Unforgettable Experiences for All

For Families, Friends, Businesses, and Schools: Group Rentals at Sleepy Hollow

Sleepy Hollow Inn is included in the wedding package. The inn has eight distinctively decorated guest rooms. Each offering beautiful views of the surrounding mountains or our pond.

Our down-to-earth, friendly, and comfortable inn also features our two guest living rooms. One has a large fieldstone fireplace, while the other has ample reading couches. Wedding couples are in charge of assigning rooms to their guests, so please contact them if you would like to “reserve” a room during a wedding.

Trail passes are included with your stay. You can also rent skis and snowshoes in the winter. Summer at Sleepy Hollow includes mountain biking, hiking, birding, and running.

Relax at night with one of our hundreds of books available to guests. Dave Enman, co-proprietor, runs a used Book Store in the basement of the Round Barn and has many unique treasures. Vermont history buffs will especially delight in our collection of 40,000 used and antique books.

Click on the button below to see each room inside the inn




Sleepy Hollow Inn does not currently rent individual rooms.

We do rent four rooms or more to families, friends, businesses, and schools for long weekend getaways, reunions, retreats, and skiing/biking/running camps.

We have availability year-’round for groups that rent a minimum of four rooms during the week.

Due to our busy wedding schedule, we have only rare openings for non-wedding groups on spring, summer, and fall weekends.

Our maximum occupancy is 22 people, and all prices include cross-country ski or mountain bike/running passes for the whole group on our 32 km of trails!

If you have a group interested in booking the inn on winter weekends or during the week, email us at weddings@skisleepyhollow.com to check availability.

If you’re looking for a single room nearby, the closest options are hotels in Williston and rooms and homes in Huntington, Hinesburg, or Richmond on Airbnb.

Click the “View larger map” to see a link for directions on Google Maps