
November 13, 2025 by Derby St Shops
Members earn points, perks, and festive surprises all season long
There’s a new reason to love spending time at Derby Street Shops. From its dynamic mix of shops and restaurants to its family-friendly events and experiences, every visit now earns rewards with the Derby Street Insider App. Here’s why downloading Derby Street Insider is a must this season.
The recently launched Derby Street Insider App is the hub for the latest Derby Street news and happenings and allows guests to collect points for shopping, dining, and experiencing everything Derby Street has to offer. Members who link their card in the app receive one point for every dollar spent at participating businesses. As points are earned, Derby Street Insiders can redeem rewards for dollars off at their favorite brands and also unlock special offers. You can even earn bonus points by attending events throughout the year. Designed with ease of use in mind, the app enhances the Derby Street experience by rewarding guests for the visits they are already making.

With the holidays approaching, Derby Street Insiders can enjoy rewards and just-for-you perks while checking off their gift lists. With the app, holiday shopping at your favorite retailers including J.Crew, Faherty, Levitate, Rhone, Vineyard Vines, The Paper Store, Polkadog Bakery, and more reward you with dollars off and even stack with other holiday season sales and promotions. Time is on your side as Derby Street is offering extended holiday season shopping hours, and be on the lookout for surprises throughout where guests will have the opportunity to earn additional points during visits.
To make a visit to Derby Street extra festive, Insiders can take advantage of many Insider Extras. These exclusive offers and treats include pop-up treats on the sidewalks to enjoy as you shop, like complimentary hot chocolate from Ben & Jerry’s, churros and soft pretzels, and early access to popular events such as the family-friendly Santa Brunch at bartaco and Mom’s Night Out, a celebratory evening of shopping with exclusive discounts, one-night-only pop-ups and a ton of fun surprises. Tickets for these events are available exclusively through the app. The 2025 holiday schedule includes:
Wednesday, November 26
Ben & Jerry’s Insider Hot Chocolate Giveaway
12 p.m. – 2 p.m., outside lululemon
Complimentary hot chocolate for the first 250 Derby Street Insiders.
Friday, November 28
Puffy Clouds Insider Surprise & Delight
12 p.m. – 2 p.m., outside lululemon
Complimentary churros for Insiders with a linked credit card.
Saturday, December 6
Santa Brunch at bartaco
11 a.m. – 2 p.m.
Learn more here and reserve tickets via the Derby Street Insider app.
Sunday, December 7
Puffy Clouds Insider Surprise & Delight
12 p.m. – 2 p.m., outside lululemon
Complimentary soft pretzels for Insiders with a linked credit card.
Thursday, December 11
Mom’s Night Out in partnership with Christina Skeldon, Macaroni Kid South Shore
5:30 p.m. – 8 p.m.
Learn more here and reserve tickets via the Derby Street Insider app.
As always, Santa Claus will visit the property on Saturdays throughout December, with exact locations shared through the Insider app as the holiday approaches. Insiders will also be the first to learn about newly added events and activities.
Being an Insider comes with plenty of perks, making every visit to Derby Street even more rewarding. After a day of holiday shopping, celebrating, and earning points, rewards can be applied to experiences big and small, whether checking off a gift list or indulging in something special. Derby Street Insider is sure to make the season feel merrier than ever.
To learn more about Derby Street Insider and download the app, click here.
