Mid March

Update: I was here January 2020 wanting to xc ski. I ask at Windham resort, none knows. I go to the address of the ski place and there's nothing. I tried calling when I arrived but the automated one only allows you to leave a message. I get a call 3 hours later, "Oh the xc place is closed." Gee you couldn't post that on the site page? It's fraudulent.

Hi Elisha! Yes, we do offer "ski & stay" packages, starting at $85 during the week and $130 on the weekends. They include lodging at our Winwood Inn, your lift ticket, breakfast and a a shuttle from the Inn to the base lodge. These options will be on our website as winter approaches. Looking forward to seeing you!

Coming late to this question, but figured I'd answer anyway... The easiest blue is probably Upper Wraparound, which comes down from West Peak via A lift. It's a nice, fun, long blue that connects to a green (Lower Wraparound, which has terrain park features you can use or avoid) or a turnoff to another fairly easy blue, Whiskey Jack. Lower Wipeout is also pretty easy--almost green level IMO. Waltz, Wizard, Wrangler, and Whistler and Warpath Chute are short chutes leading from the top of West Peak/Upper Wraparound to some of the slightly harder blues, Upper Warpath/Wiseacres/Whistler/Whirlwind. The first three are blues but never groomed, narrow and steepish, and have a tendency to get icy before the rest of the mountain as they get blown off easily. Whistler Chute is a black and is also rarely groomed; it's not super steep but narrow and again can get icy quickly. Warpath Chute does get groomed and is the easiest connection to the Upper/Lowers. Coming from Warpath Chute, you'll hit Upper Whistler first. There's a steepish bit at the top that can be intimidating, especially when skied off/blown off, but it's not super long and after that the rest of the Upper/Lowers are moderate blues; not as easy as Wraparound but not too hard. I have no idea why Wall Street and Upper Wall Street are even classified as blues, because they're practically flat in most places. Maybe because they only connect blues and blacks? The "blue/blacks"--Windfall, Wolf's Prey, World Cup and Wildcat--are much harder. I honestly think they're more challenging than what's probably the easiest black trail, Why Not. Why Not is wide with plenty of room to turn for the intermediate skier working on trying steeper trails, while those blue/blacks are much narrower on their steeps. There are no blues on East Peak--only one long green, otherwise single blacks and the blue/black World Cup.

Yes you can, you can walk around go into the shoppe, get hot cocoa sit outside by the fire.

Hello! We can't predict natural snowfall for the upcoming season - we wish we could! :) We can, however, promise you that we have state of the art snow-making equipment that will make sure our mountain is covered as long as temperatures permit. It's a great place for families - we've got skiing and snowboarding, snow tubing, ice skating, cross country skiing, snowshoeing, snowmobiling, and and zip lines. Hope to see you soon!

Yes, and you can take lessons. Yes there is a cafeteria hot dogs hot coco coffee chicken fingers etc. And yes you can take a group or private lessons! Have fun