“Thank you to everyone who joined us at the 9th Annual Union Square Holiday Stroll. Nothing makes us happier than to see our community come together for a special day of festivities celebrating the spirit of Union Square. We look forward to seeing you again in the Square!”

—Union Square Main Streets & Local Businesses Who Love You

Unwrap Union Square for the 9th Annual Holiday Stroll!
Saturday, December 2, 2023
12-6pm


Enter to win cash prizes by conquering the Stroll the Square Challenge when enjoying unique eats and rad retail

Dozens of locally-owned businesses await with all you need to stuff your stockings, deck your halls with local art, make your tastebuds celebrate, and MORE!

Bundle up and come on down or snuggle up and shop from home to unwrap Union Square in all its wintry wonderment!

Follow us on Facebook & Instagram for the latest
on stuffing your stockings and finding your favorite things right here in Union Square.


Congratulations to 2023 Stroll Winners!

Ella D

Megan S

Alex C


Stroll the Square Challenge

Grab a Stroll the Square stamp card and collect stamps as you shop the Square during this year’s Holiday Stroll. Present your card to a participating Stroll business to receive a stamp!

Fill up your card with wintry stamps and email us a picture to enter to win cash prizes. Multiple entries encouraged.

 

Pick up a Stroll the Square Challenge stamp card at shuttle stops throughout the Square and Union Square Main Streets’ information booths on the Union Square Plaza and at Bow Market.

Excited to get started? Download and print a stamp card at home!


Make merry with live performances

Revels singers rove the Square for pop-up caroling performances between 1-3pm. Shop, sip, and sing along this season as you make your merry way around Union!

Roving performances will bring cheer to the Square on the Union Square Plaza, outside of 22 Union Square, Bow Market’s courtyard, and outside of 378 Somerville Ave.


Take a FREE Stroll Shuttle

Many thanks to our friends at Boynton Yards who are sponsoring free Stroll Shuttles so you can see all the Square’s splendid sights!

Locations:

- Touch-A-Truck Event at Boynton Yards & Portico Brewing: 101 South St
- Union Square Station
- Union Square Plaza, 255 Washington St
- Somerville Media Center at Somernova: 14 Tyler St
- Bow Market: 345 Somerville Ave

Shuttles are free and will run approximately every half hour 11:30am-6:30pm depending on traffic.


Storefront Decoration Contest

Scores of local businesses will deck their halls! The snazziest Square storefront will win a prize!

2023 Storefront Decoration Contestants

Visit local businesses to check out their festive holiday decorations!

Aeronaut Brewery
14 Tyler St

BARRA
23 Bow St

Black Cat Labs
47B Webster Ave

Bow Market
1 Bow Market Way

Buenas
1 Bow Market Way #14

El Potro Mexican Grill
61 Union Square

The Independent
75 Union Square

Lunch City Studio
265 Washington St

maca boston
1 Bow Market Way #9

Machu Picchu
307 Somerville Ave

The Neighborhood Restaurant & Bakery
25 Bow St

Rebel Rebel Wine Bar
1 Bow Market Way

Somerville Media Center
12 Tyler Street Ste B

Tiny Turns Paperie
339 Somerville Ave

USQ
31 Union Square

Union Market
29 Union Square

Union Square Main Streets’ Keeping Small Strong Street Team
26 Union Square

Vera’s
70 Union Square


Take an Elfie Selfie on the Festivus Trail

Win cash by: Taking a selfie in the Square, posting on Instagram and tagging @UnionSquareMS and hashtag #LoveUnionSquare, Strolling the Square by collecting stamps from local businesses and sending your card to stroll@unionsquaremain.org


Feeling Elfie? Take a SELFIE!

Be entered to win $100!


A Chance to Win, a Chance to Give:

Your chance to win real cash money is just a selfie away.


  1. Snap a selfie at the Stroll

  2. Share on Instagram

  3. Tag @unionsquarems

  4. Hashtag: #loveunionsquare

  5. Be entered to win $100


Rad Retail & Unique Eats

Stuff your stocking (and your belly!) with tasty treats!


2023 Offers & Activities

Aeronaut Brewery
14 Tyler St

10% off merchandise

BARRA
23a Bow St (opens at 4pm)
Mexican traditional decorations, special food items, specialty cocktails

Black Cat Labs
47B Webster Ave (opens at 2)
Laser cut gift

Bow Market
1 Bow Market Way
Cozy communal fire pits

Boynton Yards Winter Fest
101 South Street
Saturday, Dec 2 from 12-4pm
Complimentary warm drinks & treats + a family-friendly event with crafts, games, and an open house of construction equipment and photo opportunities!

Buenas
1 Bow Market Way #14
Panettone (Pan Dulce) empanadas

Clementine Hair Studio
358A Somerville Ave (open until 5pm)
Complimentary festive goodie bag with purchase of retail & in-store jewelry pop-up

CultureHouse
Union Square Plaza
CultureHouse is bringing the heat with Union Square's very own warming station! Stay warm with make-your-own s'mores, hot chocolate, trampolines, and games!

Dance Union
16 Bow St Floor 2
Argentinian traditional finger foods, raffles & free Tango lessons
Free small group Tango lessons run:
1:30-2pm
3-3:30pm
4:30-5pm

Dojo at SOMERNOVA
15 Properzi Way
3-6pm
Local music showcase, prize giveaways & teen-run raffles

El Potro Mexican Grill
61 Union Square
Festive frozen margarita

Gracie’s Ice Cream
22 Union Square
Kids’ Holiday Bake Sale fundraiser from Gracie and her friends!

High Energy Vintage
429 Somerville Ave
Festive gift wrapping

The Independent
75 Union Square
“Christmas in July… In December” with tropical holiday drinks and food

Juliet
263 Washington St
Warm cocktails

Lunch City Studio
265 Washington St
Festive community craft project
*Please be sure to wear a face mask when you visit this business, face masks will be provided to those without masks*

maca boston
1 Bow Market Way #9
Peppermint, mocha, and eggnog macarons

Machu Picchu
307 Somerville Ave
Peruvian Chocolate with Paneton fruit cake plus a Machu Picchu ornament

The Neighborhood Restaurant & Bakery
25 Bow St (open until 4pm)
Festive gingerbread pancakes

NU Kitchen
195 Washington St (open until 3pm)
Holiday espresso drinks

Play Union
378 Somerville Ave
Inflatable selfie station outside and tiny shop open inside!
*Please note the play space is closed for a private event*

Rebel Rebel Wine Bar
1 Bow Market Way
Mulled wine

Somerville Media Center
12 Tyler St, Ste B
Come in and make a festive green screen greeting video and enjoy a live DJ playing holiday music

Tiny Turns Paperie
339 Somerville Ave
Festive giveaway

USQ
31 Union Square
3rd Annual Holiday Give benefiting the Somerville Homeless Coalition:
Donate items at Union Square Main Streets’ Keeping Small Strong Street Team offices at 26 Union Square

Union Market
29 Union Square
South American sweets and treats

Union Square Main Streets
Online here
Get your Fluff Stuff! What the Fluff? tees & more!

Vera’s
70 Union Square (opens at 5pm)
Raspberry hot chocolate



 
 

The 9th Annual Holiday Stroll is presented by Union Square Main Streets, Inc. with generous help from

 
 
 
 
 
 

Thalia Tringo & Associates Real Estate

Union Square Main Streets, Inc. reserves the right to use any photograph/video taken at the Union Square Holiday Stroll without the expressed written permission of those included within the photograph/video. Photographs/videos may be used in publications, brochures, postcards, posters, newspapers, social media, television, websites, etc. for the purposes of event promotion and/or portraying Union Square as a destination. To ensure the privacy of individuals and children, images will not be identified using names or personal identifying information without written approval from the photographed subject, parent, or legal guardian. A person attending the Union Square Holiday Stroll who does not wish to have their image captured for distribution should make their wishes known to the photographer, and/or Union Square Main Streets, PO Box 1, Somerville, MA 02143 in writing of his/her intentions and include a photograph of oneself to reference. Union Square Main Streets will use the photo for identification purposes and will hold it in confidence. By participating in the Union Square Holiday Stroll or by failing to notify Union Square Main Streets, Inc., in writing, your desire to not have your photograph used, you are agreeing to release, defend, hold harmless and indemnify Union Square Main Streets, Inc. from any and all claims involving the use of your picture or likeness. Thank you for your understanding and cooperation!