Visit Dot Fun Day

A new summer tradition is coming to Dorchester! Dot Fun Day, a new open-air market, is set to debut on Sunday, May 24th, in the former Dorchester Tire space — and it sounds like there will be a little something for everyone. Organizers are planning a fun, community-focused setup featuring local food and shopping vendors, craft workshops, kid and pet zones, and, maybe, even a beer garden. The vision? Creating a space where neighbors can gather, hang out, and connect all summer long. The first market will kick off with a smaller group of vendors, with plans to reach full capacity as the season progresses. Dot Fun Day is expected to run every Sunday through October. Make sure to follow Dot Fun Day on Instagram for the latest!

Country Fridays at Landmark

Landmark Public House is hosting another Country Friday with the best and hottest country playlists by Boston’s top DJS! There will be country-themed food specials and plenty of cold drinks! Grab your friends, practice your two-step, and get ready for a new Friday night tradition in Dorchester!

Disco Brunch at Blend

Blend – the wildly popular restaurant on Dot. Ave – features an even more popular Disco Brunch every other Sunday from 11am-3pm.  Enjoy your favorite disco music while you feast on brunch items like Cinna Rolls, Eggs Beni, Breakfast Burritos, Burgers, and more! The brunch cocktail menu includes hangover helpers like Espresso Martinis, Mimosas, Killer Bloody Marys, and Disco Juice made with coconut & spiced rum, cranberry, OJ, and pineapple juice, and grenadine served in a disco ball! Yes, please! Did we mention Espresso Martini Flights?  Oh, Blend has those, too, with award-winning Nitro caramel espresso, Strawberry espresso, Espresso Old Fashion, and Tiramisu espresso! Plus, the coffee is by Reign Drink Lab – so you know it’s good! So make your reservation today and wear your dancing shoes!

Run to Remember

The 2026 Boston Run To Remember will take place on Sunday, May 24, 2026, in the Seaport.  Boston’s Run To Remember is a half-marathon or  5-mile race (live or virtual) that pays tribute to fallen 1st Responders. “We honor all 1st Responders by celebrating their service and giving back to the community.”  You can get all the details, including registration info, here.

Free admission to local Museums

In honor of Memorial Day, enjoy free admission at the Museum of Fine Arts and the ICA Boston on Monday!

It’s Officially Ice Cream Season at the Ice Cream Bar

It’s officially ice cream season – who are we kidding, it’s always ice cream season – and Landmark PublicHouse ice cream bar in Adams Village is officially open!  Enjoy scoops of your favorite flavor, sundaes, frappes, and Richie’s Italian slush. They’ve launched a new Instagram account for their ice cream bar here! Give them a follow for the latest scoop (get it?)!

btone Dorchester Summer Sale

BOGO Summer Sale is HERE ☀️

✨ 2 classes for $38
✨ Just $19/class
✨ 90-day expiration
✨ Buy as many as you can use

Whether you’re staying consistent, getting back into a routine, or trying btone for the first time—this is your sign to go all in!  Don’t let your fitness routine melt away this summer 😎 ⏰ Sale ends Tuesday, May 26 at 11:59PM Purchase your classes here.

Make yourself a Dot Rat

Make your own Dot Rat at Stitch House on Saturdays from 2pm-4pm with Maureen aka Moe. Moe is the talented woman behind this adorable little creature. For those of you new in town, a Dot Rat is a popular and proud local term for someone born and raised in Dorchester, aka Dot. Stop by Stitch House, a neighborhood yarn shop offering knitting, sewing & crochet classes

Live Music at McGonagle’s

McGonagle’s has live music on Friday night, featuring Jinty McGranth, and on Saturday, featuring Mo Jurphy. Grab some dinner first and stick around for the entertainment!

Brunch at 224

Enjoy some brunch on one of the most adorable restaurants in the neighborhood at 224 Boston Street!  Sip a mimosa and enjoy delicious brunch items on Sundays from 10am-3pm.  You can check out the menu here! 

New Spring/Summer Cocktails Alert at YDT

Yellow Door is celebrating the summer season with a fresh and delicious new lineup of margaritas for you to try this weekend featuring: Pineapple 🍍 Hibiscus 🌺 Raspberry + Mint, Chili 🌶️ Mango 🥭 + Watermelon 🍉

Eat well. Give back. Celebrate Dorchester

Looking for a good excuse to grab dinner or a drink in Dorchester? Dine Out DOT is a new fundraising incentive,  giving neighbors the chance to support local restaurants while also helping raise money for the beloved Dorchester Day Parade. Organizers say the fundraiser is all about celebrating the neighborhood and shining a spotlight on the restaurants that help make Dorchester such a vibrant community. Participating restaurants will support parade fundraising efforts over the next few weeks, so every meal out helps give back.  Takes place May 7-31st! Get all the details here!

Story Time with Windy Pham at Just Book-ish

Bring the family for a bilingual English-Vietnamese event featuring author Windy Pham with arts, crafts, and games on Saturday, May 23 at 11:00 AM at Just Book-ish, 1463 Dorchester Ave.  

Taste of Boston Sampler at Boston Harbor Distilling 

Sip and experience the local flavors of Boston’s spirits and beverages right here in Dorchester at Boston Harbor Distillery. Available Saturdays at 3:00 PM, 5:00 PM, and 6:30 PM.  Tickets are $20 and can be purchased here.

Book a Beach Shack at Cisco Brewing Seaport

New for 2026, Cisco Brewers Seaport introduces 10 reservable Beach Shacks in the Cisco Beach area. Each private Shack fits 6–12 guests (up to 24 with adjoining units) and includes lounge seating, a cozy indoor nook with outlets + TV, stage views, and easy bar access. Guests also get skip-the-line entry. Reservations: $200 (2 hrs) or $250 (3 hrs), with drinks/food on a group tab + 20% gratuity. F & B not included in rental price. Book online up to 14 days in advance or on-site (if available). Groups reserving 2 or more Beach Shacks will be subject to private-event booking rates. Shacks are mostly outdoors, weather dependent, and held for 30 minutes past start time. No outside food or drinks allowed. Click HERE to reserve!

SPORTS!

Red Sox vs. Twins – Friday, May 22nd at 7:15pm, Saturday, May 23rd at 4:15pm and Sunday, May 24th at 1:35pm.

NBA Playoffs – schedule here

NHL Playoffs – schedule here

Here are 10 places to watch the game in Dot!

Check back as this list may be updated!