Curate your holiday shopping checklist by visiting these Pop Ups shops, MallsOutlets and strolling around Major Shopping Districts in Boston and beyond. With so many holiday shopping events happening, get ready to shop ‘till you drop. And if you're a B-Local app user, be sure to redeem your points this holiday season by supporting local businesses! 

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Holiday Pop-Ups

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Annual #ShopAAPI Holiday Market Dec 11
  • The Boston Foundation

Join us for the 2024 Annual #ShopAAPI Holiday festivities on December 11th, a vibrant celebration of local AAPI small businesses and a perfect way to kick off the holiday season! The #ShopAAPI Holiday Night Market is a festive holiday market featuring 40 AAPI-owned vendors with…

SoWa Winter Festival Dec 11

The SoWa Winter Festival has assembled over 100 of the region’s best makers, artists, designers and specialty food vendors together under one roof. Browse an extensive selection of beautiful goods, sip delicious cocktails, and munch on fantastic bites, or head up to the 2nd floor…

The Holiday Market at Snowport Dec 11

Satisfy your holiday shopping needs at the Holiday Market at Snowport, featuring 120+ makers, a tree market for all your evergreen needs, more food than ever before, a custom cocktail bar from Tuscan Kitchen, festive decor including a mistletoe arch, and winter wish wall. The…

Winter Fest Dec 11
  • Hood Park, Charlestown

This season, Winter Fest debuts at Hood Park in Charlestown, transforming two acres into a stunning winter wonderland filled with twinkling lights, immersive experiences, and festive cheer. Winter Fest is Boston’s largest immersive winter festival of its kind, and features…

Ceramics Program Winter Show and Sale Dec 12
  • Ceramics Program, Office for the Arts at Harvard, Allston
  • Recurring daily

The Ceramics Program, Office for the Arts at Harvard presents its annual Winter Show and Sale featuring original ceramic artwork by staff, instructors, and participants in Ceramics Program classes. From pottery to sculpture to ceramic jewelry and more, this popular exhibition has…

JP Holiday Stroll Dec 12
  • Centre and South Streets, Jamaica Plain

Join us for the 3rd Annual Jamaica Plain Holiday Stroll featuring local JP businesses and artisans. Join us for our holiday shopping event with discounts, giveaways food, drinks and more! Participating locations: Susanna Jamaica Plain 683 Centre St. Boing! Toy Shop 667 Centre St…

Carolers & Cocoa Dec 13

What are two must-have ingredients to create holiday cheer? You’re right — caroling and cocoa. Find that unbeatable combination at Prudential Center this December! Just as the weekend arrives, get in the spirit with a cup of hot cocoa and a holiday a cappella quartet by Songful…

Downtown Boston Holiday Market Dec 13

Get your holiday shopping done right in the heart of Downtown Crossing! We have curated a great lineup of artisan vendors to offer a wide variety of offerings on Summer Street Plaza. You can expect a rotation of diverse vendors and a fantastic selection for friends, family…

North End Stroll Dec 13
  • North End, Boston

Join us for the 17th Annual North End Holiday Shop & Stroll will take place on Friday, December 13th, 2024 5pm-9pm in Boston’s North End. There will also be music and treats at the annual tree lighting at the corner of Hanover and Cross Streets by the North End Beautification…

Santa in the City Dec 14

Experience the magic of the holiday season by bringing the kids to visit Santa in his festive Back Bay living room! We’re excited to welcome the jolly man in red back to his Pru brownstone, located across from sweetgreen, for a limited time this season. Be sure your little ones…

Malls & Other Shopping Districts

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  • 100 CambridgeSide Place
  • (617) 621-8666

CambridgeSide is waterfront shopping destination boasting more than 80 shops and restaurants including Apple, Sephora, Best Buy, H&M, T.J. Maxx, The Cheesecake Factory, World of Beer and more. Take in the sites with Charles Riverboat Company departing daily (seasonally). Just…

  • 800 Boylston Street
  • (617) 236-3100

Prudential Center is a destination designed for discovery and experience. Located in the heart of Boston’s historic Back Bay, Prudential Center features over 70 shops, eateries and attractions including major brands such as Saks Fifth Avenue, Aritzia, Canada Goose, Eataly Boston…

  • 4 South Market Street
  • (617) 523-1300

Faneuil Hall Marketplace is a lively core of Boston's historic waterfront, and the nation's premier urban marketplace. Housed in 3 beautifully restored 19th century buildings, its 112 shops and 13 restaurants offer tantalizing delicacies & unique gifts in a festive atmosphere…

Shoppers can browse for Boston keepsakes, one-of-a-kind gifts and the latest fashions along a bustling pedestrian mall at the intersection of Summer and Washington Streets. With more than 200 retailers in Downtown Crossing, there’s something for everyone.

Newbury Street is lined with unique shops in iconic Boston brownstones from one end to the other. Find fashion, niche art galleries, specialty boutiques, fine dining, cafes and business services across eight blocks in Back Bay. Whether it’s window shopping or store-hopping…

Charles Street, nestled at the base of Beacon Hill, offers a charming blend of historic architecture and boutique shopping. With its narrow, winding streets and diverse mix of businesses, this district provides a unique shopping experience. From antique stores and art galleries…

  • One Premium Outlets Boulevard
  • (508) 384-2876

Wrentham Village Premium Outlets is New England's largest outdoor outlet shopping destination. Featuring over 170 brands including new luxury that caters to every shopper, family friendly amenities and exclusive savings up to 65% off. The robust line up of stores include Tory…

Located within a 10-minute drive north of Boston, The Outlets at Assembly Row features over 40 top American brands and full-service restaurants. On December 9, enjoy an ice sculpture stroll at the Row as you shop around the property. Listen to holiday music and hear carolers…

Less than an hour north of Boston, the Kittery Outlets extend for a mile with famous brand name stores, including Under Armor, Calvin Klein, Crate & Barrel, and Brooks Brothers. Look for extended hours through the holiday season as part of their holiday sales event.