Special Guest Singer & Emcee, Rich DiMare
Rich DiMare is a Boston-based American jazz singer specializing in the Frank Sinatra songbook. In addition to singing, he has DJ’ed at Fenway Park, home of the Boston Red Sox. He also spent 15 years live on-air at Kiss 108, Boston’s highest-rated radio station, and hosted live TV segments on Boston’s 25 News Station. You can follow him on Instagram @RichDiMare or visit his website here.
Activities and giveaways are first come first serve and while supplies last.
2PM – 3PM Cocoa With A Cop
Have a cup of hot cocoa for $1 with Wayland Police Department at The Bagel Table from 2pm – 3pm before Santa & friends arrive.
Santa’s Arrival By Firetruck 3:00 PM
Line up on the green with Elsa, Moana, Ariel, Belle, Superman, Spider-Man, Daniel Tiger, Bluey, Cocomelon, Minion, and watch Santa arrive by fire truck with our friends at Wayland Police & Wayland Fire at 3pm.
Wayland ACE Home & Design
Meet Moana and Santa in the freshly remodeled store! Pick up a coupon for a discount and save on your holiday and home needs!
Wayland Children and Parents Association (WCPA)
Be sure to pick up some delicious chocolate from Chocolate Therapy! FIND THE GOLDEN TICKET at the bottom of your purchase of a four-piece chocolate truffle box AND you’ll win a gift basket! If you find a mini-golden ticket in your purchase, you’ll win a 12-piece collection of truffles!
Visit Lit Dental to decorate a holiday cookie inside the old Supercuts space by the Green!
Calling all couples around Wayland! Come by Almaari Jewelers to get your FREE holiday portrait done by our caricature artist!
Middlesex Savings Bank
Visit Middlesex Savings Bank by the Green to see what giveaways they have for you!
BTone Fitness Wayland
Play PLINKO with the chance to win a FREE class, btone merchandise, a discounted Intro Class Pack and more! Take advantage of their sale on grip socks and bTone merchandise to stock up on stocking stuffers for the holiday season!
Visit Stretch Zone to meet Superman, get your face painted, get a balloon from our ballon artist, and get a FREE 15-minute stretch! You’ll also be entered to win a free month membership where you’ll get a free stretch once per week!
Drop in to check out their raffle and gift card sale.
Meet Daniel Tiger and Bluey! Paint an animal-themed holiday ornament at ADA Vet and see what giveaways they have in store.
Forever Slender MedSpa
Visit Forever Slender MedSpa for a cup of hot chocolate with Elsa & Belle, enter their raffle for a free hydrafacial and other prizes. They are also collecting canned and nonperishable food for the Greater Boston Food Bank and local pantries – bring food to donate and get 10% off a service (must be used before 12/31/23). They will also be offering gift certificates for purchase (to offer to party hosts, holiday presents, etc.)
Visit X-Golf to play a round of golf and pick up a balloon.
Gather around the Green for our annual tree lighting at 4:45pm as we sing a song with Santa and countdown to the tree and menorah lighting!
*This list will be continuously updated. Be sure to check back as the event date gets closer or sign up for our email list here to receive event notifications!
Spread the word to your friends and family by marking yourself as attending on Facebook!
See Our Past Events On Social Media Here
2021 | Santa Arrives By Firetruck with Wayland Fire Dept on Instagram
2021 | Elsa Arrives By Firetruck with Wayland Fire Dept on Instagram
2021 | Holiday Stroll Photo Album on Facebook
2019 | Holiday Stroll Photo Album on Facebook
Photo/Video Release: Events at Wayland Town Center may be photographed and/or video taped. By attending this event, you are agreeing to be in photography or videography that may be used for the Wayland Town Center website, social media, or other promotional purposes.