Dedham Square Holiday Stroll & Gift Market
The annual Dedham Square Holiday Stroll & Gift Market invites everyone to a FREE evening of festive fun. Stroll through over 50 street vendors offering unique gifts and treats, enjoy live music, and experience a giant inflatable snow globe. Don't miss Santa lighting the tree at 6:30 PM, followed by photos, a model train exhibit, and a snowflake scavenger hunt.
What to Expect
Free annual holiday stroll with over 50 vendors and Santa tree lighting.
Event Details
Duration
3 hours
Ages
All ages
Neighborhood
Dedham Square
Timed Entry
No
Organizer
Dedham Square Circle
Food & Drink
Food is available in booths on the street, in front of restaurants and inside restaurants. Full menus are also available for take out and indoor dining.
Local Insight & Ratings
Family Friendly
Best For
Families, shoppers, community members
Vibe
Festive, community-oriented, cheerful
Energy Level
Low to medium
Budget
FREE
Photo Friendly
Weather Sensitivity
Rain or shine
Location
Know Before You Go
- Tickets: FREE
- 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.
- Pets: No pets allowed (service animals welcome)
Tips & Advice
- Arrive early to find convenient street parking, as lots can fill up quickly. Consider using public transportation or ride-sharing services if possible.
- Check the 'Activities List' link for a detailed breakdown of all free activities and specials to plan your evening.
- Bring cash for the street vendors, as not all may accept card payments.
- Dress warmly in layers, as the event takes place outdoors and December evenings can be chilly.
- If you plan to take photos with Santa, note that he arrives at 6:30 PM and will be at TLC Studios (390 Washington St).
Special Events & Promotions
- Santa lighting the tree at 6:30 PM
- Photos with Santa and Elfie at TLC Studios
- Vote for favorite window display
- Snowflake scavenger hunt
- 0 scale model train exhibit
Quick Actions
Frequently Asked Questions
What time does the Holiday Stroll start and end?
The event 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 & Gift Market is a FREE event for all attendees.
Where can I find food during the event?
Food vendors will be set up on the street, in front of restaurants, and inside local eateries, offering a variety of options.
What are the parking options?
Free street parking is available, along with several designated parking lots including the Keystone Lot and Town Hall Parking Lot.
What activities are available for children?
Children can enjoy a giant inflatable snow globe, photos with Santa, a model train exhibit, a snowflake scavenger hunt, and various free activities.
More Christmas Events Near Dedham
More Christmas Events near Dedham
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.