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Stay At Jimmy'S Woodstock Exterior photoStay At Jimmy'S Woodstock Exterior photoStay At Jimmy'S Woodstock Exterior photo

Stay At Jimmy'S, Woodstock

•
9.4|Perfect
Check rooms and rates
From$329 /nightOnly on Our Website-10%
Check-in
06Nov
Check-out
07Nov
Guests
2 Guests
Key details

About the Hotel

45 Pleasant Street, Woodstock, VT 05091
-
Close to the city center
Perfect
9.4
10.0
/10
5.0
/5

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.”
Hotel logo
Isabella MooreSenior Editorial Director at Petfriendlyhotels

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
    Air conditioning
    Heating
  • King Room Garden View
    2 persons
    175 sq. feet
    1 King-size bed
    Air conditioning
    Heating
  • King Room Spa Bath
    2 persons
    475 sq. feet
    1 King-size bed
    Air conditioning
    Bathtub

Price and room availability calendar

Check availability and rates for your selected dates!

Facilities

Enjoy premium amenities for a relaxing stay with your pet
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
Nearby
YogaMari Vermont
1700 ft
Eden Marceau-Piconi
2000 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
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
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
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
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
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
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
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
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
    Woodstock 9 min  ·  2300 ft
  • Airports
    Lebanon Municipal (LEB) 37 min  ·  15.2 mi
    Rutland State (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
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
Modern bathroom
Yummy pastries
Easy parking
Pet-friendly accommodation
Cons
Busy street noise
Weak cell connection
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.
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