Windham Mountain Overnight

Windham Resort Earns New Yorkers’ Mountain of Choice Award

The first morning, board our luxury motor coach from convenient locations at Union Square downtown or Time Square midtown and head upstate to Windham Mountain. Spend one or two days riding like a local on uncrowded slopes. Après-skiing or -riding relax in the slope-side bar and grill for a well-earned meal or drinks. In the late afternoon you can arrange a quick shuttle to the charming Victorian bed and breakfast, Albergo Allegria, where the 24-hour guest pantry is one of the favorite amenities among guests. Whether you’re brewing a delicious French press coffee, grabbing a soda, making some popcorn, or sneaking a late-night cookie (homemade from scratch!), go ahead and make yourself at home. In the evening, venture into the quaint village of Windham just a short distance away for fine French or Italian cuisine or check out one of the many grill pubs, micro brews, or bars. Next morning, enjoy a home made breakfast before enjoying a leisurely day off-slope, shopping, in a spa, or opt to head back on hill for a second full day of runs before returning in a timely fashion back to the city.

Windham has become our most popular mountain and is just two hours-and-a-half from our Urban Sherpa pick-up locations in the city. If you haven’t been to Windham, sign up and experience Windham’s expansive runs. The consensus with all our leaders is that Windham has more to offer for every skier and boarder.

Just starting out? Wooly Bear is the perfect slope for practicing your stops and turns. Getting better? Take Wide Connection to Upper Wipeout then turn down Lower Wipeout for a mile’s worth of practice. Intermediates looking for an adrenaline rush can check out Lower Wolverine or Upper Wiseacres. Experts out for a sick run should definitely hit Upper Wheelchair or head out to the east peak. Skiers and boarders who like to catch air will want to check out the Big Bag, a huge inflatable for invert practice.

Terrain Parks

The Jib Park

A good way to keep things interesting is to visit the Jib Park. It’s full of rails, hits, and features that change on a regular basis. It’s also lit for you night owls.

The Warm Up Park

Located on the Warm Up trail, this park has the biggest hits on the mountain. It’s sure to challenge even the best skiers and riders.

Lower Wraparound Park

This is a beginner park with small rails, jumps and rollers. Perfect for working on your skills before tackling the bigger stuff.

Lower Warpath Park

Currently set up with medium-sized jumps and skiercross/boardercross banked turns.

Restaurants

The restaurants of Windham Mountain offer a variety of fine and casual food and a range of dining atmospheres.

Wunderbar Cafe

Windham’s newest dining spot, located on the first floor of the lodge, is perfect for grabbing something on the go—coffee, pastries, wraps, soups, and more.

The Waffle Hut

Need something hot and delicious right before ya jump on the first chair? Located outside by the D-Lift, the Waffle Hut lets you grab a sweet treat and not lose a step. It’s awesome and having your gear on makes it that much better.

Mountain Express Cafeteria

If you’re near the base area, stop into the newly expanded Mountain Express Cafeteria for a quick bite to eat. It’s a casual atmosphere with tasty cafeteria-style selections. Be sure to try the new deli sandwich and soup bar.

Legends Bar & Grill

This après-snow hot spot serves a variety of beverages, bar food, and a great lunchtime menu. Try the mountain salsa and warm chips while you’re there. They also serve Starbucks™ cafe lattes and cappuccinos.

Starbucks

A much anticipated addition to Windham’s food service, at two locations in the lodge. Just follow the aroma of the freshly roasted beans, and you’ll be in coffee and cappuccino heaven.

Mr. Lee’s Sushi Bar

Grab yourself a seafood roll, sashimi, or any of Mr. Lee’s other specialties. Located in the second-floor cafeteria.

Packages

Packages

One-Day Basic Package for advanced beginners and above includes a round-trip bus pass, a lift ticket, and overnight stay/person maximum two persons.
One-Day Beginner Package includes a round-trip bus pass, a magic carpets, K & D lifts ticket, 90-minute group lesson, a helmet, a board or ski rental, and overnight stay/person maximum two persons. $255
Two-Day Basic Package for advanced beginners and up includes a round-trip bus pass, lift tickets, and overnight stay/person maximum two persons. $279
Two-Day Beginner Package includes a round-trip bus pass, a magic carpet and K & D lift tickets, 90-minute group lessons, a helmet, board or ski rentals, and overnight stay/person maximum two persons. $328

Custom Options

Lesson: Add a 90-minute group lesson to improve your ride (beginner, advanced beginner, or intermediate levels available). $35/day
Gear Rental: Ski rental includes helmet, shaped skis, poles, and boots; snowboard rental includes helmet board, boots, and bindings. $40/day
Outerwear leasing can be arranged through Windham Mountain Outfitters