Wellesley in Bloom - Floral Fun Comes to Town

Wellesley in Bloom Join the Wellesley shops for a weeklong celebration, <a href="https://wonderfulwellesley.com/wellesley-in-bloom-2025/">Wellesley in Bloom,</a> from May 3-11. Stroll through Linden, Wellesley, and Church Squares to see the lovely storefront wreaths, playfully decorated bicycles, and local artists' works displayed in store windows.   <a href="https://wonderfulwellesley.com/wellesley-in-bloom-2025/">Enter the Bikes &amp; Blooms Photo Contest. </a>Simply snap, pose, and post with a wreath or bike on social media and use #WellesleyinBloom25. 20 lucky winners will take home one of the gorgeous wreaths, created by The Garden Clubs of Wellesley.  For store activities and Mother's Day gift ideas - the Wellesley Gift &amp; Event Guides have you covered. Check out all the details on the<a href="https://wonderfulwellesley.com/wellesley-in-bloom-2025/"> Wellesley in Bloom Blog</a> Special thanks to the<a href="https://givingjoygrants.org/support-us"> Giving Joy Foundation </a>for their invaluable partnership in teaming up with many stores for special events.

Wellesley Square

Wellesley Wonderland Ice Sculpture Stroll

Wonderful Wellesley Ice Sculpture Stroll The Ice Sparkles Brightest Friday, January 24 // 4-6pm Wellesley comes alive with music and merriment as strollers discover the whimsical ice sculptures located around town. FREE FUN for everyone! Linden Square Ice Sculptures In the Courtyard, enjoy a live DJ and music, hot chocolate station, food sampling and more fun at Kenzie &amp; Hope, Tiny Hanger, and Oath Pizza. And there’s more… <li>Big Bird in the Courtyard along with playful costumed character Elmo</li><li>Mama and Baby Elephants near Kenzie &amp; Hope and Tiny Hanger</li><li>Hockey Player near Oath Pizza</li>Wellesley &amp; Church Squares Ice Sculptures On Central Street, there’s a DJ and music near Shake Shack, hot chocolate station, and an adorable Bluey character. Plus… <li>Basketball Player, Sponsored by The Lara &amp; Chelsea Collaborative at Coldwell Banker Realty </li><li>Football Player near Comina and Tutto Italiano</li><li>Castle near Anderson’s Jewelers</li><li>Snoopy near Fiorella’s in Church Square</li><li>Dragon near Faber Rug</li><li>Bluey near Milk Money and Cattivo along with a costumed character Bluey</li><li>Paw Patrol near Wellesley Books</li>Snap &amp; Win Photo Contest Snap your favorite photos and enter for a chance to win one of three fabulous store &amp; restaurant prize packages. The Photo Contest and in-store specials continue Saturday, and weather permitting, the ice sculptures will remain. Official Stroll Map It’s easy to find your way around town. <a href="https://wonderfulwellesley.com/wellesley-wonderland-2025/">CLICK HERE</a> for details. Look for signs at each sculpture on how to upload your photos.

Linden, Wellesley, Church Squares

Chanukah Celebration at Linden Square Wellesley

Celebrate the Miracle of Chanukah Sunday, December 22 from 4:30 to 5:30pm \\ <a href="https://ShopLindenSquare.com/events">Linden Square Courtyard</a> Come celebrate Chanukah with the giant Menorah lighting; plus, so much more FREE FUN!<ul><li>Festive music</li><li>Crafting &amp; balloon making</li><li>Cocoa &amp; cookies</li></ul>Thank you to our partners // Wellesley-Weston Chabad &amp; Temple Beth Elohim, Wellesley

Linden Square Wellesley

Ho, Ho, Ho Holiday Stroll - Linden Square Wellesley

Ho, Ho, Ho HOLIDAY STROLL in the Linden Square Wellesley, Courtyard Sunday, Dec. 15 from 11am to 1pm Enjoy FREE FUN for everyone!<ul><li>Kiddie-sized hot cocoa + sugar cookies</li><li>Sampling from Playa Bowls, Oath Pizza, Qdoba &amp; Sweetgreen</li><li>Singing Princess Elsa &amp; playful character, Bluey</li><li>Wellesley High School Carolers</li><li>Temporary Tattoos</li><li>More fun with Bach to Rock &amp; Crafting with the Wellesley Lions Club</li><li>DONATIONS welcome for Wellesley Food Pantry and Cradles to Crayons</li></ul>Ho, Ho, Ho SWEEPSTAKES | Enter <a href="https://www.surveymonkey.com/r/D6WX8FQ">here</a> for your chance to win one of 5 fabulous prize packages from your favorite places to shop at Linden Square.

Halloween Time at Linden Square Wellesley

<a href="https://shoplindensquare.com/event/9757/">Halloween Time</a> at Linden Square Courtyard in Wellesley&nbsp; Sunday, October 20 from 11am-1pm Join in the&nbsp;FREE&nbsp;fun for kids 3-12 with these activities: Pumpkin decorating, Trick-or-Treating, Sampling by Oath Wellesley, Playa Bowls Wellesley &amp;&nbsp;The Cottage and even a REAL fire truck for kids to explore.&nbsp;Plus, there’s more with the Bach to Rock Instrumental Petting Zoo, Crafts with the Wellesley Lions Club, Wellesley Food Pantry (so bring a donation) &amp; Cradles to Crayons.&nbsp; Special thanks to the Wellesley Rec Department for sponsoring the pumpkins! Spooky Sweepstakes&nbsp; Scan the Halloween sign in the Courtyard for your chance to win a $100 Roche gift card. Check Instagram re: updates on weather cancellation since this event is outside.

Linden Square 

Prestige Marlborough - Customer Appreciation - FREE Washes, Ice Cream, & MINION visit

<a href="https://www.prestigewash.com/customer-appreciation-day-marlborough/">Prestige Marlborough Customer Appreciation Day </a> Saturday, October 19 from 11am to 1pm 355 Boston Post Road, West, Marlborough, MA Don't miss this FREE FUN time to celebrate YOU, our customers. Get your FREE Car Wash, Goody Bag with Dry Towels &amp; Air Fresheners, Ice Cream Bars and visit with the MINION characters. In honor of this occasion, Prestige is making a donation to Kits for Kids to help families at times of need. So come on out, it's free and it's fun! Check Instagram for updates since the event will be cancelled in case of rain. Our MINIONS don't like to get wet.

Prestige Car Wash (Marlborough )

FREE Crafts for Kids & More

Sunday, September 15 | 11am to 1pm | Linden Square Courtyard FREE Crafts for Kids Were so excited to bring back one of Wellesley’s favorite back-to-school events. There’s FREE painting, crafting, and clay making. Perfect for kids 3- 12. Plus, sampling for the kiddies provided by Oath Pizza &amp; Playa Bowls.* *while supplies last Thank you, Clever Hand Gallery artists, Wellesley Lions Club, Wellesley Food Pantry &amp; Bach to Rock for joining in all the fun.   JELLYCAT CONTEST in the Courtyard Sponsored by Tiny Hanger, your favorite local Jellycat shop Attention all of you Jellycat fans! Check out the sign in the Courtyard with all the details on how to enter for your chance to win a NEW Jellycat Sorrel Bunny. Simply scan the QR code and enter.   STORYTIME in the Courtyard Hosted by Tiny Hanger Come meet author Dalton Kendall at 1pm as she reads a portion of her new book — A Day at the Ballpark. This is a perfect book for kids and adults. Dalton tells the story of how a kid from a small town achieves his dreams as a Red Sox player hitting a home run over the Big Green Monster!

Linden Square Wellesley Courtyard

Linden Square Wellesley - Blow-out Sidewalk Sale - Up to 70% Off

Linden Square Sidewalk Sale Thursday to Sunday, September 5-8 BEST Deals of the Season – Up to 70% off Club Pilates Wellesley, Kenzie &amp; Hope, Sara Campbell &amp; Tiny Hanger Don’t miss out on the deepest discounts of the season. So much fun browsing the sale racks!

Linden Square, Wellesley - Blow-out Sidewalk Sale

<a href="https://www.shoplindensquare.com/" target="_blank">Linden Square Blow-out Sidewalk Sale</a> Savings Up to 70% off // Thursday - Sunday, May 16-19 Do you love searching the sale racks for great deals? The Sidewalk Sale returns to Linden featuring your favorite stores. From toddlers, kids, tweens, and women’s fashion, we’ve got you covered. Your great find is waiting to be discovered. Participating Stores<ul><li>Kenzie &amp; Hope</li><li>Sara Campbell</li><li>Tiny Hanger</li></ul>Car Wash for a Cause Sunday, May 19 // 9-11am In need of a good car wash? The&nbsp;Wellesley High School Boys Lacrosse Team&nbsp;is holding a car wash in the Linden Square parking lot outside the Verizon store. Swing by to support a great cause and then hit the Sidewalk Sale racks!

Fair in the Square is Back in Wellesley

Fair in the Square is Back! Linden Square Courtyard Saturday, May 4 – 11am – 1pm So much FREE Fun! There’s the Petting Farm with friendly farm animals. Balloon Twisters and a Temp Tattoo Artist with their amazing creations. Also, on hand -- Bach to Rock, Oath Pizza, StretchLab, YogaSix, and the Wellesley Lion’s Club.  Playa Bowls just for the Kiddies! We’re giving away 250 FREE kiddie bowls. * We know adults love Playa Bowls too, so head to the new store to buy your very own. Located right next to Sweetgreen in the Courtyard. *While supplies last. Wellesley Food Pantry Lemonade Stand Grab a cup of lemonade and a cookie and drop off your canned foods, macaroni &amp; cheese, and pasta right at the stand. Must be non-perishable; cash donations welcome. Sponsored by Roche Bros. Pizza sampling by Oath Pizza. While supplies last. May Sidewalk Sale Coming Up! May 16-19 Up to 70% Off Sara Campbell, Kenzie &amp; Hope and Tiny Hanger will be hauling out the deal racks. So come early before your favorites are gone.

Linden Square Courtyard

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

S19: interest based

WBUR’s 75th birthday celebrations 💫

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

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.