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The Holiday Stroll
Experience the charm of Ashland's Holiday Stroll, a festive event perfect for the whole family. Wander through downtown, discover unique gifts from local vendors, and enjoy seasonal activities. Meet Santa, roast marshmallows by the fire, and savor warm drinks and treats. It's the perfect way to embrace the holiday spirit and find those special Christmas gifts.
What to Expect
Downtown holiday stroll with Santa and local vendors.
Know Before You Go
- Tickets: FREE
- Parking: Convenient street parking on Main Street and ample parking behind Ashland Town Hall in the municipal lot off Main Street and Cherry Street adjacent to The Corner Spot.
- Pets: Yes, dogs are allowed on leash. Please pick up after your dog.
Other Christmas Events Near Ashland
Local Insight & Ratings
Family Friendly
Best For
Families, holiday shoppers, community members
Vibe
Festive, community-oriented, welcoming
Energy Level
Low
Budget
$
Photo Friendly
Weather Sensitivity
Moderate
Special Events & Promotions
- Meet Santa Claus
- Write letters to Santa with Mrs. Claus
- Roast marshmallows at the fire pit
- Purchase wreaths from the Boy Scouts
- Buy cookies from the Girl Scouts
Location
Event Details
Duration
4 hours
Ages
All ages
Neighborhood
Downtown Ashland
Timed Entry
No
Organizer
The Corner Spot
Food & Drink
Hot chocolate, cider, and noodles from Doragon Eatery available.
Quick Actions
Tips & Advice
- Arrive early to enjoy the full range of activities, especially if you plan to meet Santa or write letters.
- Bring cash for potential purchases from smaller vendors or for donations, though many may accept cards.
- Check the weather forecast and dress in warm layers, as many activities will be outdoors.
- Consider parking in the municipal lot behind Town Hall for easier access, especially during peak times.
- Take advantage of the opportunity to support local artisans and businesses while enjoying the festive atmosphere.
Frequently Asked Questions
What is The Corner Spot?
The Corner Spot is Ashland's community gathering place and incubator for pop-up businesses, offering a space for residents to connect, enjoy entertainment, and support local commerce.
What address should I use for GPS?
You can plug in 6 Cherry Street, Ashland, MA 01721.
Is there parking available?
Yes, there is convenient street parking on Main Street and ample parking behind Ashland Town Hall in the municipal lot.
Can I bring my dog?
Yes, dogs are allowed on leash. Please remember to clean up after them.
What food and drink options are available?
Hot chocolate, cider, and noodles from Doragon Eatery will be available, along with cookies from the Girl Scouts.
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.