9th Annual Holiday Stroll

December 1, 4:00 pm - 9:00 pm

Experience the spirit of the season at this festive family event featuring 30+ artists at three indoor sites, food trucks, carolers, MEMO’s outdoor tree lighting ceremony, and much more!

All events are located on Medfield’s Main Street (within walking distance), with FREE admission and parking available.


Schedule of Activities

Please note: The Holiday Stroll takes place in Downtown Medfield in and around Main Street. 

4:00 PM Berkshire Hathaway offers their annual Hot Chocolate Bar.

4:00 PMRE/MAX Distinct Advantage hosts a whimsical reindeer food making station (while supplies last). “Imagine ingredients that look just like what reindeer might munch on, but are actually delicious treats for us humans to enjoy!”

4:00 PM – 6:00 PM First Baptist Church invites kids ages 3 and above to make crafts for holiday gift giving alongside snacks and cocoa. 

4:00 PM – 6:00 PM – Enjoy FREE s’mores over a fire pit (while supplies last) on the front lawn of the Medfield Town Hall provided by the Recreation Department.

4:00 PM – 6:30 PM – Children’s Crafts, enjoy craft projects and holiday cheer in the Children’s Room at the library.

4:00 PM – 7:00 PM Medfield Together hosts an evening of kids’ crafts representing diverse cultural celebrations at Park Street Books. “Please join us in celebrating & learning about Diwali, Hanukkah, Christmas, Kwanzaa, Winter Solstice, & Lunar New Year.” 

4:00 PM – 8:00 PM – Savor complimentary decorated cookies and a FREE Scout Shopper Tote with any $50+ purchase at Be Charmed

4:00 PM – 8:00 PMFirst Parish UU Church screening FREE outdoor holiday movie classics. Delight in holiday treats and an outdoor tent activity for writing and mailing letters to Santa.

4:00 PM – 8:00 PM PAWSitive Pantry will pop-up in Park Street Books with giveaways and pet supplies for sale. Handmade cat toys, homemade dog biscuits, stuffed animals, pet supplies (price range: $1 -$15) will be available. 

4:00 PM – 8:00 PM – Medfield TV brings the green screen to the Medfield Public Library where holiday strollers can immerse themselves in a winter wonderland scene. “Our team will be there sharing information about our 2024 internships, volunteer opportunities, classes and Youth Media Program. We’ll also be holding a FREE raffle!” 

4:00 PM – 8:00 PMMedfield AfterSchool Program (MAP) at the Medfield Public Library

“Join us for peel and stick crafts for kids, and the 4-6 program will be selling their handmade earrings and crafts made from recycled materials.

4:00 PM – 8:00 PM –  Holistic Wellness Center is offering a jewelry trunk show, mini chair massage and reflexology sessions, as well as a raffle for a large Citrine crystal.

4:00 PM – 9:00 PMBuy local and handmade for the holidays from artisans located in Zullo Gallery, the Library and the United Church of Christ.

4:00 PM – 9:00 PM – Nantucket Weaving at Needham Bank will be blending traditional and modern style to bring unique Nantucket basket-inspired jewelry and accessories to the Stroll.

4:00 PM – 9:00 PM – Shop at TTG’s Aesthetic Intent to discover unique, one-of-a-kind holiday gifts. “Beautifully handcrafted jewelry, wooden bowls and boards, pottery, resin flowers, and toys are all handmade. Support our local artists and small businesses by shopping locally to find special gifts for family and friends. While you shop, your children can write a letter to Santa, and the North Pole elves will make sure it is delivered.”

4:30 PM – 5:15 PMSnowflake Storytime. Join ukulele artist Julie Stepanek for a fun, winter storytime! Julie’s performance is bound to impress kids and grown-ups alike, enjoy a family-friendly performance in the Lower Level Meeting Room at the library.

4:30 PM – 6:00 PM – Follow Trills ‘n Chills a cappella performances around town. Experience 15 minute bursts of holiday carols and seasonal favorites sung by the amazing youth vocalists led by instructor Eva Kendrick. 

15-minute performances at the following locations:

Dwight Derby House (outside)

First Parish Church (outside)

Baptist Church (inside)

Brothers Marketplace (inside)

Medfield Public Library (inside)

UCC Medfield (inside)

4:30 PM – 6:30 PM – Carolers perform in front of RE/MAX Distinct Advantage.

5:00 PM – 7:00 PM – Dwight-Derby House will host a meet-and-greet with Santa Clause. Guided tours of the first floor will also be available to groups of five or more, and the Christmas gift shop will be open as well. “We ask that everyone enter through the Derby Hall entrance on the side of the building.” 

5:00 PM – 8:00 PM – Enjoy live music at the Sanctuary at UCC from singer songwriters Jill McCracken, Joanne The Band, and Mori, plus a very special performance from The Dover Foundation.

5:30 PM – 6:15 PM – Jazz-a-gals (a Medfield-based women’s a cappella group) perform in front of Park St. Books.

6:30 PM – MEMO’s outdoor tree lighting ceremony at Baxter Park. 

Thank you to our Sponsors

Vendor Directory

30+ vendors will be situated across 3 sites. Zullo Gallery, United Church of Christ, and Medfield Memorial Public Library.

Ariel Kessler - Mixed Media Art

Creates colorful and whimsical mixed media art, offering prints, cards, ornaments, miniature sculptures, and vases.


BC Soaps

Provides handmade, cold-process soaps made in small batches from all-natural ingredients, complemented by a selection of beautiful bath accessories like lip balm, bath bombs, handcrafted wooden soap trays, and knit cotton washcloths.


Colleen Sullivan Photography

Captures the essence of nature through photography, offering prints that celebrate the natural world.



Produces hand-knitted softies, dolls, shawls, cowls, and hats, with a focus on soft and tactile textiles.


Lisa W B Walker

Crafts wheel-thrown and hand-built pottery, merging traditional techniques with contemporary design.


Pat Brazill Chain Maille Jewelry

Specializes in fine jewelry crafted from sterling silver and gold-fill, featuring designs based on ancient chain maille patterns.


Pearle's Painting

Decorates found objects with a distinctive style, including hand-painted Christmas ornaments, figurines, serving boards, pepper mills, piggy banks, and more, known for a unique pattern of dots and leaves.


PT Color Market

Offers a variety of wood and leather jewelry, accessories, and home goods, blending function with aesthetic appeal.


Daphne Verley Ceramics

Creates one-of-a-kind terracotta ceramics decorated with colorful underglazes, boasting graphical complexity and ethnic influences.


Doug Hockman Photography

Specializes in nature and abstract photography, capturing the essence of the environment in his work.


Farm Pond Pottery

Offers functional and decorative pottery, taking inspiration from the natural world.

JT's Mayan Art

Crafts handmade ornaments, earrings, and carvings from wood, often featuring local themes on locally sourced materials.


Kathy Zola Fiber

Offers hand-woven and hand-knit original designs, blending traditional craft with modern aesthetics.



Sells illustrated tea towels, giclee prints, and original mixed media art, with designs inspired by a love of food, wine, and cooking, all with a humorous twist.


Mike Paige Studios

Makes handmade ornaments, earrings, and carvings from wood, with a special focus on local themes and materials.


Raw & Uncut Essential Blends

Provides handmade body products and candles, focusing on natural ingredients and fragrances.


Saya Studio Design

Creates mostly one-of-a-kind bags, including shoulder bags, totes, and small pouches, alongside home decor items like decorative throw pillows.


True 9 Accessories

Designs and sells a variety of handmade jewelry and accessories that are chic and fun, reflecting the owner’s passion for Boston, music, and fashion. Their collection includes custom-designed sunglasses, necklaces, bracelets, earrings, and more.


WovenSeas Weaving Studio

Weaves hand-crafted towels, scarfs, and blankets, focusing on quality and texture.


Zinnia Designs

Produces handmade ceramic trinket dishes and holiday ornaments with a unique touch.


5Strong Candle Company

A family-run business that produces candles from environmentally friendly soy and coconut wax, with phthalate-free fragrance oils.


A Cut Above Design

Specializes in handcrafted cutting and charcuterie boards with a focus on quality craftsmanship.


Art By Walter Perlman

Designs abstract art using an array of materials like clock gears, springs, and fossilized shells, photographing them with water and special lighting. Also paints abstracts and produces a variety of art-themed products.


Chuck Ferullo Photography

Offers photography with subject matter of local interest, available in various formats such as matted, unmatted, framed, on notecards, and mugs, at prices close to cost.


Designs By Donna

Crafts beaded jewelry using materials like 14K gold, sterling silver, semi-precious stones, freshwater pearls, and lamp work beads, offering unique, affordable designs.


Kate Jones Jewelry

Offers jewelry crafted from sterling silver, emphasizing simplicity and elegance.


Medfield Clay Club

Supports Medfield High School’s Clay Club through the sale of handmade clay art.


Medfield Garden Club

Festive holiday arrangements in various containers filled with greens & decorations for sale. This is a preview to Medfield Garden Club’s Holiday Home Sale the following day, Saturday 12/2, 10am-Noon, 26 North Street.

Medfield TV

Get into the holiday spirit with Medfield TV! Visitors of all ages are welcome to jump in front of the green screen and immerse themselves into a winter wonderland scene at the Medfield Public Library. Our team will be there sharing information about our 2024 internships, volunteer opportunities, classes and Youth Media Program. We’ll also be holding a FREE raffle! Then, as you make your way along Main Street, keep an eye out for our field videographer who will be capturing footage of the Holiday Stroll. They would love it if you stop and say hello!



A small business that specializes in unique and creative bath products such as whimsical bath bombs, soaps, skincare, and candles, hand-crafted to bring joy and color to daily routines.


Sarabellum Ceramics

Produces handmade pottery with designs inspired by nature and the surreal.


Studio 61

Presents watercolor and pen paintings, along with a variety of greeting and note cards for different occasions.

Wink Designs

Creates jewelry inspired by the Mediterranean and Aegean coasts, with each piece being handmade and one of a kind.


Thank you to our sponsors

Be Charmed, Beginning Years, Butterfly Tree Boutique, Dwight Derby House, Medfield TV, Winslow Design.