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Annual
Annual
Fall Craft Fair
Fall Craft Fair
The Central Tree Middle School PTO is teaming up once again with the Rutland Historical Society to host our Annual Fall Craft Fair!
Join us for a festive day of shopping featuring local artisans, makers, and small businesses offering handcrafted gifts, seasonal décor, and more.
Saturday, October 24, 2026
10:00 a.m.–3:00 p.m.
Central Tree Middle School
99 Rutland Heights Way, Rutland, MA
Free admission
Now Accepting Vendor Applications
Now Accepting Vendor Applications
Interested in becoming a vendor? We would love to have you join us! Vendor applications must be submitted by September 10.
Save the date, invite your friends, and come support local makers while getting a head start on your holiday shopping!
SMILE RUTLAND
SMILE RUTLAND
This October, Rutland is celebrating World Smile Day, and we want the whole town wearing it. Every shirt and hoodie sold goes directly toward making this event happen, from decorations to activities to giving our community a night to come together and celebrate.
This October, Rutland is celebrating World Smile Day, and we want the whole town wearing it. Every shirt and hoodie sold goes directly toward making this event happen, from decorations to activities to giving our community a night to come together and celebrate.
Choose from three designs, Classic Smile, Smile Rutland, and Rutland Split Smile, each available in multiple colors and styles. Whether you grab a tee or a cozy hoodie, you're not just picking up merch. You're helping fund a free community event for Rutland.
Choose from three designs, Classic Smile, Smile Rutland, and Rutland Split Smile, each available in multiple colors and styles. Whether you grab a tee or a cozy hoodie, you're not just picking up merch. You're helping fund a free community event for Rutland.
Order by September 20th to guarantee your shirt arrives in time for the big day, Friday, October 2nd, 6-8pm.
Order by September 20th to guarantee your shirt arrives in time for the big day, Friday, October 2nd, 6-8pm.
Every purchase makes a difference. Let's fill the town common with smiles.
Every purchase makes a difference. Let's fill the town common with smiles.
Order your Hitchock Tavern hoodie!
Gildan Hooded Sweatshirts are $40 each.
2x / 3x $45
Order now at by clicking the link.Payment accepted by cash at the bar or Venmo.
Order now through July 31
Vintage Rutland license plate hats are available for custom orders. These are extremely limited. You can choose from traditional foam trucker, bucket hat, dad hat and beanie.
Vintage Rutland license plate hats are available for custom orders. These are extremely limited. You can choose from traditional foam trucker, bucket hat, dad hat and beanie.
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