Congratulations on your engagement!  We would love to host your celebration!  We hold fantastic intimate wedding events onsite for up to 100 people.

From simple to elegant, we can help build your dream wedding and host your family and friends!  Our wedding packages offer exclusive use of the property for your event.  For the weekend, our entire property is yours and yours only.

Beautiful, outdoor ceremonies are held by our babbling brook.  Our Great Room can be used for rehearsal dinners, cocktail hours and receptions.  For larger events, we have outdoor spaces for reception tents.  We have backup rain locations in the main inn as well.

Our wedding packages are built per event, based on the couples’ visions and preferences.  Our perfect Vermont wedding weekends can include Friday night welcome parties, Saturday ceremony & receptions, and a Sunday morning brunch.

A great thing about hosting your wedding with us is that all your guests will be able to stay right on property with you!  We offer a variety of room accommodations at Trailside to suit every taste and budget, including Standard Queen Rooms, Efficiency Apartments, Self-Contained Apartments, and Bunk Rooms.  Our property has 37 bedrooms total and sleeps up to 100 people onsite.

We have an exclusive contract with Vermont Farms Catering for the food and beverage for your event.  Their restaurant, “The Backroom”, was recently featured in the New York Times and they are recognized as the caterer of choice on The Knot New England Best of Weddings 2016.

Please contact us today at 802-422-8800 or!

Addition pricing information can be found here.


We are featured on The Knot as well.


Real Wedding Couple Review:

“We recently had our family reunion-style wedding at the Trailside Inn. The Inn is beautiful, and exactly what we were looking for: a charming place on beautiful grounds, a place designed to bring people together, and feels like home – but better, and you don’t have to cook breakfast! We all really loved staying here – we hung out in the Great Room, roasted marshmallows by the fire at night, played pool and foosball in the basement, and swam in the pool – everything was perfect. In terms of the wedding itself, Josh and Ann were extremely helpful with every detail from the very beginning, helping us contact vendors and organize our weekend. They were around all weekend, helping out and coordinating things, which was a huge help to us. They also have an encyclopedic knowledge of the surrounding area, so were able to recommend some really fun things for us to do and places to go. Everything was wonderful, and we highly recommend the Trailside!” – Marc & Jenn, June 2016




Wedding Ceremony


Great Room Reception with Bar


Wedding Cake


Fantastic Catering from Vermont Farms Catering


Wedding Arbor


Plated or Family Style Meals


Our Farmhouse Great Room Tables


Casual Evening Bonfires with Smores!