At The Jackson , you can look forward to a terrace, a garden, and a library. Be sure to enjoy a meal at Oakes & Evelyn, the on-site fine-dining restaurant. Stay connected with free in-room WiFi, and guests can find other amenities such as a fireplace in the lobby and a bar.
West Woodstock, a neighborhood in Woodstock, is home to The Jackson . Green Mountain National Forest and Billings Park and Trail reflect the area's natural beauty and area attractions include Union Arena Community Center and Red Wagon Toy Company. Billings Farm and Museum and Sugarbush Farm are also worth visiting. Take in the nearby slopes with cross-country skiing and snowboarding, or check out other outdoor activities such as snow tubing and snowmobiling. Visit our Woodstock travel guide
A terrace, a garden, and a library are just a few of the amenities provided at The Jackson . Be sure to enjoy a meal at Oakes & Evelyn, the on-site fine-dining restaurant. Stay connected with free in-room WiFi, and guests can find other amenities such as a fireplace in the lobby and a bar.
You'll also enjoy the following perks during your stay:
Free self parking
Cooked-to-order breakfast (surcharge), express check-out, and coffee/tea in the lobby
Smoke-free premises and concierge services
Guest reviews give top marks for the breakfast
Room features
All guestrooms are individually furnished, and feature comforts such as air conditioning, in addition to amenities like free WiFi.
Other conveniences in all rooms include:
Bathrooms with designer toiletries
42-inch Smart TVs with Netflix, Hulu, and streaming services
As of 25 October 2026, prices found for a 1-night stay for 2 adults at The Jackson on 5 November 2026 start from AED 453, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Self parking is free at this property.
What time is check-in at The Jackson ?
Check-in start time: 3:00 PM; Check-in end time: 7 PM.
What time is check-out at The Jackson ?
Check-out is at 11:00 AM.
Where is The Jackson located?
Located in West Woodstock, this bed & breakfast is within 1 mi (2 km) of Union Arena Community Center and Five Elm Arches. Ottaquechee River and Red Pine Loop are also within 2 mi (3 km).
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Reviews
The Jackson Reviews
9.6
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
The inn and the grounds are beautifully maintained. The room was comfortable, and the restaurant on the premises was convenient but also had a great breakfast, well worth purchasing. The location was also great relative to downtown.
This property is beautiful, peaceful, friendly, welcoming and far enough away from the green for a noiseless stay. The wine, cheese and bites that start your evening are lovely and gives you the opportunity to meet other guests if you choose. Ms. Walton, the host, was friendly, helpful and warm. She made me feel right at home. A magnificent place to stay in Woodstock Vermont
The building is historic. Staying in the King Suite felt like stepping back in time to the Victorian era, with modern amenities. The grounds were gorgeous. I was very pleased with the experience.
The grounds were beautiful. And the check-in process was very easy and efficient.
The only two problems we encountered was that our bed was broken and our bathroom sink was clogged. If that gets fixed, whoever comes there should have a very nice day.
Stayed 1 night in Aug 2026
Verified review
10/10 Excellent
Rachel
20 September 2026
Liked: Cleanliness, staff & service, amenities
Very characterful property a little way out of Woodstock. Friendly staff, good to meet other guests at the complimentary wine and cheese event every evening. Room was small, bed comfortable but if the patio door was open there was a noisy aircon unit a couple of feet away. But the room was hot! So this was not ideal. Beautiful grounds but wouldn’t have wanted to sit outside the room as it was so noisy!
The Hostess at the wine and cheese hour was very kind and helpful. That was the only time we saw anyone!
The house is divided into separate areas and we were in the oldest part. The bed was comfortable, bathroom nice, amenities nice but wouldn’t book again because of the very narrow and steep stairs. My husband is 80, hauling luggage up those kind of stairs is dangerous. That would be the only reason not to return.
Very nice place to stay good location nice old home well appointed . They do a cocktail hour from 5 to 6:30 pm with wine and cheese you get to meet other guest . Very friendly and helpful staff
I will stay again the next time I’m up in the Woodstock area. Excellent staff, well maintained, excellent restaurant. Nice grounds. Fire pit. Parking is challenging if you don’t want to park across the street.
If you are looking for a quiet B & B type experience, a little bit off the beaten path, then this could be a great option for you. Our room was on the second floor with a narrow wooden staircase which made it challenging to bring our multiple bags up to the room. We opted to pull a few necessities out of our main bag and just bring in a carry on, which worked fine.
The rooms are lovely and comfortably furnished. The bed was comfortable.
One of the "charms" of staying in a B&B type lodging is getting to meet your hosts. We went into town for dinner, so missed the complimentary wine and cheese offering. Other than that, all communication (check-in, questions and checkout) was entirely electronic and we did not see anyone throughout our one-night stay. That felt strange and impersonal to us, but perhaps our expectations were too high. I think we would have been happier in a more traditional hotel setting.
Easy check-in, we were texted a door code in advance. Very quaint and pretty Inn. Staff were very nice and accommodating, specifically Stacey. The on-premise restaurant is amazing, we ended up having dinner and breakfast there. Bartender, Rita was great.
Wow! The Jackson is a gem. Such a peaceful, beautifully maintained, classic Vermont Inn. Both the Inn and the town of Woodstock brim with charm. The sitting parlors are inviting. My room on the 2nd floor was cozy. And the bed was awesome. Breakfast is not included in the lodging fee but was well worth the experience. And the grounds...! Make the most of your time at the Jackson to stroll the lovely, spacious lawn & gardens behind the Inn. I enjoyed a brief, morning, quiet-time sitting in an Adirondack chair overlooking a pond at the very back of the property. I never did connect with any of the staff during my stay. But still I had a lovely time. Thank you!