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Stockbridge Main Street at Christmas
Stockbridge, MA
A charming New England village transformed into a holiday wonderland.
About
Experience the magic of Stockbridge Main Street at Christmas, a beloved event that transforms this charming New England village into a festive wonderland. Inspired by Norman Rockwell's iconic "Home for Christmas" painting, the celebration features a historic property tour, a heartwarming holiday concert with sing-along, and a lively Main Street recreation complete with antique cars, carolers, Santa, and Mrs. Claus. Discover twinkling lights, holiday wreaths, and a spirit of simpler times.
Our Take
Family Friendly
Best For
Families, couples, holiday enthusiasts
Vibe
Nostalgic, festive, charming, community-oriented
Energy Level
Moderate
Budget
Varied (Free Activities To Ticketed Events)
Photo Friendly
High
Weather Sensitivity
Moderate (outdoor activities may be affected by severe weather)
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
Tickets range from $5.00 to $40.00 for specific events. Some activities are free.
Duration
Weekend event with specific timed activities
Ages
Family-friendly, Children under 12 Free for Sunday Recreation.
Schedule
Saturday, December 6, 2025: Historic Holiday Property Tour (11:00am-3:00pm), Holiday Concert and Group Sing-Along (5:00pm-6:15pm). Sunday, December 7, 2025: Stockbridge Main Street at Christmas Recreation (12 Noon-2:00pm).
Featured Performers
- Albany Pro Musica Chamber Singers
- Victorian Carolers
- Monument Mountain Regional High School students
Organizer
Stockbridge Chamber of Commerce
Practical Information
Parking
On Sunday there is NO parking on Main Street to 2pm. Passenger drop-off and pick-up is not permitted on Main Street. Parking on Sunday is available at Marians on Eden Hill parking lot, 2 Prospect Hill Road. A shuttle service is available at this location from 11-2:30pm. Directions to Park & Shuttle: When the Street is Closed to traffic there is one entrance to the Park & Shuttle found at the corner of Vine and Pine Streets. From Main Street, traffic will be directed to enter Vine Street near the Fire Department, continue straight, the entrance will be on your right. Shuttle service is offered only between the hours of 11:00AM and 2:30PM. A wheelchair accessible parking is located at 50 Main Street, in the town offices parking lot, permits are required. Group Tour Operators/Bus Groups follow directions below. On Sunday, Passenger Drop-off & Pick-up is no longer permitted on Main Street. Parking & Passenger Drop off on Sunday is available at 2 locations: 1. The old Town Hall on 4 Main Street. Passengers will have to walk to and from Main Street or 2. Marians on Eden Hill parking lot, 2 Prospect Hill Rd. A shuttle service is available at this location from 11-2:30pm.
Accessibility
A wheelchair accessible parking is located at 50 Main Street, in the town offices parking lot, permits are required.
Pet Policy
No pets allowed (service animals welcome)
Food & Drink
Local markets and dining options available in the Stockbridge area.
Quick Actions
Tips & Advice
- Arrive early on Sunday for the Main Street Recreation to secure parking, especially if you plan to use the shuttle service from Marians on Eden Hill.
- Check the specific times for the Historic Holiday Property Tour and the Holiday Concert on Saturday to plan your day effectively.
- Consider visiting nearby attractions like Naumkeag for their Winterlights display to extend your festive experience.
- Dress in layers as December weather in New England can be unpredictable; comfortable walking shoes are recommended for exploring Main Street.
- Tickets for certain events go on sale in September, so mark your calendar if you want to secure spots for popular activities.
Frequently Asked Questions
What is the main inspiration for the Stockbridge Main Street at Christmas event?
The event is inspired by Norman Rockwell's iconic painting "Home for Christmas," aiming to capture the nostalgic spirit of a traditional holiday celebration.
Are there specific activities for children?
Yes, the event is family-friendly. Children under 12 are free for the Sunday Recreation, which includes Santa and other festive characters.
Where can I find parking on Sunday?
On Sundays, Main Street is closed to traffic. Parking is available at Marians on Eden Hill parking lot (2 Prospect Hill Road) with shuttle service, or at the old Town Hall (4 Main Street), requiring a walk to Main Street.
When do tickets go on sale?
Tickets for specific events go on sale starting September 6, 2025.
Is there accessible parking available?
Yes, wheelchair-accessible parking is available at 50 Main Street in the town offices parking lot, but permits are required.