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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

G
Gary
Verified booking
Standard Room
Stayed in May 13, 2025

"Exceptional"

10.0

4/28/25 Stay: Exceeded expectations everywhere. Owners were very accessible and greeted us to make sure we had everything to make our experience memorable. Location was fabulous as very safe and walkable to anywhere in town. Convenient parking on premise. Room access was secure, comfortable, extremely clean, and appointed with every amenity you could think of and more. I will stay at Jimmy’s anytime I visit Woodstock and highly recommend you do so as well.

Helpful?
J
JillianauAU
Verified booking
young couple
Standard Room
Stayed in May 9, 2025

"Beautiful stay in amazing town!"

10.0

The hospitality was amazing, it felt like we were staying with close friends and being thoroughly spoilt. The attention to detail in the rooms was amazing. We loved our stay here!

Nothing

Helpful?
M
Monique
Verified booking
Standard Room
Stayed in Mar 31, 2025

"Exceptional"

10.0

Jimmy greeted us as we arrived. Clean, modern suite with private entrance. We loved the place and plan to return.

Helpful?
M
MarkusUS
Verified booking
young couple
Standard Room
Stayed in Mar 3, 2025

"Stay at Jimmy’s. you’ll enjoy it."

10.0

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

Helpful?
K
kirk
Verified booking
Standard Room
Stayed in Feb 21, 2025

"An Incredible Getaway at Stay at Jimmy’s "

10.0

We spent a wonderful week at Stay at Jimmy’s, with our dog Sofia (they are super dog friendly) and it was the perfect escape. From the moment we arrived, the hospitality was top-notch. The Relax Room was absolutely amazing—the whirlpool tub was the best we’ve ever used, making it the ideal place to unwind. Every morning, we were treated to fresh-baked goods, a great selection of teas, coffee, and soft drinks, which made us feel right at home. The attention to detail in the interior design was impressive—every space was beautifully curated, warm, and inviting. One of the most thoughtful touches was Jimmy surprising my wife with a birthday card during our stay, making the experience even more special. She also took a fantastic on-site yoga class, which she absolutely loved. If you’re looking for a peaceful, rejuvenating getaway with incredible hospitality, Stay at Jimmy’s in Woodstock, VT is the perfect choice. We can’t wait to come back!

Helpful?
F
Frederick
Verified booking
Standard Room
Stayed in Feb 15, 2025

"Exceptional"

10.0

Good ownership, very helpful

Helpful?
D
DanieladeDE
Verified booking
young couple
Standard Room
Stayed in Feb 8, 2025

"Cozy accomodation, conveniently located, good vibes."

9.0

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.

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.

Helpful?
S
Susan
Verified booking
partner
Standard Room
Stayed in Jan 20, 2025

"Exceptional"

10.0

Stay at Jimmys is exceptional! From the second you pull into the lot you are greeted with pure joy. Jimmy came out and introduced himself welcoming us to his beautiful Inn. I travel around the globe and have never been welcomed this beautifully in all my life. The property is clean, peaceful, fabulously decorated. It’s so comfortable and welcoming. We didn’t want to leave! And guess what? Jimmy told us we could stay as long as we wanted the day of check out beaches they didn’t have anyone coming in after us. Who does that?!? If we weren’t worried about the snow storm we would definitely have stayed a few more hours. This is our new go to when visit family in VT. Jimmy and John we’ll see you again.

Helpful?
J
Jessica
Verified booking
partner
Standard Room
Stayed in Jan 15, 2025

"Exceptional"

10.0

The owners of Jimmy's went above and beyond in every way and the room was fantastic!

Helpful?
L
LauradoDO
Verified booking
young couple
Standard Room
Stayed in Jan 6, 2025

"Exceptional"

10.0
Helpful?