Everything Fun You Can Do in Boston This Weekend

Spend Memorial Day Weekend at the drive-in theater, a brand new restaurant, or a major outdoor concert.

As we kick off the first long weekend of summer, our hearts and minds are in Uvalde, Texas, mourning the 19 children and 2 adults who lost their lives in yet another mass shooting. If you’re feeling similarly hopeless and frustrated, know that there are ways to help the families of the victims, including donating blood and supporting verified fundraisers. You can also contact your Congress Members and demand sensible gun reform or get involved with organizations like Everytown that are working to prevent gun violence in America.

We get it if you’re not in the mood to celebrate this weekend, but getting outside and enjoying beautiful weather, spending time with loved ones, and making some time to take action are some of the best ways to honor the memories of those who can no longer experience such simple joys. If you do decide to venture out, we’ve got a full slate of fun stuff, including a massive outdoor concert, the return of a beloved cocktail garden, and so much more. Here’s everything you can eat, drink, and do in Boston this Memorial Day Weekend.

Check out the one-two punch of Faccia Brutta and Bar Pallino

Friday, May 27 – Monday, May 30
Faccia Brutta and Bar Pallino
Restaurateurs Ken Oringer and Jamie Bissonnette just launched their first joint endeavor in six years, and now these two new spots are bringing a whole lot of deliciousness to Boston. The Newbury Street coastal Italian restaurant, Faccia Brutta, focuses on seasonal dishes that draw inspiration from Liguria, Sicily, and Sardinia. But wait, there’s more: down below is a natural wine bar called Bar Pallino that’s inspired by today’s subterranean Paris wine bars.
Cost: A la carte

Friday, May 27 – Monday, May 30
Brattle Theatre
You don’t need to spend the entire weekend outdoors. The Brattle will continue its tradition of honoring the city’s many college reunions with 25th, 50th, and 75th anniversary screenings of classics and staff picks this weekend. This year’s showings include Good Burger, Officer Killer, and The Hot Rock.
Cost: $12-14 per viewing

Friday, May 27 – Sunday, May 29
Mendon Drive-In
Listen, we know you’re going to go see Top Gun: Maverick—so why not see it on a massive screen? While the iconic drive-in often shows throwback flicks, this weekend it’s showing the blockbuster of the season, along with newbies like The Bob’s Burgers Movie and Doctor Strange in the Multiverse of Madness.
Cost: $32 per auto

Friday, May 27 – Monday, May 30
Club Passim
Call it the anti-Boston Calling. For those who seek some chill, inexpensive live music, you can’t beat the annual Club Passim fest. Dozens of acts from Americana and bluegrass to other acoustic acts will take the stage starting on Friday evening and running all weekend through Monday.
Cost: $25 for a full festival pass; $10 per day

Friday, May 27 –Monday, May 30
Colonnade Hotel
It’s rooftop pool season again, and the Colonnade is helping cool you down with an all day and night food and drink menu, lounge chairs and cabanas, and a splashy, breezy respite 12 floors up from street level. This year the pool is available to outside guests from Monday through Wednesday, with cabana rentals available seven days a week.
Cost: $60 entry fee

Saturday, May 28
Bully Boy Distillers
It’s back and it’s better than ever. To celebrate the reopening of Bully Boy’s summertime cocktail garden party, the team is inviting guests to enjoy pop-ups from Lala's Neapolitan-ish Pizza and Kured charcuterie while exploring the bar’s new menu of summer cocktails. The ever-popular frozen cocktail machine is back, as are the Grapefruit Spritz and Italian Iced Tea buckets
Cost: Free; reservations can be made online

Friday, May 24 – Sunday, May 26
Harvard Athletic Complex
You stayed around town for good reason: Metallica, Nine Inch Nails, The Strokes, Weezer, Haim, Avril Lavigne, the list goes on and on. More than 30 food and drink vendors seal the deal for an epic three-day event, so if you’re staying in Boston for Memorial Day Weekend, be sure you have a ticket to Boston Calling in hand.
Cost: $149.99 single-day general admission

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Meaghan Agnew prefers to spend her Memorial Day Weekends in town. See why by following her on Instagram.