Holiday Walk Williamstown! | Event in Williamstown | AllEvents

Holiday Walk Williamstown!

Amys Cottage

Highlights

Fri, 05 Dec, 2025 at 10:00 am

39 Spring Street, Williamstown, MA, United States, Massachusetts 01267

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Date & Location

Fri, 05 Dec, 2025 at 10:00 am - Sun, 07 Dec, 2025 at 05:00 pm (EST)

39 Spring Street, Massachusetts 01267

31 Spring St, Williamstown, MA 01267-2836, United States

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About the event

Holiday Walk Williamstown!
Enjoy holiday festivities with a traditional New England flair! Old-fashioned caroling, horse-drawn carriage rides, a Penny Social, Santa Claus, and much more, including the signature Reindog Parade!

Check out FRIDAY and SUNDAY happenings too!

SATURDAY:
8am-12pm BREAKFAST WITH SANTA* at Ioka Valley Farm.

10am HOLIDAY CALM YOGA* at Tasha Yoga. Registration required at tashayoga.com/classes.

10am-1pm COCOA & CARTOONS at Images Cinema Lounge. Stop in for a mix of beloved holiday specials and shorts sure to make spirits bright. Plus free cocoa to warm you up!

11am & 3pm SCREENING OF ELF at Paresky Center Auditorium. Sponsored by Williamstown Cultural District. Hosted by Images Cinema

11am-3pm HOLIDAY WALK ART SHOW at Harper Center, Council on Aging, 118 Church Street. Shop paintings, prints, cards, and original artworks. A portion of sales funds art supplies and a chosen cause.

12-1:30pm FACE PAINTING at ROAM Gallery. Get ready for the ReinDog Parade! Become a dog, reindeer, or other animal to march in the parade.

12-2pm WUPE-FM LIVE BROADCAST

12-2pm CRAFTING FOR KIDS at The Log by Ramunto’s. Sponsored by Pine Cobble School.

12-2pm COOKIE DECORATING at The Williams College Bookstore. Sponsored by Buxton School.

12-2pm SOUP-ER BOWL COOK-OFF* at Williams College Lasell Gym (enter from Main Street). Sponsored by MountainOne.

12-4pm PENNY SOCIAL* & NONPROFIT FAIR at Williams College Lasell Gym (enter from Main Street). Benefiting Williamstown Community Chest. Enjoy music with the Flatbed Jazz Band 2:30 – 4pm.

1-3pm HOT CHOCOLATE & COOKIES at The Williams Inn. Sponsored by The Williams Inn

1-3pm HOLIDAY MUSIC at Tea & Boba Lounge with violinist Suzy Homan.

1-4pm ROXIE’S BARKERY POP-UP SHOP* on Spring Street.

1-4pm LIVE A CAPELLA MUSIC outside Tasha Yoga. Enjoy singing from local groups Purple Rain (1:40pm), Ephoria (2:20pm), Ephlats (2:40pm), Spring Streeters (3pm), and Good Question (3:20pm).

1-4:30pm HOLIDAY SHOWCASE* at First Congregational Church. Benefiting Northern Berkshire Habitat for Humanity.

1-4:30pm GINGERBREAD HOUSE COMPETITION at First Congregational Church. Sponsored by Sweetwood of Williamstown. Benefiting Northern Berkshire Habitat for Humanity.

1-4:30pm HOLIDAY SHOWCASE RAFFLE* at First Congregational Church. Benefiting Northern Berkshire Habitat for Humanity.

1-4:30pm YULETIDE TREASURES POP-UP SHOP* at First Congregational Church. Shop vintage & handmade tree ornaments, jewelry, and small gifts for sale.

1-4:30pm WES CLOTHING SALE POP-UP SHOP* at First Congregational Church. Find winter coats, snow pants, sweaters, and seasonal items for kids.

1:30pm REINDOG PARADE LINE-UP & JUDGING
Meet on the Falk Science Quad. Dog owners are welcome to deck their hounds and join the fun. Enter: Small, Medium, Large & Family Troupe. Prizes provided by: Goodwill, Chapter Two Books, and Roxie’s Barkery.

2pm REINDOG PARADE down Spring Street!
2-3:30pm WILLINET TV LIVE

2:30pm VISIT WITH SANTA CLAUS at The Williams Bookstore. Sponsored by Greylock Federal Credit Union.

2:30-4:30pm ART-MAKING WITH THE CLARK in the TD Bank Lobby. Sponsored by The Clark Art Institute.

2:30-5pm KIN POP-UP SHOP* / TOP DOG AWARDS WITH SANTA PAWS at Provisions Williamstown, The Coffee Shop Williamstown, and ROAM Gallery. After the ReinDOG Parade, make your way to the top of Water Street with your four-legged friends for pictures with Santa Paws and the first Annual Top Dog Awards. Every pup is a winner! While basking in your dog’s win, browse the hottest fashion finds of the season with the family-owned Martha’s Vineyard boutique KIN.

2:30-5pm HORSE-DRAWN CARRIAGE RIDES on Spring Street. Sponsored by The Clark Art Institute.

3-5pm HOLIDAY STORIES at Chapter Two Books. Drop in for some holiday cheer—a Holiday-themed story will be read aloud every half hour!

3-5pm WILLIAMSTOWN FOOD PANTRY DONATION DRIVE outside Amy’s Cottage. Hosted by Girl Scout Troops 65391 & 65237. Donate $25 and receive a coupon for 20% off any one item from Amy’s Cottage.

3-5pm CROCHET, CORALS, AND CANDY CANES inside The Coffee Shop. Hosted by WCMA. Come warm up with the Williams College Museum of Art and the Berkshire Satellite Reef project. Try your hand at crocheting a coral to be part of the Coral Reef Project. No experience necessary. All ages are welcome to come enjoy a candy cane and learn about this community art project!

4pm & 7pm CHRISTMAS SERVICE OF LESSONS AND CAROLS at Thompson Memorial Chapel. The 4pm service will be livestreamed on WilliNet TV.

5pm TREE LIGHTING & CAROLING on The Williams Inn Lawn. Sponsored by The Williams Inn.

5:15pm LAS POSADAS: WELCOMING THE STRANGER Sponsored by Saint John’s Episcopal Church. Meet in front of Hopkins Hall to take part in celebrating Las Posadas. A candlelight procession with singing culminates with an indoor dinner and nut-safe piñata party at the Church. Bundle up for this fun event. Gilbert the donkey will join in if weather allows.

5:30-7:30pm BUILD-YOUR-OWN-WREATH WORKSHOP* at The Williams Inn. Take part in an opportunity to gather, get creative, and enjoy the holiday spirit together. Tickets are $65 and can be purchased at https://breezyhillblooms.com/products/wreath-workshop

6pm SING IN DARIJA: MOROCCAN ARABIC SONG & HAVDALAH – This event has been cancelled.

*Items for sale and/or admission fee required.

Spring Street will be closed from 1-5pm.

THIS HOLIDAY SEASON SHOP SMALL, SUPPORT LOCAL!
Local businesses will be collecting necessary items in December to help communities-in-need in the Berkshires. Support local shops AND help pay it forward:
NOVEMBER 21-DECEMBER 5: CHILDREN & TEENS GIFT DRIVE!
Please donate NEW unwrapped toys, crafts, books, and games to benefit local families.
DECEMBER 5-12: NON-PERISHABLE FESTIVE FOOD DRIVE!
Please donate cake, brownie and cookie mixes, frosting, baking supplies, and dried fruits to benefit local food pantries.
DECEMBER 12-19: HYGIENE PRODUCTS DRIVE!
Please donate shampoo, conditioner, deodorant, toothpaste, tampons, and pads to benefit local residents-in-need.
Donation items can be dropped off at the following locations:
Amy’s Cottage
The Coffee Shop Williamstown
Goodman’s Jewelers
Nature’s Closet
The Print Shop Williamstown
The Spring Street Market & Café
The Store at Five Corners
Tunnel City Coffee
UPS Store/Great Falls Bakery
Where’d You Get That!?
Wild Soul River
The Williams Bookstore
The Williams Shop


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39 Spring Street, Williamstown, MA, United States, Massachusetts 01267
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Holiday Walk Williamstown! | Event in Williamstown | AllEvents
Holiday Walk Williamstown!
Fri, 05 Dec, 2025 at 10:00 am