About This Bed and Breakfast
Twin Gables of Woodstock, a bed and breakfast located in Woodstock, New York, sits in the heart of downtown, offering easy access to local shops, restaurants, and cultural attractions. This historic 100-year-old rooming house has been beautifully updated while maintaining its bohemian charm. Visitors can enjoy the Friday afternoon drum circle, explore the nearby Museum and galleries, or visit popular spots like The Pub, Pearl Moon, Small Talk, and The Colony. The property features a rooftop deck and screened-in gazebo for guest enjoyment.
Atmosphere
The inn exudes a perfect blend of bohemian charm and sophisticated comfort, with original artwork and vintage furnishings throughout. A painted portrait of Jimi Hendrix in the common room pays homage to Woodstock’s musical legacy. People who visit this bed and breakfast consistently note the warm, homey environment. Despite its central location, visitors mention that the house remains surprisingly quiet. The common room offers games and a welcoming space for guests to gather, creating a social yet peaceful environment.
Cleanliness
Visitors consistently praise the impeccable maintenance of the property. The rooms are described as luxurious and comfortable, featuring tasteful decor and high-quality bedding. The bathrooms are noted as newly remodeled, spacious, and spotless, with fresh towels. Special touches like snack baskets add to the comfortable experience. Guests particularly appreciate the modern amenities seamlessly integrated into the historic setting.
Breakfast
The continental breakfast receives positive reviews for its thoughtfully curated selections from local bakeries. Guests enjoy a variety of options including fresh croissants, muffins, yogurt, granola, fresh fruit, and hard-boiled eggs. A 24-hour coffee station with K-cups and various milk options is available. The breakfast is served in a charming communal kitchen from 8:00 to 10:30 AM, where visitors can either socialize or enjoy a quiet morning meal.

