Join Crazy Christine Balloons anytime between 11am and 3:30pm to collaborate on a giant American flag made entirely of balloons! No experience necessary! This oversized Old Glory will be part of Wylder’s submission in the July 4th Parade! The parade starts down the street and passes right by Wylder Windham. You will be able to proudly […]
Perched high in the pines, our Tiki Bar brings island vibes to mountain life. Enjoy tropical flavors, laid-back energy, and breathtaking views—all in one unforgettable setting. It's the perfect escape after a day of adventure. Whether you're coming off the trail or just craving a mini vacation, our Tiki Bar is your mountain-side paradise—no flip-flops […]
Celebrate Independence Day mountain-style with a classic pig roast, great company, and unbeatable views. Join us for a festive feast featuring slow-roasted pork, hearty sides, and plenty of patriotic spirit. With fresh mountain air, live music, and red, white, and blue vibes all around, it’s the perfect way to kick back, fill your plate, and […]
Sip your way through the peaks at our mountain beer tasting experience! Enjoy a curated selection of craft brews—each one inspired by the spirit of the outdoors. Whether you're a hop head or a lager lover, there's something for every palate. Pair the fresh mountain air with bold flavors, good company, and stunning views for […]
Joseph James (Vulpis) , the founding member of Joseph James (Band) is no stranger to the music business. Raised in Oceanside and Syosset, NY, James has never looked back as a musician, performing in many of the LI and NYC clubs.
Join us for a cozy evening in the mountains, where crackling campfires, starry skies, and gooey s’mores come together for the perfect night. Gather around the fire, roast marshmallows, and build your dream s’more—classic, creative, or completely over-the-top. Whether you're here with friends or family, it's the ultimate mountain moment: sweet, simple, and unforgettable.
Celebrate the stars and stripes at one of Windham’s favorite traditions! Our annual 4th of July Parade brings the whole community together with festive floats, live music, local pride, and plenty of red, white, and blue. From marching bands and vintage cars to patriotic pups and creative costumes, there’s something for everyone to enjoy. Bring […]
End your Independence Day with a little sparkle! Join us at Killside as the sun sets and the sparklers light up. We’ll celebrate under the stars with glowing skies, great company, and that classic 4th of July magic. It’s the perfect way to wind down the day—festive, fun, and full of wonder. Sparklers provided, smiles […]
Light up your 4th of July with a spectacular fireworks show at Windham Mountain Club! Gather with family and friends as we celebrate the holiday with a dazzling display set against the stunning mountain backdrop. Watch the sky come alive with color, sparkle, and patriotic spirit—it’s a night to remember in the heart of the […]