Weekends Picks – May 8th

Celebrate Mother’s Day in Charlestown
Mother’s Day is this Sunday! Check out our Mother’s Day Roundup for ideas on the perfect ‘Thank You’ gift or something fun to do as a family!
Make Mother’s Day Meaningful at Hood Park
Mothers deserves more than a last-minute bouquet and a rushed brunch reservation. This year, why not turn it into a full-on experience? Hood Park offers the perfect mix of relaxation, indulgence, and family fun—basically everything Mom actually wants. Check out our round up of ways to celebrate in Hood Park!
Boat Cruise Boston Concert/DJ Series Returns
If you’ve never been to a Boat Cruise Boston concert here is your sign to hop on board. The series will go now through the early fall and feature performers and DJs every weekend. The music and dancing is on top of a large ferry boat, so you’ve got open air and epic views of the city all around you. You get to cruise around Boston Harbor and the islands starting at sunset, and then enjoy the rest of the set under the moonlight and feel like you’re in a floating club. Highly recommend!!
This weekend they’re hosting an awesome DJ Nora en Pure. She’s known for a mix of laid back beats and high energy dance music. Get your tickets before it sells out!
The MYSTRYDE x Brewer’s Fork Spring 5k is on Saturday
The annual Spring 5k put on by MYSTRYDE and Brewer’s Fork is back. This casual community 5k will take place on Saturday, May 9th at 10am starting at Brewer’s Fork. There are limited spots. You must first purchase a $65 credit, then sign up on the Charlestown MYSTRYDE Schedule. Members save 10%!
Race entry includes:
- 5k Race (Not chip timed, but we will keep track of finisher times!)
- Post run breakfast buffet at Brewers Fork
- Post run complimentary beverage (Beer or Aperol Spritz)
- Complimentary MAC class
- 25% off your registration will be donated to the Charlestown Boys & Girls Club
**Ages 10+ unless your child is in a stroller
Legends of Summer will play at Urban Wild on Friday night
One of Boston’s favorite local bands, Legends of Summer, will play at Urban Wild on Friday night. Enjoy the live music, summer cocktails, dancing all night, and don’t forget about the free parking!
Plant a Seed and grow something with Gardens for Charlestown
Gardens for Charlestown‘s Plant a Seed event will take place on May 9th from 11am-1pm. Drop by anytime! It’s an introducing for seed starting for all ages and will be hosted at the Charlestown Public Library at 11am. It includes a hands-on planting activity to take home!
Patio season is BACK!
Monument and Prima’s outdoor patios are officially OPEN! They join Pier 6, Brewer’s Fork, Dovetail, and more in announcing their outdoor dining is back for the season.
Boston Launch Company’s May Hours
Boston Launch Company has created our favorite bar crawl – by way of water. Take the boat from Pier 6 in Charlestown, to Reelhouse Oyster Bar in Seaport, Tallship in Eastie, and Reelhouse in Eastie. They will operate from 11am to 11pm Friday through Sunday during the month of May. Call 617-504-6024 for a ride!
Check out Flight House Fitness at an Open House
Head to Flight House Fitness for an open house this weekend! You can visit Friday 2-6pm, Saturday 9am-2pm, or Sunday 10am-2pm. They are getting ready to open a massive new gym in Charlestown early June—and it’s aiming to be more than just another place to work out. Located at 465 Medford Street along the Mystic River, the 50,000-square-foot space is designed to bring everything fitness-related into one spot. Members will have access to a traditional open gym, group classes that blend strength and cardio, and even private recovery suites. The idea is simple: instead of juggling multiple memberships, you can do it all in one place. Read all about it, here!
SPORTS
Red Sox vs. Rays – Friday, May 8th at 7:10pm, Saturday, May 9th at 4:10pm and Sunday, May 10th at 1:35pm.
Here are 9 places to watch the game in the neighborhood!
Check back as this list may be updated. Thank you to our Caught in Charlestown readers and Neighborhood Partners for supporting our local journalism efforts!

Abbey is the face behind Caught in Charlestown. In 2023 she migrated from Southie to Charlestown and brought the spirit of the ‘Caught In’ community with her. She is a new momma, creator, real estate agent, yogi, and so much more.

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