The Jackson
"Beautiful country estate on manicured grounds, but book direct and confirm cancellation terms first."
About The Hotel
From $213/night — a beautiful country estate with a big service caveat. The Jackson sits on landscaped grounds just outside Woodstock, offering gorgeous, individually decorated rooms with views over the manicured gardens. Historically a 4.9-rated gem, it’s now run remotely by out-of-state owners, and guests report recurring issues with impersonal call-center service, unresponsive booking updates, and unrefunded cancellations. Rooms are quiet and comfortable; the grounds are spectacular. But it’s not walkable to the village, breakfast is not included, and you should book direct, read the cancellation policy carefully, and confirm terms via phone before committing.
What Guests Are Saying
“First, the grounds are absolutely beautiful. It was raining on and off during our stay, so we didn’t get to enjoy them as much as we would have liked. Our room was on the second floor, and we had a great view of the grounds. It was very quiet and comfortable. There were vacant rooms on our floor, and I peeked into a few of them. The decor in each room was unique and stylish. Breakfast in the restaurant was delicious, and there was plenty of parking. Wonderful stay!” — travelingteacher1995, 5 stars
“Booked a last minute stay here for 1 night and the property was charming, quiet and clean. Just 5 minutes outside of the main drag in Woodstock. (not walkable, but an easy drive/parking situation) Only drawback: The customer service call center that they have set up for reservations and billing was difficult to deal with and impersonal. They accidentally double charged us but ultimately resolved the issue a few days after I called.” — Reilly O., 5 stars
“Idyllic country estate in picturesque Woodstock/Virginia. Tastefully decorated, friendly staff. Garden is more of a park. Very nice and recommended! Very nice and recommended! Very nice and recommended!” — Travelmad, 5 stars
Pros & Cons
Pros:
- Spectacular manicured grounds and historic gardens
- Spacious, tastefully decorated rooms with unique character
- Quiet, clean, and comfortable on beautiful estate property
- On-site restaurant and outdoor fireplace
Cons:
- Now run remotely by out-of-state owners with minimal on-site presence
- Recurring complaints of unresponsive call-center service and unrefunded cancellations
- Not walkable to village; no included breakfast (restaurant is extra)
The Location
On Senior Lane just outside Woodstock village (about a 5-minute drive, not walkable), set on beautiful landscaped grounds with gardens and scenic vistas. The village green, shops, restaurants, and covered bridge are minutes away by car. Quechee Gorge is about 15 minutes east and Killington about 30 minutes west. You can find more details or book your stay on TripAdvisor.
Woodstock,
Woodstock.
Other suites we've checked
Guest reviews
What guests are saying about The Jackson.
"What an amazing inn. We checked in on Friday and settled into our room on the top floor. Our room had a gorgeous view of the manicured grounds and mountains beyond. We spent the rest of the evening at the property, lounging in the bar with charming bartender, and then enjoying a great meal at Oakes and Evelyn. Can't recommend it enough. We loved the crudo dishes and the home made pasta. On previous visits to Woodstock we stayed at the Woodstock Inn which is also lovely, but is more than twice the price and lacks the intimacy of The Jackson. Everything is designed so purposefully and the staff is wonderful. We'll be back soon."
— Federico Orbuch
View on Google"A few weeks ago, we stumbled across the Jackson Inn for breakfast. It was wonderful food and service! Highly recommend! Huge portions that left us waddling out afterwards.Wish we had took a picture of the food before inhaling it. Will definitely return if in the area again. We really enjoyed our waiter Richard’s company and service."
— Gabriella Rose
View on Google"The location was wonderful, the rooms were nice albeit a bit expensive, it reminded me of my time spent in guest houses in Europe (in the best way possible). The hotel had a nice cozy feel to it and old charm. They offered free wine and cheese in the evening however, they did not offer free breakfast, though they do have a restaurant they run out of the hotel. The restaurant is very expensive but it is lovely. I would mention for older travelers that there is only stairs for most of the rooms and some of the smaller rooms have small winding stairs to climb to get to room. All in all it was a lovely quiet stay."
— rachel
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