Weekend Picks – October 2nd

3.7 min readBy Published On: October 1st, 2026Categories: See and Do0 Comments on Weekend Picks – October 2nd

Karaoke Night at dbar

Grab the mic and kick off the weekend with karaoke at dbar on Friday night! Whether you’re ready to belt out your go-to song or would rather cheer everyone else on from the bar, it’s always a fun night in Dot. Stop in for dinner and drinks, then stick around for karaoke. Learn more at dbar’s website.

Treat Yourself to some Cookies

A weekend is always a good excuse for cookies! Stop by Top Shelf Cookies in Dorchester and pick up a box of their creative, made-from-scratch cookies — with plenty of Boston-inspired flavors in the mix. Grab a few for later, or eat one in the car. We’re not judging. 🍪 Check out Top Shelf Cookies.

Junkfest at Dorchester Brewing

October 2-3: Join Dorchester Brewing for Junkfest, a local band extravaganza filled with “two nights of music + dancing + friendship + beer + maybe romance?” Tickets here! 

A Nightmare on Dot Ave at Blend

A Nightmare on Dorchester Ave! Spooky season has officially arrived at Blend! Celebrate with a Halloween drag brunch on Sunday, October 4th, featuring LRV Showgirl, Dottie Ave, and Rose Quartz performing all your Halloween favorites. Doors open at 11am, the show runs from 12–3pm, and costumes are highly encouraged. Best part? The show is free — just make a reservation and get ready for some spooky Sunday fun! 🎃👻

Fall Fest (Taylor’s Version) at the Lawn on D

Calling all Swifties! Fall Fest (Taylor’s Version) is taking over The Lawn on D on Saturday, October 3. Dress in your favorite era and enjoy an afternoon of Taylor Swift fun from 12pm–5pm, including bracelet-making, face-painting, and a live Taylor Swift tribute by Anna Daley Young from 2pm–5pm. Admission is free, with food and drinks available for purchase. Plus, Ear-piercing with Nurse Cassandra @thisnursetravels2u  and shopping with COSMO CAPRI @shopcosmocapri . You can learn more here!

Tone for a Cause at btone Dorchester

Get a workout in while supporting a great cause! On Saturday, October 3 at 1pm, btone is hosting a special 45-minute, all-levels TONE class to support Bennett’s Buddies and the Massachusetts Down Syndrome Congress. Reserve your spot for free and make a donation in the studio, with all donations going directly to MDSC.  You can reserve your spot here.

Trung Thu Together

Boston Little Saigon Cultural District is excited to invite you to Trung Thu Together: A Community Mid-Autumn Festival on Saturday, October 3rd at Town Field Park (1565 Dorchester Avenue, Dorchester, MA) from 3:00–8:00 PM.

 What to Expect

  • A lantern-lit children’s parade under the full moon
  • Traditional and modern Vietnamese cultural performances
  • Hands-on arts & crafts, games, and family activities
  • Delicious Vietnamese and Asian street food vendors
  • Community resource booths and opportunities to connect

McGonagle’s named Best Restaurant in Boston for the second year in a row

The New York Times just released its latest list of the best restaurants in Boston, highlighting everything from seafood and Italian to Vietnamese, Peruvian, omakase, bánh mì, and more.  And there are several in Dorchester including McGonagle’s for the second year in row.  Check out the list here.

Weekend Fun at Yellow Door

Spend your weekend at Yellow Door featuring tacos, margaritas, weekend brunch (Saturday + Sunday) and $1 oysters on Sunday!

Self-Care at BostonX

Skin Starter Kit: Book a Hydrafacial and receive 10% off ZO Skin Health products. A great way to level up your skincare routine. GLP-1 IV Hydration Special: New and current weight loss clients receive 25% off our new GLP-1 IV hydration treatment. You can book your treatment here! 

Celebrate National Coffee Day

Let’s celebrate National Coffee Day in the neighborhood! Here’s a roundup of local coffee shops in Dot! It’s important to show them some love and support.

It’s Oktoberfest Season

Get your lederhosen and beer steins ready! This October, Boston has fun festivals and unique beers galore!  Check out our roundup, including Harpoon, The Anchor, and Dorchester Brewing!

Sports

Patriots vs. Bills – Sunday, October 4th at 1pm.

Bruins vs. Jets – Friday, October 2nd at 8pm.

Bruins vs. Wild – Saturday, October 3rd at 8pm.

MLB Playoffs Schedule

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! 

Have a fun-filled weekend! Thank you to our Caught in Dot readers and Neighborhood Partners for supporting our local neighborhood media efforts!

 

 

 

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