We recently got married at the Trailside and we have not stopped smiling since. It has taken us several attempts to find the right words to describe how perfect our wedding weekend at the Trailside was. The environment and atmosphere that innkeepers Ann and Josh have cultivated is one of a kind. If you are even considering the Trailside as a possible venue, legitimately forget all the others and cha cha slide over to the Trailside.

The idea of holding a 3-day long celebration with all your loved ones as the only guests in their stunning property is brilliant. From arrival to checkout, Ann and Josh made everything simple, streamlined and actually fun. They have experience in both hospitality and wedding industries, which made us feel like we were treated as human beings rather than just another client. They are so caring and really make you feel like a long time friend.

We originally planned our date in 2020 and due to COVID we had to postpone. Josh and Ann always kept us updated on the new state regulations as they came out and they were quick to respond to any questions or requests. When we ultimately had to postpone, they offered a new date in 2021 without hesitation. It was amazing to have such support and to feel like a priority during such a stressful time.

They also have a lot of professional connections with amazing vendors. They coordinate the needs of the wedding couple and timing behind the scenes, so we wouldn’t have the stress of planning all the details. Throughout the weekend, we never had to worry about anything because Josh and Ann were on top of it. No detail, no matter how small, was forgotten. From helping us organize decorations, putting our gifts/cards into a box that we could easily put into our car, and resupplying food or wedding favors, they’re like awesome wedding ninjas and we were so busy having fun we didn't even notice it happening.

Josh and Ann are also very communicative and easy to talk with via phone, email or video. Since the very first meeting with them, the entire process of pre-wedding planning, day of the wedding coordination, and even after the wedding details, they answered all questions quickly and professionally, and quelled our nerves when we got the jitters.

We wish we could leave more than five stars, because the Trailside and its lovely innkeepers deserve so much more than that (like, at least 100 stars). We love you Ann and Josh! Thanks for our dream weekend!

We had our wedding here in August and could not have had a more wonderful experience. From the second we visited the Trailside Inn to see if it was a good fit for our wedding, we knew we were in good hands. Josh and Ann were superb to work with: responsive, organized, informative, compassionate, and so helpful. They're both wonderful hosts and wonderful people. The venue itself is also a gem. The photos on their website and blog speak for themselves and we appreciated how we maintained the whole property was. If you're considering the Trailside Inn, DO IT!

We’re still on cloud nine after having our wedding at The Trailside Inn. It’s hard to put into words just how incredible the whole experience was. Tucked away in the stunning Vermont countryside, this place is pure magic. The views—mountains, lush woods, and a charming babbling brook—were the perfect backdrop for our ceremony and photos. So many of our guests said they couldn’t get over how peaceful and beautiful everything felt.

But what really makes The Trailside Inn stand out are the people running it. They aren’t just great at what they do—they’re genuinely kind and down-to-earth. From day one, they made us feel like family. They helped us with every little detail, offered great advice when we needed it, and were always there with a smile and a sense of calm. It was clear that they really cared about making our day special, not just as a job but because they wanted to see us happy.

The whole weekend felt like a getaway for everyone. Having the inn to ourselves made it all the more special. The rooms are cozy and comfortable, and we loved gathering around the fire pit at night with our closest friends and family. It was exactly the laid-back, intimate vibe we were hoping for.

If you’re looking for a wedding venue that’s beautiful, welcoming, and feels like a hidden gem, The Trailside Inn is it. We couldn’t have asked for a better place or better people to share our wedding day with. We’ll be treasuring these memories for a long, long time.