Things To Do around Westwood This Weekend: Thursday, December 4th to Sunday, December 7th (Updated)

It's time to prepare for Westwood Community Chest's Luminary Night! Also, holiday fairs abound this weekend in Westwood, Medfield, Dedham, and Walpole - no need to go far for unique and handmade items for gift-giving inspiration! There's also a performance by carolers at University Station and a juggling show mixed with magic in Brookline!  Before heading out the door, remember to check your destination for any changes in logistics or updates.

Subscribe to Westwood Minute to stay up to date on local events and things to do!

Prepare for WCC Luminary Night - Thu Dec 4 5:00 pm

Post Office Plaza, Westwood

Pick up your Luminary Night kit in preparation for Westwood Community Chest's Luminary Night that will be held this Sunday! The kit has all you need to join neighbors in setting Westwood aglow on December 7th. Pollard's test Kitchen and Decor and More, located in the Westwood Post Office Plaza at 697 High Street, will offer free wine tasting, food, and a shopping opportunity while you pick up your $20 Luminary Night kit! [more details]

Challenger Series: Christa Corrigan McAuliffe, Symbol of Ordinary People Achieving Extraordinary Things - Thu Dec 4 5:00 pm

Alumni Room at Framingham State University

 Christa McAuliffe Center invites multigenerational audiences to a series of conversations that will explore key formative moments in the life of Christa McAuliffe, examine the historical context of the 1986 Challenger mission, and reflect on the lessons learned from the tragedy. [more details]

11th Annual Medfield Holiday Stroll - Fri Dec 5 4:00 pm

Various locations, Medfield

Enjoy free admission to this event with works from over 40 artists at five indoor locations, food trucks, an outdoor tree lighting ceremony, Santa, crafts, and more.  [more details]

Holiday Stroll - Fri Dec 5 5:00 pm

Dedham Square, Dedham

From 5:00 p.m. to 8:00 p.m., visit a giant, inflatable snow globe, live music on the Dedham Town Green, train exhibit, snowflake scavenger hunt, and tree lighting at 6:00 p.m. There will be over 50 street vendors offering handmade gifts and other treats for purchase. [more details]

Westwood Holiday Walkabout - Sat Dec 6 9:00 am

Various locations, Westwood

Westwood Artists, the First Baptist Church of Westwood, Westwood Young Woman’s Club, BiBi Cafe and Bakery, and the Westwood Girl Scouts are coordinating plans to hold their annual December events on the same day.  The events will be within walking distance of one another on High and Nahatan Streets, where you can find local artists, crafters, food and music. [more details]

Weihnachtsmarkt - Sat Dec 6 12:00 pm 

Boylston Schul-Verein, Walpole

From 12:00 p.m. to 6:00 p.m., the German club hosts a holiday fair that offers German food and beverages and items from artists available for purchase. Pictures with Santa are available from 2:00 p.m. to 5:00 p.m. and Christmas carols will be performed by the BSV Sangerchor. [more details]

Holiday Carolers at University Station - Sat Dec 6 12:00 pm

University Station, Westwood

Celebrate the season at University Station in Westwood, MA with holiday carolers! On Saturdays before Christmas and on Christmas Eve from 12:00 p.m. to 2:00 p.m., joyful harmonies will create the perfect festive backdrop for holiday shopping. (*Dates and times subject to change without notice.) [more details]

West Roxbury Main Street Holiday Market - Sat Dec 6 4:00 pm

Rockland Trust Parking Lot, West Roxbury

From 4:00 p.m. to 7:00 p.m., visitors can find over 20 vendors, the Hive mobile bar, kids activities, a visit from Santa, movies, music, and more in the parking lot of Rockland Trust Bank. [more details]

Jenny the Juggler - Sun Dec 7 10:00 am

Coolidge Corner Theatre, Brookline

Jenny the Juggler is a graduate of Dell'Arte International School of Physical Theatre and has trained with world masters of physical theatre and performed from Hawaii to England. Her show combines juggling with magic, physical comedy, and music. [more details]

Westwood Community Chest's Luminary Night - Sun Dec 7 5:00 pm

Throughout Westwood

From 5:00 p.m. to 8:00 p.m., set your luminaries aglow outside your property in a show of support for neighbors in need. Luminary kits can be purchased on Thursday evening (see calendar entry above), and proceeds from the $20 purchase will support Westwood Community Chest's confidential grants awarded to neighbors who need short-term financial assistance. [more details]

---

You're in the loop! To post your own event, simply register for a free account, review our community guidelines, compose . . . and publish! For troubleshooting on posting or if you are  interested in highlighting your event through advertising, email WestwoodInAMinute@gmail.com.

Updated 12/4/2025 at 1:54 p.m. Newly available information on Luminary Night has been added to entries for Thursday, December 4th and Sunday, December 7th.

You may also be interested in reading:

- Salvaged Books Become Colorful Quilt-Inspired Art in Westwood Public Library Exhibit

- Cookies and Carols (Calendar event)

- Winter Solstice Celebration (Calendar event)

- Holiday Shows - Octave of Light by Multiverse Concert Series (Calendar event)

- Norfolk County Registry of Deeds Announces 2025 Toys for Tots Drive