Weekend Picks – Dot Day Edition 2026
Let’s go! There is no better place to celebrate the start of June than right here in Dot!
Dorchfest 2026
Dorchfest will take place on Saturday, June 6th, from 12 pm-5 pm. Experience what it would be like to walk through a real-life shuffled Spotify playlist! This outdoor music festival will feature over 40 different artists performing on various neighborhood porches and front yards. Get all the details here! A perfect way to kick off Dot Day weekend.
Celebrate Chief Marshal of the Dorchester Day Parade, Richard Dobbyn Sr.
Richard Dobbyn Sr. is the 2026 Chief Marshal for the Dorchester Day Parade. He has been a proud Dorchester resident since 1952. Rich answered the call to serve in the United States Marine Corps, serving in Vietnam in 1968–1970. He then dedicated 29 years to the MBTA. After he retired, he became Commander of St. Mark’s VFW and a devoted advocate for veterans. Each Memorial Day, he honors fellow service members by reading the Roll Call for Dorchester Vietnam Veterans. A special banquet in his honor will be held on Thursday, June 4th, at Florian Hall, with cocktails at 6:30 p.m. and dinner at 7. Also honored at this event, Dorchester Reporter co-founder and publisher emeritus Ed Forry will receive the parade committee’s Legacy Award in addition to the Mayor of Dorchester, Katie Nolan, Ben Driscoll, DOT MVP Jr., Little Miss Dorchester, Teagan Pierce and Young Miss Dorchester Zosia Janicki. Tickets are required ($50). Contact 855-367-3299 or [email protected] to order.
Run the Dorchester Day 5K
Lace up your sneakers and participate in the 2026 Dot Day Road Race on Sunday, June 7! You can register here! The out-and-back course begins and ends at the ADSL building at 1565 Dorchester Avenue, running down Dot Avenue past Ashmont and turning around at St. Gregory Parish. Each registration includes a finisher medal and a t-shirt! Food will be available for purchase. 25% of profits will be donated to ADSL (ALL DORCHESTER SPORTS & LEADERSHIP)
Dorchester Day Parade
Every year the Dorchester Day Parade commences on the first Sunday in June. This year the parade is scheduled to kick off on June 7th. The parade starts at 1:00 p.m. in Lower Mills at the corner of Washington Street & Dorchester Avenue and travels along Dorchester Avenue to Savin Hill at the corner of Columbia Road and Dorchester Avenue. You can learn more here.
Landmark Public House Dot Day Fun
Landmark Public House will be open at 11am with ice cold drinks, delicious food, family-friendly fun, live music and dancing! DJ set will take place from 3pm-8pm.
More Dot Day Celebrations in the Neighborhood
Check out our roundup here!
Make sure to read our History Lesson on the Dorchester Day Parade here!
SPORTS!
Red Sox vs. Braves– Friday, May 30th at 7:10pm, Saturday, May 31st at 4:10pm, Sunday, June 1st at 1:35pm
If you’re watching the game this weekend, check out our list of 10 places to catch the action in Dot, or check out 12 of our favorites in South Boston!
Check back! This list may be updated.
Maureen Dahill is the editor of Caught in Southie and a lifelong resident of South Boston sometimes mistaken for a yuppie. Co-host of Caught Up, storyteller, lover of red wine and binge watching TV series. Mrs. Peter G. Follow her @MaureenCaught.
