Each time I go back to my little Vermont hometown, I am reminded that I basically grew up in a storybook. Woodstock, Vermont is a bucolic little village nestled amidst rolling hills, hugging a charming center green and a briskly flowing river. Stone, brick and cape houses line the ambling streets that make up this 3000 person town, every bend of it steeped in time.
It’s no surprise that my fellow New Englanders know of Woodstock, VT. I’d even say, many beyond the Northeast are aware of this popular weekend hideaway. For such a small town, its reputation precedes itself — and for good reason.
The hectic, digital day-to-day stresses are buried beneath the quiet splendor of village strolls, breathtaking hikes up Mount Tom or afternoons spent skipping rocks along the river.
Though you do get cell service here now (we didn’t when I was growing up), you just might want to turn off your phone and enjoy the rare and simple pleasures of this place.
When asked about Woodstock, the one word that usually comes to my mind is “quaint.” But don’t get my wrong, that doesn’t mean it is boring! There’s a lot of energy in this 350 year old town, and every time I return, I see that energy increasing. I’d attribute a lot of that forward progress to the town’s centerpiece, the Woodstock Inn and Resort. (My father runs his jewelry shop in the heart of town, and has for the last 30 years, and he definitely agrees that the Inn is a huge factor in keeping Woodstock so relevant.)
Some iteration of the Woodstock Inn & Resort has been welcoming guests for 225 years.That is crazy! I’ve traveled all over the world, filming some of the world’s best hotels, and that type of hotel history very is RARE, especially in the USA.
The Inn started out as a small bed & breakfast, and over the centuries continued to expand and gain more and more popularity. In the mid 1900s, Laurance Rockefeller, a former resident of Woodstock, bought the hotel and it was under his leadership for 50 years. He definitely helped to put it on the luxury hotel map, in a big way.
I am very fortunate to have had such a legendary resort in my hometown backyard. It has been part of my family’s story forever, playing host to special dinners, celebratory breakfasts, parties and even prom!
It was such a treat to return to the Inn just after Christmas and share this special hotel with my daughter, Aurora. I look for different things in hotels now that I am a mom and I have to say, the Woodstock Inn & Resort surprised me with being exceptionally family friendly. They had undergone expansive improvements when I filmed the property in 2013 for my Get Lost in Woodstock series but now, they’ve added even more luxurious detail to all the public areas and the guest rooms in particular.
Ever since I was a little kid, I was drawn to the oversized fireplace that greets you as walk through the Inn’s entrance. The cozy feeling with the couches and sitting areas, beautiful wall color and attention to detail, makes the entire main area of the Inn so welcoming. I wanted to sit in on each sofa and relax with a cup of tea (you can actually do that during their daily afternoon tea time). We of course didn’t have spare moments for that with a 6 month old, but it was fun to daydream about as I hurriedly walked past these lovely areas with my tired/hungry/active baby.
Having a little one with a strict bedtime of 7pm complicates hotel life a bit for us parents. After 7pm, it is lights out (and complete silence) so having an additional room is more than necessary. We absolutely loved the newly renovated Legacy Suite. Ours in particular was the Frederick Billings Suite, the legendary local that was a pioneer in the farm industry and a famous face in Woodstock. It was situated in the main part of the inn and had tasteful decor that highlighted Vermont’s farm history.
As you enter, there’s a long tiled hallway to the bedroom and adjoining sitting room. (You can see a walkthrough on my Instagram stories here) I loved how the suite was situated far from the door, with the bedroom set back against a lovely view of the Inn’s snowy backyard. This distance made the whole suite feel more private and like our own apartment as opposed to a hotel room.
The stone bathroom and rain shower with Zents products was modern and chic. The separate sitting room was decorated in rich hues and woods, making it feel like a cozy study. Though it had a wet bar, TV and pull out couch, this room became our daughter, Aurora’s room. The Inn provided a crib and we set up her changing area and toys in here. It was perfect! She happily napped here throughout the day and fell asleep at 7pm each night, and mom & dad could close the door and relax.
We were even able to order room service and hang out for a few more hours with my parents while Aurora happily dozed next door. This is a parents’ dream! We had the best of the Inn’s dining and didn’t have to disrupt our daughter’s sleep.
What a delicious way to start the day! My parents met us here at The Red Rooster for breakfast and we all followed our noses to the two rooms filled with a sumptuous breakfast buffet. Fresh fruits, made-to-order omelets, a variety of homemade pastries and specially crafted breakfast treats awaited our empty plates. I was especially excited to see the giant, serve yourself maple syrup stand! (As a Vermonter, it runs in my veins of course 😉
A favorite of my parents’ for decades, Richardson’s Tavern has not lost any of its signature warm ambiance. The dimly lit room is where you want to be to unwind fireside after a wintery day, holding a drink and enjoying pub style bite.
I also was impressed by the newer bar at the Red Rooster. A brighter version of the tavern, the bartender makes excellent cocktails here and I loved the elegant style of this space and its marble bar.
Even in the game room, the Inn retains its personality here. This classy area showcased working vintage pinball machines and a long wooden shuffleboard table. There was a pool table, a fireplace and more–no wonder it was packed! These games might have been out of Aurora’s age range, but hey, they sure entertained her competitive parents very well.
I am very familiar with the Woodstock Inn’s Athletic Club as I used to be a part of the Woodstock’s high school tennis team and these were our home courts. All guests of the Inn have free access to the pool, gym, tennis courts and workout classes. We opted to take a dip in the pool as Aurora finds pool time SUPER exciting. I think she thinks we are all taking a big bath with her. We splashed around and enjoyed ourselves for a morning.
We left Aurora with her grandma and myself, my husband and my dad hit the slopes of Suicide Six! My first time of skis was on this bunny hill and I spent too many afternoons and weekends skiing all these trails with my dad and friends throughout the years.
Located just 15 minutes from the Inn, this mountain is perfect for those that are into a fun, laidback day on the slopes. A brand new quad eliminated any lines for us and their snowmaking and grooming made for excellent conditions on the trails that were open.
By no means is this a large mountain, but its trails are beautifully cut through the forest (I even saw animal tracks as I skiied down). The classic lodge makes you feel like you are back in time and reminded me that this is one of the oldest ski areas in the country. To get this rustic atmosphere that is perfect for the snowy season, one can also stay in that portable cabin.
Aurora did join us for a tour of Woodstock’s signature Billings Farm & Museum. It was so nice that the Woodstock Inn provides all guests with free entry to this unique local historical site and working dairy farm.
We did a self guided tour of the stables, the goat shed, chicken coop and cow barn. DO NOT MISS THE BABY COW NURSERY. It might be one of the cutest, up close experiences I’ve ever had baby animals. The baby cows were unbelievably friendly and social–they kept licking Aurora and nibbling on my clothes. She (and I) was shrieking with delight!
We were fortunate to make the talk about cows with a farmer in the dairy barn. Aurora’s eyes widened as she viewed her first full grown cow. The farmer on site gave us a lot of amazing information about these cows, how Billings Farm cares for them, their breeding, and their personalities! Aurora and I even got to brush one!
It was with a heavy heart that we checked out and had to bid farewell to Woodstock. However, just like it has been throughout my life, the Woodstock Inn & Resort was the perfect backdrop to so many special memories with my parents, my husband and especially, our daughter.
I still cannot speak more highly of this resort’s appreciation for its out-of-towners as well as its locals.
There’s something about the energy of this hotel that just brings about the most joyful times, no matter what time of year.
On our next visit, Aurora will be walking (!) and I am sure that we will have a whole different story to tell! Hopefully, more baby cows and maple syrup will be included.