. With a mix of popular returning artisans and new entrants, all offer a unique assortment of products, including clothing, jewelry, skincare, home décor, pet…

SoWa Open Market Jun 22

The SoWa Open Market is one of the largest open-air farmer and artist markets in Boston. With a variety of regional and local vendors, plus food + beverage trucks, nestled among artist studios, galleries, and retail shops on the pedestrian-only Thayer Street, the SoWa (South of…

Family Friendly

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Make the most of your family time with exciting activities for the whole family. Discover fun things to do with kids in Boston below.

The Lawn on D Jun 19
  • The Lawn on D
  • Recurring daily

The 2025 season of The Lawn on D has begun! We have BIG events on tap all season that you won’t want to miss, along with live music and tasty eats and drinks from our kitchen & bar. Gates are regularly open 7 am - 11 pm Monday through Saturday and 7 am - 10:30 pm on Sunday…

Greenway Carousel Jun 19

We look forward to welcoming you at the Greenway Carousel at The Tiffany & Co. Foundation Grove on The Greenway. Take a spin on one of our native New England carousel creatures, located in the heart of downtown Boston. This is the only carousel of its kind. The hand-carved…

The Big Bounce America in Wrentham Jun 21
  • Wrentham Developmental Center
  • Recurring weekly on Sunday, Saturday

The Big Bounce America is the largest touring inflatable event in the world! We’ve created an action-packed day out suitable for all ages and featuring some of the most unique and exciting custom-built inflatable attractions ever made.

25 Things to Do in Boston with Kids May 22
Activities & Attractions

25 Things to Do in Boston with Kids

We know you have one goal when traveling with kids – keep them occupied! Luckily, Boston is full of fun for the entire family that will prevent you from hearing those…

Food, Beer, & Wine

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Enjoy free wine tasting at the Urban Grape or a free beer tasting event featuring a local brewery at Boston Public Market. Unwind with a refreshing craft beer at one of Boston's recently opened beer gardens. Don't forget - Boston's Pizza Festival kicks off this weekend with free entry! Discover more food, beer, & wine events in Boston below.

 

Hop-Up Series: Local Brewery Tastings Jun 20

This summer, head to the HUB on Fridays for our Hop-Up series! Each week, a New England brewery will join us from 5-7pm for a free tasting event - come hang out and discover your new favorite brews🍺 (Ages 21+) Hop-Up Schedule: Friday, June 13: Sam Adams Downtown Boston Taproom…

Cocktails and Candles Jun 22

Join us for a relaxing and entertaining afternoon of candle making on our outdoor patio! This workshop by Ain't Easy Candles, includes a beverage and a bite! MULTIPLE SESSIONS: Session 1: 1:00 – 2:30 PM Session 2: 4:00 – 5:30 PM

Theater & Dance

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See a charming musical rom-com, Two Strangers (Carry a Cake Across New York), unfold in NYC as a naive Brit connects with a local, changing both their lives. Experience the joy of Hello, Dolly!, a captivating musical filled with classic songs and heartwarming humor. Browse upcoming theater and dance performances below.

Two Strangers (Carry a Cake Across New York) Jun 19

A naïve and impossibly upbeat Brit, Dougal, has just landed in New York for his dad’s second wedding—the dad he’s never known. Robin, the sister of the bride, is at the airport to pick him up—and she’s late for work. Hungry for an adventure in the city he’s only seen in movies…

Hello, Dolly Jun 19
  • Boston Lyric Stage
  • Recurring weekly on Sunday, Wednesday, Thursday, Friday, Saturday

Brimming with classic musical theater tunes, endearing characters, and good-humor all around, Hello Dolly! is the perfect balm for the soul. With a twinkle in her eye, Dolly Levi orchestrates matters of the heart for those looking for love as the incomparable matchmaker that she…

Asian American Ballet Project Presents Receding and Reemerging Jun 21
  • Arrow Street Arts
  • Recurring daily

Experience Receding and Reemerging, the third annual performance by the Asian American Ballet Project, on June 21-22 at Arrow Street Arts in Cambridge, MA. This mixed-bill concert features original choreography, live accompaniment, and powerful stories of Asian American identity…

We Call it Ballet: Sleeping Beauty in a Dazzling Light Show Jun 22
  • The Huntington Theatre

Experience Sleeping Beauty like never before in this dance and light show. Enjoy a unique fusion of classical ballet and modern technology, where local dancers literally light up the stage with glittering routines and glow-in-the-dark costumes. The timeless tale of the cursed…

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