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From349US$ /night
Check-in
23Nov2025Select date
Check-out
24Nov2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

45 Pleasant St, Woodstock, Vermont, United States, VT 05091
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Close to the city center

Location

Stay At Jimmy's is located in the heart of Woodstock, just steps away from the historic attractions and vibrant arts community of the town. Guests can enjoy proximity to local shops, galleries, and restaurants, all within walking distance. The hotel offers convenient access to various hiking trails and outdoor activities in the nearby Catskill Mountains.

Accommodations

The hotel offers eight spacious guest rooms, each uniquely decorated to reflect the character of the surrounding area. Accommodations include a mix of queen and king-sized beds, providing a restful night's sleep for all guests. Each room features air-conditioning and en-suite bathrooms, ensuring comfort during the stay.

Dining

Stay At Jimmy's includes a complimentary breakfast served daily, allowing guests to start their day with a variety of options. The hotel's on-site café offers a selection of fresh pastries and local coffee. Guests can also explore nearby dining options that highlight local cuisine and flavors.

Wellness

The hotel offers access to complimentary yoga classes at a nearby studio, promoting relaxation and wellness during the stay. Guests can unwind in the spacious garden area, an inviting space for meditation or reading. Local wellness services also include massage therapy available in town.

Entertainment & Activities

Stay At Jimmy's provides guests with bicycles for rent, encouraging exploration of the picturesque surroundings. The hotel hosts seasonal events, enhancing the experience with local music and art. Guests can take advantage of nearby outdoor activities like hiking and kayaking.

Highlights

Location: Heart of Woodstock, close to historic attractions

Rooms: Eight uniquely decorated guest rooms

Dining: Complimentary breakfast served daily

Wellness: Access to yoga classes and local wellness services

Must-do experiences

  • Visit the Woodstock Museum for a deep dive into our music history.
  • Try the famous pancakes at The Garden Cafe for a local favorite.
  • Explore the scenic trails of Overlook Mountain for stunning views.
  • Attend a live music show at The Colony for an unforgettable night.
  • Check out the Sunday Farmers Market for fresh, local produce.
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Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
King Room Disability Access
2 persons
17 m² 
1 King-size bed
Shower
Coffee machine
King Room Garden View
2 persons
16 m² 
1 King-size bed
Shower
Coffee machine
King Room Spa Bath
2 persons
44 m² 
1 King-size bed
Shower
Coffee machine

Price and Room Availability Calendar

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Getting around

A list of all available modes of transport

City Centre
Woodstock700 m
Airports
Lebanon Municipal (LEB) 24.4 km
Rutland State (RUT) 60.5 km

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Free Wi-Fi
  • Free parking
  • Safe deposit box
  • Pets allowed

Guest Parking

  • Cookware/ Kitchen utensils

Spa & Leisure

  • Garden area

Room features

  • 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
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Location

45 Pleasant St, Woodstock, Vermont, United States, VT 05091
Map view
45 Pleasant St, Woodstock, Vermont, United States, VT 05091
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
1.2 km
67 Central St
Ruth's Table
500 m
61 Central St
The Daily Catch Woodstock
510 m
61 Central St
Mangalitsa
1.2 km
61 Central St Second floor
The Daily Catch
1.2 km
61 Central St
Mountain Creamery
1.4 km
33 Central St Ste 101
The Prince and the Pauper
1.5 km
24 Elm St
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About Stay At Jimmy'S
Check-in
23Nov2025Select date
Check-out
24Nov2025Select date
Rooms and Guests2 Guests, 1 Room