2026 Theme: Pop-Up!
Throughout Wellesley’s retail districts, local businesses and organizations will create pop-up moments inspired by flowers, spring, creativity, and community.
You might encounter:
- A floral art show spilling onto the sidewalk
- Hands-on bouquet making experiences
- Flower-inspired craft workshops
- Sweet surprises and spring treats
- Seasonal displays and creative storefront installations
Each experience will reflect the personality of the businesses and the energy of the season.
And because the theme is Pop-Up, you never quite know what delightful surprise you might discover next.
Special Features on Kick-Off Day: Sat., May 2
Sweetie’s Candy Bus, located on Abbott Street.
A colorful mobile candy shop bringing a playful pop-up experience to town. The first 25 customers receive a free sweet treat.
Captain Marden’s Seafoods Food Truck, located on Central Street, from one of Wellesley’s most beloved seafood markets, serving fresh favorites. The first 50 customers receive a free drink.
Photo: Wicked Local Staff Photo/David Sokol
Mahjong and Canasta Pop-Up
Hosted by The Canasta Connection
Join our first Mahjong and Canasta Pop-Up — a lively social gathering of playing the hottest games!
- Saturday, May 2
- Mahjong: 10:30 a.m. – 12:30 p.m.
- Canasta: 1:30 p.m. – 3:30 p.m.
- Location: black & blue Steak and Crab, 65 Central St.
A portion of proceeds will be donated to Accelerated Cure Project, supporting efforts to accelerate research and find a cure for MS.
All 50+ Original Wellesley in Bloom Pop-Ups
🌸 A.M. DePrisco Jewelers
Enjoy a special 20% savings on floral-inspired jewelry – highlighting elegant designs that reflect the delicate forms and colors of nature.
🌸 Ana Katarina Design
Great day with btone Fitness! Visit the store on May 2 for your chance to win prizes like jewelry, btone classes and merchandise and restaurant cards.
May 9 from 12-4 p.m. enjoy a Spring Mocktail & Libations Workshop, where guests learn to craft refreshing botanical beverages using flowers, floral essences, and flower teas.
🌸 Anderson’s Jewelers
Discover a new collection of estate jewelry beginning at 10 a.m. on May 2, featuring beautiful pieces inspired by nature — including floral motifs, bees, birds, and soft pastel designs.
You’re invited to explore these one-of-a-kind treasures and sign up for the Anderson’s Jewelers email list at AndersonsJewelers.com to receive a special one-day savings code available exclusively for May 2.
Plus, Springdale Flower Farm will be popping up in-store with their beautiful, locally grown flowers.
🌸 Ardan / Revival 22 Medspa & Salon
The first 15 guests on May 2, wearing floral attire and mentioning the code “#revival22” will receive a $25 gift card which can be redeemed for a facial starting at $125. Also, any facial scheduled for May 2 or May 9, gets a blow-dry for $15 off on the same day only; pricing varies depending on hair length/type.
🌸 Atelier Salon
20% off any one retail product with the secret password “Bloom” at check out on Saturday, May 2 from 8 a.m. – 5 p.m.
🌸 Beauty and Main
Create your own Mother’s Day flower arrangement on May 2. Choose from an assortment of bows with wrapping. Plus, fun complimentary makeup services.
🌸 Beth Urdang Gallery
Wine & Cheese reception May 2, from 1-6 for a one-person exhibition of ocean paintings by Adin Murray. Also, enjoy floral paintings by artist Peggie Blizard. Younger visitors can create their own floral artwork.
🌸 black & blue Steak and Crab
Floral-inspired cocktails, available May 2 and continuing through Mother’s Day.
On Tuesday, May 5 – we will be hosting a Spring Thaw happy hour with complimentary appetizers in addition to wine specials and floral cocktail features. Limit: 100. Click here to R.S.V.P.
🌸 Bluemercury
Experience the luxurious Chantecaille Rose de Mai Collection, celebrating the beauty of botanicals through skincare and makeup inspired by nature’s most beloved flowers. April 30 – May 3, also
spotlighted Chantecaille’s newest innovation – the BioLifting Concealer – available 15% off the Chantecaille during the event.
🌸 B/SPOKE Studios
B/SPOKE Studios will host one complimentary community yoga class on May 2 as part of the Wellesley in Bloom celebration. Guests are invited to drop in, move, and enjoy a moment of wellness and connection during this spring weekend. You must have a B/SPOKE account to participate. You can easily make one on the B/SPOKE website: https://bspokestudios.com/
🌸 Clever Hand Gallery
Discover handcrafted floral touches throughout the gallery. Enjoy a complimentary small ceramic bowl with purchase (while supplies last), and enter a drawing to win a beautiful, quilted wreath to be awarded on May 10.
🌸 The Cottage
Celebrate the season with a fresh new spring menu, featuring dishes created by Chef Michael Tondorf, formerly of Riva and Hook & Harvest on the South Shore.
🌸 Dena Pavone Italy
Experience the Petal and Crumb Florist’s beautiful floral display. Small bouquets are available for purchase. Treat yourself to a glass of lemonade from Del’s Lemonade Stand right outside the store.
🌸 Down Under School of Yoga
- Wellesley In Bloom Community Class: Down Under Yoga + lululemon Wellesley @ lululemon, Wednesday, May 6, 7:15 – 9:00 p.m. R.S.V.P. Here.
- Free Wellesley In Bloom Kids’ Yoga (@ Down Under), Saturday, May 9, 9:30 – 10:00 a.m. Join Luciana for a dynamic, playful class designed just for kiddos ages 3–6 in celebration of Wellesley In Bloom.
- Discover Iyengar Yoga: A Free Community Offering (@ Down Under), Saturday, May 9 @ 2- 4 p.m. Sign Up Here
- Free Wellesley In Bloom Hot Power & Restore Class (@ Down Under), Saturday, May 9 @ 3:30 – 4:30 p.m. Join Shawna Lemelman for a special Wellesley In Bloom class that blends her signature Hot Power Flow with a deeply relaxing Restorative experience, offering the best of both worlds. View the Wellesley schedule Here
🌸 Eileen Fisher
Check out our seasonal containers created by Decorated Doors on May 2 and enjoy a refreshing glass of lemonade. Enter to win a Decorated Doors summer refresh for your entryway.
🌸 Engel & Völkers Wellesley
Discover the Spring Color Pop-Up featuring local artist Cheryl Hayman. Her bold acrylics use vibrant colors, and rhythmic patterns evoke emotion and play with perception. Stop by all week to view her paintings and check out the special “Meet the Artist” event on May 2.
🌸 Faber Rug Company
20% savings on materials purchased from May 2–9, making it the perfect time to begin planning a fresh look for your home.
🌸 Fiorella’s Wellesley
Enjoy the beautiful floral décor in its newly opened dining room, along with vibrant flower boxes outside creating a welcoming spring patio atmosphere. Stop and enjoy seasonal favorites.
🌸 Fleuri
Flowers are always in bloom at Fleuri. A portion of sales on May 2 benefit Valor Together, a Massachusetts nonprofit dedicated to improving mental health outcomes for children across MA.
🌸 Footstock
The first 50 customers on May 2 who make a spring footwear purchase will receive a special gift, making it the perfect time to step into the season.
🌸 Framebridge Wellesley
Enjoy light sips and sweets on May 2.
🌸 Fran’s Flowers
Stop by Wellesley Books to visit Fran’s Flowers Pop-Up on May 2 from 11a.m. – 3 p.m. Cut flowers and hanging baskets available for purchase. Partial proceeds benefit a local charity.
🌸 FP Movement
Complimentary Petal Talk keyring offered with any purchase, while supplies last.
🌸 Gretta Luxe
We are offering expert denim styling sessions with our award-winning stylist and fitting with 20% off ALL denim!
🌸 Hipstitch
Hands-on fabric flower workshop on May 2, where guests can create playful spring accessories such as tulip scrunchies, floral hair ties, or textile garden décor.
🌸 Isabel Harvey
Pick a bloom and receive a special surprise at checkout. The first 60 customers on May 2 will also receive one hour of complimentary parking to use on a future visit, along with a 15% savings card to enjoy before Mother’s Day.
🌸 J.McLaughlin
Enjoy our floral-inspired window displays and a special in-store shopping event on May 2, along with additional Mother’s Day festivities planned for the following week.
🌸 DJ – Jamin 94.5 • 11 a.m. – 5 p.m.
Dance and sing along with our DJ by Shake Shack on Central Street.
🌸 Kenzie & Hope
Step into spring with stylish pop-up experiences: Wednesday, May 6 – Bloom Jewelry by Raquel Fauza; Friday, May 8 – Personalized Hat Bar with Nantucket’s, Sal Amore.
🌸 Le Petit Four
Experience a charming outdoor floral pop-up, complete with a sidewalk cart and expanded outdoor seating.
🌸 Linden Square
Enjoy festive flower sculptures displayed in the courtyard, perfect for spring photos and celebrating Wellesley in Bloom.
🌸 Lockheart
Stop by the floral-themed soft drink station on May 2, offering a refreshing seasonal stop from 11 a.m. – 3 p.m.
🌸 London Harness & TUMI Wellesley
Gift with purchase on Saturday, May 2: a lollipop flower surprise, each containing a $25, $50 or $100 gift card to be used toward a future purchase. A tower of planting seeds will also be available for sale. Plus, discover unique gifts during our Yorkie Hollow Trunk Show.
🌸 Lux Bond & Green
Step into spring with floral décor inside and out, while welcoming visitors with refreshments. Purchases made between May 2–9 will automatically be entered into a drawing to win two tickets to a Boston Red Sox home game.
🌸 Mahjong & Canasta Social Pop-Up — Let the Games Begin
Join Wellesley in Bloom’s first Mahjong and Canasta Pop-Up, hosted by The Canasta Connection — a lively social gathering of playing the hottest games!
Click here to reserve. No lessons. Geared to advanced beginners, intermediate & advanced players.
- Saturday, May 2
- Mahjong: 10:30 a.m. – 12:30 p.m.
- Canasta: 1:30 p.m. – 3:30 p.m.
- Location: black & blue Steak and Crab, 65 Central St.
A portion of proceeds will be donated to Accelerated Cure Project, supporting efforts to accelerate research and find a cure for MS.
🌸 Marathon Sports Wellesley
Teaming up with B/SPOKE Studios to host an outdoor fitness pop-up on Tuesday, May 5. Additional highlights may include a shoe fitting demonstration and guided walk beginning at the Senior Center, encouraging participants to step into the season.
🌸 Milk Money
Every Mom who comes into Milk Money receives a flower with a secret discount attached to it. You’ll find Flower Baskets for sale that are all made of soap – perfect for your Mother’s Day gift.
🌸 Momentum Dance
Enjoy a floral-themed evening of movement, snacks, and beverages for Moms Night Out Dance Class on Tuesday, May 5 from 7–7:45 p.m. at the Linden Street location. Registration required.
🌸 My Gym Wellesley
Decked out in spring décor and participating in the Russian School Scavenger Hunt. Offering three Play & Pays ($15/child): Monday May 4 12:15 p.m. – 1:05 p.m., Wednesday May 6 12:15 p.m. – 1:05 p.m., and Thursday May 7 11:10 a.m. – 12.p.m. Families can sign up online here.
🌸 NatureWorks Landscape Services
NatureWorks Landscape Services will showcase a beautiful spring display at its studio at 577 Washington Street, bringing the colors of the season to life in its windows from May 2–17.
Visitors are invited to scan the QR code in the window to enter a drawing to win two custom floral planters, featuring a seasonal color display designed and installed by the NatureWorks team.
🌸 Oath Pizza Wellesley
Enjoy Oath Pizza’s spring-themed patio atmosphere, featuring special giveaways and seasonal offers throughout the celebration.
🌸 Patte Silver Collection
Enjoy 25% off all clothing, then our complementary bracelet bar with purchase on Saturday, May 2. Plus, we’ll have small snacks and bracelet making from 2-4 p.m. that Saturday.
🌸 Playa Bowls
10% savings for guests wearing floral prints Saturday, May 2, adding a playful twist to the celebration. Wear your favorite spring florals and join the fun.
🌸 Popovers at Church Square
Families can enjoy flower coloring pages in the children’s area, along with a special spring dessert and seasonal pop-up items created just for the celebration.
🌸 Reve Salon
On May 2, fresh flowers distributed to guests, festive salon décor, and a featured Blooming Pedicure experience, designed to add a relaxing seasonal touch to the celebration.
🌸 Russian School of Math (RSM)
Floral Scavenger Hunt Pop-Up
Russian School of Math will host a floral-themed scavenger hunt, inviting students and families to explore, solve clues, and celebrate spring in a fun and engaging way: Saturday, May 2, 10 a.m. – 4 p.m.
This interactive experience encourages discovery and adds a playful learning element to the Wellesley in Bloom celebration.
🌸 Sara Campbell
Bloom Into Spring Styling Pop-Up
Sara Campbell will celebrate Wellesley in Bloom with a week of floral-inspired fashion and styling experiences.
- Thursday, May 7, 4 -7 p.m. — Spring Preview
- Friday, May 8 — Bloom Styling Experience
- Saturday, May 9 — Private Appointments
🌸 Sit Still Kids Salon
Kids Flower Nail Pop-Up
Sit Still Kids Salon will celebrate its anticipated summer arrival in Linden Square with a fun and festive pop-up table outside its new location next to Van Leeuwen Ice Cream, Saturday, May 2 from 10 a.m. to 3: p.m.
Children are invited to enjoy flower nail decal applications, pick up a goodie bag, and enter a special giveaway, creating a joyful spring moment for families visiting Wellesley in Bloom.
🌸 Smith & Wollensky Wellesley
From May 2 through Mother’s Day, Smith & Wollensky Wellesley invites guests to celebrate the season with Cocktails in Bloom — a limited-time pairing of floral-inspired spring cocktails designed for leisurely lunches, celebratory dinners, and everything in between.
Featured cocktails include:
Rosé en Fleur
Sparkling rosé, crème de violette, strawberry purée, and lemon
Loire Valley Bloom
Sancerre, orange blossom water, chilled chamomile tea, and lemonade
A perfect seasonal pairing for Mother’s Day dining, graduation celebrations, and spring gatherings in Wellesley.
🌸 Sprig & Vine
Attend one of our two Mother’s Day Tea Cup Flower Arranging Classes on Saturday, May 9:
- 3 – 4 p.m.
- 4 – 5 p.m.
- $45.00
- 83 Central Street
- To schedule, email laurie.grossman@oxbowdecor.com
🌸 Tiny Hanger
Join us for a Sweet Botanical Cookie Pop-Up featuring Sweet Botanical Bakes, a woman-owned small business. Delicious handcrafted shortbread cookies made with edible flowers. Adding a thoughtful touch to this sweet spring experience, 5% of proceeds support local community gardens and seed preservation efforts.
🌸 TLC Consignment
New to Central Street, discover a thoughtfully curated collection of designer consignment pieces—each selected with more than 35 years of fashion expertise. Enjoy fun in-store games to earn exclusive discounts, along with complimentary handmade flowers featuring cheerful messages.
🌸 Truly’s / Truly’s Next Door
Truly’s and Truly’s Next Door is hosting a family-friendly Scavenger Hunt on May 2, encouraging visitors to explore and discover surprises.
🌸 Wellesley Books
Check out the floral themed window displays featuring gardening books and spring favorites. Outside, a flower-adorned bicycle and a sidewalk floral display by Fran’s Flowers will create a charming spring scene.
🌸 Wellesley High Lacrosse Team
The team will host their annual car wash in the Linden Square parking lot by Karma on Sunday, May 3.
🌸 Wellesley Holiday Boutique
Step into a spring garden, filled with floral-inspired dresses, table décor, and gifts. In partnership with Posies of Wellesley. Purchase fresh spring flower arrangements and receive a 20% savings coupon toward a Mahjong-themed item.
🌸 Winston Flowers
Winston Flowers is hosting 25-minute floral design mini sessions on Saturday, May 2 from 10 a.m. to 4 p.m.! 31 Central Street, Wellesley.
Guided by our expert designers, you’ll create a seasonal arrangement with the freshest blooms—yours to take home and enjoy for days to come.
See the Scheduling Options and Register Here
Also, purchase flowers on May 2 to benefit Health Care Without Walls: $15 a bunch with partial proceeds donated to the charity.
The Village Bank, Title Sponsor
“Events like Wellesley in Bloom are wonderful opportunities for people to experience the creativity and warmth of local communities,” said Joseph De Vito, President and CEO of The Village Bank, the event’s title sponsor. “We’re proud to support initiatives that bring neighbors together and celebrate the small businesses that help define the character of a town. As visitors explore Wellesley that day, we hope they’ll enjoy discovering something new and simply say, ‘Look what’s popping up.’”
With a proud history spanning more than a century, The Village Bank is now the only remaining mutual community bank headquartered in the City of Newton.
The bank measures its success through the meaningful relationships it has built over the years and its strong commitment to supporting customers and communities across the region.
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About Wonderful Wellesley
Through creative events and community partnerships, Wonderful Wellesley works to showcase the town’s distinctive retail districts and encourage residents and visitors to explore and support local businesses.
Wonderful Wellesley has also produced the Wellesley Wonderland Ice Sculpture Stroll, a popular winter event that has been held twice in recent years.
Thank You Wellesley Hills Junior Women’s Club
We greatly appreciate our partnership with you.
Wellesley in Bloom coincides with the Wellesley Hills Junior Women’s Club Kitchen & Home Tour, one of the organization’s three major fundraising events supporting grants and scholarships for the Wellesley community.
The tour brings hundreds of visitors to town each year and adds to the festive energy of the day.
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