4.1 min readBy Published On: October 12th, 2023Categories: See and Do0 Comments on Weekend Picks – October 13th

This week’s Weekend Picks, proudly sponsored by Dedham Savings! 

Need weekend plans? We got you covered.

The Great Mr. Swindles Traveling Peculiarium

Get ready, Southie!  The Swindler is back in town! The Great Mr. Swindle’s Traveling Peculiarium and Drink-Ory Garden, the irreverent, outlandish and unpredictable traveling tented entertainment experience that won over Boston audiences last year, is returning to the Seaport District with a new show.  Audiences can look forward to new and unbelievable feats, bizarre comedy and other unexpected surprises on the grounds of Harpoon Brewery. The show will be running Friday, Saturday, and Sunday with shows at 5:30 and 7:30pm.  Tickets are on sale now — Purchase them here! Use the code CTN15 and receive 10% off – expires November 5th. 

Taylor Swifts the Eras Tour-City Tap’s Version

Calling all Swifties, City Tap will be having an Era’s takeover from Friday night at 7pm to close and Brunch Saturday 11am-3pm! The weekend will be filled with a DJ, Era’s costume contest, Taylor Swift inspired food and drinks, and more! Click here to secure your spot!

Dust off your dancing shoes

On Saturday, Disco legend Dennis Taylor will be performing at the Seapoint at 8pm!

Fort Point Open Studios

Explore some art! Fort Point Open Studios is this weekend! Explore the art being created behind the doors of our historic waterfront warehouses and meet local artists, craftspeople, and performers. Find established artists and discover new emerging talents. You can buy original art directly from the people who make it. Takes place Friday – Sunday.  Get all the details here. 

Pumpkin Palooza

Head on down to The Lawn on D for a Pumpkin Palooza, Saturday, Oct. 14th all day long! They will have family fun filled with free pumpkins to paint, an animal show, and face paint. They will also be showing Hocus Pocus on the big screen at 1:30pm. And if that’s not enough there will be live music, seasonal food and drinks, shopping with the Modern Market. Get all the info here!

Run the MR8K

Be One of 1,200 runners to Join Boston’s Team on Sunday, October 15th For a Special 8K Running through Martin’s Park and Boston’s Seaport District.  Volunteers wanted! Registration Now Open At MR8K.Org

Seaport Smalls – Halloween Party

On Saturday, October 14th from 10am-1pm take part in some good old-fashioned Halloween fun at Alileo at The Superette. The Seaport Smalls Halloween Event will free children’s programming for ages 0-8 years old. Halloween costumes are encouraged!

Seaport Smalls Halloween Event for the little ones will include:
– pumpkin decorating
– trick or treating
– face painting
– magic & balloons with Jungle Jim
– music with Little Groove Music
– story hour with Porter Square Books.
Refreshments will be available for purchase at Alileo, including iced coffee, pastries, and juice boxes.

Hocus Pocus Drag Brunch

Join Laugh Boston on Saturday, Oct. 14th from 12-2:30pm for a Hocus-Pocus-themed Drag Brunch! The brunch will be filled with spooky lip syncs, speciality cocktails, and delicious brunch items! Come in your best hocus pocus costume for the chance to win prizes. Get tickets here!

Oktoberfest at the LOT

Oktoberfest at The LOT on the Dot! Enjoy an authentic Oktoberfest experience in South Boston on Saturday, October 15th from 12-6pm! Head to The LOT at 383 Dorchester Ave. to enjoy all types of food and beer while listening to local artists. Open for all ages, complete with carnival games and good food! You can get the full details here! 

OktoBARfest at PKL

PKL is hosting an OktoBARfest event, Saturday, Oct. 14th from 2-6pm. They will have a stein-holding competition, live music, and a beer pong tournament. Reserve your spot for the beer pong tournament here!

Sip and Thrift at Love Child

Love Child is hosting their first ever Sip and Thrift on Sunday, Oct. 15th, from 12-3pm. They will have 10 different tables filled with clothing, accessories, and homeware. Love Child will be providing drinks from June Shine to sip on while you shop!  Caught in Southie will have table featuring vintage and designer goods. You can get the full details here. 

Live Music Roundup

Seapoint: Dennis Taylor will be performing on Saturday from 8-11pm. The night will be filled with disco and soul!

Hunter’s: Ryan Flynn on Friday at 5pm.  On Saturday, it’s Eli Cash Band at 3pm, and on Sunday, Matty Sheehan at 2pm followed by Erik Jalajas at 9pm. 

Capo Supper Club: Friday at 7pm, Young Love + The Thrills. On Saturday, It’s Maddi Ryan EP Release Party at 1pm and at 8pm it’s Dueling DJS.  On Sunday, enjoy Sinatra Sunday with Rich DiMare and the Ron Poster Trio at 5pm.


Bruins face the Predators on Saturday at 7pm. Patriots play the Raiders on Sunday at 4:05pm. Here are 12 spots to watch the game in the neighborhood! 

Check back! This list may be updated.


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