Winner of The Knot’s Best of 2018 Weddings

Rates will be increasing for 2019 Events – Call now to lock in current rates!

Congratulations on your engagement!  We would love to host your celebration!  We hold romantic, intimate wedding events onsite.

From casual 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.

Imagine a beautiful, outdoor ceremony held by our babbling brook.  Our charming & cozy Great Room can be used for your rehearsal dinner, cocktail hour and reception.  For larger events, we have an outdoor space with a reception tent.  We have backup rain locations in the main inn as well.

Each wedding package is built per event, based on your vision and preferences.  Your perfect Vermont wedding weekend can include a Friday night welcome party, Saturday ceremony & reception, and a Sunday morning brunch.

Having your wedding at Trailside means that all of your guests will be able to stay right on property with you!  We offer a variety of room accommodations 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 recommend 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, 2017 & 2018.

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

Additional pricing information can be found here.


We are featured on The Knot as well.


Real Wedding Couple Reviews:

We had our wedding at the Trailside last weekend, and my husband and I are still beaming at how perfect it was. We currently live in Amsterdam but have family all over the US, Canada, Europe and Asia. Because we live so far away from our friends and family, we really wanted a wedding that felt more like a family reunion, where the priority was spending time together with the people we love. The Trailside Inn was the perfect venue for us since everyone we invited could stay on-site in their beautiful inn. We had about 75 guests, and all were able to stay at the Inn comfortably – with beds to spare! We used the barn/loft house for close friends, and they loved having their own space to hang out and get ready. We had a BBQ-style welcome party on the deck/lawn on Friday night (including lawn games and bonfire), the ceremony by the brook and reception in the beautiful tent on Saturday, and a group brunch in the great room of the lodge on Sunday – everything was on site, meaning no shuffling people from one place to the next or having to deal with any transportation logistics. The space was perfect for the outdoor ceremony and group meals we were envisioning. On Saturday morning our guests did activities in the area, such as hiking, biking, walking to a nearby waterfall, going on a brewery tour, etc. Josh and Ann were the best sources of information when it came to things to do in the area and they took the time to chat with any guests who needed suggestions. Since we were planning the wedding from overseas, we were initially worried that we would have trouble coordinating everything from afar, but Josh and Ann made this easy. They were both incredibly responsive and helped us think through all the details, and are very well connected with the vendors in their area. They helped to coordinate the logistics with the band, caterer, florist, rentals, and photographer and ensured that everything ran smoothly. Their coordination and attention to detail made SUCH a difference to us during the weekend, because it meant that Greg and I didn’t have to worry about anything – we could just have fun and enjoy everyone’s company! During the weekend Josh & Ann were very hands-on, and went above and beyond our expectations in terms of making the setting look amazing, facilitating the logistics, and making sure everyone had a wonderful time. All of the little things made such a difference – like Josh lighting the fire every night, Ann checking to make sure there was enough wine out and that the corks were removed, setting up the lawn games, refilling the coffee can, having personalized signs for our event, etc. You forget how many little details are involved in throwing a party, and without Josh and Ann we would have had to figure all of these little things out ourselves. Their presence really made the difference between us running around stressed out and us enjoying every moment of the weekend from start to finish. We were so impressed by their flexibility and willingness to help us create the wedding we were envisioning – for us, this was a low-key, relaxed, personal wedding with close family and friends, but I have no doubt that Josh and Ann would be able to create any vibe that a couple was looking for. I cannot speak highly enough of the two of them or of the venue, and hope that other couples are lucky enough to have their perfect wedding here as well!” – Emma & Greg, July 2017


“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

Photos courtesy of Sabin Gratz Photography & Cronin  Hill Photography


IMG_4761_ps IMG_5897_ps 19679094_1252232641565377_6830948768858716084_o IMG_4896 1_ps IMG_4997_ps IMG_5047_ps Version 2 IMG_4683_ps IMG_5469 1_ps IMG_5453 1_ps IMG_5724 1_ps IMG_6095_ps Version 2 IMG_5971_ps IMG_1292_ps IMG_3563_ps IMG_3750_ps IMG_0916_ps IMG_4245_ps