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From349US$ /night
Check-in
09Dec2025Select date
Check-out
10Dec2025Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

45 Pleasant Street, Woodstock, Vermont, United States, VT 05091
-
Close to the city center
Perfect
9.6
9.9
/10
5.0
/5

Featuring Wi-Fi in public areas, the 3-star Stay At Jimmy'S Woodstock hotel is only 1.3 km from the Collective. The bed & breakfast also includes free private parking.

Location

The centre of Woodstock can be reached within a 10-minute walk. The FH Gillingham & Sons General Store is within a few blocks of this Woodstock hotel, while Lincoln is 82 km away.

The Stay At Jimmy'S Woodstock is also in the vicinity of Killington Mountain. The accommodation lies around 10 minutes' drive from the Mount Tom|Mount Tom.

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

Rooms

The rooms comprise a patio and a seating area complete with an air conditioner, as well as a flat-screen TV with satellite channels. Also, there is an individual safe, tea/coffee making equipment provided. Bathroom amenities include a bidet and a separate toilet, along with comforts such as a hairdryer and bath sheets. They offer views of the garden.

Eat & Drink

Guests can also try nibbles and pastries at the onsite bar. Ramunto's New York Pizza is ideal for tasting American cuisine and is situated a short way from Stay At Jimmy'S hotel.

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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
Shower
Coffee machine
King Room Garden View
2 persons
16 m² 
1 King-size bed
Garden view
Shower
Coffee machine
King Room Spa Bath
2 persons
44 m² 
1 King-size bed
Shower
Coffee machine

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

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

  • 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

Hotel 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
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
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
Woodstock9 min  ·  700 m
Airports
Lebanon Municipal (LEB)37 min  ·  24.4 km
Rutland State (RUT)91 min  ·  60.5 km
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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
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.

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