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The Jackson

4.0 star property

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Photo gallery for The Jackson

Restaurant
Lobby sitting area
View from room
View from room
Exterior

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Parking included
  • Free Wi-Fi
  • Restaurant
  • Air-conditioning
  • Bar

Explore the area

View in a map
43 Senior Lane, Woodstock, VT, 05091
  • Place, Union Arena Community Center
    ‪2 min walk‬
  • Place, Marsh-Billings-Rockefeller National Historical Park
    ‪5 min drive‬
  • Place, Billings Farm and Museum
    ‪6 min drive‬
  • Airport, Rutland, VT (RUT-Rutland Southern Vermont Regional)
    ‪56 min drive‬

Room options

View all photos for Superior Queen

Superior Queen | Down duvets, individually decorated, individually furnished

Superior Queen

9.2 out of 10
Wonderful
(7 reviews)
  • Garden view
  • 19 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Classic Queen

Classic Queen | Down duvets, individually decorated, individually furnished

Classic Queen

8.0 out of 10
Very good
(9 reviews)
  • Garden view
  • 19 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

View all photos for Premium One-Room Suite

Premium One-Room Suite | Down duvets, individually decorated, individually furnished

Premium One-Room Suite

8.8 out of 10
Excellent
(5 reviews)
  • Garden view
  • 30 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 King Bed
  • Free Wi-Fi

View all photos for Deluxe One-Room Suite

Deluxe One-Room Suite | Down duvets, individually decorated, individually furnished

Deluxe One-Room Suite

10.0 out of 10
Exceptional
(6 reviews)
  • Garden view
  • 28 sq m
  • 1 bedroom
  • Sleeps 2
  • 1 Queen Bed
  • Free Wi-Fi

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About this property

The Jackson

This smoke-free bed & breakfast features a restaurant, a bar/lounge and coffee/tea in a common area. Free WiFi in public areas and free self parking are also provided. Additionally, concierge services, a library and express check-out are on-site. Housekeeping is available on request.
The Jackson offers 11 accommodations with designer toiletries and free toiletries. Each accommodation is individually furnished and decorated. Beds feature down duvets. 42-inch Smart televisions come with cable channels and Netflix. This Woodstock bed & breakfast provides complimentary wireless Internet access. An iron/ironing board, hairdryers and change of towels can be requested. Housekeeping is provided on request.
The recreational activities listed below are available either on-site or nearby; fees may apply.
Our customers tell us that they can't get enough of the breakfast at The Jackson . During your stay, you're just a quick walk from Union Arena Community Center. Enjoy features like free WiFi in public areas and free self-parking, plus a restaurant.
  • Free WiFi
  • Free self-parking
  • Grab something to eat at the restaurant or stop for a drink at the bar/lounge
  • Cooked-to-order breakfast served daily for a fee
  • Amenities include a terrace, library and a fireplace at reception
  • Steps from Union Arena Community Center and a 3-minute drive from Five Elm Arches
There's a restaurant on site. You can enjoy a drink at the bar/lounge. WiFi is free in public spaces. A library, a terrace, and a garden are also featured at The Jackson . Self parking is free.

This 4-star Woodstock bed & breakfast is smoke free.

For a fee, guests can enjoy a cooked-to-order breakfast daily from 7:00 AM to 10:00 AM.
Oakes & Evelyn – On-site fine-dining restaurant. Guests can enjoy drinks at the bar.

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Free WiFi

Parking and transport

  • Free uncovered self parking on site
  • Limited on-site self parking
  • Wheelchair-accessible parking available
  • Onsite parking includes off-street options

Food and drink

  • Daily cooked-to-order breakfast available 7:00 AM to 10:00 AM for a fee: USD 10 to 18 per person
  • A bar/lounge
  • A restaurant
  • Coffee and tea in common areas

Restaurants on site

  • Oakes & Evelyn

Things to do

  • Library

Conveniences

  • Guidebooks
  • Limited-hour front desk

Guest services

  • Change of towels on request
  • Concierge services
  • Housekeeping on request

Outdoors

  • Garden
  • Picnic area
  • Terrace

Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 accessible parking spaces
  • Front entrance ramp
  • No lift
  • Well-lit path to entrance
  • Wheelchair accessible (may have limitations)
  • Wheelchair-accessible parking

More

  • 1 building
  • 2 floors
  • Built in 1890
  • Fireplace in lobby
  • Smoke-free property
  • Victorian architecture

Room amenities

Bedroom

  • Bedsheets provided
  • Blackout drapes
  • Down comforter

Bathroom

  • Designer toiletries
  • Hair dryer (on request)
  • Private bathroom
  • Towels provided

Entertainment

  • 42-inch smart TV with cable channels
  • Hulu
  • Netflix
  • Streaming services

Food and drink

  • Restaurant dining guides

More

  • Air conditioning (climate-controlled)
  • Individual decor
  • Individual furnishings
  • Iron/ironing board on request

Policies

Check-in

Check-in start time: 3:00 PM; check-in end time: 7 PM
Early check-in subject to availability
Contactless check-in and check-out are available
Minimum check-in age - 18

Check-out

Check-out before 11:00 AM
Contactless check-out
Express check-out available

Special check-in instructions

The front desk is open daily from 3:00 PM - 7:00 PM
Guests planning to arrive outside normal check-in hours will receive an email within 24 hours before arrival with check-in instructions and an access code; front desk staffed during limited hours
Prior to arrival, you must complete online registration via a secure link
You will be asked to provide the property with a copy of your government-issued photo ID after booking
If you are planning to arrive after 7 PM please contact the property in advance using the information on the booking confirmation
Information provided by the property may be translated using automated translation tools

Access methods

Access code, front desk (limited hours)

Pets

  • No pets allowed

Children and extra beds

  • Children 12 and younger are not allowed at this property. All guests older than 12 are welcome.
  • Rollaway/extra beds are not available.
  • Cots (infant beds) are not available.

Payment types at the property

Important information

Optional extras

The fees and deposits listed below will be charged at the time of service, check-in, or check-out.

  • Fee for cooked-to-order breakfast: approximately USD 10 to 18 per person

This may not be a comprehensive list. Fees and deposits are subject to change and might not include tax.

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
This property accepts credit cards, debit cards and cash
Safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
The front desk at this property is open daily from 3:00 PM - 7:00 PM.
Prior to arrival, guests must complete online registration with the property via a secure link. Guests will be asked to provide the property with a copy of their government-issued photo ID before arrival. Guests arriving after 7 PM must make advance arrangements by contacting the property using the information on the booking confirmation. Guests planning to arrive outside of normal check-in hours will receive an email with special check-in information and an access code. Front desk staff will greet guests on arrival at the property.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

We should mention

  • Children 12 years old and younger aren't allowed at this property.
  • This property welcomes guests of all sexual orientations and gender identities (LGBTQ+ friendly).

Property is also known as

Jackson House Inn Woodstock
Jackson House Inn
Jackson House Woodstock
Jackson House
The Jackson House Inn
The Jackson Woodstock
The Jackson Bed & breakfast
The Jackson Bed & breakfast Woodstock

The Jackson Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 247 out of 283 reviews
Rating 8 - Good. 22 out of 283 reviews
Rating 6 - Okay. 10 out of 283 reviews
Rating 4 - Poor. 2 out of 283 reviews
Rating 2 - Terrible. 2 out of 283 reviews

10/10

Cleanliness

9.8/10

Staff & service

9.2/10

Amenities

9.8/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Daphne

Liked: Cleanliness, staff & service, amenities
Beautiful space and extremely comfortable
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Abby

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Jackson Inn is incredibly charming and in a picturesque area. The room was very comfortable and the restaurant and staff was amazing.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Rachael

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The most beautiful stay during Christmastime. The inn is absolutely stunning and cozy, designed with the most thoughtful detail and rare antiques everywhere.
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Kevin

Liked: Cleanliness, staff & service, amenities
Great hospitality, clean and comfortable
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Josephine

Liked: Cleanliness, property conditions & facilities
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.
Stayed 1 night in Jan 2026
Verified

10/10 Excellent

Jaunita

Liked: Cleanliness, property conditions & facilities
Very cute inn, the restaurant was a plus. Had a great dinner there and def will come back.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Frederick

Liked: Cleanliness, amenities, property conditions & facilities
The room, the staff, the amenities were what we were hoping for. The Jackson is a great place to stay!
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Romulo

Liked: Cleanliness, staff & service, amenities
Great stay!
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

John

Liked: Cleanliness, staff & service, property conditions & facilities
Beautiful, quiet inn. We stayed Saturday through Tuesday after the holidyas, so it was especially quiet, just what we wanted. Staff was incredibly attentive and engaging, rooms were unique and comfortable. I highly recommend The Jackson. We will be returning in the spring to see the grounds!
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Eileen

Liked: Cleanliness, amenities, property conditions & facilities
The Jackson was a great place to stay when visiting the Woodstock area. The room and spa tub were clean and quiet. Stacy (innkeeper) was lovely and responded in a timely manner to texts. Yes, things are done by text and you get a code to your room but she was around and still provided wine/cheese in the early evening. Breakfast was awesome! Going back for sure.
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Ron

Liked: Cleanliness, staff & service, amenities
The room was as clean as could be and everyone we met was very friendly.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Yinghua

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent Vintage style B&B.
Stayed 3 nights in Sep 2025
Verified

10/10 Excellent

April

Liked: Amenities, property conditions & facilities
Beautiful property and rooms are modern amenities in a quaint environment.
Stayed 1 night in Sep 2025
Verified

10/10 Excellent

Susan

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Friend of mine and I stayed overnight just to check out Vermont (I had always wanted to go there). We both LOVED this place. Very charming, lovely decor, and great food--especially at dinner. The staff were very friendly and accomodating. Would definitely recommend this place and return again in the future.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Sheryl

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved the casual, comfortable, easy atmosphere. Homey and welcoming but never overbearing. Staff were all wonderful and personable.
Stayed 3 nights in Nov 2025
Verified

8/10 Good

Steven B

Liked: Cleanliness, amenities, property conditions & facilities
Wonderfully quaint inn converted from 1800's home. Lots of character, common rooms/sitting areas for guests to gather, nice Keurig coffee machine. Stayed in room 27....small but comfortable. Bathroom heat a problem as in no apparent heat? Enjoyed breakfast in dining room. Pricey but excellent quality. Host and server, Richard, outstanding people person. 5- 6:30 each day, complimentary wine and cheese served. Enjoyed that while meeting other guests. Will stay here again.
Stayed 2 nights in Jan 2026
Verified

10/10 Excellent

Zoe

Liked: Cleanliness, amenities, property conditions & facilities
The Inn keeper is so sweet and keeps everything spotless! Sets out wine and cheese around the evening time, it was our first time staying at the Jackson Inn and won’t be our last.
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Louis

Liked: Cleanliness, staff & service, property conditions & facilities
The owner and staff were great. Whole experience was very good. Highly recommend
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Reagen Nolan

Liked: Cleanliness, property conditions & facilities
The staff was amazing. Our room was so cute and quaint. The location was impeccable. The house was kept up very nicely. The welcoming with wine and cheese was very nice as well. We will definitely be back.
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Jim

The food and staff are excellent
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Federico

Liked: Cleanliness, staff & service, property conditions & facilities
Staff amazing beautiful setting and rooms
Stayed 2 nights in Jun 2025
Verified

6/10 Okay

Ralph

Liked: Cleanliness, property conditions & facilities
Pretty place in nice location. Very quiet
Stayed 1 night in Oct 2025
Verified

10/10 Excellent

Freddie

Liked: Cleanliness, amenities, property conditions & facilities
Fabulous
Stayed 1 night in Nov 2025
Verified

10/10 Excellent

Darrel

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The staff were incredible, so friendly and welcoming. Each night they served wine, cheese and crackers. The overall atmosphere and hospitality was amazing. We hated to leave.
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Nicole

Liked: Cleanliness, amenities, property conditions & facilities
The staff was absolutely lovely. The Inn has a complimentary wine and cheese spread from 1730-1830. The hotel staff is on hand and its a great way to get to know fellow travelers and the staff themselves. My friend and I went both nights we were there and talked with Dave, one of the owners and the second night we spoke with Shawn (spelling?) We talked of books and going to Connecticut, to Yale and Mystic for Pizza.
Stayed 2 nights in Dec 2025