2.4 min readBy Published On: October 27th, 2023Categories: See and Do0 Comments on Weekend Picks – Halloween Edition 2023

Bar Halloween Parties

Many of our favorite Dot haunts are getting in the spirit all weekend long. The Dot Tavern will have live music, raffles and giveaways Friday and Saturday evening. The Harp + Bard’s annual costume contest takes place Saturday evening with prizes and promos all night long. The Bowery is celebrating with a frightfully good brunch on Sunday from 10am to 3pm.

Dragtacular Britney Brunch

Commemorate the queen of pop and the release of her new autobiography with a Britney-themed drag show at Laugh Boston on Saturday at 12pm. General admission tickets are $35 and come with a complimentary mimosa. 

Spooktacular Dance Soiree

Get your bones moving at Luna Fitness this Saturday from 7pm to 1am with a night of spine-tingling dance moves, prizes and plenty of surprises! Costumes are encouraged and all levels are welcome. 

Doggie Costume Contests

Don’t let your four-legged friends miss out on all the fun this weekend. There are several dog-friendly Halloween events and costume contests taking place across town including Saturday from 11am to 1pm at South Boston’s Bark Park, from 12pm to 3pm in Downtown Crossing and from 12pm to 2pm in Jamaica Plain.

Crawl-O-Ween Bar Crawl

What better way to show off your carefully curated costume than to crawl through more than 50 of Boston’s biggest and most historic bars? Boston’s original Halloween bar crawl is celebrating its 10th anniversary this year and promises to be bigger than ever. Tickets range from $30 to $80. Catch all the fun on Saturday from 12pm to 9pm.

Halloween Fest at the LOT

Make your way up Dot Ave. on Saturday to check out the LOT’s family-friendly Halloween event from 4pm to 9pm. The free event includes pumpkin carving and other themed activities, adult beverage options, as well as refreshments from Cannonball Cafe’s Cantina and various food trucks.

Zoo Howl

Halloween comes to Franklin Park Zoo this Saturday and Sunday from 10am to 3pm with something for kids of all ages. You won’t want to miss the howling contest, tasty fall treats and animal enrichment activities. It’s also your last chance to see the Boston Lights display at the zoo! Guests have a chance for special character meet-and-greets and a live LED dance performance. 


Kids and families are invited to a day of Spooktacular fun at the return of Boston’s annual PruBoo event at the Prudential Center on Sunday from 11am to 1pm. The free event includes trick-or-treating at stores, face painting, pumpkin decorating, magic shows and live music.


Patriots Vs. Dolphins Oct. 29th at 1pm.

Bruins Vs. Red Wings Oct. 28th at 7pm.

Bruins vs. Heat October 27th at 7:30pm

Here are 10 Places to Watch the Game! 

Need more ideas for staying in the spooky spirit? Don’t forget about our Dot Halloween happenings roundup.

What other events are happening around Dot this weekend? Share the details by leaving a comment below.

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