Traveling to Woodstock, NY, with your dog doesn't mean compromising on where you sleep. Two standout pet-friendly hotels-The Herwood Inn and Woodstock Way Hotel-both score a Superb guest rating (91 and 94 out of 100) and sit minutes from Tinker Street's galleries and cafes. The Herwood Inn, a 10-room inn with garden views, offers private entrances, kitchenettes, and a hot tub on a sun terrace. Woodstock Way Hotel, set right in the center, pairs rooms and cabins with private outdoor areas, Brooklinen® bedding, and free bikes for exploring the area with your pup.
Budget-wise, these are mid-range options: expect to pay $150-$250 per night depending on the season, with free parking and WiFi included at both properties. The Herwood Inn is steps from Varga Gallery and offers a minimarket and live music on weekends-ideal for couples who want a quiet, artsy base. Woodstock Way Hotel adds a restaurant, bar, and saltwater pool, making it a better pick for families or anyone wanting more on-site amenities. For the most dog-friendly experience, book a cabin at Woodstock Way to have your own outdoor space, and ask about pet policies when reserving-both hotels allow dogs but may charge a small fee.