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9.8 / 10 Guest Rating

Stay At Jimmy's

45 Pleasant Street, Woodstock, us

Stay At Jimmy's - main view

About the Property

Charming Accommodation near Nature
Explore the beauty of Woodstock while staying at Stay At Jimmy's. Enjoy the comfort and convenience of a kitchenette, patio, and free WiFi during your stay.

Cozy and Well-Equipped Units
Experience a comfortable stay with air-conditioned rooms equipped with modern amenities like a flat-screen TV, microwave, and private bathroom. Some units even feature a private entrance for added privacy.

Relaxing Garden and Scenic Views
Start your day with a delicious continental breakfast and unwind in the garden with picturesque garden views. Just a short distance from Dartmouth College and Gifford Woods State Park.

Book now for a memorable stay at Stay At Jimmy's.

Facilities & Amenities

WiFi available
Free WiFi
Parking
Free Parking
Air conditioning
Heating
Terrace
Garden
Pets allowed
Breakfast in the room

Important Information

Check-in & Out

Check-in
Check-out11:00 AM

Property Notes

- Complimentary breakfast is provided to guests, consisting of fresh pastries, juices, coffee, tea, and snack bars. - Breakfast is served in-room daily.Managed by a private host A deposit may be required at the property.

Check Room Availability

1 night · 2 adults

No rooms available

We couldn't find any available rooms for these dates and guests. Try adjusting your search criteria.

Guest Reviews

9.8
Exceptional103 verified reviews
AI Summary

Guests highly rate the great service and frequently praise the cozy rooms.

Categories

Cleanliness9.6
Service10.0
Location10.0
Room Quality10.0
Amenities10.0
Value for Money9.6
Food and Beverage9.2
Overall Experience10.0

Select topics to read reviews

L
LisagbGB
Verified booking
couple
Standard Room
Stayed in Sep 9, 2025

"Exceptional"

9.0
Helpful?
D
DeborahusUS
Verified booking
couple
Standard Room
Stayed in Sep 4, 2025

"We’re leaving feeling totally pampered"

10.0

Impeccably maintained and has a beautiful dog greeter, and a fantastic rainforest shower. I can't think of a single amenity that wasn't provided. Definitely rates in the top 95% of B&B's We've stayed in here and in Europe.

Can’t think of a single complaint

Helpful?
D
David
Verified booking
Standard Room
Stayed in Sep 3, 2025

"Exceptional"

10.0

What a wonderful and unique property! We were met by John (partner of Jimmy) and he very affable and willing to help. Wonderful breakfast bakeries were already awaiting. The room was awesome-highly functional and also quirky in a good way. The wrap around porch is gorgeous with nice areas to sit and chat. We would definitely book with Stay at Jimmy’s again!

Helpful?
J
Julie
Verified booking
Standard Room
Stayed in Aug 28, 2025

"Great Stay at Jimmy's!"

10.0

Jimmy's was fantastic! I really want to have Jimmy design my house. Every detail was taken care of, comfortable bed, and decor was so fun! Loved the rainfall shower head. We met John, who was so warm and welcoming. Also met Mable and Matilda who were sweeties. We only stayed one night and wished that we had been able to stay longer. The location is very convenient.

Helpful?
J
JacquelineusUS
Verified booking
couple
Standard Room
Stayed in Aug 23, 2025

"Clean, comfortable and a great location."

9.0

Lovely inn - we were met at the door by Jimmy who was very friendly. Later we met John outside. Our room was modern, clean and fun. Bed was comfortable and there were plenty of towels in the bathroom. Our room had a kitchenette that was stocked with water, juice, milk, coffee/tea as well as muffins and croissants for breakfast. A common-area kitchen had additional breakfast items (fruit, hot/cold cereal) and cookies. We enjoyed some time sitting on the front porch and walked down the street to visit the numerous shops and take in the quaint village. We also walked out of town a few minutes to get pizza. There is a lot to do in the area. We were there for an “Owl Session” at New England Falconry, which is less than half a mile from the Inn. We also enjoyed the Vermont Institute of Natural Science in nearby Quechee. There is a national park, the Calvin Coolidge site, King Arthur Flour Store/Cafe/school, and, for knitters, the Woolly Thistle within 30 minutes.

Only complaint was that someone had a conversation at 5:50am on the side lawn next to our window.

Helpful?
N
NancyusUS
Verified booking
couple
Standard Room
Stayed in Aug 11, 2025

"Unexpectedly delightful"

10.0

There was nothing we could find that wasn't perfect about our stay. Jimmy, the host, was extremely friendly and accommodating, he supplied us with excellent goodies daily; the room was top notch and very comfortable; the bed was comfy, the towels were luxurious, what else could one ask for? We would definitely stay here again. And the location is perfect.

Not a thing.

Helpful?
P
paulausUS
Verified booking
couple
Standard Room
Stayed in Aug 9, 2025

"Beautiful, modern and convenient place for a stay in Woodstock."

8.0

The attention to detail and quality was amazing. The fridge was stocked ( drinks and snacks) and a fresh continental breakfast ( pound cake, muffins, croissant) for in room dining. The park across the street was a bonus for an early morning hike.

no complaints what so ever!

Helpful?
G
Gary
Verified booking
Standard Room
Stayed in Aug 9, 2025

"Exceptional"

10.0

Short walk to downtown Woodstock. Breakfast was included and provided in our room.

Helpful?
K
Kathryn Ann
Verified booking
partner
Standard Room
Stayed in Jul 21, 2025

"Excellent"

8.0

Everything was amazing!!! We will definately go back.

Helpful?
B
BRIANusUS
Verified booking
couple
Standard Room
Stayed in Jul 21, 2025

"Exceptional"

10.0

Our room was great the host was very friendly and accommodating. Very unique style in our room we loved it!

Helpful?