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From349US$ /night
Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

45 Pleasant Street, Woodstock, Vermont, United States, VT 05091
-
Close to the Woodstock Town Crier
Perfect
9.4
9.9
/10
5.0
/5

The 3-star Stay At Jimmy'S Woodstock hotel offers a patio, located 4.7 km from Suicide Six. The bed & breakfast provides Wi-Fi in public areas.

Location

The centre of Woodstock can be reached within a 10-minute walk. Campton is 75 km from this Woodstock hotel, while VINS Nature Center is nearly 10 minutes' drive away.

The accommodation is also in the vicinity of Killington Mountain. The Stay At Jimmy'S Woodstock is 2.4 km from the Marsh-Billings-Rockefeller National Historical Park.

For those travelling from afar, Lebanon Municipal airport is 28 minutes' drive away.

Rooms

The rooms comprise an adjoining terrace and a sitting area complete with climate control, as well as a flat-screen TV with satellite channels. For your comfort, you will find a bidet and a separate toilet, along with towels and bathrobes. They offer views of the garden.

Eat & Drink

Guests can also try finger food and pastries at the onsite bar. The bar Ramunto's New York Pizza is located a short way from Stay At Jimmy'S hotel.

Must-do experiences

  • Hike to Overlook Mountain for stunning views of the Catskills.
  • Try the famous apple cider donuts at Windy Hill Farm.
  • Visit the Woodstock Artists Cemetery for a peaceful stroll.
  • Explore the quaint shops and galleries on Tinker Street.
  • Attend a live music event at Levon Helm Studios for local culture.
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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
185 sq. feet 
1 King-size bed
Shower
Coffee machine
King Room Garden View
2 persons
175 sq. feet 
1 King-size bed
Garden view
Shower
Coffee machine
King Room Spa Bath
2 persons
475 sq. feet 
1 King-size bed
Shower
Coffee machine

Price and Room Availability Calendar

Check availability and prices for your dates now!

Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

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
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Location

45 Pleasant Street, Woodstock, Vermont, United States, VT 05091
Map view
45 Pleasant Street, Woodstock, Vermont, United States, VT 05091
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
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.
Check-in
29Jan2026Select date
Check-out
30Jan2026Select date
Rooms and Guests2 Guests, 1 Room
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