"The suite was amazingly decorated complete with mini kitchen, living room, shower and clawfoot jacuzzi tub!"
Thea E
read full review
"The room was beautifully decorated and furnished with tons of thoughtful touches."
Nicky from United States
read full review
"Some other distinguishing features: bidet, lots of snacks & refreshments, baked goods for breakfast already in room, adjustable-light mirror and embossed toilet paper."
Bonnie
Pet-friendly bed and breakfast in Woodstock with kitchenettes and garden views
Accommodations
Stay At Jimmy'S offers air-conditioned rooms with kitchenettes that include a refrigerator and microwave. Private bathrooms have walk-in showers, and select rooms include a spa bath or jetted tub. Each room provides a terrace or garden view, and safety deposit boxes are available in the units.
Dining
A continental breakfast is served in each room, with juice, fresh pastries, and fruits. The room fridge is stocked with water, milk, juice, and snacks, and a common area offers additional cereal, cookies, and fruit. Guests can also access tea and coffee from a Keurig machine in the room.
Location & Activities
Mount Tom is 1.3 km from the property, and Billings Park And Trails is a 13-minute walk. Guests can also access Gifford Woods State Park and Killington Mountain within a short drive. The hotel is close to Lebanon Municipal Airport, 23 km away.
Pet-Friendly Policies
Stay At Jimmy'S is a pet-friendly accommodation that welcomes travelers with animals. The property has resident dogs named Conrad and Matilda, and a cat named Mabel. Pet bowls and mats are provided in the rooms.
Wellness & Recreation
The hotel has an on-site yoga studio where guests can book private sessions with host Jimmy, a certified yoga instructor. Classes include Yin Yoga and Inferno Hot Pilates. The property also features a garden, terrace, and two fire pits for guest use.
Highlights
Location: 1.3 km from Mount Tom, 13-min walk to Billings Park
Rooms: Kitchenettes with fridge and microwave, walk-in showers
Dining: Continental breakfast in-room with fresh pastries
Wellness: On-site yoga studio with private instructor
Pet-Friendly: Resident dogs and cat, pet bowls provided
Amenities: Garden, terrace, two fire pits, free parking
“This updated inn feels like a real find, nestled in downtown Woodstock with its quirky, modern rooms and welcoming garden; the location places guests within an easy walk of local shops and restaurants. Air-conditioned units come standard, complete with kitchenettes for flexible meal options, which is great for families or extended stays. It's the kind of place where you can bring your pet and feel genuinely at home.”
James DavidEditor-in-Chief at Dogfriendly-hotels
Select your room type
The hotel provides many room choices—family rooms, doubles, and pet-friendly suites—with breakfast, free cancellation, and special offers
King Room Disability Access
2 persons
17 m²
1 King-size bed
Air conditioning
Heating
room details
King Room Garden View
2 persons
16 m²
1 King-size bed
Air conditioning
Heating
room details
King Room Spa Bath
2 persons
44 m²
1 King-size bed
Air conditioning
Bathtub
room details
Rates & availability calendar
See current prices and availability for your chosen dates!
Facilities
Hotels feature amenities designed to keep both you and your pet comfortable
Facilities: Perfect
9.4/10Review score
General
No smoking on site
Free parking
Safe deposit box
Pets allowed
Security
Dining
In-room breakfast
Spa & Leisure
Garden area
Room features
Free Wi-Fi in rooms
Air conditioning
Heating
Sitting area
Patio
Terrace
Tea and coffee facilities
Bathroom
Free toiletries
Self-catering
Cookware/ Kitchen utensils
Media
Flat-screen TV
Room decor
Parquet floor
Show more
Location
45 Pleasant Street, Woodstock, VT 05091,
Map view
City landmarks
Farm
Billings Farm Museum
1.99 km
Landmark
Marsh - Billings
1.54 km
Landmark
FH Gillingham & Sons General Store
1.42 km
Gallery
The Woodstock Gallery
680 m
Gallery
Gallery One On The Green
690 m
Landmark
Billings Park and Trails
1.8 km
Landmark
Fossil Glass
1.17 km
Gallery
Collective
1.3 km
Landmark
Woodstock Town Crier
1.55 km
Store
Unicorn
660 m
Church
First Congregational Church of Woodstock
650 m
Library
Norman Williams Public Library Central Library
720 m
Mountain
Mount Tom
3.52 km
Theatre
Town Hall Theater
990 m
Landmark
Woodstock Church of Christ
630 m
Landmark
Artemis Global Art
640 m
Landmark
National Park Svc
650 m
Landmark
Dana House
680 m
Landmark
Dana House Museum
660 m
Golf Course
Woodstock Country Club
790 m
Bridge
Woodstock Middle
810 m
Landmark
Middle Covered Bridge
830 m
Church
Our Lady of the Snows Roman Catholic Church
870 m
Landmark
Woodstock Recreation Dept
890 m
Landmark
Daughters of the American Revolution Historic House and Museum
910 m
Landmark
Woodstock Town Hall Theatre
980 m
Church
Saint James Episcopal Church
1.02 km
Landmark
Old Cottage Built In 1840
1.11 km
Nearby
YogaMari Vermont
490 m
Eden Marceau-Piconi
600 m
Restaurants
Heart Rock Kitchen
710 m
54 Pleasant St
Angkor Wat Restaurant
650 m
61 Pleasant St next to Sunoco
Amato's Express
590 m
66 Pleasant St
Ramunto's New York Pizza
560 m
433 Woodstock Rd Ste R4
Soulfully Good Cafe
1.16 km
67 Central St
Ruth's Table
500 m
61 Central St
The Daily Catch Woodstock
510 m
61 Central St
Mangalitsa
1.22 km
61 Central St Second floor
The Daily Catch
1.23 km
61 Central St
Mountain Creamery
1.35 km
33 Central St Ste 101
The Prince and the Pauper
1.45 km
24 Elm St
Explore Woodstock
Explore Woodstock
Top Attractions
Activities
Dining
Entertainment
The Woodstock Gallery
10 minutes' walk
Artworks from local and regional artists, showcasing both contemporary and traditional styles in a vibrant setting.
Marsh - Billings
19 minutes' walk
A historic site featuring a mansion and working farm; offers guided tours and beautiful trails for the public.
Billings Farm Museum
25 minutes' walk
A working dairy farm and museum dedicated to Vermont's rural heritage, featuring interactive exhibits and seasonal events.
Gallery One On The Green
10 minutes' walk
Local art gallery featuring rotating exhibitions and a focus on community artists, perfect for art enthusiasts.
Hiking at Mount Tom
7 minutes' drive
Thrilling hiking trails with scenic views. Access via a short drive; perfect for outdoor enthusiasts year-round.
Biking along Billings Park and Trails
20 minutes' walk
A peaceful setting for biking and walking, with scenic trails and picnic spots close to the hotel for relaxation.
Falconry Experience at New England Falconry
4 minutes' drive
Unique experience with trained falcons, offering educational tours and hands-on activities for bird lovers.
Heart Rock Kitchen
9 minutes' walk
Farm-to-table restaurant with a cozy atmosphere. Signature dishes include local meats and fresh, seasonal veggies.
Angkor Wat Restaurant
8 minutes' walk
Cambodian and Thai cuisine in a casual setting. Known for curry dishes and vegetarian options; reservations not required.
Ramunto's New York Pizza
7 minutes' walk
Casual pizzeria offering New York-style slices and toppings galore, perfect for families and late-night snacks.
Town Hall Theater
15 minutes' walk
Local theater featuring live performances and film screenings, with a charming atmosphere ideal for a night out.
Woodstock Country Club
10 minutes' walk
Offers golf and events. Family-friendly with a casual vibe, perfect for relaxing or hitting a few rounds after dinner.
Woodstock Town Crier
19 minutes' walk
Local newspaper and community hub; hosts events and gatherings for all ages, connecting visitors with the local culture.
Local transport and travel tips
City Centre
Woodstock 9 min · 700 m
Airports
Lebanon Municipal (LEB) 37 min · 24.4 km
Rutland State (RUT) 91 min · 60.5 km
Want access to early-bird pet-friendly hotel deals?
Access exclusive discounts today!
Check Rates
Property information and rules
Check-in
from 15:00-23:30
Check-out
until 11 am
Internet
Wireless internet is available in the hotel rooms for free.
Pets
Pets are allowed on request.
Reviews and Ratings
Feedback about Stay At Jimmy'S from previous guests about their experience.
Breakfast
7.4/10
Cleanliness
9.9/10
Comfort
9.8/10
Facilities
9.4/10
Free Wi-Fi
9.1/10
Location
9.8/10
Paid Wi-Fi
10.0/10
Staff
10.0/10
Value for money
9.1/10
Pros
Jacuzzi tub
Spacious suite
Accommodating hosts
Cons
Loud AC unit
No breakfast room
Missing shelf space
Guest reviews
based on 87 reviews
9.4/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
Show more reviews
FAQs
About Stay At Jimmy'S
What popular attractions are near Stay At Jimmy's?
Nearby attractions include Killington Mountain (38 km), Mount Tom (1 km), and Gifford Woods State Park (34 km).
What are the check-in and check-out times at Stay At Jimmy's?
Check-in is at 15:00 and check-out is by 11:00.
Is parking available at Stay At Jimmy's?
Free private parking is available on-site without the need for a reservation.
Does Stay At Jimmy's offer breakfast?
A continental breakfast featuring fresh pastries, fruits, and juice is served daily.
What room amenities are provided at Stay At Jimmy's?
Rooms include air conditioning, a flat-screen TV, a coffee machine, a fridge, a microwave, and a private bathroom with a walk-in shower.
Are pets allowed at Stay At Jimmy's?
Yes, pets are allowed at the property.
How far is Stay At Jimmy's from the nearest airport?
The hotel is located 23 km from Lebanon Municipal Airport.
What dining options are available near Stay At Jimmy's?
Nearby dining options include Angkor Wat Restaurant and Ramunto's New York Pizza, both within 0.5 km.
Does Stay At Jimmy's have a garden or outdoor area?
Guests can relax in the garden or enjoy views from the terrace at the property.
What facilities does Stay At Jimmy's offer for families?
The hotel features spacious accommodations with kitchenette facilities, ideal for families and groups.