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    Deer Brook Inn

    4.7 (7 reviews)

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    Living room
    Hannah C.

    A charming b&b with a friendly host. Breakfast was delicious - highlight was the baked pear drizzled with maple syrup and cinnamon. It's a good 15 minute drive from Woodstock and a little scary driving back in the dark (plus and minus of being in an area with no light pollution), but overall was a pleasant stay. Wifi available.

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    The Woodstocker B&B - Morgan Horse suite

    The Woodstocker B&B

    5.0(66 reviews)
    4.1 mi

    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.

    Photos
    The Woodstocker B&B - All our rooms have king size beds!

    All our rooms have king size beds!

    The Woodstocker B&B - A new living room

    A new living room

    The Woodstocker B&B - Take a break and have breakfast on our deck

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    Take a break and have breakfast on our deck

    Sleep Woodstock Motel - Dog Friendly Rooms Available.

    Sleep Woodstock Motel

    4.9(75 reviews)
    0.2 mi
    $

    Sleep Woodstock is bringing back the heyday of the roadside motel, with a delightful and charming…read morestop, just down the road a piece from the center of Woodstock. Forget your previous misconceptions of "motels" because this motel is clean, beautifully decorated, and stocked with every amenity to make your stay comfortable. The decor choices are modern and clean, with a punch of color. The owner is outgoing, and as you engage with him, you get the sense he truly cares about his property. His art background is evident in this funky and cool little place. Walk immediately next door to a sweet little restaurant called Eat Woodstock (name's a little cutesy, but whatever) that serves only breakfast and lunch. We ate there and had a delicious French style omelet, fluffy and fresh. The passionate chef took the time to come out and talk about his cooking methods. Sleep Woodstock and Eat Woodstock are great little finds, which I would highly recommend to anyone looking for cute, convenient, and highly affordable places to stay and eat in the area. Everything you need is right here in this little enclave! Only thing missing is a walkable place to grab a drink...maybe the owner might consider opening Drink Woodstock?

    One of the best motel experiences ever. Check in was effortless and staff was very accomodating…read more Absolutely no complaints about cleanliness or amenities. Would stay here again in a heartbeat.

    Photos
    Sleep Woodstock Motel - 4 Standard King Rooms

    4 Standard King Rooms

    Sleep Woodstock Motel - "Hey Angie" -- In Room Assitant. Set wake up alarm, answers motel policy questions and local info as well.

    "Hey Angie" -- In Room Assitant. Set wake up alarm, answers motel policy questions and local info as well.

    Sleep Woodstock Motel - Modern, well-lit bathrooms with plenty of towels and free hi-quality bath soaps and shampoo.

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    Modern, well-lit bathrooms with plenty of towels and free hi-quality bath soaps and shampoo.

    Red Rooster Restaurant - The yummy grilled cheese.

    Red Rooster Restaurant

    3.8(133 reviews)
    4.5 mi
    $$$

    The Red Rooster is a restaurant at the Woodstock Inn. I ate here for dinner and lunch while I was…read morein town. There's a large bar and a large dining room. The menu is very limited, but there's something for everyone. The food is fresh and the staff is personable. For lunch, I ordered a flat bread pizza, which was packed with flavor. It had pesto, mushrooms, arugula and balsamic vinegar. For dinner, I ordered a salad. The salad was very basic but the lettuce was fresh and the chicken was like butter. If you're staying at the Inn or need somewhere to eat while in town, this is a great option!

    Giving three starts mostly because I think my opinions on this meal are subjective…read more We stayed at the Woodstock Inn & Resort but still could only get a table here by making a reservation. We were in fact turned away the first day even though the place was deserted. We sat in the patio which overlooked a wedding with a live band. The service was friendly and attentive but the food just wasn't for us. We each only at half of our dishes despite arriving quite hungry. I ordered the Lion's Mane which was very acidic and the overall flavor profile was just not something I could stomach.. my husband had the cheese burger which they tried to fancy-fy. sometimes it's just better to stick with what's working I'm afraid..

    Photos
    Red Rooster Restaurant
    Red Rooster Restaurant - A soft almond cake with a sauce of strawberries covered by an elegant rhubarb foam.

    A soft almond cake with a sauce of strawberries covered by an elegant rhubarb foam.

    Red Rooster Restaurant - Steel cut oats

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    Steel cut oats

    Woodbridge Inn - Silver Lake guest room - 2nd floor king room with ensuite bathroom

    Woodbridge Inn

    4.6(16 reviews)
    1.2 mi

    The inn is now run by a delightful couple, Alyson and Justin. Alyson is clearly putting her heart…read moreinto running the inn. We were warmly welcomed, shown the inn, and made to feel very comfortable. Snacks, coffee and tea were put out around 3:30, which was a nice treat. The house is on a nice property right on the river, and is very pretty. The road noise is constant both outside and inside the rooms, but it died down around 10pm. The house is clean and has plenty of light. The breakfast was very nice, with yogurt and oatmeal as the first course, and baked apple, and egg and ham topped toast as the primary. Plenty of food to wake up to. We also enjoyed a fire at night with delightful company. The rooms are all quite small, but ours had a bureau and bedside tables, so that was nice. The bathrooms are all very small, and our shower was barely large enough to turn around, forget bending over. Other rooms were even smaller. The bed was comfortable and the bedding of a nice quality. In summary, we had a nice time and enjoyed the owners very much. I would return if the price point were more in line with the size of the room and bathroom. My expectations for this price are simply higher than the room delivered.

    Had such an excellent stay here and loved their hospitality!…read more Cozy B and B with personable hosts who are excellent chefs! We stayed in the mt Tom room which was a really nice size. Kristy made the most delicious breakfasts every morning- a veggie quiche, pumpkin pancakes and was sensitive to me being vegetarian. They also baked the most amazing afternoon goodies, we definitely enjoyed the macarons! Dan was super generous and even offered to share some of his precious heady topper beer with us, they are so kind! They have the cutest common room and dining room and lounge chairs facing the tranquil creek behind. They also pointed me out to a nice easy 30 minute running path across the river. Quiet at night and just a 10 min drive to town. Made our leaf peeping trip perfect.

    Photos
    Woodbridge Inn - Killington Room with queen bed and en suite bathroom

    Killington Room with queen bed and en suite bathroom

    Woodbridge Inn - Bear mountain room with King bed and twin day bed

    Bear mountain room with King bed and twin day bed

    Woodbridge Inn - Silver Lake guest room - 2nd floor king room with ensuite bathroom

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    Silver Lake guest room - 2nd floor king room with ensuite bathroom

    The Prince & The Pauper Restaurant

    The Prince & The Pauper Restaurant

    3.9(177 reviews)
    4.6 mi
    $$$

    We're glad Reddit brought us here before they officially close doors at this location on Mar 14 -…read moreit does seem like they're still looking for a new location so this might not be the end! We were looking for a nice place to eat after skiing in Killington (~30 mins away) and managed to get a spot at the bar the day of. I highly recommend calling in advance since they have a lot of regulars that I'm sure will be coming here for the last couple of weeks they stay open. You can order food as a 3 course prix fixe that includes an appetizer, house salad and an entree or you can do à la carte but they do not write the individual prices on the menu (so just be aware if cost is a factor). Food is definitely on the pricier side but food was good. We especially enjoyed our entrees -1) Carté d'Agneau Royale ($10 extra): grilled lamb wrapped with mushroom duxelles and spinach in puff pastry and 2) Duck Breast with a Blackberry Basil Hayden demi glace. I'm not a salad nor a bleu cheese person, but their house salad was surprisingly good! While we were dining, we noticed the bartender, owner, waitresses, all knew their customers by name, asked about their families, and had amazing customer service. You could really tell that they really do care about the people.

    Was my favorite restaurant anywhere. They were amazing, and treated customers like close family…read more I am so damn sad at their closing, and hope that they open again in another location. Their building was bought by the owners of Au Comptoir, who terminated their lease and evicted them. Unbelievable. They created so many great memories for so many.

    Photos
    The Prince & The Pauper Restaurant - Lamb

    Lamb

    The Prince & The Pauper Restaurant - Dirty martini (vodka)

    Dirty martini (vodka)

    The Prince & The Pauper Restaurant - Bistro menu

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    Bistro menu

    Worthy Kitchen - Poke with tuna (raw)

    Worthy Kitchen

    4.1(652 reviews)
    5.4 mi
    $$

    Update: went back for another trip a year later. Worthy burger was just as delicious and the fries…read morewere on point. One of my favorite finds in my time around VT and NH! The hostess was incredibly personable and sweet. I'd had a crap day and really just wanted a beer. It was 5 minutes to close. I figured it wasn't going to happen, but I figured I'd look at their draft menu for the next day and get an idea of what I'd want to eat when I come back. Not only did they take great care of me and get me a MUCH needed beer, but when I came back to eat the next day it got even better! I couldn't decide which beer I wanted. The girl was SO nice and gave me half of each. Good call, because I definitely liked one more than the other! Now HERE is the BEST PART: the worthy burger. Sweet Jesus. I heard angels. Seriously one of the best burgers I've ever had. Ever. The bun was perfect and THOSE PICKLES! The cheese was perfectly melted. Just the right amount of secret sauce. Did I mention the pickles were amazing? I also ordered truffle fries with Parmesan and a kid size order of the Mac and cheese. Because real cheese. They weren't bad. The truffle fries were on the milder side, but tasty. Maybe a little soft. Pro tip: get the pesto aoli to dip! I like homemade Mac and cheese and I hardly ate more than a few bites. I had heard great things but eh. Maybe I was just in love with the burger! I didn't get a picture. My phone died and I couldn't wait do yourself a favor- get the worth burger with some extra pickles on the side!

    Ordered takeout so didn't get to see inside (but so cute from the outside!). Really enjoyed the…read moregrilled chicken sandwich and truffle fries no parm. Never seen that but loved the option (and will be asking for at other spots). Would definitely hit again for a casual dinner if you're visiting Woodstock!

    Photos
    Worthy Kitchen - Queue up to order.

    Queue up to order.

    Worthy Kitchen - A Worthy Burger, indeed! Parmesan truffle fries with pesto garlic aoli. So damn good!

    A Worthy Burger, indeed! Parmesan truffle fries with pesto garlic aoli. So damn good!

    Worthy Kitchen - Ambiance

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    Ambiance

    The Village Inn of Woodstock - dining room

    The Village Inn of Woodstock

    4.7(48 reviews)
    4.9 mi

    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.

    Photos
    The Village Inn of Woodstock
    The Village Inn of Woodstock - Upstairs hallway

    Upstairs hallway

    The Village Inn of Woodstock - Baked French toast

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    Baked French toast

    Deer Brook Inn - bedbreakfast - Updated August 2026

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