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October 9 - October 10

Family riding chair lift surrounded by fall foliage

It’s time for the annual Homecoming celebration! Join us on Saturday, October 9th to celebrate the nearing of winter.

Pick up your season passes and gear up at the big sale in Mountain Sports. There will be activities for kids, live music, and the Bike Park and Skyride will be open.

Saturday October 9th 
9am – 4pm: Tickets & Passes is open for season pass sales and pick ups.
9am – 4pm: Mountain Sports is open with a special tent sale
11am – 3pm: Umbrella Bar open on back patio
11am – 3pm: BBQ open on back patio
11am- 3pm: Live Music from David Kraai & The Saddle Tramps
12:30 – 1:30pm: Family instrument-making workshop with Mark Stewart

Sunday October 10th
9am – 4pm: Tickets & Passes is open for season pass sales and pick ups.
9am – 4pm: Mountain Sports is open with a special tent sale

Subject to any changing guidance regarding the Covid-19 pandemic, the Windham Chamber of Commerce is hosting the Autumn Affair, from 10am to 5pm on Saturday October 9th & Sunday October 10th.  Their signature event celebrates all things fall. Main Street is bursting with craft vendors, delicious food options, kids activities, live music, street performers, magicians, balloon animals, pumpkin painting and more.

David Kraai


Conjures the attitude of Chris Robinson from The Black Crowes and the humility and innocence of Woody Guthrie.”

– Poughkeepsie Journal

David Kraai (pronounced cry, meaning crow) is a multi-instrumentalist, singer-songwriter and bandleader who has been traveling and performing his melting pot of country, folk and rock for over a decade. His roots stem from New York’s Hudson Valley, but his music has taken him all over the United States, and at times abroad, gaining him an ever-growing fan base.

Carrying on the tradition of Cosmic American Music, David’s influences include Gram Parsons, Neil Young, Bob Dylan and The Band.  These influences along with his unique sense of melody and lyric help create a sound that is truly his own. Kraai has been fortunate enough to release several albums and share stages and bills with some of his heroes like Pete Seeger, Levon Helm, Garth Hudson, Dickey Betts, Leon Russell, Charlie Louvin, Dr. Ralph Stanley and more.

David Kraai’s 2017 album, North Mountain Rambling, was recorded in the basement of the legendary Big Pink – a house just outside of Woodstock, New York. It has been 50 years since Bob Dylan and The Band recorded The Basement Tapes there and this is the first album recorded and released from Big Pink since those historic sessions.  Performers on the album include Dylan alumni Rob Stoner (Rolling Thunder Revue, Desire, Hard Rain, At Budokan, Live 1975) and Eric Weissberg (Blood On The Tracks, “Dueling Banjos”), in his final session.

David says of the album, “I had the idea to record here over a decade ago. It never left my mind, kind of like the songs that came out of this basement.  It would be an absolute life-highlight to make any music in these hallowed walls, but to bring new songs in to the world from this special place again is very magical.  This location, these players, 50 years….it’s more than a dream come true, to me it’s the most perfect circle.

Mark Stewart



Mark Stewart is a multi-instrumentalist, singer, song leader, composer, improviser and instrument designer that has been heard around the world performing old and new music. Since 1998 he has recorded, toured and been Musical Director with Paul Simon.  A founding member of the Bang on a Can All-Stars and the duo Polygraph Lounge with keyboard & theremin wizard Rob Schwimmer, Mark has also worked with Steve Reich, Sting, Anthony Braxton, Bob Dylan, Wynton Marsalis, Meredith Monk, Stevie Wonder, Phillip Glass, Iva Bittova, Bruce Springsteen, Terry Riley, Ornette Coleman, Don Byron, Joan Baez, Hugh Masakela, Paul McCartney, Cecil Taylor, Bill Frisell, Jimmy Cliff, the Everly Brothers, Steve Gadd, John Adams, Fred Frith, Alison Krauss, David Krakauer, Bobby McFerrin, Patty Scialfa, David Byrne, James Taylor, The Roches, Aaron Neville, Bette Midler, and Marc Ribot. He has worked extensively with composer Elliot Goldenthal on music for the films The Glorias, Midsummer Night’s Dream, The Tempest, Across the Universe, Titus, The Butcher Boy, The Good Thief, In Dreams and Heat.

He has designed instruments for Julie Taymor’s Across the Universe, Midsummer Nights Dream & Theater For A New Audience’s production of King Lear, and is the inventor of the WhirlyCopter, a bicycle-powered Pythagorean choir of singing tubes and the Big Boing, a 24 ft. sonic banquet table Mbira that seats 30 children playing 490 found objects. Mark is a co-founder (w/ Karen Curlee) of soundstewArt, a company that designs & builds immersive musical environments & instruments for all to play upon while presenting workshops to facilitate just that. Since 2012, he has been the Artistic Director of Guitar Mash, leading the participatory communal Urban Campfires together with renowned artists sharing their favorite songs and life stories, and is a Visiting Lecturer in musical instrument design at MIT. He is also curator at MASS MoCA of the immersive Gunnar Schonbeck exhibit of musical instruments.

He lives in Brooklyn, NY and North Adams, Massachusetts making his living playing and writing popular music, semi-popular music and unpopular music, whilst designing instruments that everyone can play.



October 9
October 10


Windham Mountain
19 Resort Drive
Windham , NY United States