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Dedham Square Holiday Stroll
Dedham, MA
Festive tree lighting ceremony with Santa and caroling
About
Experience the magic of the holiday season at the 20th annual Dedham Square Holiday Stroll! This free, family-friendly event transforms Dedham Square into a winter wonderland with over 50 street vendors offering unique gifts and local crafts. Enjoy live music, caroling, delicious food from various vendors, and festive activities for all ages. Don't miss the highlight of the evening: Santa, Mrs. Claus, and Elfie lighting the tree at 6:30 PM, followed by photos with Santa.
Our Take
Family Friendly
Best For
Families, couples, and individuals looking for festive holiday activities and shopping.
Vibe
Festive, community-oriented, cheerful, and welcoming.
Energy Level
Moderate - involves walking and standing.
Budget
Low - It'S A Free Event, With Costs For Shopping And Food.
Photo Friendly
High - numerous photo opportunities with santa, decorations, and festive scenes.
Weather Sensitivity
Low - the event is held rain or shine, with some indoor elements.
Always check the official website for the most current information.
We've done our best to keep details up-to-date, but event schedules, prices, and policies can change. For the latest updates, please visit the official website or contact the organizers directly.
Location
Event Details
Pricing
Free event
Duration
3 hours
Ages
All ages
Schedule
First Friday of December, 5-8pm.
Featured Performers
- Santa
- Mrs Claus
- Elfie
- Band Gig
- Dedham High School band
- Dedham School of Music
- First Church & Parish Dedham Carolers
Organizer
Dedham Square Circle
Practical Information
Parking
Free parking can be found on the street or in the following parking lots: Keystone Lot, 10 Eastern Avenue; Lower Gonzalez Lot, 351 East Street; Upper Gonzalez Lot, 420 Providence Highway; Town Hall Parking Lot, 450 Washington St.
Pet Policy
No pets allowed (service animals welcome)
Food & Drink
Food vendors available on-site
Quick Actions
Tips & Advice
- Arrive early to find convenient parking, especially if you plan to visit popular attractions like the tree lighting ceremony or photos with Santa, as the streets close at 5:30 PM.
- Bring cash for the street vendors and food trucks, as not all may accept card payments, ensuring you can snag those unique holiday gifts and treats.
- Check the event map beforehand to locate specific vendors, activities, and portable restrooms, maximizing your time and enjoyment during the stroll.
- Dress in layers, as the event takes place outdoors in the early evening during December, and consider comfortable shoes for exploring the various stalls and attractions.
- Take advantage of the free activities for children, such as the craft station and the foam snowball throw, to keep younger attendees entertained throughout the evening.
Frequently Asked Questions
What time does the Dedham Square Holiday Stroll start and end?
The event typically runs from 5:00 PM to 8:00 PM on the first Friday of December.
Is there an admission fee for the Holiday Stroll?
No, the Dedham Square Holiday Stroll is a free event for all attendees.
Where can I find parking during the event?
Free parking is available on the street and in several designated lots, including the Keystone Lot, Lower Gonzalez Lot, Upper Gonzalez Lot, and the Town Hall Parking Lot.
Will there be food available at the event?
Yes, numerous food vendors will be present, offering a variety of options to enjoy during the stroll.
Can I bring my pet to the Holiday Stroll?
Generally, pets are not permitted at the event, though service animals are welcome.