Weekend Picks – October 24th

Need weekend plans!?! Check out our weekend picks!
Seaport Smalls Spooky Fun
Halloween is for the kids! The Seaport is offering a perfect day of Halloween Fun on Saturday, October 25th from 10am to 1pm. Little Groove will be performing. There will also be cotton candy, mini pancakes, face painting, balloon artists, and more. There will also be trick-or-treating at 30 businesses in the Seaport! See all the participating businesses here!
Billy Baker Soccer Field Dedication on Saturday at Moakley Park
Honor Billy Baker’s life and legacy through the official soccer field name dedication in his honor at Joe Moakley Park, Saunders Stadium on Saturday, October 25th from 10:30am-11:30am at Saunders Stadium, 1005 Columbia Road, South Boston, 02127 Note: Rain or shine. Get all the details here.
Southie Steak and Cheese Bomb Partnership
The Dirty Italian and Hunter’s are once again partnering to bring you the ultimate mouthwatering mashup – a steak and cheese made with a creamy cheese sauce from Hunter’s famous Mac and Cheese called Hunter’s Dirty Secret! Limited time only, so run—don’t walk—available Friday, October 24th, through Sunday, October 26th, at both the Dirty Italian and Hunter’s!
Park City Pumpkinfest
Park City is transforming into the perfect fall oasis for Halloween! It is the day that will be filled with family fun! The event is happening on Sunday, October 26th from 1 to 4pm. There will be pumpkin painting, costume contest, face painting, and more! The event is free but RSVP here!
Roots & Reflections: A Fall Yoga & Writing Journey at Summer Street Wellness
Join Sarah Beston for a unique 90-minute workshop blending embodied flow, sound, and creative expression. You’ll begin with a grounding Vinyasa sequence and meditation to awaken the body, steady the mind, and open the senses. Gentle sound healing will deepen relaxation and open inner pathways, preparing you for guided free-writing practices designed to help you listen to the body’s wisdom and give language to what you discover within. Takes place on Saturday, October 25 ~ 12:00 – 1:30 p.m at Summer Street Wellness. $30 for the workshop – you can register here!Â
Book a Session at SweatHouz
Perfect for recovery, detox, and relaxation. SweatHouz, an infrared sauna and cold plunge studio at 457 West Broadway and offers private suites for contrast therapy, where you can go from an infrared sauna to a cold plunge! Plus, they offer amenities like Vitamin C showers, private entertainment systems, and Dyson hair products. Book your first session for just $40 and 50% off your first month! You can learn more here!Â
Boo(ish) Family Halloween Event at PKL
On Saturday, October 25, PKL will host its 3rd annual Boo(ish) Family Halloween Event, transforming the pickleball courts into a festive playground for families to enjoy a day of fun, food, and community
TIME: 11 AM – 3 PM
LOCATION: PKL – 64 C Street, South Boston
This year’s lineup includes (additional costs may apply):
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Pumpkin decorating beginning at 11 AM (while supplies last)
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Pinatas for kids (separate sessions for ages 6 & under and ages 6–11)
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Costume contest with prizes for winners
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Live music from 12–3 PM
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Family pickleball court play from 11–3 PM
Sunday Sweat at Loco Lounge
Sunday Sweat is taking over The Loco Lounge for a group sculpt class on Sunday, October 26th at 10am. Studio78 instructor, Madelyn Foley, will be leading the 45 minute mat pilates class, which is a great full body workout! The tickets are $25 and include the class, a mimosa, and complimentary patatas bravas! Get your tickets here! Don’t forget to bring your own mat!
Castle Island Association Halloween Celebration
In Southie, we are lucky enough to have our own castle and it is the perfect setting for a Halloween Celebration! The celebration will be held on Saturday, October 25th and Sunday, October 26th from 12pm to 4pm. It is free and fun for all! Costumes are encouraged! Stop by Sully’s after for a hot dog!Â
Flash Tattoo Pop-up at Castle Island Brewery:
Castle Island Brewery is teaming up with Seaport Tattoo for an awesome opportunity to get a tattoo! Seaport Tattoo will also be there tattooing on site from 11am to 7pm on Sunday, October 26th! The designs range from $50-$200. They will have designs but you can also bring your own! You can grab a ticket to reserve your spot here!
Publico Endless Brunch
You heard that right! Publico now has ENDLESS brunch! You will get all you can eat brunch tapas from 10 to 3pm on Saturday and Sunday! Pair your brunch with a mimosa, rose, or mocktail. The prices vary from 25$ to 45$, depending on your drink selection and 3 alcoholic beverages are included in the price. All members of the table must participate. You will have a 90 minute reservation window! Secure your spot now!
Michelle Hynes Circuit Class
Start your Saturday off right! Join Michelle Hynes for a circuit style class at 7am. It is a great workout with an awesome instructor. It is BYOM (bring your own mat)! Follow her on instagram for all the details!
Live Music Round Up
The Playwright – features DJ sets on Fridays and Saturdays starting at 9pm followed by Country Sundays with live bands starting at 6pm. Check out the schedule here!Â
Hunter’s – Friday 5-8pm, Saturday 1-4pm, and Sunday 3-6pm and 9pm-12am. Follow Hunter’s on Instagram for their schedule!
Capo – In addition to Sinatra Sunday with Rich Dimare and the Ron Poster Trio on Sundays at 5pm, there are live bands and DJ sets on Fridays and Saturdays. Follow Capo on Instagram for the schedule!
Lincoln – Legends of Summer on Sundays at 6pm.
Grace by Nia – features live music all weekend long! You can check out the schedule here.Â
Loco –performers and DJ in the main space and the lounge on the weekend! Look on their Instagram story for lineup!
SPORTS!
Patriots vs. Browns –Sunday, October 26th at 1pm.
Bruins vs. Avalanche – Saturday, October 25th at 3pm
Bruins vs. Mammoth– Sunday, October 19th at 7pm
Celtics vs. Knicks – Friday, October 24th at 7:30pm
Celtics vs. Pistons – Sunday, October 26th at 3:30pm
Here are 12 Places to Watch the Game in South Boston!Â
Check back as this list may be updated!Â
5th generation South Boston native, who rarely travels outside of Southie. Hobbies include grabbing drinks, walking around the neighborhood, and spending time with her bulldog, Chubbs. Her perfect day would be going on a stroll to get a coffee, followed by lunch at Loco, then drinks at Hunter’s, and grabbing a slice of pizza for the walk home.


Seaport Holiday Stroll is Saturday
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Weekend Picks – December 5th