Snow plowing · Winchester, MA
Snow plowing cost in Winchester, MA
In Winchester, driveway plowing costs $55 to $95 per storm for up to 6 inches of snow, or $425 to $750 for the whole 2026-27 season, from the Snow Pass price list.
| Service | Price |
|---|---|
| Driveway, 1 car (per storm) | $55 |
| Driveway, 2 cars | $70 |
| Driveway, 3 cars or 75 ft+ | $95 |
| Front walk, with a plow visit | $20 |
| Front steps | $15 |
| Salt, one application (1 car) | $15 |
| Season contract, 1 car (up to 12 pushes) | $425 |
| Season contract, 2 cars | $550 |
| Season contract, 3 cars | $750 |
Not a repair shop, estimates only. These are Snow Pass's list prices. Storms of 12 inches or more are confirmed before the visit.
Get a price from Snow Pass
Snow Pass is our own business, run by the same operator as Fair Price. The prices on this page are its real price list.
Get a Snow Pass priceSnow in Winchester
Winchester is a mostly residential suburb with large single-family lots and a valley that rises into hills on the east and west sides. Hilly lots can mean sloped drives that ice up and are harder to plow from the street.
Parking during storms
Winchester has no set winter dates. The Town Manager declares a parking ban after talking with the Police Chief and Public Works Director, at least two hours before enforcement, and it lasts until canceled. It covers town roads, including state roads under town control, and municipal lots. The fine is $75 per violation and cars may be towed.
Sidewalks
Residential and commercial owners must clear the sidewalk in front of their property within 24 hours of the end of a storm (Town Ordinance 7). If not, the town may inspect, issue a $100 citation and charge for Public Works to clear it.
- The town is split by a valley and rises steeply on the east into the wooded hills of the Middlesex Fells.
- The Aberjona River, Mystic Lakes, Wedge Pond and Winter Pond are in town.
- Main Street and Washington Street are the main roads; Woburn is the longest shared border.
Town rules checked Oct 2026. Confirm current rules with Winchester's public works page.
Common questions
How much does driveway plowing cost in Winchester, MA?
Snow Pass charges $55 for a one-car driveway, $70 for two cars and $95 for three, per push of up to 6 inches. Deeper storms cost more. A season contract is $425 to $750.
Does Winchester have a set winter parking ban?
No. The town dropped fixed dates and the Town Manager declares a ban for each storm, at least two hours before enforcement. The fine is $75.
Who has to shovel sidewalks in Winchester?
Both residential and commercial property owners, within 24 hours of the storm's end under Town Ordinance 7. A missed sidewalk can mean a $100 citation plus the cost of town clearing.
Can you plow a steep Winchester driveway?
Winchester's eastern and western edges rise into hills, so slopes are common. Tell us the slope and length when you ask for a quote so we can say if it fits.
Prices by job
- Driveway plowing, per storm
- Seasonal plowing contract
- Walkway and steps shoveling
- Salt or sand application
- Roof raking
Snow Pass is owned by the same operator as Fair Price.