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January 2024 by Sarah Manning
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!
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October 2023 by Raymond Frenkel
A wonderful venue for the wedding.
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September 2023 by Events CBD
Trailside Inn is a gem! We at Catering By Dale have truly enjoyed working with the owners, Ann & Josh as they are very serious about their business. They are the most professional, easy to work with, accommodating & kind venue owners and their attention to detail is that of a top notch wedding coordinator! They know their business and the devotion to it is always demonstrated by the seamless flow of each event. Team CBD returned last weekend glowing about the wedding they had just worked and how they LOVED the owners! We have more weddings there and can't wait! If you are looking to book an adorable venue, this is it!
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June 2023 by Hinesight Imagery
What makes this venue stand out in my mind is the kindness and inclusivity of the staff and owners. The guests of the wedding I photographed were having the time of their life! I loved the game room for the guests to use while getting ready. The owners are super nice and accommodating as well. I can't wait to photograph another wedding there!
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March 2023 by Thaís Stumpf
We LOVE this place. We come back here every year. Definitely the best stay in Killington and region.
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February 2023 by Trevor Gossler
Amenities galore. This place is the ideal location for a ski trip with your friends or family. When you pull up there is an overhang for unloading incase of heavy snow (or rain). (10) Complementary BOOT DRYERS. The great room is huge and is where the delicious free breakfast is served. Fire was roaring as soon as we arrived was going every day. The GAME ROOM in the basement was a huge bonus. I've never stayed somewhere that had this big of a game room with almost NO electronics. Great to see. Extra bathrooms throughout the Inn came in handy since I was sharing a room with 4 friends. Service with a smile, very clean and well thought-out decor made this trip an awesome visit to Vermont.
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February 2023 by Judy
This place is good if you're looking for a clean room on a budget. We could hear the guests on the other side of the wall and outside in the parking lot. We had a hard time sleeping and had to keep the window cracked because the room was so hot.
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February 2023 by Brian O'Connor
Absolutely wonderful Inn featuring very accommodating owners, helpful staff and comfortable surroundings. Toasty fireplace and a great breakfast too. We will definitely be going back!
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December 2022 by Olivia Y.
Great place for a ski weekend! Complementary breakfast, boot driers for your ski boots, and a cozy fire to return to! Plus a game room to keep you and your kids entertained. Rooms were clean and the owners couldn't be nicer
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December 2022 by Jennifer Lauren Reynolds
My experience with Trailside Inn was so delightful, I'm not even sure how to start describing it. In the summer of 2021 my (then) fiancé and I were somewhat frantically searching for a wedding venue. We wanted a place where we would be able to host most if not all of our family and friends because the most important thing was that we were able to relax and connect with our guests. It was on a rainy July day when we drove RT 100 to the Trailside Inn to meet with Josh and Ann. Even in with the dreary weather, the Inn stood out. Nestled in the woods, just down the road from Killington it had the perfect mix of Vermont beauty and solitude. The interior of the inn has been lovingly cared for by Josh and Ann and manages to be effortlessly cool. And then there was Josh and Ann themselves. They are so down to earth but obviously very capable and organized. We knew they would be a huge asset when it came to planning.And honestly, it lived up to our wildest dreams.Josh and Ann are super stars. They were so helpful every step of the way. Whether it was contacting a vendor or answering a question about "how is X typically done" I felt so confident that we had things under control because of them. The weekend itself was, if possible, even more relaxing. When we arrived on Thursday we unloaded food and decor and they just took it all and I didn't have to worry about it again. It left us so much more time to relax and be present.The inn itself was so perfectly charming. We were very fortunate with the weather and got to explore some of the local area but we also enjoyed hanging out in the common rooms for breakfast, after dinner games, and general socializing. We wanted together time, and we got it.If I were to do it over, I would get married at Trailside every time.
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October 2022 by Lauryn C.
We had our wedding here in July 2022. If you are in doubt at all, book now! You will not regret it! Ann and Josh are incredible hosts and absolute wizards at helping you organize vendors and plan wedding details. The site is beautiful and all our guests are still raving about how much fun they had over the wedding weekend. The game room was a big hit and Josh and Ann helped us with all our personalized touches, like photos over the fireplace and homemade décor for the ceremony. The Trailside Inn was the perfect spot for our dream wedding and we could not have asked for a better weekend!
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October 2022 by Daniel Salas-Escabillas
Really beautiful place! The wood features in the room and throughout the venue is from an architectural dream! The staff was very friendly and were sure to help with any questions about the town and the scenic hikes! Definitely recommend to have an event here! Very accommodating and absolutely one of the wonders of the world! It was really great to sit outside and enjoy the nature during your morning coffee or laying under the stars in the crisp fall weather.
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October 2022 by Edwin Escabillas
Went here for a wedding. The place itself was wonderful and cozy. The drive through Vermont to get to the place was wonderful. I would definitely recommend it, especially in the winter. Great place for a ski trip.
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August 2022 by Kaye Larson
Wonderful hosts, excellent location. Peaceful get-away with with plenty of things to do near by. Like covered bridges? Check. Like waterfalls? Check. Food? Hiking? Shopping? Check!!! A dream wedding location and again, the hosts, Josh and Ann, tend to every detail. Thank you for all you did to make my son and daughter-in-law's beautiful wedding weekend special.
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August 2022 by Sean G
One of the best weekends of my life. Had a wedding here, and the owners went above and beyond to make sure everything was perfect.If you're considering an event here, you should immeadiately choose Trailside for it. I could not possibly be happier with how everything turned out, and will make a point to return during ski season for more of the same environment.
