Seasonal & Holidays
First Westwood Weekend Stroll Coming December 6-8, 2019
The weekend stroll will feature many events and opportunities to find gifts for the holiday season.

The first annual Westwood Weekend Stroll is coming soon! The weekend stroll, which runs from Friday, December 6th through Sunday, December 8th, will feature many events for Westwood families and their friends, as well as opportunities to find beautiful gifts for the holiday season.
There will be a featured artisan sale with Westwood Artists; church fairs with homemade baked goods, gifts and wreaths; a Christmas concert at First Parish Church; a “Live at Hale” concert featuring local musicians; a Boston Authors panel at the library; and more!
The annual Winterfest at the Westwood High School, a self-guided story walk through Hale trails, and the Sunday tree lighting program at Town Hall are ideal events for families with children.
Here is an updated schedule of events (Times may be subject to change):
Find out what's happening in Westwoodfor free with the latest updates from Patch.
Friday (December 6th)
- 3:30 – 7pm Westwood Artists’ Marketplace at the Fisher School
- 4 – 7pm Decor & More Ladies’ Shopping Night
- 4 – 7pm High Street Market Prepare for the Holidays w/Wine and Food Tasting
- 5 – 8pm Sassy is offering 10% off purchases, free gift wrapping
Saturday (December 7th)
Find out what's happening in Westwoodfor free with the latest updates from Patch.
- 7am – 4pm Bibi’s Free Cookies, Coffee and Hot Chocolate
- 9am – Noon St. John’s Episcopal Church Fair
- 9am Hike at Hale/Sen Ki @ 1255 High Street
- 10am – 3pm Westwood Artists’ Marketplace at the Fisher School
- 9am – 2pm First Baptist Holly Fair
- 9am – 2pm First Parish Holiday Fair
- 9am – 5pm Westwood Gardens Flower Shop – First 50 people in store receive free flower. Enter raffle to win a $50 gift certificate.
- 10am – 1pm Winterfest - Westwood Young Women’s Club at Westwood High School
- TBD Boy Scout Tree Sale @ First Parish parking lot
- 11am – 1pm Girl Scout and Boy Scout Caroling at various locations around town
- Noon – 1pm Open House and Gift Basket raffle - Get In Shape for Women
- 9am – 4pm Hale – Self Guided Story Walk
- 2pm Boston Authors Panel – Main Library
- 5:30 – 6:30pm Christmas Concert at First Parish Church
- 8pm “Live at Hale” Local Musicians at Hale (Powissett Lodge)
Sunday (December 8th)
- 9am – 4pm Hale – Self Guided Story Walk
- TBD Boy Scout Tree Sale @ First Parish parking lot
- 2pm – 3pm Sing Along at the Fisher School hosted by the Historical Society
- 3-5pm Town Tree Lighting Program at Town Hall
- 5-6pm Chiara “After the Stroll” Family Style Dinner
Other Westwood businesses wanting to join in the fun by creating your own Westwood Weekend Stroll event, product, theme, or menu item should contact the planning team at westwoodweekendstroll@gmail.com with questions.