Stay At Jimmy's

We brought our 2 dogs to Stay at Jimmy's in January and could not be happier with our experience. Our room was cozy but spacious and fully stocked with delicious treats. Jimmy was very hospitable and made a point to greet us and ensure we had everything we needed. It is also a great location and very walkable to the main streets of Woodstock. We will definitely be back!

Our stay at Stay at Jimmy’s was absolutely wonderful. The room was beautifully well-appointed with thoughtful touches throughout, and the bed was incredibly comfortable — truly one of the best nights of sleep we’ve had while traveling. We loved the attention to detail, from the cozy setup to the yummy snacks that made us feel instantly at home. And the owner on site was genuinely kind and helpful, offering great local insight and making sure everything was perfect. A lovely place to stay — comfortable, welcoming, and clearly run with care. We’d happily return!

The whole place has just a really cool vibe. The room decor is tastefully done, and they have thought of everything. John and Jimmy are friendly and accommodating. The baked goods, coffee, snacks are wonderful. We were welcomed by John, and he later joined us for great conversation on the lovely porch. Forgot a pair of earrings that were promptly mailed home for us. Walkable to everything Woodstock.

We had a lovely stay in Woodstock at Stay at Jimmy's in the Fall! The room was clean and comfortable (especially the soaking tub!) and our hosts were in contact with us throughout our stay. The drinks, snacks, and croissants were plentiful. Our room had a dedicated entrance so we could come and go easily, and we were right downtown, which was great for exploring and heading out for dinner and drinks. We appreciated that the property is adults only and were excited to learn that pets are welcome. We'll keep Stay at Jimmy's on our list for a future VT trip and plan to take our pup next time!

We highly recommend Stay at Jimmy’s! My wife and I loved bed and the room. It is spacious and really nicely designed. The numerous muffins and croissants and Peet’s coffee in our room for breakfast were delicious. A short walk to all the activities in the center of Woodstock. We’ll be back!!