10th Annual Union Square Holiday Stroll

Unwrap Union Square for the 10th Annual Holiday Stroll! 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! Stroll the Square Challenge: Grab a Stroll the Square punch 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 punch card with wintry stamps and <a href="mailto:stroll@unionsquaremain.org">email us a picture</a> to enter to win cash prizes. Multiple entries encouraged for repeat visits and purchases. Storefront Decoration Contest" Scores of local businesses will deck their halls! The snazziest Square storefront will win a prize! More details to come soon!

Union Square 

Christine

Maura

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Meredith 

S22: conversations

Wondering what to do in Boston? Places to eat? Free activities? Good for a group? Date night spot? Girls night out? The best things to do? Ask Joyraft!

Best places to go in Boston? Things to do? Places to eat?

Questions & answers about things to do in Boston

Recs 💬

Community recs 💬

S4: top picks

The most fun, cool and unique things to do in Boston. Can’t miss events, shows and experiences. Concerts, restaurants, bars, free things in Boston and beyond.

The most fun and cool events happening around Boston

Hot and new things to do in Boston

Hot & new

Hot & new 🔥

S11: happening this weekend

What to do in Boston this weekend? From festivals, concerts, performances, free events, screenings and more, Joyraft has the best things to do in Boston.

25+ things to do in Boston/Cambridge/Somerville this weekend

Things to do in Boston this weekend

This wknd

This weekend for you

S21: roundups

Our top picks: outdoor dining, free events, spring festivals, best bars, upcoming concerts, museum parties - the latest in and around Boston.  Slug: joyraft-top-picks-best-things-to-do-boston-ma

Top picks of the best things to do in and around Boston

Joyraft picks: Boston’s best things to do

Roundups ⭐️

Curated by Joyraft ⭐️

S28: calendar experiences

This week in Boston

This week in Boston 📆

This week 📆

S20: c+d experiences

Discover new, unique events and experiences happening in and around Boston. Perfect for date night, good for a group or with a friend. Be the first to know.

The newest events happening in and around Boston

The newest events on Joyraft

Just added

Just added to Joyraft

S16: editor picks

The most unique and can’t miss things coming up in Boston / Cambridge / Somerville and beyond. Festivals, food, drinks, fairs, concerts, art and free activities.

Unique and Can’t Miss Things to Do in Boston

Can’t-miss things to do in Boston 🚨

Can't-miss things to do 🚨

S2 (A): top experiences

The most popular things to do on Joyraft. Concerts, restaurants, bars, events, parties, openings, kid friendly, date ideas, free things in Boston and beyond.

Top 20 things to do in Boston

Top 20: Joyraft’s most popular

Top 20

Top 20 on Joyraft

S3 (A): trending experiences

Discover can’t miss events and things to do in Boston. The most fun, unique and cool events coming to the Boston area this spring and summer.

The hottest events happening in Boston

Trending events on Joyraft

Trending 📈

S17: interest based

Your guide to everything free in and around Boston. From events, to fairs, to festivals, to outdoors. Joyraft has all the free events happening near you.

100+ free things to do in Boston and beyond

Free things to do in Boston

Free things to do

S19: interest based

Discover kid-friendly fun in Boston, Massachusetts, and surrounding areas! Enjoy hands-on exhibits at the Boston Children’s Museum, explore the New England Aquarium, and visit the Franklin Park Zoo. Find parks, playgrounds, and seasonal events perfect for families across Massachusetts.

Top 20 kid-friendly things to do in Boston, MA

Kid-friendly things to do in Boston

Kid-friendly events

S18: interest based

Where to eat and drink in Boston? Joyraft has Boston’s newest bars, restaurants and specials. Drinks and pre fixe dinner menus. Cambridge & Somerville too.

Boston Bars and Restaurants: Events and Openings

Food & drink experiences in Boston

Food & drink experiences 

Where

10th Annual Union Square Holiday Stroll

Website

Where?