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Sat, December 6 | 12 PM - 2 PM

The Holiday Affair

Have a winter wander through our neighborhood and enjoy a festive lineup of activities and special moments from live music and complimentary seasonal treats to cozy photo spots and warm sips of hot cocoa as you shop and stroll. Plus, pop by for holiday happenings at your favorite shops and eateries including exclusive offers, hands-on crafts, customization opportunities, and more.

In the event of inclement weather, The Holiday Affair will take place on Sunday, December 7 from 12-2 PM.

Check our full line up of happenings, including:

  • Pop by beloved local candy shop The Sweetish Fish’s new Guppy pop-up truck to shop international sweets, located near Polkadog Bakery and Nike
  • Complimentary hot cocoa and treats
  • Glitter tattoos for littles
  • Meet ‘n’ greet with Clifford the Big Red Dog
  • Charitable gift wrapping by Service Stars
  • Live musical entertainment

Plus, members of The Street Insider app enjoy extras:

  • Complimentary balloon wands for Insider members
  • VIP members can enjoy vintage instant photography by Instant Boston with a backdrop curated by Winston Flowers (Not an Insider VIP? Simply link your card in the app. You’ll start earning points for every dollar you spend on property
  • Members who RSVP for this event by November 19 enjoy 200 bonus points (a $5 off value!)

Enjoy these offers and happenings at your favorite brands (more are on the way!) 

  • Arc’teryx: Complimentary custom tote for the first 25 purchases.
  • Bianca: Complimentary hot chocolate and cookies
  • Bluemercury: Complimentary makeup and skincare consultations and touch-ups.
  • Brilliant Earth: Enjoy a surprise gift with purchase in store.
  • Coldwell Banker: Coldwell Banker is spreading holiday cheer as a drop-off location for The Home for Little Wanderers’ Big Wishes toy drive. Now through December 9, bring your unwrapped gifts and help make a child’s holiday just a little more magical. Find requested items here.
  • Davio’s: Enjoy a holiday treat, a festive coloring sheet for kids, and a free appetizer offer when you sign up for emails.
  • Eyespot: Give the Eyespot Wheel of Fortune a spin for a chance to win exclusive discounts and gift certificates.
  • gorjana: Complimentary gift wrapping for gorjana purchases.
  • Hummingbird Books: Magical life-sized gingerbread house at The Toy Shop at Hummingbird Books. Plus, charity gift wrapping is available – all proceeds will go to Globe Santa.
  • J.McLaughlin: Celebrate the season of Joy! Join J.McLaughlin for a festive afternoon of sips, sweet treats, and one-stop holiday shopping – featuring Sarah Wilson from Gray Heron and live music from the Musicians Resource Fund. 10% of sales will benefit New England Musicians Resource Fund.
  • Jones Road Beauty: Get a complimentary Cool Gloss in a shade of your choice with your purchase of $150 or more.
  • Just Salad: Complimentary bottles of dressing, a giveaway to win free catering, and samples from the menu.
  • Legit: Complimentary treats in-store.
  • Lululemon: Complimentary samples of Pink Carrot’s new smoothie, while supplies last.
  • Marine Layer: Sip & shop with complimentary beverages in-store.
  • Mia’s: Enjoy complimentary bite-size samples of holiday treats.
  • Mejuri: For all purchases, while supplies last, guests will receive complimentary gift wrapping and a holiday card designed by guests of Women’s Lunch Place.
  • M.M.LaFleur: Enjoy 15% off the full M.M.LaFleur assortment for a limited time. Plus, with any purchase over $450, receive a complimentary copy of Wear to Work, a curated guide to dressing with intention.
  • Onyx Boutique: Stop by Onyx Boutique to celebrate their One Year Anniversary and shop a pop-up with G Code Custom’s collection of customizable keychains, handbag charms, and more. Refreshments and snacks provided.
  • Pink Carrot: Exclusive Pecan Pie and Mint Chip holiday smoothie launches in-restaurant, swing by to order yours.
  • Polkadog Bakery: Complimentary in-store pet portraits.
  • Pottery Barn: For each $25 donation to St. Jude Children’s Research Hospital, enter for the chance to win a gift basket (three available) valued at over $500, featuring Pottery Barn goodies and contributions from local businesses.
  • Porcelanosa: Swing by for a family-friendly ornament decorating workshop and complimentary hot cider. Reserve your spot here.
  • Pure Glow: Join Pure Glow for a Spark by Simone permanent jewelry pop-up. Book here.
  • Reformation: Complimentary custom calligraphy gift tags.
  • SEV Laser: Enjoy a raffle featuring a free SEV Laser Facial or small-to-medium area Laser Hair Removal session, spin the SEV wheel for exclusive discounts, and sip from our festive hot chocolate bar.
  • Simon Pearce: Stop by Simon Pearce to enter a giveaway to win an XL Nantucket Hurricane
  • STUDS: Stop by Studs and save during their Season’s Piercings event. Spend $175, get $15; $200, get $25; or $225, get $35 at Studs. Includes piercings + jewelry.
  • Showcase SuperLux: Snag a free $5 bonus card for every $25 you spend on gift cards by December 31.
  • SweatHouz: Tour a SWTHZ Suite, explore the brand, and enjoy a 3-for-$99 offer—plus complimentary SWTHZ merch.
  • The Half Cookie: $1 minis and enter for a chance to win a holiday gift box including a 6 pack of cookies, Broadsheet retail bag, Half Cookie beanie, sticker pack, and $25 gift card.
  • The Tox: Complimentary cup of hot Lymphatic Tea.
  • Todd Snyder: Glass engraving by local artist Adara Meyers. Whiskey glass GWP with purchases of $400+ and engraving on any fragrance or candle from Todd Snyder.
  • Van Leeuwen: Scoop up 20% off your ice cream purchase when you mention The Holiday Affair.
  • Vince: Join us at Vince on Saturday, December 6 from 10AM–6PM for a Holiday Affair pop-up. Enjoy styling by Deidre Gilchrist, beauty by Jones Road, festive sips, and exclusive savings: 20% off $500+, 25% off $750+. Plus, enter a raffle to win a pillow from the Vince Home Collection.
  • Winston Flowers: Shop Winston Flower’s holiday market for festive florals and greenery, and enjoy complimentary holiday sips.
  • WHEAT: 20% off Maison Wheat brand and 10% off fine jewelry, plus complimentary embroidery by Stitched Needham. 

Please note that all activations are while supplies last.