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    Deer Brook Inn

    4.7 (7 reviews)

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    Egg Soufflé
    A H.

    We just had the most relaxing stay at the Deer Brook Inn. Phil is an amazing host... very personable and helpful. His attention to detail is reflected in the gorgeous, soothing decor and in making sure the guest experience is top notch. We thoroughly enjoyed the delicious breakfasts (which were almost too beautiful to eat), the soft linens on the bed (I am a sheet snob), and the super comfortable mattress. Though the Inn is not near the Green, it is just a quick little drive away and we found it much more relaxing than being right in the center of the action. The perfect place to get away from your daily stresses. We cannot wait to stay here again.

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    Woodstock Inn & Resort

    Woodstock Inn & Resort

    4.0(235 reviews)
    4.5 mi
    $$$

    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!

    Photos
    Woodstock Inn & Resort - Back Den area

    Back Den area

    Woodstock Inn & Resort - Steel cut oats

    Steel cut oats

    Woodstock Inn & Resort - Fitness Pool and Courts

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    Fitness Pool and Courts

    Red Rooster Restaurant - The yummy grilled cheese.

    Red Rooster Restaurant

    3.8(130 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!

    +. Ambiance is casual and a bit sterile given inside such a historic inn…read more +. Food is American. Everything was just fine but nothing great. +. Burger was proper temp and had interesting toppings (pimento and bacon jam). Fries were just okay. +. Clam chowder was good. Served with a couple of potato chips. +. Salad was good. ++. Sourdough toast was the best thing at this meal +. Bloody Mary was pretty spicy +. Price is on the high side for what you get. But this resto is inside a grand Woodstock Inn & Resort. ++. Service is prompt and attentive +. Parking is a private lot and paid street MY RATINGS - - - Inhumane -- Disgusted - Don't bother =. Missed the Mark +. Good ++ Better +++ EDIBLE... WHERE have you bee my LiFe!

    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

    Richardson's Tavern - profiteroles (pumpkin mousse, rice krispie treat)

    Richardson's Tavern

    3.2(38 reviews)
    4.5 mi
    $$

    I'm honestly shocked the reviews are so bad. While I wouldn't say this was the best "hotel meal"…read moreI've had, it also was far from the worst. We had a 7:00pm reservation and were seated in the middle of the restaurant. We ordered the parker house rolls, tuna carpaccio, and beet & apple salad to share/start. All three were great but I personally liked the rolls and carpaccio more. For mains, my sister got the cod, mom the oxtail, and myself the duck. I didn't try the cod. The oxtail was just okay, a bowl of pasta with meat. Mine appeared to be the most innovative of the 3 but even then was an odd combination of flavors. I had a glass of red wine (pinot noir) to go with my duck & it was passable at first but got pretty hard to finish near the end. At this point we were still hungry & I was yearning after the shishito peppers I saw earlier on the menu. I was so happy when it came out & appeared to be the crowd pleaser. Though not innovative, the flavors aligned just right. For dessert I had to get the profiteroles for the pumpkin element on a fall "leaf peeping" trip. These were unlike anything I've tried and so I definitely enjoyed these. Was definitely a highlight of the meal. Overall, not too bad but also not "elite". Given its Michelin key designation & the Chef's James Beard recognition, I'd expect much more. Additionally, service wasn't positive because it seemed like everyone had an attitude (not that it was lacking at all though).

    The Inn staff highly recommends reservations for any dinner at the Inn, and there's only two…read morechoices. I'm sorry but the kitchen really falls down on this one. It seems to be the same kitchen as the Red Rooster, but the quality is far below standard, and prices are exorbitant. The walnut-crusted trout. Fully coated fish filet that was over salted and burnt. It was like eating a salty fish cracker. Actually there was no fish taste whatsoever. Served on a bed of lentils and other veggies. The sauce was a complete mismatch with the salty fish stick. I couldn't eat more than a few bites. The chicken wings. Over fried. So hard they are inedible. There was a casserole with cheese and cauliflower. Decent, but ordinary. The only bright spot to our meals was the clam chowder was ok. After a day of snowmobiling you're pretty hungry and will eat just about anything. Sorry, but the quality at Richardson's Tavern left us hungry for more.

    Photos
    Richardson's Tavern - Pecan trout

    Pecan trout

    Richardson's Tavern - Cod, oxtail, duck

    Cod, oxtail, duck

    Richardson's Tavern - Beet & apple salad, parker house rolls, tuna carpaccio

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    Beet & apple salad, parker house rolls, tuna carpaccio

    The Prince & The Pauper Restaurant

    The Prince & The Pauper Restaurant

    3.9(176 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.

    Very good service but I think food was on the expensive side for what they were serving but was…read moregood food. They said they were fully booked with reservations but when we went there, there were about 2 tables that were empty the whole time. The bartender were was good at keeping our water full and entertaining other guests.

    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(650 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 - Baked French toast

    Baked French toast

    The Village Inn of Woodstock - Upstairs hallway

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    Upstairs hallway

    Deer Brook Inn - bedbreakfast - Updated June 2026

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