Stay At Jimmy's

B&B in Woodstock

Choose dates to view prices

Where to?

Dates

October 2025

November 2025

Signature Double Room, Courtyard View | 1 bedroom, individually decorated, individually furnished

Signature Double Room, Garden View | 1 bedroom, individually decorated, individually furnished

Enjoy your visit to Woodstock with a stay at Stay At Jimmy's. Free perks include WiFi, self parking, and continental breakfast daily between 7:00 AM and 9:00 AM.

Exceptional

Popular amenities

Main amenities (2)

Housekeeping (on request)
Air conditioning

Feel at home (6)

Kitchenette
Private bathroom
Yard
Bathtub or shower
Digital TV service
Jetted bathtub

$249 nightly

Nov 3 - Nov 4

Total with taxes and fees

Room options

Check availability for these dates

Tonight

Oct 10 - Oct 11

Tomorrow

Oct 11 - Oct 12

Signature Double Room, Courtyard View

Exceptional

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Heating

Kitchenette

Mini-fridge

Smart TV

180 sq ft
Sleeps 2
1 King Bed

Signature Double Room, Garden View

Wonderful

Highlights

Yard

Individually furnished

Individually decorated

Air conditioning

Heating

Kitchenette

Mini-fridge

Smart TV

177 sq ft
Sleeps 2
1 King Bed

Signature Suite, Garden View

Exceptional

Highlights

Yard

Separate sitting area

Individually furnished

Individually decorated

Private indoor hot tub

Air conditioning

Heating

Kitchenette

470 sq ft
1 bedroom
Sleeps 2
1 King Bed

Similar properties

Pet friendly
Free parking
Free WiFi
Air conditioning

$155 nightly

Nov 2 - Nov 3

Total with taxes and fees

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About the neighborhood

45 Pleasant St, Woodstock, VT, 05091

What's nearby

Marsh-Billings-Rockefeller National Historical Park - 13 min walk - 1.1 km
Woodstock Town Hall Theatre - 15 min walk - 1.3 km
Billings Farm and Museum - 16 min walk - 1.4 km
Woodstock Country Club - 3 min drive - 1.8 km
VINS Nature Center - 4 min drive - 2.2 km

Getting around

Lebanon, NH (LEB-Lebanon Municipal) - 21 min drive
Springfield, VT (VSF-Hartness State) - 34 min drive
Rutland, VT (RUT-Rutland Southern Vermont Regional) - 53 min drive
White River Junction Station - 22 min drive
Windsor Station - 24 min drive

Restaurants

‪The Skinny Pancake Quechee - ‬10 min drive
‪Cumberland Farms - ‬6 min walk
‪The Public House - ‬13 min drive
‪Simon Pearce Restaurant, Retail & Glassblowing - ‬11 min drive
‪Pizza Chef - ‬12 min drive

About this property

Stay At Jimmy's

Enjoy your visit to Woodstock with a stay at Stay At Jimmy's. Free perks include WiFi, self parking, and continental breakfast daily between 7:00 AM and 9:00 AM.

At a glance

Hotel size

- 3 rooms

Arriving/Leaving

- Check-in start time: 3:00 PM; Check-in end time: 11:30 PM
- Minimum check-in age: 21
- Check-out time is 11:00 AM

Special check-in instructions

- There is no front desk at this property
- Guests planning to arrive outside of normal check-in hours will receive an email within 24 hours before arrival with check-in instructions and an access code; your host will greet you

Required at check-in

- Credit card, debit card, or cash deposit required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 21

Children

- Children (18 years old and younger) not allowed

Pets

- Pets allowed*
- Service animals welcome
- Food and water bowls available

Internet

- Free WiFi in public areas
- Free WiFi in rooms

Parking

- Free uncovered onsite self parking
- Wheelchair-accessible parking and van parking on site

Property amenities

Food and drink

Free continental breakfast each morning 7:00 AM–9:00 AM

Accessibility

Wheelchair-accessible parking
4 on-site accessible parking spaces
Wheelchair-accessible van parking
Wheelchair-accessible fitness center
Front entrance ramp
Well-lit path to entrance
Stair-free path to entrance
Area rugs in room
Hardwood flooring in room

Room amenities

Be entertained

55-inch Smart TV
Digital TV channels
Netflix
Hulu
Streaming services

Home comfort

Air conditioning and heating
Slippers
Iron/ironing board (on request)

What to enjoy

Yard
Individually furnished and decorated

Freshen up

Private bathroom
Jetted bathtub
Bathtub or shower
Rainfall showerhead
Bidet
Hair dryer
Towels

Stay connected

Laptop-friendly workspace
Free WiFi

Food and drink

Mini-fridge
Microwave
Kitchenette
Cookware, dishes, and utensils
Coffee grinder

Housekeeping (on request)
Restaurant dining guide

Fees & policies

Pets

Service animals exempt from fees
Pets are allowed for an extra charge of USD 75 per accommodation, per stay (maximum USD 75 per stay)

Policies

This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.

This property does not have elevators.

This property accepts credit cards and debit cards. Cash is not accepted.

Credit cards accepted: Visa, Mastercard

Also known as

Stay At Jimmy's Woodstock

Stay At Jimmy's Bed & breakfast

Stay At Jimmy's Bed & breakfast Woodstock

Frequently asked questions

Does Stay At Jimmy's offer free cancellation for a full refund?

Yes, Stay At Jimmy's does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Are pets allowed at Stay At Jimmy's?

Yes, pets are welcome. There's a charge of USD 75 per accommodation, per stay. Service animals are exempt from fees. Food and water bowls are available.

Is parking offered on site at Stay At Jimmy's?

Yes, there's free self parking.

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

Check-in start time: 3:00 PM; Check-in end time: 11:30 PM. Check-out time is 11:00 AM.

Does Stay At Jimmy's have rooms with private hot tubs?

Yes, each room has a jetted bathtub.

Does Stay At Jimmy's have self-catered rooms fitted with kitchens or kitchenettes?

Yes, a kitchenette is available in every room, and also includes a microwave, cookware, and a coffee grinder.

Does Stay At Jimmy's have any outdoor private spaces?

Yes, every room features a yard.

What's the area around Stay At Jimmy's like?

Stay At Jimmy's is a short 13-minute walk from Marsh-Billings-Rockefeller National Historical Park and 13 minutes' walk from Woodstock Town Hall Theatre.