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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

H
HadleyusUS
Verified booking
couple
Standard Room
Stayed in Feb 23, 2026

"Jimmy and John are excellent hosts who are willing to do what they can to make sure your stay is perfect!! We will retur"

10.0

We had our own entrance and the decor is super fun! The bed was very comfortable and the heated floors in the bathroom were a treat!

Helpful?
K
KristyusUS
Verified booking
couple
Standard Room
Stayed in Jan 19, 2026

"Relaxing, loved the yoga room, appreciated the snacks, and the room had great amenities!"

10.0

Very cute, tons of unexpected little extras, sled check in, exceptional!

It was all great!

Helpful?
J
JohnusUS
Verified booking
couple
Standard Room
Stayed in Jan 19, 2026

"It is a fun place to stay and we will be back."

10.0

Very good

Helpful?
G
GloriausUS
Verified booking
couple
Standard Room
Stayed in Jan 19, 2026

"It was pleasant, the place is cute, jimmy is very nice and helpful."

6.0

We like to sit down for a good hearty breakfast.

As above. The bed is too low for us.

Helpful?
E
ElizabethusUS
Verified booking
solo_traveller
Standard Room
Stayed in Jan 2, 2026

"ideal spot close to town!"

10.0

can’t sing jimmy’s praises enough. we were in the chill room which had a great sitting area, large bathroom and shower with a comfy king sized bed. treats were abundant and loved the holiday decor in the room. really made for an extra cozy feel. the location is walking distance from all shopping and right next to a market for any extras outside of what is provided you might need. while we didn’t need to bother jimmy for refills during our stay, we knew he was readily available to help in anyway. will definitely stay again if we’re back in the area and maybe even bring our pup!

Helpful?
J
JenniferusUS
Verified booking
couple
Standard Room
Stayed in Jan 2, 2026

"Exceptional"

10.0
Helpful?
J
JeanusUS
Verified booking
family_with_children
Standard Room
Stayed in Dec 22, 2025

"Exceptional"

9.0

Coffee, refrigerator, and as much 1/2&1/2 as needed.

Didn’t eat the continental breakfast choices because so many great bakeries and coffee shops near by.

Helpful?
R
RICHARDusUS
Verified booking
couple
Standard Room
Stayed in Dec 16, 2025

"IF ever returned to Vermont,easily best decision to Stay at Jimmy's. Will with complete confidence"

9.0

perfect location,owners incredibly engaging without being over the top,, personal touch and follow through were appreciated from banana bread to snack and go

Helpful?
A
AliciausUS
Verified booking
couple
Standard Room
Stayed in Dec 2, 2025

"What a lovely, modern concept of an inn! Highly recommend!"

10.0
Helpful?
B
BaileyusUS
Verified booking
solo_traveller
Standard Room
Stayed in Nov 27, 2025

"Cute place and great bathroom"

6.0

The tub was the seller for staying here. The shower was also great. I was grateful for the Kerig it was ready for my arrival. It was somewhat quiet.

The parking was tight. (That was one of my filters easy parking) I get nervous. Also I wanted breakfast included. It had cold items available. I need a warm breakfast to start the day. There was a noise in the middle of the night like someone bouncing a ball on the porch.

Helpful?