45 Pleasant Street,
Woodstock,
Vermont,
United States,
VT 05091,
Vermont
-
Close to the city center
Perfect
9.4
9.9
/10
5.0
/5
Loved by Stay At Jimmy'S guests
Dog-friendly accommodation
Fresh-baked goods
Thoughtful touches
Spacious bathroom
"The regular complimentary amenties at this property are way beynond what you would receive at a normal, high-end hotel."
Lisa from United States
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"The suite was amazingly decorated complete with mini kitchen, living room, shower and clawfoot jacuzzi tub!"
Thea E
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Stay At Jimmy'S - A Garden-View B&B with Hot Tub, Private Terrace, and Full Kitchenette
Located 1.5 miles from Mount Tom, this Woodstock hotel combines private accommodations with self-catering convenience. Stay At Jimmy'S features air-conditioned double rooms equipped with private bathrooms containing walk-in showers and spa baths. Each unit includes a fully-equipped kitchenette with a refrigerator, microwave, coffee maker, and essential cookware. The rooms offer flat-screen TVs with streaming services, safety deposit boxes, and wardrobes. A continental breakfast is served daily, and guests have access to a private terrace overlooking the garden. The property provides free WiFi and complimentary private parking. Within 0.5 miles, guests can visit Dana House, Gallery One On The Green, and Artemis Global Art, while Billings Farm Museum lies 1 mile away. Eight restaurants, including Angkor Wat Restaurant and Ramunto's New York Pizza, are situated within 1 mile of the property.
Pros
Private entrance for each unit ensures independent access
Hot tub and spa bath available in double rooms
Garden views from personal terraces
Located within walking distance of 8 diverse dining options
Cons
14.5 miles from Lebanon Municipal Airport
Limited on-site dining options beyond breakfast
“If you're visiting Woodstock, this is a place to consider. The combination of kitchenettes and garden views sets it apart, particularly for longer stays or those needing pet-friendly accommodation. The location is ideal for exploring both the town and nearby outdoor attractions, a genuine Vermont experience.”
Isabella MooreSenior Editorial Director at Petfriendlyhotels
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Select your room type
Cozy rooms, spacious suites, and family-friendly homes, all with flexible cancellation policies & special deals
King Room Disability Access
2 persons
185 sq. feet
1 King-size bed
Shower
Coffee machine
room details
King Room Garden View
2 persons
175 sq. feet
1 King-size bed
Shower
Coffee machine
room details
King Room Spa Bath
2 persons
475 sq. feet
1 King-size bed
Shower
Coffee machine
room details
Price and room availability calendar
Check availability and rates for your selected dates!
Facilities
Enjoy premium amenities for a relaxing stay with your pet
General
No smoking on site
Free Wi-Fi
Parking
Safe deposit box
Pets allowed
Security
Guest Parking
Cookware/ Kitchen utensils
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
Stay At Jimmy'S Location
45 Pleasant Street,
Woodstock,
Vermont,
United States,
VT 05091,
Vermont
Map view
45 Pleasant Street,
Woodstock,
Vermont,
United States,
VT 05091,
Vermont
City landmarks
Farm
Billings Farm Museum
1.2
mi
Landmark
Marsh - Billings
5100 ft
Landmark
FH Gillingham & Sons General Store
4700 ft
Gallery
The Woodstock Gallery
2300 ft
Gallery
Gallery One On The Green
2300 ft
Landmark
Billings Park and Trails
1.1
mi
Landmark
Fossil Glass
3900 ft
Gallery
Collective
4300 ft
Landmark
Woodstock Town Crier
5100 ft
Store
Unicorn
2200 ft
Church
First Congregational Church of Woodstock
2200 ft
Library
Norman Williams Public Library Central Library
2400 ft
Theatre
Town Hall Theater
3300 ft
Mountain
Mount Tom
2.2
mi
Landmark
Woodstock Church of Christ
2100 ft
Landmark
Artemis Global Art
2100 ft
Landmark
Dana House
2300 ft
Landmark
National Park Svc
2200 ft
Landmark
Dana House Museum
2200 ft
Golf Course
Woodstock Country Club
2600 ft
Bridge
Woodstock Middle
2700 ft
Landmark
Middle Covered Bridge
2800 ft
Church
Our Lady of the Snows Roman Catholic Church
2900 ft
Landmark
Woodstock Recreation Dept
3000 ft
Landmark
Daughters of the American Revolution Historic House and Museum
3000 ft
Landmark
Woodstock Town Hall Theatre
3300 ft
Church
Saint James Episcopal Church
3400 ft
Landmark
North Chapel
3700 ft
Landmark
Old Cottage Built In 1840
3700 ft
Landmark
Old Colonial House Built In 1853
4300 ft
Restaurants
Heart Rock Kitchen
2400 ft
54 Pleasant St
Angkor Wat Restaurant
2200 ft
61 Pleasant St next to Sunoco
Amato's Express
2000 ft
66 Pleasant St
Ramunto's New York Pizza
1900 ft
433 Woodstock Rd Ste R4
Soulfully Good Cafe
3900 ft
67 Central St
Ruth's Table
1700 ft
61 Central St
The Daily Catch Woodstock
1700 ft
61 Central St
Mangalitsa
4100 ft
61 Central St Second floor
The Daily Catch
4100 ft
61 Central St
Mountain Creamery
4500 ft
33 Central St Ste 101
The Prince and the Pauper
4800 ft
24 Elm St
Explore Woodstock
Explore Woodstock
Top Attractions
Activities
Dining
Entertainment
Billings Farm Museum
25 minutes' walk
A working dairy farm and museum showcasing Vermont's rural heritage with farm animals, interactive exhibits, and seasonal events.
Marsh - Billings
19 minutes' walk
A scenic national park featuring hiking trails and a historic mansion, perfect for nature lovers and history enthusiasts.
The Woodstock Gallery
10 minutes' walk
An art gallery highlighting local artists, with rotating exhibits and unique pieces, making it a cultural spot in town.
Fossil Glass
14 minutes' walk
A glassblowing studio where visitors can watch artisans create beautiful glass art, offering workshops for a hands-on experience.
Hiking Mount Tom
45 minutes' walk
A challenging hike providing stunning views of the area. Perfect for thrill-seekers, accessible via well-marked trails.
Yoga at Collective
16 minutes' walk
A cozy studio offering various yoga classes for all levels, promoting relaxation and wellness in a tranquil setting.
Kayaking on the Ottaquechee River
10-minute drive
Kayak rentals available for a peaceful day on the river, perfect for families and solo adventurers during the warmer months.
Heart Rock Kitchen
9 minutes' walk
Cozy atmosphere with a menu of local specialties and inventive dishes, featuring local ingredients. Reservations recommended.
Angkor Wat Restaurant
8 minutes' walk
Authentic Cambodian cuisine in a casual setting, known for its flavorful curries and vegetarian-friendly options.
Ramunto's New York Pizza
7 minutes' walk
Offering delicious New York-style pizza with a family-friendly atmosphere, perfect for casual dining with kids.
Town Hall Theater
15 minutes' walk
A historic venue hosting live performances, films, and community events, creating a vibrant local arts scene for everyone.
Woodstock Town Crier
19 minutes' walk
A lively community hub featuring local news, events, and a great place for socializing and enjoying live music.
Getting around
City Centre
Woodstock9 min
·
2300 ft
Airports
Lebanon Municipal Airport (LEB)37 min
·
15.2
mi
Rutland State Airport (RUT)91 min
·
37.6
mi
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Property information and rules
Check-in
from 15:00-23:30
Check-out
until 11 am
Internet
is available in for free.
Breakfast
At the hotel Stay At Jimmy'S guests are invited to a full breakfast served for free.
Pets
Pets are allowed on request.
FAQs
About Stay At Jimmy'S
How far is Stay At Jimmy's from Killington Mountain?
The hotel is located 38 km from Killington Mountain.
What time can I check in and check out at Stay At Jimmy's?
Check-in is at 15:00 and check-out is at 11:00.
Is parking available at Stay At Jimmy's?
Free private parking is available on-site without reservation.
What amenities are included in the rooms at Stay At Jimmy's?
Rooms feature air conditioning, a flat-screen TV, a coffee machine, a refrigerator, a microwave, and a private bathroom with a walk-in shower.
Is there any dining option available at Stay At Jimmy's?
A continental breakfast is served daily, and guests can enjoy in-room breakfast.
Are pets allowed at Stay At Jimmy's?
Pets are allowed at the hotel.
What services does Stay At Jimmy's provide for guests?
Guests can access free Wi-Fi and relax in the garden.
How far is the nearest airport from Stay At Jimmy's?
Lebanon Municipal Airport is located 23 km from the hotel.
What nearby attractions are accessible from Stay At Jimmy's?
Attractions include Mount Tom, located 2 km away, and Gifford Woods State Park, 34 km away.
What nearby restaurants can guests enjoy while staying at Stay At Jimmy's?
Options include Angkor Wat Restaurant and Ramunto's New York Pizza, both 0.5 km away.