3.7 min readBy Published On: November 30th, 2021Categories: Lifestyle2 Comments

Thanksgiving is over which means it’s time to put up the Christmas tree (if you haven’t already), get out the menorah and prepare to celebrate whatever holiday means something to you and your family. Regardless of what that may be, December means peppermint, snowflakes and gathering with friends and family. Here are some local events, pop-ups and drinks to get you in the holiday spirit.

The Holiday-Inspired Spirits to Get You in The Holiday Spirit

Say bye-bye to your frozen strawberry margarita and hello to your seasonal favorite, a frozen espresso martini from Fox and The Knife. Think of it like the adult version of the double chocolately chip frappacino, with a little bit more than a sugar kick.  Here are some more holiday cocktail options!

Non-Alcoholic Drinks to Hold While Strolling Around Town

For the Holiday Hostess

  • Ginger Snap Cocktail Mixer -available to buy at Love Child

Shore Leave Sippin’ Santa’s Surf Shack, November 23 – January 1

Chosen alongside  22 other restaurants in the country to host the holiday event, the South End spot is converting for the Holiday season with their new list of holiday cocktails and brand new sushi menu designed to keep everyone satisfied and smiling! Make your reservation today to secure your very own lobster salad roll and Kris Kringle Colada!

Friday Holiday Brunch at The Broadway

Every Friday through the end of the year, The Broadway will be celebrating the holiday with a specialty brunch!  Enjoy holiday inspired items like Griddled Gingersnap Banana Bread, Egg Nog French Toast Sticks, Candy Cane Pancakes and specialty cocktails like the Clausmo – made with vanilla vodka, Kahlau mint mocha, Irish Creme, Creme de Menthe and cold brew. Available Fridays 11am-3pm.

Holiday Markets, Pop-Ups and Shopping Events

Are you someone who likes to get out and make holiday shopping an experience? Or maybe you just like supporting local vendors? If so, here are a few holiday markets and pop-up shops to check out this season!

SoWa Winter Festival, Friday December 3- Sunday December 12

Between the fire pits, Christmas trees for sale, family photo ops, hot chocolate hut, shopping and more, guarantee it, there will be something for everyone at SoWa’s largest event of the year, which was voted Best of Boston. And with both indoor and outdoor options, there is something to satisfy all comfort levels at the 6th annual festival.

Snowport Holiday Market, November 19 – January 2

With more than 60 small businesses featured, this European-style market brings together all the local love and spirit in Boston’s Seaport District. It’s dog friendly, has complimentary wifi and parking available at One Seaport Garage. Did I mention the rooftop igloos, Christmas trees for sale and the huge outdoor heated tent where you can drink Mistletoe Margaritas after a long day of shopping? No need to say any more.

Shop, Dine, and Splurge, December 2, 9, 16

Shop for a new outfit at Bohdii Boutique, go get a spiked hot chocolate at Publico or get your hair done at MW Hair Studio on these Thursdays, along with other local stores that have a red ribbon on their door, to celebrate the local holiday spirit. Plus, if you spend $25 at any of the participating stores, you will be entered to win $1,000 worth of local gift cards. Talk about a good present!

The Broadway Holiday Show Case, December 7th at 6pm

On Tuesday, December 7th, The Broadway will host a special shopping pop up featuring local shops, makers and more! This event takes place from 6pm-9pm.

Shop LOCO-L, December 13th at 6pm

Support your favorite small businesses, drink margaritas + finish your holiday shopping on Monday, December 13th from 6pm-8pm at LocoCamden HydesDeirfiurDevineGali FragrancesHabitHatua HandbagsLazy JackLove ChildSwift + Faire, Wolfie’s Dog Treats and 4103 Designs. Caught in Southie will be on hand with a little surprise too!

For more holiday shopping events visit here! 

For more small business shopping – visit our Small Business Holiday Gift Guide. 


  1. mc December 1, 2021 at 3:18 pm - Reply

    >Broadway Makers Marketplace Holiday Pop-Up
    >The Turnstyle Underground Market features “unique Broadway merchandise from 25+ artists” and if you >can’t make it in person, check out the online store! From ornaments, to candles to playbills of your favorite >show, all of the items are made and curated by fans for fans.

    That would be Manhattan, not South Boston.

    • Maureen Dahill December 2, 2021 at 2:20 pm - Reply

      Thank you Matt. We updated and corrected our error.

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