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The Charleston House

21 Pleasant Street, Woodstock, VT 05091
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The Charleston House
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Ranked #11 of 16 Woodstock B&B and Inns
A recent review
5 of 5 stars reviewed 2 days ago
AmyR50 Lexington, Massachusetts
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104 Reviews from our TripAdvisor Community

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Rating summary
  • Location
    5 of 5 stars
  • Sleep Quality
    4.5 of 5 stars
  • Rooms
    5 of 5 stars
  • Service
    5 of 5 stars
  • Value
    4.5 of 5 stars
  • Cleanliness
    5 of 5 stars
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Lexington, Massachusetts
Level Contributor
85 reviews
13 hotel reviews
common_n_hotel_reviews_1bd8 16 helpful votes
5 of 5 stars Reviewed 2 days ago NEW

Wonderful B&B owners. In a very convenient location in Woodstock. I had a friend who needed to stay over for one night and the owners were very gracious in allowing her to do that, even inviting her to breakfast the next morning! I will stay again in the future. I had the room (Pomfret Hills) right on the main street,... More 

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Niverville, New York
1 review
5 of 5 stars Reviewed 3 weeks ago

We would highly recommend staying at The Charleston House in Woodstock Vermont. Innkeepers Willa and Dixie are delightful hosts. The house was immaculate and charming, our room lovely and the breakfasts were fabulous! The house is conveniently located in the heart of Woodstock. Our room was decorated beautifully down the the linens. When staying in Woodstock, definitely consider a stay... More 

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Swanton, VT
Level Contributor
178 reviews
25 hotel reviews
common_n_hotel_reviews_1bd8 82 helpful votes
4 of 5 stars Reviewed 3 weeks ago

Location is right at the beginning of downtown: a short 5 minute walk to everything including the Woodstock Inn. Plenty of free parking. We felt very welcome. The room was very clean. It was furnished with antiques, including a four poster bed, has A/C, TV, fireplace and Jacuzzi tub. Breakfast was freshly made and tasted great! Best of all it... More 

Was this review helpful? Yes 1
Boston, Massachusetts
Level Contributor
27 reviews
common_n_hotel_reviews_1bd8 13 helpful votes
5 of 5 stars Reviewed May 20, 2015

We stayed here for several nights recently and had a wonderful experience. The Charleston House is just a minute or two walk away from Woodstock's main drag, but is quiet and peaceful. Dixi and Willa were gracious hosts who were always available and very accommodating. Willa's sumptuous breakfasts (and Dixi's diligent coffee service) were a definite highlight, and I'm glad... More 

Was this review helpful? Yes 1
Maryland
Level Contributor
32 reviews
10 hotel reviews
common_n_hotel_reviews_1bd8 37 helpful votes
5 of 5 stars Reviewed April 10, 2015

Happened into Woodstock (VT) on a meandering road-trip vacation. We stumbled in the Charleston House after considering other options and were greeted by Willa and wonderful smells from the kitchen. She was most gracious & inviting not only describing the rooms available but... allowing us to see two of them to help us decide. The house is in a good... More 

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Rochester, New York
Level Contributor
4 reviews
5 of 5 stars Reviewed January 18, 2015

We happened to be looking for a last minute place to stay in Woodstock. The inn keepers were very friendly and welcoming. Our room was nice and warm on a very cold January night! It was clean and comfortable too. We were treated to a beautiful breakfast of french toast, bacon and fruit in the morning. Everything was delicious! (Willa... More 

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Munich, Germany
Level Contributor
7 reviews
3 hotel reviews
common_n_hotel_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed December 29, 2014

My family stayed here over the Christmas period. Charleston House surpassed our expectations in every way. The property is very quaint and beautifully decorated, the breakfast was a culinary delight. We felt extremely welcome and our hosts Dixie and Willa were warm and charming. They really made our Christmas a special event. I would definitely recommend Charleston House to anyone... More 

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Kennebunkport, Maine
Level Contributor
6 reviews
common_n_hotel_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed November 23, 2014

Just got back from our weekend in Woodstock, celebrating my husband's birthday. It was a frosty weekend but a warm and cozy Inn experience. Willa and Dixi were welcoming hosts, immediately offering to make dinner reservations and printing out info for local attractions that were open in the area. The Charleston House has old world charm, comfy beds and our... More 

Was this review helpful? Yes 1
Bellmore, New York, United States
Level Contributor
22 reviews
7 hotel reviews
common_n_hotel_reviews_1bd8 6 helpful votes
5 of 5 stars Reviewed November 11, 2014

We stayed here from November 9-11. We had a very wonderful stay! Willa and Dixie are wonderful hosts and the room we stayed in, Mount Peg, was so cozy! Thank you so much for the hospitality! We will return!

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Warwick, United Kingdom
Level Contributor
47 reviews
34 hotel reviews
common_n_hotel_reviews_1bd8 15 helpful votes
3 of 5 stars Reviewed November 7, 2014

We were given a warm welcome and the breakfasts were very good. The location is very good close to the town and restaurants. Unfortunately the decor in our room did not suit our taste very chintzy and old-world, a comfortable bed but no nice crisp sheets.

Was this review helpful? Yes 4
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