Curate your holiday shopping checklist by visiting these Pop Ups shops, Malls, Outlets and strolling around Major Shopping Districts in Boston and beyond. With so many holiday shopping events happening, get ready to shop ‘till you drop.  



SoWa Winter Festival

December 6-8 

Boston’s biggest holiday shopping village is back for its 5th year, bringing 130 vendors under one block. Munch on food truck dishes, catch live ice sculpting, attend holiday workshops and saunter into SoWa’s Art + Design galleries you find handmade gifts for your family and friends.


The Godfrey Hotel Boston’s Holiday Pop-Up Series 

Saturdays until December 21 

The Godfrey’s Hotel lobby will be transformed into a shopping spot in November and December. Every Saturday from 11 am until 4 pm, a different Boston-born company will hold their pop-up shop to offer a selection of specialty New England gifts, from luxury handmade knits to cocktail kits and specialty baked dog treats for furry friends. 


Choix x Artemis Design Co at The Studio at Four Seasons Hotel Boston

Until December 1 

Scouting for rare stocking stuffers? Find a variety of luxurious home goods and intricate accessories at The Studio at Four Seasons Hotel Boston. Expect to see double-faced cashmere throw blankets, pillows and ottomans fabricated from vintage textiles, candles in unexpected containers and apparel by Artemis Design Co.


Quincy Square Winter Market

November 29 until December 21 

Support local businesses at Quincy and find a range of holiday gifts by shopping at the Quincy Square Winter Market. South Shore artisans will display their collections of glass, jewelry, crafts, leather, and art. Enjoy live music on Fridays and Saturdays and warm up in WidowMarker Brewing’s beer garden while gift shopping for yourself or your loved ones.

Quincy Winter Market


Prudential Center 

The Prudential Center features more than 75 shops and restaurants, perfect for a full day of holiday shopping. Experience the ultimate shopping experience as you walk across three wings worth of retail stores.   


Copley Place 

Walk around the two-story Copley Place to find the latest trends from various boutique stores, such as Banana Republic, Louis Vuitton, and Moncler. On December 5, the mall will hold a Gifts + Glam event from 5 pm to 7 pm where visitors can enjoy exclusive shopping discounts, styling tips, mini-makeovers, snacks, and cocktails, just in time for the holiday shopping season. 



CambridgeSide is a waterfront shopping destination boasting more than 80 shops and restaurants. Save up and land on great deals on Black Friday, November 29, as the mall opens from 12 am to 10 pm. Feeling ultra-festive? Snap a photo with Santa for free from November 29 to December 24, 2019.  


The Outlets at Assembly Row 

Located within a 10-minute drive north from Boston, The Outlets at Assembly Row features over 40 top American brands and full-service restaurants. See the 3rd annual ice sculpture show at the Row as you shop around the property. Listen to holiday music and hear carolers every weekend in December.  


Wrentham Village Premium Outlets   

Dubbed as New England's largest outdoor outlet shopping center, Wrentham Village Premium Outlets is just 35 miles from Boston. The Outlet features over 170 exciting brand name stores in one location, offering high-end luxury stores to family-friendly children's clothing stores.  


Kittery Outlets 

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. As part of their holiday sales event, stores in Kittery Outlets will be open from 6 am Friday after Thanksgiving and stay open for extended hours all weekend and through the holiday season.


Other Major Shopping Districts 

Faneuil Hall Marketplace  

Shop from specialty pushcarts and retail shops, enjoy live street performances and grab a bite in Quincy Market, all in the historic Faneuil Hall Marketplace. Check out the world-famous light and sound show Blink! at the Marketplace Center as you make your rounds around the block. If you’re in the area on November 30, get serenaded as over 150 tuba players perform a Christmas tuba concert in front of the Blink! tree for free. 


Newbury Street 

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, Newbury Street is a haven for a transformative shopping experience. 


Newbury Street Shopping
Photo by Kyle Klein

Downtown Crossing   

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. Don’t miss out on Macy’s Great Tree Lighting on November 29, 2 pm to 7 pm, while shopping in the area.