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Reviews of Stay At Jimmy's

45 Pleasant Street, Woodstock, VT 05091, United States

#1 of 12 hotels in Woodstock

Guests' Choice

Review Score

Based on 41 B&B reviews

9.8

Score breakdown

  • Cleanliness

    9.9

  • Comfort

    9.8

  • Location

    9.9

  • Facilities

    9.8

  • Staff

    9.9

  • Value for money

    9.4

  • Free Wifi

    7.5

Verified guest reviews from real Bookers

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Showing 1 - 25

  • Reviewed: March 3, 2025

    10
    Stay at Jimmy’s. you’ll enjoy it.
    • Leisure trip
    • Couple
    • King Room - Disability Access
    • Stayed 2 nights
    • Submitted from a mobile device

    Very nice property. Host goes above and beyond. Snacks Galore. Coffee, Tea etc all day. highly recommended.

    Stayed in March 2025

  • Reviewed: February 8, 2025

    9.0
    Cozy accomodation, conveniently located, good vibes.
    • Leisure trip
    • Couple
    • King Room with Garden View
    • Stayed 2 nights

    This is not a classical B&B rather an apartment with some form of catering, no breakfast room, no lounge etc, guests all stay to themselves and breakfast is yummy snacks provided to the room upon arrival. I was missing shelf space for clothing, but as we only stayed for 2 nights it was totally ok to life out of the suitcase.

    Great place to stay at if you are in Woodstock. Nice room with kitchenette and modern, spacious bathroom. The host will leave pastries in your room and some drinks and you can help yourself at the wetbar with tea and water. Big plus is the yoga room and if you wish you can book a session with the host. We will definitively be back. Also to mention, this is a pet friendly accomodation. Parking is conveniently located behind the house.

    Stayed in February 2025

  • Reviewed: December 26, 2024

    10
    Exceptional
    • Leisure trip
    • Family with young children
    • King Room with Garden View
    • Stayed 1 night
    • Submitted from a mobile device

    The faucet in the bathroom.☺️

    Jimmy is really kind and welcoming. The place was immaculate and spacious. Highly recommend it.

    Stayed in December 2024

  • Reviewed: December 24, 2024

    10
    We can't wait to go back! John and Jimmy truly made our stay a 5-star experience! From John’s fantastic restaurant r
    • Leisure trip
    • Family with young children
    • King Room with Garden View
    • Stayed 3 nights
    • Submitted from a mobile device

    Nothing

    Everything; Great Location, very clean, and the host was just beyond friendly, and accommodated every wish!

    Stayed in December 2024

  • Reviewed: November 1, 2024

    10
    Great location, chilled vibe and plenty of breakfast!
    • Leisure trip
    • Family with young children
    • King Room with Garden View
    • Stayed 2 nights
    • Submitted from a mobile device

    Great property run by a lovely couple. There are lots of snacks and drinks available that you are able to help yourself to for breakfast and throughout the day. Easy access to the town and near to some easy walking trails. We enjoyed the fire pit at night. Don’t forget to pack your yoga gear and try out one of Jimmy’s classes- highly recommend

    Stayed in October 2024

  • Reviewed: October 29, 2024

    10
    A great night, the best stay of our trip
    • Leisure trip
    • Couple
    • King Room - Disability Access
    • Stayed 1 night
    • Submitted from a mobile device

    Nothing

    Large room, stylish decor, friendly owners with everything we could possibly need laid on.

    Stayed in October 2024

  • Reviewed: October 27, 2024

    10
    I would highly recommend staying at Stay at Jimmys.
    • Leisure trip
    • Couple
    • King Room - Disability Access
    • Stayed 2 nights

    Jimmy and John were very attentive and made our stay wonderful. The location was great as it was walking distance to downtown.

    Stayed in October 2024

  • Reviewed: October 19, 2024

    10
    Best way to stay in Woodstock
    • Leisure trip
    • Couple
    • King Room with Garden View
    • Stayed 1 night
    • Submitted from a mobile device

    They thought of everything to help make any stay a wonderful one. Very thoughtful details with snacks, needs, etc. They were amazing to communicate with as well!

    Stayed in October 2024

  • Reviewed: October 14, 2024

    10
    I would highly recommend Stay At Jimmy’s! Both John and Jimmy were great. Responded quickly to our questions and were so
    • Leisure trip
    • Couple
    • King Room with Garden View
    • Stayed 2 nights
    • Submitted from a mobile device

    The property was great! Close to town, the rooms were very nice and their attention to every detail was amazing. They literally thought of everything!

    Stayed in October 2024

  • Reviewed: October 13, 2024

    10
    don't hesitate to book at Stay at Jimmys!
    • Leisure trip
    • Couple
    • King Room with Spa Bath
    • Stayed 2 nights
    • Submitted from a mobile device

    Everything was perfect. John and Jimmy have a beautiful, inviting place. Every detail was perfect. The shower was awesome, the snacks and drinks and sell the extras were very much appreciated. thanks so much.

    Stayed in October 2024

  • Reviewed: October 5, 2024

    9.0
    Delightful, charming, luxurious
    • Leisure trip
    • Group
    • King Room with Garden View
    • Stayed 1 night

    Note that the hotel is located on a busy street, so some unavoidable noise. There is WiFi while at there, but for some reason at that part of town, cell connection is weak. A luggage rack could also be helpful.

    Jimmy and John were exceptional hosts. Friendly and welcoming. Room was beautifully appointed, clearly a lot of thought has gone into design. Loved that all artwork was attributed to artist with QR code. Lovingly attended to. Wonderful selection of teas, snacks, sweets! Great location and walkable to charming town. Easy access with car for parking, and to great walks and hikes.

    Stayed in October 2024

  • Reviewed: September 19, 2024

    10
    We felt so welcomed and comfortable - our room was perfect, cozy, and clean and the location can’t be beat!
    • Leisure trip
    • Couple
    • King Room with Garden View
    • Stayed 2 nights
    • Submitted from a mobile device

    Nothing. It was perfect

    The location was incredible and the amenities were perfect. We felt so welcome and comfortable. Our room was spotlessly clean and every detail to make our stay better was thought of.

    Stayed in September 2024

  • Reviewed: September 18, 2024

    10
    A stylish, yet comfortable and clean place. Would stay here again. Loved it!
    • Leisure trip
    • Couple
    • King Room with Garden View
    • Stayed 2 nights
    • Submitted from a mobile device

    Very clean, great location, kind hosts, delicious snacks

    Stayed in September 2024

  • Reviewed: September 16, 2024

    10
    A great place to stay!
    • Leisure trip
    • Couple
    • King Room with Garden View
    • Stayed 1 night

    Paved parking would have been nice.

    Excellent choice! Walking distance to restaurants and shops. Our room was perfect. Loved the modern touches. Everything a person could want was there. Breakfast! Snacks were plentiful too!

    Stayed in September 2024

  • Reviewed: September 15, 2024

    10
    Exceptional
    • Leisure trip
    • Couple
    • King Room with Spa Bath
    • Stayed 1 night
    • Submitted from a mobile device

    Outstanding and interesting room. Loved all the snacks provided. Quick easy walk into downtown Woodstock. We’ll definitely stay at Jimmy’s again!

    Stayed in September 2024

  • Reviewed: September 10, 2024

    10
    Exceptional
    • Leisure trip
    • Couple
    • King Room - Disability Access
    • Stayed 1 night
    • Submitted from a mobile device

    Nothing

    John was a great host and the room was the best appointed that we have experienced on our travels

    Stayed in September 2024

  • Reviewed: September 2, 2024

    10
    quiet and relaxing
    • Leisure trip
    • Couple
    • King Room - Disability Access
    • Stayed 1 night
    • Submitted from a mobile device

    shower door was tricky to figure put

    loved hospitality and breakfast

    Stayed in August 2024

  • Reviewed: August 28, 2024

    10
    It met all expectations and more. Very comfortable and clean, HIGHLY recommend!!
    • Leisure trip
    • Couple
    • King Room with Spa Bath
    • Stayed 4 nights
    • Submitted from a mobile device

    Absolutely nothing.

    Pastries, croissants, water, juices, fruit, coffee, they had it all and plenty of it!! A most delightful and comfortable stay!! Very gracious and highly attentive hosts! Did I mention friendly? They absolutely are! We’ll be back!!

    Stayed in August 2024

  • Reviewed: August 24, 2024

    10
    The owners are 2 of the friendliest people we met while in Vermont!
    • Leisure trip
    • Couple
    • King Room - Disability Access
    • Stayed 1 night
    • Submitted from a mobile device

    Would recommend a secondary lock for the room door. Keypad lock worked well, but for a women staying if I had not been with my husband it would have posed an issue. Giving your guest that added sense of security would be key.

    So inviting. Lots of little spot outdoors to sit and relax. Very good location, right in town, but just slightly toward the edge. Easy walking distance to all the shops and cafes.

    Stayed in August 2024

  • Reviewed: August 19, 2024

    10
    Gorgeous rooms and extremely relaxing tub! This place is also within walking distance of many shops.
    • Leisure trip
    • Couple
    • King Room with Spa Bath
    • Stayed 1 night
    • Submitted from a mobile device

    The AC unit in the bedroom was a little loud, but it worked well.

    I loved the jacuzzi tub! The rainbow lights in it were a nice surprise. The bed was comfortable, and the suite was spacious. The hosts were very accommodating and got tasty vegan selections for breakfast. I also really like that all of the artwork was credited or for sale.

    Stayed in August 2024

  • Reviewed: August 14, 2024

    10
    Amazing place to stay in Woodstock
    • Leisure trip
    • Couple
    • King Room with Garden View
    • Stayed 1 night
    • Submitted from a mobile device

    Nothing!

    Clean, modern and excellent facilities including a yoga studio. Great hosts and good location.

    Stayed in August 2024

  • Reviewed: August 10, 2024

    10
    Quite possibly the best stay in Vermont. Fact
    • Leisure trip
    • Couple
    • King Room with Spa Bath
    • Stayed 1 night
    • Submitted from a mobile device

    Nothing, it was perfect.

    The owners were welcoming and the place is presented immaculately. Absolutely everything you needed, snacks, drinks, muffins!!! Everything was thought through.

    Stayed in August 2024

  • Reviewed: August 6, 2024

    10
    Sweet little inn close to downtown Woodstock
    • Leisure trip
    • Couple
    • King Room - Disability Access
    • Stayed 1 night
    • Submitted from a mobile device

    One thing I would change would be to have a normal table instead of a coffee table, but that's a matter of preference. My only complaint is that we couldn't stay more than one night!

    This is a great little inn close to downtown Woodstock. Our room was large, quiet, squeaky clean, with modern but cosy interior, large bathroom, really nice shower. Clearly a lot of thought went into the design. The hosts are very nice. They don't have hot breakfast but they leave yummy pastries and some other food in the room for breakfast, and you can also get coffee/tea and cookies any time. I might have eaten a few too many cookies! Parking was easy too.

    Stayed in July 2024

  • Reviewed: August 5, 2024

    9.0
    Overall, a great experience; wouldn't hesitate to come back.
    • Leisure trip
    • Couple
    • King Room with Garden View
    • Stayed 3 nights

    A luggage rack would be helpful.

    Friendly and enthusiastic hosts. A wonderful, contemporary vibe. Impeccably clean and modern. Super-quiet AC was a real plus given the hot and humid mid-summmer weather. Quiet, quality room fridge well-stocked with water and juice. An easy walk into the village.

    Stayed in August 2024

Showing 1 - 25

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