Vermont’s BEST Year-Round Destination


Sleepy Hollow’s Round Barn features a stunning view of Vermont’s famed Camel’s Hump. We offer Sleepy Hollow as a venue package that includes a two-night inn rental for up to 22 guests and access to our event venue spaces for your wedding and reception. The venue spaces include the covered Pavilion with attached bar space, as well as the beautiful, light-filled Round Barn with gorgeous views of surrounding mountains. The Inn has eight distinctively decorated guest rooms, each offering beautiful views of the surrounding mountains or our pond. The nearby meadow provides a small cabin and unlimited tent camping and the bonfire pit makes for a cozy space for late-night gatherings. As a bonus, our solar panels offset 100% of the electricity used at your wedding!

Skiing & Snowshoeing

Sleepy Hollow offers 32km of well-groomed trails for both classic and skate skiing. Experience our quality grooming (with our brand new Prinoth FULLY ELECTRIC groomer), complete with a tiller for smooth skating and setters for perfect tracks. We also have a 3km snowmaking loop for early season skiing, complete with lights for night skiing Monday, Wednesday and Friday nights. Our rental shop has a complete lineup of ski and snowshoe rentals available, as well as a pulk you can use (for free!) to tow your little ones. We even have a Wednesday night race series under the lights. We have a separate beautiful trail system for snowshoeing. Visit Butternut Cabin on skis or snowshoes for the best view of Camel’s Hump you have ever seen!

other activities

Sleepy Hollow’s has an amazing array of other outdoor activities in addition to cross country skiing.  We have over 20 km of single track mountain biking trails (which are most appropriate for intermediate to advanced riders). One of the favorites is Kessel Run, which flows down the mountain over jumps and across rock gardens. We also offer amazing vista’s for bikers and trail runners alike from the Butternut Cabin, to Adirondack View to the popular Yoda trail. In the summer, we also offer three weeks of summer camp for kids with daily adventures through the woods, exploring our pond, arts and crafts and fun games. During the winter we host over 150 young skiers in our Bill Koch Youth Ski Program. They enjoy learning to ski through group lessons, fun games and adventure skis.  Your kids will love being outside. It’s a true year round adventure at Sleepy Hollow!

“Sleepy Hollow was the perfect backdrop for our autumn wedding! The inn and barn were absolutely gorgeous nestled in the mountains and foliage… It honestly felt like our own private mountain getaway.”  Meghan L.H. 

“Sleepy Hollow has so much to offer!  Weddings, nordic skiing, snowshoeing, mountain biking, kids programs, group events and more.”  Molly P. 

“Nordic heaven! Great terrain with world class grooming and amazing dedication to snowmaking. The Enman family have crafted a very special place for skiing and so much more!” Michael P.