Dumpster permit in Winchester, MA
What the Winchester permit costs and who issues it
The Health Department at 71 Mt. Vernon St. issues it, and payment comes first. The town form lists $50 for 30 days, $125 for six months and $200 for one year. You fill in the application on the town's FormCenter and can call 781-721-7121 with questions.
The DPW handles separate street and sidewalk work permits, and the town form mentions rules for public-way placement that were not readable when we checked. If the dumpster has to sit on the street instead of the driveway, ask both offices before the rental company drops it.
When a permit is not worth it
A 30-day permit plus the rental fee and a delivery window makes sense for a long renovation. For a one-day cleanout, it adds paperwork. A pickup with a crew skips the permit because the trailer is loaded and gone the same visit.
Prices: ¼ trailer $209, ½ $319, ¾ $409 and full $519, and a $159 minimum pickup. Dumpsters also have weight limits; old plaster, tile or books can overload one, and the rental company charges extra for the overage. For a small kitchen or bath tear-out, compare the permit, rental and delivery against one trailer load.
Dumpster rules that trip people up
Winchester lots are often small with mature trees and stone walls, and driveways can be steep. A roll-off needs a flat, clear spot and room for the truck to back in. Keep it off lawns after wet weather, since the truck leaves ruts.
Paint, chemicals, fuel and other hazardous waste cannot go in a dumpster. They go to a Hazardous Waste Day, and the Health Department has the dates. Tires, mattresses and appliances may carry extra fees from the rental company.
Winchester dumpster permit periods
| Permit length | Fee | Good for |
|---|---|---|
| 30 days | $50 | A one-room renovation or one cleanout |
| 6 months | $125 | Staged renovation or an addition |
| 1 year | $200 | Long projects and rebuilds |
Local resources in Winchester
Donation, reuse and recycling options near the pickup. We are not affiliated with these; confirm hours and what they accept before you go.
- Town
Winchester Health Department
Accepts: Temporary dumpster permits; household hazardous waste day information
Issues the dumpster permit and answers questions about Hazardous Waste Days. In Winchester itself.
71 Mt. Vernon St., Winchester, MA 01890 - Transfer station
Winchester Transfer Station / Recycling Center
Accepts: Mattresses and box springs, $30 each for residents; check the transfer station page for other items
The only town drop-off. Residents only, with a permit; closed Sunday and Monday. In Winchester itself.
15 McKay Ave., Rear, Winchester, MA 01890
Quick answers
Who do I call for a dumpster permit in Winchester?
+
The Health Department, 781-721-7121, at 71 Mt. Vernon St. Pay before the permit is issued.
Can a dumpster go on the street in Winchester?
+
The permit form addresses it, but we could not read the rule. Confirm with the Health Department and DPW first.
Is there a faster option than a permit?
+
Yes. A crew pickup takes the load in one visit and needs no permit. Our minimum pickup is $159.
Sources
Rules, fees and hours change, so confirm with Winchester before you go.
- Town of Winchester: Temporary Dumpster Permit Application: “Winchester Health Dept., 71 Mt. Vernon St” · accessed October 29, 2026
Related
- Junk removal in Winchester
- Winchester dump and transfer station
- Mattress removal in Winchester
- Estate cleanout in Winchester
- Hot tub removal in Winchester
- Bulky item pickup in Winchester
- Junk removal in Woburn
- Junk removal in Stoneham
- Junk removal in Arlington
- Christmas tree pickup in Winchester
- Junk removal prices
- Dump and transfer station hours, all towns