Wachusett Mountain:

https://www.wachusett.com

Blue hills is the absolutely nearest place, probably fine if you're a beginner. Wachusett, Crotched, Pats peak are a bit farther out.

Nashoba Valley in Westford is also an option.

Nashoba is it. Easy shot down Rt 2 from Cambridge.

New to the internet too I guess

Depends what you are looking for.

Nashoba - Very close. A small hill (250 ft vertical). Their website says 17 trails but it’s really more like 6. Ok if you are just learning or want to mess around for a day.

Wachusett - A significantly larger hill. 1000 ft vertical. You could spend a day here and not be disappointed.

Waterville Valley / Loon Mnt - The two closest “resorts” to Boston, ~2 hour drive. 2000 foot vertical. Easily spend an entire day here and not get bored, more advanced terrain, etc.

Most of the MA mountain in the east are getting rain and don’t have any conditions. Mount Snow and Stratton are two and a half hours in VT and Sunapee and Gunstock are a little closer in NH.

Do they have snow?

I second Waterville Valley and Loon. Really if you are going to drive to Wachusett, there's no reason not to drive a little longer and do Loon or Waterville.

Robbin Farm Park in Arlington would technically be closest

The Blue Hills Ski Area is probably the closest, but I doubt it's much good with the lack of snow. Probably better off going to New Hampshire or Vermont.

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