There are SO MANY fun events happening this weekend…
Nightmare in the Navy Yard at The Anchor
Friday, October 25th at 6-11pm | Boston Ravers and The Anchor present… Nightmare in the Navy Yard! Indulge in a spooky waterfront experience at The Anchor. Guarantee yourself a seat amongst the city’s largest urban pumpkin patch featuring over 450 traditional and specialty pumpkins. On top of that – experience The Anchor’s various festive themes including The Anchor’s State Fair, Haunted Mezzanine, Grave’l Yard, Apple Orchard and Spooky Swamp. Featuring:
- Headliner: Deaf Pillow
- Scary Movie Lounge
- Prizes for best costumes
- Halloween dessert bar
- Festive food and drink specials
JPP’s FREE Stroller Bootcamp in Seaport
Friday, October 25th at 10:30am | JPP Stroller Bootcamp is popping up in the Seaport for a special complimentary class sponsored by Joy Street. Joy Street Kids is a baby and toddler clothing company offering classic and understated hand drawn prints to sport hometown pride. Join us in celebrating their pop up store located at 100 Seaport Boulevard in the Tiny Homes at The Current.
Jenn will teach her signature JPP Stroller Bootcamp on the lawn by the store. After class you can enjoy a special in-store discount for an hour after class with some light refreshments. LAMS Salon in Southie will also be at the event offering a french braid bar for you to be styled before or after the workout.
Please bring your stroller, a mat and wear sneakers. All age babies/children are welcome to attend, just sign up!!
Monster Mash at Monument
Saturday, October 26th from 8pm-Midnight | It’s not a trick – Monument’s first ever Halloween party is happening!! Prize for best dressed!
Howl-o-Ween CharlestownDogs
Sunday, October 27th from 10am-12pm | Join CharlestownDogs at the Training Field for their annual Howl-o-Ween event! Costume categories include Single (dog only), Duo (dog and human), and Group (dog and 2+ humans). Check out the schedule:
- 10-10:30am Registration
- 10:30-11:30am Parade and Judging
- 11:30am Winners Announced
- 11:30-12pm Mingle
Stay tuned for more information on vendors and event details!
Halloween in the Gardens
Sunday, October 27th from 10:30am-1pm | Get ready for Gardens for Charlestown’s Halloween in the Gardens! Head to the gardens for some spooky fun: arts & crafts, face painting, balloon twisters, pony rides (10:30-12:30), and games with Knucklebones. Costumes are encouraged for guests of all ages! Admission is $10 per child. General tickets will be available to purchase at the Gardens the day of the event.
New this year, you can purchase a bundle ticket in advance. This ticket is $20 and includes admission for one child, a pony ride, face painting, a hot dog, and a beverage. More info and tickets sold here!
YMCA October Parents Night Out
Sunday, October 27th from 3:30-5:30pm | This parents night out is open for registration to all with YMCA Charlestown family memberships, and it’s free! Bring your kiddos by for a costume party from 3:30-5:30pm.
Fun New Drinks at Waverly
Are you a Resse’s lover? Waverly is now serving up Peanut Butter Cup Espresso Martinis and Resse’s Puffs Cold Brew in honor of the Halloween season.
Wicked Haunt Fest at Hood Park
Move over, Salem! This is your sign to check out Wicked Haunted Fest – a new immersive Halloween experience at Hood Park. Here are 5 Things to Expect at this spooky neighborhood event! You can buy your tickets here.
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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