Sweat it out at MYSTRYDE

Sweat out the Holidays at MYSTRYDE with a Stryde + Core class! 30 minutes of interval training on the treadmill, followed by 15 minutes of strength training. Strength training alternates between core, upper body or legs + glutes, depending on the day.  Takes place Saturday, at 8:30am.  Book your spot here! 

Shop Slate’s End of Year Sale

For 3 days only, enjoy Slate‘s end-of-year sale! Use code ‘OhWhatFun’ at checkout for 50% off almost everything, or shop in store!

There’s a Santa Hangover Brunch at Blackmoor on Friday – All Day!

Save the date! After the presents are unwrapped and the fun winds down, join Blackmoor for a relaxing Santa Hangover Brunch on December 26th at 10 AM — delicious food, festive drinks, and the perfect way to recover from Christmas!

Boston Winter Festival

Boston’s most magical holiday tradition returns this December as Winter Fest 2025 transforms The Yard at Hood Park in Charlestown into an enchanting winter wonderland. Running on December 6-7, 12-14, and 19-30 (closed December 24 & 25), this year’s event has been completely revamped to deliver a new immersive, family-friendly experience. Produced by Giancarlo Natale, Founder of the Boston Pizza Festival and one of Boston’s most recognized event producers, Winter Fest 2025 introduces a refreshed layout, new attractions, with a focus on community, comfort, and fun. Guests can enjoy an immersive amusements, classic carousel, and carnival-style arcade games, combining the charm of a traditional fair with the magic of the holidays.  Get the details here! 

Comfort Food at Warren Tavern

Nothing beats a bowl of comfort on a cold weekend!  Warren Tavern’s Guinness Beef Stew — slow-cooked beef, rich Guinness gravy, hearty vegetables, a scoop of creamy mash, with rolls & butter on the side! Pure winter warmth.  Stop by this weekend!

Family Friendly Fun at USS Constitution Museum

And,  it’s officially December School Vacation Week, and the museum has plenty of family-friendly activities all weekend to keep your kiddos busy! Check out the schedule here! 

Get your Early Bird Tickets: Pier 6’s New Years Eve Cocktail Party and Fireworks Show

Shuck yeah, it’s almost New Year’s! Join at Pier 6 for a waterfront NYE bash stacked with oysters, cocktails, music, and fireworks. The party takes place on Wednesday, December 31st from 8pm to 1am.

🦪 Raw Bar Display
🍤 Apps & Bar Bites
💥 Harbor Fireworks at Midnight
🍾 Champagne Toast
🎧 Top 40 All Night
📺 Live Ball Drop
🎉 Party Favors

Harbor views + champagne? That’s how you start 2026 right. Get your early bird ticket now!!

Last Call for the Holiday Market at Snowport

Last call for Snowport! The Holiday Market at Snowport is almost wrapping up for the Holiday Season! Stop by this weekend, Friday & Saturday, 11am to 9pm and Sunday, 11-8pm. Snowport has over 120+ local vendors, a tree market, food, drinks, and everything you could need for the holiday season. Grab all the info regarding the market here!  Last day is December 28th. 

Brunch in Charlestown

If you find the right spot, brunch can be the best part of your weekend – hanging with friends, drinking mimosas, and catching up on all things life. Plus, you get to enjoy delicious food that leaves you craving more…and quickly booking another reservation for weeks later. Whether you’re a pancake fanatic, breakfast sandwich connoisseur, or simply adore all things breakfast, we promise you that Charlestown is the place to visit for brunch. That’s why we’ve rounded up five restaurants that offer top-notch brunch experiences.

SPORTS!

Bruins vs. Sabres – Saturday, December 27th at 7pm

Celtics vs. Pacers – Friday, December 26th at 7pm

Celtics vs. Trailblazers – Sunday, December 28th at 6pm

Patriots vs. Jets – Sunday, December 28th at 1pm

Here are 9 places to watch the game in the neighborhood!

Check back as this list may be updated!