DestinationWoodstock, VT
Add dates
Guests1

Stay At Jimmy's

Stay At Jimmy's Bed and Breakfast in Woodstock
Stay At Jimmy's Bed and Breakfast in Woodstock
Stay At Jimmy's Bed and Breakfast in Woodstock
Stay At Jimmy's Bed and Breakfast in Woodstock
Stay At Jimmy's Bed and Breakfast in Woodstock
9.7 / 10.0
Outstanding(15 Ratings)

Bed and Breakfast in Woodstock, VT

4-Star Hotel

Reasons to book

Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Great for petsBring all your friends and family, even the furry ones

About this bed and breakfast

Located within 38 km of Killington Mountain and 2.4 km of Mount Tom in Woodstock, Stay At Jimmy's provides accommodation with seating area and a kitchenette. This property offers access to a patio, free private parking and free WiFi.

Amenities

Air conditioner
Pets allowed
Kitchen or Kitchenette
Internet / Wifi
Parking
Balcony or Patio
Hot tub or spa
TV
Wheelchair accessible
Garden

Map of Woodstock, VT

city location on map
pin

Nearby attractions

Montshire Museum of Science
11.5 mi
Search properties near Montshire Museum of Science
Quechee Gorge Bridge
5.2 mi
Search properties near Quechee Gorge Bridge
Saint-Gaudens National Historical Site
11.1 mi
Search properties near Saint-Gaudens National Historical Site
Marsh-Billings-Rockefeller National Historical Park
1.5 mi
Search properties near Marsh-Billings-Rockefeller National Historical Park

Available Rooms

King Room - Disability Access

1 King • 182 ft²

Room
Sleeps 2
You'll be directed to Booking.com for availability & pricing

King Room with Garden View

1 King • 172 ft²

Room
Sleeps 2
You'll be directed to Booking.com for availability & pricing

King Room with Spa Bath

1 King • 473 ft²

Room
Sleeps 2
You'll be directed to Booking.com for availability & pricing
$$$$
booking logo

Ratings and reviews

9.7 / 10.0
Outstanding(15 Ratings)
100% verified reviews
10.0 / 10.0
Apr 2024
My stay was as good as it could have been; I highly recommend Stay at Jimmy's.
My stay at Jimmy's was so lovely! My room was just beautiful - big, light-filled, new, super clean, and extremely comfy, with a great, big rainfall shower. Whoever did the decor really nailed it -- it's somehow modern, rustic and cozy all at once. Staying here felt like an unexpected treat. Both Jimmy and John were friendly and helpful, and clearly treated their guests in a special way. The inn is a short walk outside of the hustle/bustle of downtown Woodstock (which is completely adorable), and it's right across from a lovely park and hiking path. My room had a nice breakfast in it (croissants and muffins, coffee and OJ and water) and I loved that they had real half & half in the wine fridge to use with the Nespresso maker.
I wish I'd had at least one more night there; I would have taken a yoga class with Jimmy, and would have visited the lounge area upstairs -- I'm sure, based on the rest of the inn, that it was super cool.

FAQs

How much does this bed and breakfast cost compared to others in Woodstock?

The average price for a rental in Woodstock is $289 per night. This rental is $100 less expensive than the average.

Is parking included with this bed and breakfast?

Yes, parking is listed as an amenity at Stay At Jimmy's. For more information, we encourage you to contact the property about where to park.

Is there a pool at this bed and breakfast?

We didn’t find pool listed as an amenity for this bed and breakfast. It may be worth double checking if a pool is important for your stay.

Is Stay At Jimmy's pet friendly?

Yes! This bed and breakfast is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at Stay At Jimmy's?

We found 10 amenities for this rental. This includes air conditioner, pets allowed, kitchen or kitchenette, internet / wifi, and parking.

Explore similar vacation rentals in Woodstock

Explore all rentals in Woodstock
Living room, Seating area
8.5 / 10.0
Outstanding(158 Ratings)
The Vesper Woodstock
Bed and Breakfast
 in Woodstock
1 queen bed
Air conditioner · Internet / Wifi · Parking

Indulge in a peaceful retreat at The Vesper Woodstock, our elegant Bed and Breakfast in Woodstock. Enjoy amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal
Family Suite, 2 Bedrooms | Private kitchen | Microwave
9.4 / 10.0
Outstanding(930 Ratings)
506 On the River Inn
Hotel
 in Woodstock
4-star
2 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen or Kitchenette

This inviting Hotel in Woodstock can fit your needs for many types of vacations, at $207 per night.

$$$$
hotelscom logo
View deal
Family Suite, 2 Bedrooms | Private kitchen | Microwave
9.4 / 10.0
Outstanding(914 Ratings)
506 On the River Inn
Hotel
 in Woodstock
4-star
2 queen beds
Garden · Pool · Kitchen or Kitchenette

Business stays, family stays, couples stay, getaway vacation, and rental in Woodstock at 506 On the River Inn for $207 for your next trip.

$$$$
expedia logo
View deal
Start earning One Key rewards
Exterior
9.8 / 10.0
Outstanding(133 Ratings)
Charming Log Cabin Apartment in Woodstock Village
Apartment
 in Woodstock
4 guests · 1 bedroom · 1 bath
Garden · Pool · Kitchen or Kitchenette

When traveling to Woodstock, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $191 per night.

$$$$
vrbo logo
View deal
Nearby landmark, Day, Garden
8.8 / 10.0
Outstanding(143 Ratings)
Woodstock Inn & Resort
Resort
 in Woodstock
1 king bed
Garden · Pool · Pets allowed
Most favorited

Enjoy the best of Woodstock in our Resort, Woodstock Inn & Resort. A stunning property with amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal
Property grounds
8.8 / 10.0
Outstanding(680 Ratings)
The Shire Woodstock
Hotel
 in Woodstock
3-star
2 guests · 1 bedroom · 1 bath
Garden · Air conditioner · Internet / Wifi

This attractive Hotel in Woodstock, $204 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
hotelscom logo
View deal
Property grounds
8.6 / 10.0
Outstanding(680 Ratings)
The Shire Woodstock
Hotel
 in Woodstock
3-star
2 queen beds
Garden · Air conditioner · Internet / Wifi

This Hotel for $204 in Woodstock, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
expedia logo
View deal
Start earning One Key rewards
1 bedroom
10.0 / 10.0
Outstanding(19 Ratings)
Treehouse at Wise Pines- SoBo
Cabin
 in Woodstock
2 guests · 1 bedroom · 1 bath

Soak up the beauty of Woodstock in our Cabin, Treehouse at Wise Pines- SoBo. With a range of amenities such as ;, you'll feel right at home.

$$$$
vrbo logo
View deal
Property building
7.8 / 10.0
Outstanding(317 Ratings)
The Shire Woodstock
Hotel
 in Woodstock
3-star
1 king bed
Garden · Pets allowed · Air conditioner

Looking for the perfect place to call home during your trip to Woodstock? This Hotel offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Pets allowed, and more.

$$$$
booking logo
View deal
Front of property
8.2 / 10.0
Outstanding(110 Ratings)
The Lincoln Inn & Restaurant At The Covered Bridge
Inn
 in Woodstock
2 guests · 1 bedroom · 1 bath
Garden · Air conditioner · Internet / Wifi

Looking to create some memories in Woodstock? Look no further than our Inn, The Lincoln Inn & Restaurant At The Covered Bridge. Enjoy top-rated amenities including Air conditioner, Internet / Wifi and Parking, and more.

$$$$
hotelscom logo
View deal
Front of property
8.2 / 10.0
Outstanding(108 Ratings)
The Lincoln Inn & Restaurant At The Covered Bridge
Inn
 in Woodstock
1 king bed
Garden · Air conditioner · Internet / Wifi
Top rated

Inn in Woodstock, for $195 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
expedia logo
View deal
Start earning One Key rewards
Fridge, microwave, oven, stovetop
10.0 / 10.0
Outstanding(17 Ratings)
Vermont Retreat
Apartment
 in Bridgewater
2 guests · 1 bedroom · 1 bath
Pets allowed · Kitchen or Kitchenette · Air conditioner

Discover the beauty of Woodstock with a stay at Vermont Retreat, a top rated Apartment with amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

$$$$
vrbo logo
View deal
Property building
9.3 / 10.0
Outstanding(152 Ratings)
The Village Inn of Woodstock
Bed and Breakfast
 in Woodstock
1 sofa bed, 1 queen bed
Garden · Kitchen or Kitchenette · Air conditioner

Bed and Breakfast in Woodstock, for $189 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
booking logo
View deal
Economy Room | Individually decorated, individually furnished, free WiFi, bed sheets
9.6 / 10.0
Outstanding(12 Ratings)
The Vesper
Bed and Breakfast
 in Woodstock
2 guests · 1 bedroom · 1 bath
Air conditioner · Internet / Wifi · Parking

Bed and Breakfast in Woodstock, for $186 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
hotelscom logo
View deal
Economy Room | Individually decorated, individually furnished, free WiFi, bed sheets
9.6 / 10.0
Outstanding(12 Ratings)
The Vesper
Bed and Breakfast
 in Woodstock
1 queen bed
Air conditioner · Internet / Wifi · Parking

This Bed and Breakfast for $186 in Woodstock, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

$$$$
expedia logo
View deal
Start earning One Key rewards
Exterior
10.0 / 10.0
Outstanding(5 Ratings)
Treehouse at Wise Pines- NoBo
Cabin
 in Woodstock
2 guests · 1 bedroom · 1 bath
Internet / Wifi

This Cabin in Woodstock, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

$$$$
vrbo logo
View deal
Property view
9.5 / 10.0
Outstanding(15 Ratings)
The Woodstocker B&B
Bed and Breakfast
 in Woodstock
1 king bed
Garden · Kitchen or Kitchenette · Air conditioner

Looking to create some memories in Woodstock? Look no further than our Bed and Breakfast, The Woodstocker B&B. Enjoy top-rated amenities including Air conditioner, Fireplace and Internet / Wifi, and more.

$$$$
booking logo
View deal

Woodstock travel inspiration

Read our blog
Guides
The Best New England Glamping Destinations
Guides
Where to Go Glamping in New York State: 6 Best Destinations
Guides
The Ultimate U.S. Bucket List: Top Activities in Every State
Guides
Why You Should Visit Vermont for a Unique Fall Foliage Experience

Keep exploring