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Stay At Jimmy's — Hotel in Woodstock

Name
Stay At Jimmy's
Description
Nearby attractions
East End Park
217-03 Maxham Meadow Way, Woodstock, VT 05091
Billings Farm & Museum
69 Old River Rd, Woodstock, VT 05091
Marsh-Billings-Rockefeller National Historical Park
69 Old River Rd, Woodstock, VT 05091
Collective the Art of Craft
46 Central St, Woodstock, VT 05091
New England Falconry
4148 Hartland Hill Rd, Woodstock, VT 05091
Norman Williams Public Library
10 The Grn, Woodstock, VT 05091
Woodstock History Center
26 Elm St, Woodstock, VT 05091
The Green
Woodstock Village Historic District, 36 River St, Woodstock, VT 05091
Historic Middle Covered Bridge
Mountain Ave, Woodstock, VT 05091
Nearby restaurants
The Vic Tavern at the Village Inn
41 Pleasant St, Woodstock, VT 05091
Ranch Camp Woodstock
431 Woodstock Rd, Woodstock, VT 05091
Amato's Xpress
66 Pleasant St Route 4, Woodstock, VT 05091
The village inn restaurant
41 Pleasant St, Woodstock, VT 05091, United States
Ottauquechee Yacht Club
21710 Maxham Meadow Way, Woodstock, VT 05091
Santé
61 Central St, Woodstock, VT 05091
Mangalitsa
61 Central St, Woodstock, VT 05091, United States
Dr. Coburn’s Tonic
3 Elm St, Woodstock, VT 05091
Pizza Chef of Woodstock
450 Woodstock Rd, Woodstock, VT 05091, United States
The Prince & The Pauper Restaurant
24 Elm St, Woodstock, VT 05091
Nearby hotels
The Shire Woodstock
46 Pleasant St, Woodstock, VT 05091
The Vesper Woodstock
21 Pleasant St, Woodstock, VT 05091
Woodstock Inn & Resort
14 The Grn, Woodstock, VT 05091
The Spa at the Woodstock Inn & Resort
14 The Grn, Woodstock, VT 05091
Related posts
Keywords
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Stay At Jimmy's things to do, attractions, restaurants, events info and trip planning
Stay At Jimmy's
United StatesVermontWoodstockStay At Jimmy's

Basic Info

Stay At Jimmy's

45 Pleasant St, Woodstock, VT 05091
5.0(139)
hotel-provider
hotel-provider
hotel-provider
See all
prices

Ratings & Description

Info

attractions: East End Park, Billings Farm & Museum, Marsh-Billings-Rockefeller National Historical Park, Collective the Art of Craft, New England Falconry, Norman Williams Public Library, Woodstock History Center, The Green, Historic Middle Covered Bridge, restaurants: The Vic Tavern at the Village Inn, Ranch Camp Woodstock, Amato's Xpress, The village inn restaurant, Ottauquechee Yacht Club, Santé, Mangalitsa, Dr. Coburn’s Tonic, Pizza Chef of Woodstock, The Prince & The Pauper Restaurant
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Phone
(802) 255-2450
Website
stayatjimmys.com

Plan your stay

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Reviews

Nearby attractions of Stay At Jimmy's

East End Park

Billings Farm & Museum

Marsh-Billings-Rockefeller National Historical Park

Collective the Art of Craft

New England Falconry

Norman Williams Public Library

Woodstock History Center

The Green

Historic Middle Covered Bridge

East End Park

East End Park

4.9

(23)

Open until 12:00 AM
Click for details
Billings Farm & Museum

Billings Farm & Museum

4.6

(703)

Open 24 hours
Click for details
Marsh-Billings-Rockefeller National Historical Park

Marsh-Billings-Rockefeller National Historical Park

4.7

(400)

Open 24 hours
Click for details
Collective the Art of Craft

Collective the Art of Craft

4.6

(14)

Open 24 hours
Click for details

Things to do nearby

Make pasta with award-winning chef
Make pasta with award-winning chef
Sat, Dec 13 • 6:00 PM
Bridgewater, Vermont, 05035
View details
Cook a fresh seafood stew with a New England chef
Cook a fresh seafood stew with a New England chef
Wed, Dec 10 • 6:30 PM
Bridgewater, Vermont, 05035, United States
View details

Nearby restaurants of Stay At Jimmy's

The Vic Tavern at the Village Inn

Ranch Camp Woodstock

Amato's Xpress

The village inn restaurant

Ottauquechee Yacht Club

Santé

Mangalitsa

Dr. Coburn’s Tonic

Pizza Chef of Woodstock

The Prince & The Pauper Restaurant

The Vic Tavern at the Village Inn

The Vic Tavern at the Village Inn

4.5

(37)

$$

Click for details
Ranch Camp Woodstock

Ranch Camp Woodstock

4.2

(54)

Click for details
Amato's Xpress

Amato's Xpress

3.8

(36)

$

Click for details
The village inn restaurant

The village inn restaurant

5.0

(1)

Click for details
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Reviews of Stay At Jimmy's

5.0
(139)
avatar
5.0
28w

"Come as guests, and leave as friends." If I were to give Stay at Jimmy's a motto, this would be it. My wife and I spent a weekend in Woodstock to see the sights, do some shopping, and taste the local cuisine. Jimmy's charming home is ideally located, close to everything you'll want to see and experience. There's even a park across the road, leading you along the river. It's a bird watchers dream!

If you're into staying at cookie cutter, run of the mill motels, Jimmy's is NOT the place for you. But if you'd like to indulge yourself in a unique and quirky environment, painted with vibrant colors and decorated with mostly modern art, you've come to the right place. We stayed in the 177 sq ft CHILL-room, and chill we did! It happened to be Eurovision Song Contest day, and thanks to the included Apple TV we were able to watch the show from our comfy bed on a huge SONY flat screen TV (one of 2 TV's in the room). Bring your login info if you wish to take advantage of your streaming services. Otherwise, just watch YouTube or read that book you never finished.

While we were watching, we were sampling the freshly baked goods that were waiting for us in the room. Those were included in the rate, as were all the provided drinks, fruit, candy bars, snacks, and even cereal. Around the corner from our room there was an even greater display of snacks and stuff, should our supply run out. Apart from the potato chips it's all pretty sweet, so you may want to bring something hearty too. Coffee came from a Keurig machine in the room, and as decaf drinkers who tend to get short-changed, we appreciated the many decaf cups.

The bathroom and shower were sparkling clean (as were the rest of the accommodations), and our host had gone above and beyond to give us everything a guest could possibly wish for, including a rain shower I never knew I always wanted. By the way, there's also a lovely yoga/pilates/workout room on the premises. If that's your thing, you can book sessions with Jimmy himself who's also an instructor.

Speaking of Jimmy, he couldn't be more welcoming and personable. You'll get what I mean once you meet him. I think he was born to run a B & B.

Now that you've come to the end of my review, you may wonder if I got paid to be this positive. The answer is NO. I've traveled the world and have stayed at many, many places. I know when I've discovered a hidden gem. Stay at Jimmy's is one of those gems, and I dare you to find out for yourself why what I've written is true, and why so many guests have left a...

   Read more
avatar
5.0
1y

Wonderful stay in Woodstock at Stay at Jimmy’s! Thank YOU!

We spent a fun and relaxing 3 days in the “Relax” suite with our sweet husky. Hosts Jimmy and John were kind, caring, accommodating and made sure our stay was perfect!

The rooms were comfortable and clean with stunning eclectic art. We loved the muffins, croissants and breads upon arrival and the stocked fridge with waters and counter with coffees. They even had a mat with food and water bowls for our pooch.

The tub in the bathroom!!! Ahhh mazing! Oh - and the bath products from Whisper Hill? Loved them so much we stopped at their shop to purchase shampoos, lotions and more!

Location couldn’t be better! We did several hikes nearby. Mt Peg was walkable from Jimmy’s and we also did Faulkner trail at sunrise - both well kept trails with beautiful views and great for hiking with pups!

Dinner options are limited on Mondays and Tuesdays in Woodstock (along with “mud” and “stick” season being in November), but we did have a wonderful dinner Monday night at the 506 Bistro nearby.

Be sure to do yoga with Jimmy while you are there! My husband and I did the Yin Yoga when we arrived and it was a perfect way to wind down after a road trip. I did the Inferno Hot Pilates the next morning - a kick butt workout and fun!!!

Highly recommend! Our dog Halo loved it just as much…. maybe even more - she got to meet the “house” dogs Matilda and Conrad (she’s bummed Mabel, the cat, didn’t make an appearance...

   Read more
avatar
5.0
13w

We have just met a friend in Woodstock and needed restful rooms in a congenial setting. What luck! Inside this charming village house is a brand-new, smart and well equipped interior. Jimmy and John are considerate hosts who built comfort and some urban flair into the spotless cheerful rooms. No worries you won’t find a hair dryer or iron or A/C. Each room’s kitchenette, bath, lav and tv are up to the moment. Modcoms in the right places, like touchscreen de-mist with cool-to-warm lighting settings on the bath mirror. The ample beds are comfortable with wall-mounted tables. Our fridge was stocked with juice, water, chocolate. Pastry including croissants awaited under glass. Not forgotten were an extra blanket in the dresser, Pete’s for the Keurig, tableware for a light meal, board games, good bath products, adjustable room lighting, even a lint roller for sweaters and rack for outdoor shoes. Outside a common area kitchenette is the landscaped and shaded wraparound porch for gathering. There is a yoga room, and all levels of classes with Jimmy can be reserved. We were lucky to meet the sweet resident pets. We were in Relax, a suite with jetted tub, large shower, sitting room and mini-kitchen/entryway. Our friend had Hangout, everything in one big room with nice shower and lav. We all had a very nice stay and look forward to...

   Read more
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Posts

Paul StrikwerdaPaul Strikwerda
"Come as guests, and leave as friends." If I were to give Stay at Jimmy's a motto, this would be it. My wife and I spent a weekend in Woodstock to see the sights, do some shopping, and taste the local cuisine. Jimmy's charming home is ideally located, close to everything you'll want to see and experience. There's even a park across the road, leading you along the river. It's a bird watchers dream! If you're into staying at cookie cutter, run of the mill motels, Jimmy's is NOT the place for you. But if you'd like to indulge yourself in a unique and quirky environment, painted with vibrant colors and decorated with mostly modern art, you've come to the right place. We stayed in the 177 sq ft CHILL-room, and chill we did! It happened to be Eurovision Song Contest day, and thanks to the included Apple TV we were able to watch the show from our comfy bed on a huge SONY flat screen TV (one of 2 TV's in the room). Bring your login info if you wish to take advantage of your streaming services. Otherwise, just watch YouTube or read that book you never finished. While we were watching, we were sampling the freshly baked goods that were waiting for us in the room. Those were included in the rate, as were all the provided drinks, fruit, candy bars, snacks, and even cereal. Around the corner from our room there was an even greater display of snacks and stuff, should our supply run out. Apart from the potato chips it's all pretty sweet, so you may want to bring something hearty too. Coffee came from a Keurig machine in the room, and as decaf drinkers who tend to get short-changed, we appreciated the many decaf cups. The bathroom and shower were sparkling clean (as were the rest of the accommodations), and our host had gone above and beyond to give us everything a guest could possibly wish for, including a rain shower I never knew I always wanted. By the way, there's also a lovely yoga/pilates/workout room on the premises. If that's your thing, you can book sessions with Jimmy himself who's also an instructor. Speaking of Jimmy, he couldn't be more welcoming and personable. You'll get what I mean once you meet him. I think he was born to run a B & B. Now that you've come to the end of my review, you may wonder if I got paid to be this positive. The answer is NO. I've traveled the world and have stayed at many, many places. I know when I've discovered a hidden gem. Stay at Jimmy's is one of those gems, and I dare you to find out for yourself why what I've written is true, and why so many guests have left a 5-star rating.
Darlene Woodward (Pet Photographer)Darlene Woodward (Pet Photographer)
Wonderful stay in Woodstock at Stay at Jimmy’s! Thank YOU! We spent a fun and relaxing 3 days in the “Relax” suite with our sweet husky. Hosts Jimmy and John were kind, caring, accommodating and made sure our stay was perfect! The rooms were comfortable and clean with stunning eclectic art. We loved the muffins, croissants and breads upon arrival and the stocked fridge with waters and counter with coffees. They even had a mat with food and water bowls for our pooch. The tub in the bathroom!!! Ahhh mazing! Oh - and the bath products from Whisper Hill? Loved them so much we stopped at their shop to purchase shampoos, lotions and more! Location couldn’t be better! We did several hikes nearby. Mt Peg was walkable from Jimmy’s and we also did Faulkner trail at sunrise - both well kept trails with beautiful views and great for hiking with pups! Dinner options are limited on Mondays and Tuesdays in Woodstock (along with “mud” and “stick” season being in November), but we did have a wonderful dinner Monday night at the 506 Bistro nearby. Be sure to do yoga with Jimmy while you are there! My husband and I did the Yin Yoga when we arrived and it was a perfect way to wind down after a road trip. I did the Inferno Hot Pilates the next morning - a kick butt workout and fun!!! Highly recommend! Our dog Halo loved it just as much…. maybe even more - she got to meet the “house” dogs Matilda and Conrad (she’s bummed Mabel, the cat, didn’t make an appearance -next time!)
Heather DawoodHeather Dawood
Stay At Jimmy’s is a modern, boutique B&b (lower case intentional) in the heart of Woodstock, VT. The owners, John and Jimmy, have created a hip space with a lot of character, charm and top notch amenities to provide guests with a personalized experience. Upon arrival, it immediately felt like we were visiting old friends. John and Jimmy are warm, friendly and gracious hosts. Conrad and Matilda are the resident dogs who made friends with our doodles straight away. My husband, our two dogs and I were visiting Vermont for the eclipse and planned to stay one night. We were so happy Stay-ing At Jimmy’s that we extended our time to three nights. That also meant we had the opportunity to swap rooms and enjoy the uniqueness of both spaces. Each room has its own style and personality and we really admire the interior design choices. In the mornings we enjoyed coffee on the big wrap front porch, in the afternoons we went for hikes just across the street in East End Park, we strolled to the lovely bistros with outdoor seating that welcome the dogs, and we explored the shops. We walked to the market to pick up wine and food for a charcuterie, which we enjoyed by the outdoor fire, right off of the back deck. I had planned to book time in the fitness studio with Jimmy, but saved that for our next visit. Yes, we’ve already rebooked.
See more posts
See more posts
hotel
Find your stay

Pet-friendly Hotels in Woodstock

Find a cozy hotel nearby and make it a full experience.

"Come as guests, and leave as friends." If I were to give Stay at Jimmy's a motto, this would be it. My wife and I spent a weekend in Woodstock to see the sights, do some shopping, and taste the local cuisine. Jimmy's charming home is ideally located, close to everything you'll want to see and experience. There's even a park across the road, leading you along the river. It's a bird watchers dream! If you're into staying at cookie cutter, run of the mill motels, Jimmy's is NOT the place for you. But if you'd like to indulge yourself in a unique and quirky environment, painted with vibrant colors and decorated with mostly modern art, you've come to the right place. We stayed in the 177 sq ft CHILL-room, and chill we did! It happened to be Eurovision Song Contest day, and thanks to the included Apple TV we were able to watch the show from our comfy bed on a huge SONY flat screen TV (one of 2 TV's in the room). Bring your login info if you wish to take advantage of your streaming services. Otherwise, just watch YouTube or read that book you never finished. While we were watching, we were sampling the freshly baked goods that were waiting for us in the room. Those were included in the rate, as were all the provided drinks, fruit, candy bars, snacks, and even cereal. Around the corner from our room there was an even greater display of snacks and stuff, should our supply run out. Apart from the potato chips it's all pretty sweet, so you may want to bring something hearty too. Coffee came from a Keurig machine in the room, and as decaf drinkers who tend to get short-changed, we appreciated the many decaf cups. The bathroom and shower were sparkling clean (as were the rest of the accommodations), and our host had gone above and beyond to give us everything a guest could possibly wish for, including a rain shower I never knew I always wanted. By the way, there's also a lovely yoga/pilates/workout room on the premises. If that's your thing, you can book sessions with Jimmy himself who's also an instructor. Speaking of Jimmy, he couldn't be more welcoming and personable. You'll get what I mean once you meet him. I think he was born to run a B & B. Now that you've come to the end of my review, you may wonder if I got paid to be this positive. The answer is NO. I've traveled the world and have stayed at many, many places. I know when I've discovered a hidden gem. Stay at Jimmy's is one of those gems, and I dare you to find out for yourself why what I've written is true, and why so many guests have left a 5-star rating.
Paul Strikwerda

Paul Strikwerda

hotel
Find your stay

Affordable Hotels in Woodstock

Find a cozy hotel nearby and make it a full experience.

Get the Appoverlay
Get the AppOne tap to find yournext favorite spots!
Wonderful stay in Woodstock at Stay at Jimmy’s! Thank YOU! We spent a fun and relaxing 3 days in the “Relax” suite with our sweet husky. Hosts Jimmy and John were kind, caring, accommodating and made sure our stay was perfect! The rooms were comfortable and clean with stunning eclectic art. We loved the muffins, croissants and breads upon arrival and the stocked fridge with waters and counter with coffees. They even had a mat with food and water bowls for our pooch. The tub in the bathroom!!! Ahhh mazing! Oh - and the bath products from Whisper Hill? Loved them so much we stopped at their shop to purchase shampoos, lotions and more! Location couldn’t be better! We did several hikes nearby. Mt Peg was walkable from Jimmy’s and we also did Faulkner trail at sunrise - both well kept trails with beautiful views and great for hiking with pups! Dinner options are limited on Mondays and Tuesdays in Woodstock (along with “mud” and “stick” season being in November), but we did have a wonderful dinner Monday night at the 506 Bistro nearby. Be sure to do yoga with Jimmy while you are there! My husband and I did the Yin Yoga when we arrived and it was a perfect way to wind down after a road trip. I did the Inferno Hot Pilates the next morning - a kick butt workout and fun!!! Highly recommend! Our dog Halo loved it just as much…. maybe even more - she got to meet the “house” dogs Matilda and Conrad (she’s bummed Mabel, the cat, didn’t make an appearance -next time!)
Darlene Woodward (Pet Photographer)

Darlene Woodward (Pet Photographer)

hotel
Find your stay

The Coolest Hotels You Haven't Heard Of (Yet)

Find a cozy hotel nearby and make it a full experience.

hotel
Find your stay

Trending Stays Worth the Hype in Woodstock

Find a cozy hotel nearby and make it a full experience.

Stay At Jimmy’s is a modern, boutique B&b (lower case intentional) in the heart of Woodstock, VT. The owners, John and Jimmy, have created a hip space with a lot of character, charm and top notch amenities to provide guests with a personalized experience. Upon arrival, it immediately felt like we were visiting old friends. John and Jimmy are warm, friendly and gracious hosts. Conrad and Matilda are the resident dogs who made friends with our doodles straight away. My husband, our two dogs and I were visiting Vermont for the eclipse and planned to stay one night. We were so happy Stay-ing At Jimmy’s that we extended our time to three nights. That also meant we had the opportunity to swap rooms and enjoy the uniqueness of both spaces. Each room has its own style and personality and we really admire the interior design choices. In the mornings we enjoyed coffee on the big wrap front porch, in the afternoons we went for hikes just across the street in East End Park, we strolled to the lovely bistros with outdoor seating that welcome the dogs, and we explored the shops. We walked to the market to pick up wine and food for a charcuterie, which we enjoyed by the outdoor fire, right off of the back deck. I had planned to book time in the fitness studio with Jimmy, but saved that for our next visit. Yes, we’ve already rebooked.
Heather Dawood

Heather Dawood

See more posts
See more posts