Stay at Jimmy's
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1 night
Stay at Jimmy's

Experience Stay at Jimmy's, a 3-star hotel in Woodstock. It holds a rating of 9.6/10 from 40 reviews, combining quality and value, with rates starting at US$238.

Check-In & Check-Out

From 15:00 until 11:00

Nearby Attractions

Fossil Glass: 0.37 km away

Collective the Art of Craft: 0.57 km away

East End Park: 0.16 km away

Amenity Highlights

Stay at Jimmy's

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We Price Match
Highlights
Yoga
Suite
Ideal location
Garden
Free parking
+1 more
Amenities
All amenities
Property Description
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Cleanliness9.6
Amenities9.6
Location9.6
Service9.6
Surroundings
Airport: Lebanon Municipal Airport (New Hampshire)
(23.2 km)
Airport: Rutland–Southern Vermont Regional Airport
(60.3 km)
Train: White River Junction
(21.1 km)
Train: Windsor-Mt. Ascutney Station
(25.7 km)
Landmarks: East End Park
(160m)
Landmarks: Fossil Glass
(370m)
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Relax

1 bedroom: 1 king bed | 1 living room
Has window
Non-smoking
Room Details
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8

Signature Suite With Garden View

1 bedroom: 1 king bed | 2 living rooms
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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17

Signature Double Room, Garden View

1 king bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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8

Signature Double Room, Courtyard View

1 king bed
Non-smoking
Air conditioning
Private bathroom
Refrigerator
TV
Room Details
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Average for similar properties in Woodstock
Meghan
March 3, 2026
We've stayed at Jimmy's a couple of times and have had great experiences both visits. Highly recommend if you're in the Woodstock area!
michael
March 16, 2026
Very cool space- a lottle unorthodox, but so much the better!
CLARA
October 21, 2025
This property is conveniently located with on site parking. It is about 10 mins walk into downtown, there are restaurants, coffee shops and ice cream shops. Room was great, everything you needed was thought of. I would recommend it very much.
Erin
October 7, 2025
We were welcomed by John when we checked in. It was our 25th anniversary and in our room was the sweetest card and balloons to honor the occasion. So extremely thoughtful! The room was adorable and very comfortable. It had been outfitted with all the amenities you can think of…pastries and snacks, board games, toiletries, and a full kitchen. The only thing I regret is not staying longer in this charming B and B! We will absolutely be back when we visit Woodstock!
Catherine
October 3, 2025
A really delightful stay hosted by stellar hosts! Great location only a few minutes walk to the centre of town. Property was spotless and everything within screams quality from the bedding to the bathroom tv art……. My husband over indulged on the banana walnut bread as it was so scrumptious, lots of goodies for those with a sweet tooth, all top notch. Would 100% stay here again. The only thing to note is that in October (I’m not sure about other months)you’d better prebook restaurants a week or so ahead as it’s busy.
Heather
January 23, 2026
Wonderful amenities, location, and team, Highly recommend and would love to stay again
David
September 4, 2025
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!
Julie
August 29, 2025
Great Stay at Jimmy's! 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.
Benjamin
July 15, 2025
Stylish, clean, comfortable, and in the perfect location to start and end the day. The owners were lovely and accommodating, and the room was a treat for the eyes and a balm for the body. Couldn’t recommend more!

Services & Amenities

Property Policies

Check-in and Check-out Times
Check-in: After 15:00
Check-out: Before 11:00

Self check-in: Contact the property for the access code

If you will arrive outside of check-in hours, contact the property in advance

Child policies
Children are not permitted to stay at this property

Cribs and Extra Beds
For all room types, cribs and extra beds cannot be added.

Breakfast
CuisineWestern
Opening hours[Mon - Sun] 07:00-09:00 Open
AgeFee
Adult
Contact property
Additional breakfast fees are not included in the total and need to be paid at the property.

Age Requirements
The main guest checking in must be at least 18 years old

Managed by a private host
This property is managed by a private host. A private host refers to a party who rents one or more properties for purposes not related to their trade, business, or profession.

Property Description

Local hotel name: Stay at Jimmy's
  • Opened: 2024
  • Number of Rooms: 3
Phone:+1-802-2991061
With a stay at Stay At Jimmy's in Woodstock, you'll be within a 15-minute drive of Quechee Gorge Bridge and Green Mountain National Forest. This bed & breakfast is 18.1 mi (29.1 km) from Dartmouth College and 15.4 mi (24.8 km) from Killington Resort.
A complimentary continental breakfast is served daily from 7:00 AM to 9:00 AM.
Free self parking is available onsite.
Make yourself at home in one of the 3 individually decorated guestrooms, featuring kitchenettes. 55-inch Smart televisions with digital programming provide entertainment, while complimentary wireless internet access keeps you connected. Private bathrooms have jetted bathtubs and rainfall showerheads. Conveniences include microwaves, housekeeping is provided on request, and irons/ironing boards can be requested.

You might be wondering

What are the check-in and check-out times at Stay at Jimmy's?

Check-in time at Stay at Jimmy's starts at 15:00, and check-out time is by 11:00.

Does Stay at Jimmy's serve breakfast?

Yes, Stay at Jimmy's serves breakfast for guests. Breakfast options include Western style.

How much does it cost to stay at Stay at Jimmy's?

Room prices at Stay at Jimmy's vary by travel dates, hotel policy, and other factors. Enter your travel dates to see current prices.

How to get to Stay at Jimmy's from the nearest airport?

The nearest airport is Lebanon Municipal Airport (New Hampshire), located about 23 mins from hotel by car (23.2 km) away.

What’s the cancellation policy at Stay at Jimmy's?

The cancellation policy at Stay at Jimmy's depends on your room type and booking terms.

About This Property

Nearest AirportLebanon Municipal Airport (New Hampshire)
Distance to Airport23.22KM
Nearest Train StationWhite River Junction
Distance to Train Station21.14KM
Average Price FromUSD337
Hotel Star Rating3