1. Charleston House

    1. Charleston House

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    Woodstock, VT

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    Charleston House

    4.5 (12 reviews)
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    7 years ago

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    7 years ago

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    8 years ago

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    9 years ago

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    12 years ago

    very nice pleasant owners and service. I have been to better b n b.s but this was a great experience.

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    8 years ago

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    14 years ago

    Lovely inn. Felt like I was staying with friends of the family. Great location in the heart of Woodstock. Wonderful breakfast and coffee!

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    8 years ago

    Clean, comfortable with a big and delicious breakfast! Hosts were really lovely. Woodstock is nice and quaint

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    13 years ago

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    10 years ago

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    9 years ago

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    10 years ago

    Very clean, welcoming hosts, Great location right in the heart of Woodstock. The breakfast was absolutely great.

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    Review Highlights - Charleston House

    Willa and Dixi are so warm and inviting , the rooms sparkling clean and well maintained.

    Mentioned in 3 reviews

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    The Village Inn of Woodstock - dining room

    The Village Inn of Woodstock

    (48 reviews)

    This very old Victorian country inn (first built in 1873 but rebuilt in 1899 after a fire) has seen…read morea lot of changes both in terms of its owners and its decor. Lots and lots of history here !! I also learned that for here, the "first floor" means one flight up from the lobby, and the "first floor" is NOT on the ground floor nor where the lobby is. Learn something new everyday. In fact, this inn does not appear to have rooms on the ground floor or where the lobby is, but if they do, I just don't know where that would be. The dining room, kitchen and bar appear to be what exists on the main floor. Regardless of all that, our room upstairs was beautifully appointed and spacious, and our king-size bed with its fluffy pillows was so inviting and comfortable. It was beautiful !! We slept so very well. I wish we had booked for more than one night. Our room rate included a warm-cooked breakfast the next morning. For an additional fee, we ate our dinner at the Vic Tavern, as well. (Those will be reviewed under the Vic Tavern.) The owners were very nice and friendly. We thoroughly enjoyed speaking with them and staying at their inn. We'd come back here in a heartbeat, so if we are ever fortunate enough to return to Vermont, we'd easily return to Woodstock and this lovely B&B.

    Very pleasant inn. The staff were very friendly. Food was pretty good. I gave it 3 stars because…read moreI don't think the cost and the value are in parity. It was quite expensive for what you get. We had room 2 which has its own private deck and living area. Really enjoyed the deck. The biggest issue was the bathroom was tiny. My wife found it impossible to shave in the shower and the sink was so small I couldn't fill a water bottle, even if tilted. The road noise might annoy some people as well.

    The Woodstocker B&B - Morgan Horse suite

    The Woodstocker B&B

    (66 reviews)

    We absolutely loved our stay at The Woodstocker Inn. The location was perfect, just a short walk to…read moretown, yet tucked away enough to feel peaceful and private. Our suite was incredible, with a two-person sauna that we used every single day. The bed was super comfortable, and the entire inn was beautifully designed with so many thoughtful details throughout. And the pancakes-hands down, the best we've ever had. I've stayed in Woodstock four times, and this is officially the only place I'll stay from now on. It was perfect in every way.

    We originally wanted to stay at the Woodstock Inn, but could not reserve a room. We found the…read moreWoodstocker B&B and decided to give it a try. It is a very good bed and breakfast. Location is just on the outskirts of town, which is a perfect walk to dinner. The room is large with a sitting area and - believe it or not - a small in-room sauna. The bed is very comfortable and the bathroom spacious and very modern and nice. There's a small outside seating area for our room too. Common areas are very well kept. Breakfasts were excellent, with pancake, omelet, and other options, fresh cooked to order every morning. Shout out to the pancakes which are out of this world. This is a wonderful B&B. You don't have the tavern, restaurant, and spa that you would have at the Woodstock Inn, but you do have the much larger room. It's the difference between a B&B and an inn. You will not regret staying here.

    Jackson House Inn - Public Area

    Jackson House Inn

    (75 reviews)

    From our first impression, as we pulled into the Jackson House Inn on Dec. 26th, until our…read moredeparture today... we couldn't have been happier with our stay! From the overall appearance of the Inn, the beautiful setting & location to key areas within Vermont, we were more than happy with our choice to stay there. We stayed in "Clara's Corner," of which was perfect! The beauty and upkeep of the home was well kept, and our breakfast each morning was delicious! The innkeepers were very caring and attentive to the guests, ensuring we were comfortable & happy with our stay. Their pride shines through as they truly are there to provide their customers the perfect experience! We had a wonderful stay & would highly recommend the JHI to our family & friends! The Alderfer's (Kevin & Toni) from Collegeville, PA 19426

    Our 2 night stay at the Jackson was not as expected. First off there is NO breakfast provided…read more There is a complimentary coffee machine in a common room and that is it. Based on reviews and their webpage, I was under the impression that breakfast was provided but it was not. You can buy breakfast in the restaurant but it is expensive. The weirdest part of the stay was that there is no host to check guests in or help with issues. It is completely virtual! You press the button on a doorbell camera and someone answers after like 5 min. I had to press it several times to get a response at 10 am in the day of my checkout. The response was the staff doesn't show up until 11 am; which is the checkout time. There is a text number but the person or AI agent on the other end clearly is not the innkeeper or anyone capable of making decisions. They/It provided faulty information and was the opposite of helpful. If this is what the future of hospitality looks like, I am not impressed. My family rented two rooms on the first floor. One room facing the back of the property was nice but the other one (#15) was very small and had two windows overlooking the front porch and yard. Unfortunately there are chairs just outside of the windows and someone kept sitting in one of them and talking on her phone. It was very uncomfortable to have the shades open and have someone sitting right there. Because of this we had to keep the curtains drawn and with the room being so small, it felt like we were in a cave. Basically, it sounds like staying at the Jackson used to be a very nice experience but new owners/management are now trying to run the hotel as cheaply as possible. Guests are noticing.

    Woodstock Inn & Resort

    Woodstock Inn & Resort

    (236 reviews)

    $$$

    Our quaint cottage room was spacious and lovely furnished with antiques. Bedding so soft and…read morecomfortable. Adding to this was the beautiful view of the clear water river behind our room with multiple fire pits with fire wood for our pleasure. We enjoyed sitting around the pit in the evening listening to tge water babbling pass and geese flying in and landing in the river. We would definitely come here again. Also short 2 blocks from shopping and restaurants downtown Woodstock.

    I saw the pictures taken by famous fall blogger Caitlin Covington as well as another lady whose…read morename I can't remember, while doing research for this trip. I also found out it holds 1 Michelin Key, which is their rating system for hotels/lodging parallel to their famous restaurant ratings. We arrived on Monday (Indigenous Peoples Day) so most people were wrapping up their long weekend. While it was still fairly busy, we never felt it impacted our experience. I was even able to work on a job application! The hotel itself is gorgeous, with many spots to capture mesmerizing photos of nature & people. The rooms are more traditional & country house/cottage style which also fits the aesthetic many young women want on a trip to arguably one of the best New England towns. The hotel is its own landmark/tourist destination as you'll constantly see groups lining up at the front to get a glimpse & small photoshoot session of the iconic facade!

    Vesper Woodstock B&B - Breakfast

    Vesper Woodstock B&B

    (2 reviews)

    I booked this stay through CapitolOne Travel and was initially anxious as the website doesn't have…read moremuch information and I don't receive any instructions before arrival. When you arrive, there is a board on the left side of the house that has the required information for contactless check-in information which was uncomplicated. Our room - the gala - had a much bigger bed than expected which was awesome as well as a spa tub, and gas fireplace. About $550 for two night stay which is very competitive for the area. Within walking distance to many attractions and shopping. Clean and the communal areas were very cute and matched online pictures exactly. My only qualm is that this is a very old house and you can hear EVERYTHING from the other rooms which was very unpleasant especially if you are in a downstairs room. Floors creaking, beds squeaking, music, conversations, etc. I would recommend bringing headphones and not coming here with children unless you can rent all the rooms for your group or you might have some explaining to do in regards to the sounds coming from other rooms... This is my first BnB experience so maybe this is the norm but I was not prepared for it. As far as I can tell there aren't any enforced quiet hours here. Shampoo/conditioner provided - no body soap. Hairdryer, iron, and hangers available in room. Extra blankets in room. Fridge available for guest storage. Ability to use microwave in kitchen. Parking lot in the back, parking included in stay. WiFi available, but NOT reliable for zoom at least in the room I was staying in. Suggest Farmer and the Bell for wifi for work. Thermostat/heater available. Host reachable via text. Enjoyable breakfast from 8-9am, the same every morning - see picture: oatmeal, yogurt, pumpkin bread and coffee cake, coffee/tea/water Books available in our room - also local free library at Mon Vert if you need something to read! Oddly no place to leave a review besides here

    What a great find!! So conveniently located - just off the village green in Woodstock, in a…read morerestored 1835 Greek Revival home. The prices of the rooms vary, but are VERY competitive. We ended up reserving the only room which does not have an en suite bathroom for $100/night, which includes a very tasty continental breakfast. (The bathroom for the Monk room where we stayed is just across the hallway.) The breakfast included delicious spiced oatmeal with a variety of add-ons (walnuts, chopped apples, honey, real maple syrup). Also available were hard boiled eggs, great coffee, a variety of teas, excellent bread and jams, bananas, apples, oranges, homemade pumpkin bread, Greek yogurt, granola. I peeked into a couple of the other rooms which were not currently rented and they all seem to be spacious and nicely decorated. Right now I am hanging out in the comfy shared living room space after wearing myself out XC skiing at the Woodstock Nordic Center this morning - only about a mile away. A variety of restaurants are within walking distance. And a bonus for us: There is an EV charger about a 2 minute walk away.

    Wise Pines - Lodge

    Wise Pines

    (3 reviews)

    Was here for less than 24 hours but it was a pleasant stay. It's tucked away from the nearest town…read more Not walkable to any nearby restaurant or grocery store. Overall clean, neat, and looks brand new. Love the rustic design everywhere. The dorm room, which is where I slept, is on the second floor and quite spacious and it's nice they didn't cram more bunk beds. It sleeps 8 but it was just me and another person. It comes with a balcony with a view of the pond and forest, a dining table, a ceiling fan, split hvac system, and sitting area with chairs. Within the same building, downstairs is a mini-kitchen (no stove), 2 separate showers, the check-in office, and a private bedroom. The co-owner/wife is really sweet, friendly, and warm. Too bad I didn't have time to interact more. The Lodge (the common area) is a brief walk outside to get to it. It also has a rustic look. Clean and pretty cool. There's a laundry room, small full kitchen, 2 mini fridges, a full bathroom, a dining table, 2 sitting areas, books, board games, a guest photo album (love the idea), and a guest art book. Breakfast comes with your stay but it's not available till 8 am and I had to leave before then. There's also coffee and tea. Quiet hours begin at 9 pm and end at 6 am. I was surprised by 9 pm because that's too early but that's just me. The last 2 hostels I came from start quiet hours at 10 pm. The only complaint I have is the blanket given for the dorm beds is not sufficient for Vermont's cold temperatures during the night. A duvet will likely be a better option since it's easier to wash. And it didn't help that the other person I was sharing the room with likes to sleep cold (I say that because I saw that 1 window was slightly open and the ceiling fan was running). In short, just book a stay here! I doubt you'll have any regrets.

    I had such a wonderful stay! Comfortable room, thoughtful amenities (the sound machines were an…read moreawesome touch), a great collection of dvds & an easy-to-understand projector set up, and a relaxing yoga class! I really enjoyed being able to visit with the goats and explore the property at my leisure. We got 16 inches of snow during our stay, and the only thing that I would say is keep an eye on the weather and make sure your car is equipped to traverse some rough/slippery terrain. Additionally, bring boots!

    The Shire Woodstock - One of the firepits

    The Shire Woodstock

    (19 reviews)

    I would call this more of a motel experience. Cons: Our room was first floor facing cars in parking…read morelot. No closet, wardrobe, hangars, or dresser provided. I did not request a handicap room but definitely got one. Bathroom had huge door opening and lots of grab bars. I'm thinking the minimal furniture choice may have been on purpose to provide space for wheel chairs. We stayed two nights and did not get room cleaning. If anyone is staying above you, expect to hear every step they take. Pros: They do have a little fridge if you need to keep something cold. There is a little coffee and water station room by the office. If it had been cold outside, this would not be a fun morning adventure. The bed was comfortable. The fire pit out back along the river was nice. Very conveniently located, walking distance to downtown. If I stayed here again, I would choose upstairs river view. Costs more but probably worth it.

    Do not stay here. Honestly this place is a mess. They promote it as a beautiful hotel with gorgeous…read moregrounds to walk on. It is not that. First of all the pictures are deceiving. The hotel is a glorified motel with a nice backyard. Which by the way, we didn't even get to see. We had a view of the parking lot with zero privacy. Nobody even instructed us how to find the yard. We had to search for it. Second, two different people walked into our hotel room with keys. Thank goodness we were just sitting on the couch, but an hour after we checked in someone came in and an hour before we checked out someone came in. That is so unacceptable it's shocking. Third, when we tried to check in they had no idea how much I owed and talked to me about someone else's credit card info. I had to tell them what I owed. We gave them a card and instead they charged the one on file for incidentals. Not only did they hold money on the wrong card, but they did it three times! So instead of $100 hold on the wrong card, we had $300 on the wrong card. The room is about as basic as a room could possibly be. No perks and barely even any art or anything. The room has a paper thin blanket on it and the wall ac/heating unit smells like fire when it's working and is very loud. The bathroom is so stark white and boring with a giant crack in the wall. Had we paid $100-$200 for this night we'd let this all go, but we paid $420 for this absolute scam of a hotel. Not to mention, the hotel is under construction and remodeling so there are workers everywhere and every room is open and being worked on. If you want a peaceful trip to Woodstock, pick a different location. If we weren't only staying one night, we would have asked for a refund on night two and left. The only two pros: 1. It's walking distance from the cute city. 2. The people working are very kind and friendly, albeit unhelpful.

    Charleston House - hotels - Updated July 2026

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