Twin Gables Guest House

Twin Gables Guest House – Historic Elegance in the Heart of Woodstock

Twin Gables Guest House is a newly remodeled boutique bed & breakfast, ideally located on Tinker Street in the heart of Woodstock, within easy walking distance of the Village Green and public transportation.  It’s close to local shops, theaters, numerous art galleries, picturesque hiking and biking trails, and some of the area’s best restaurants & nightlife.

Originally a private residence from the 1880s, Twin Gables Guest House opened as a boutique hotel in 1926 during Woodstock’s emergence as a utopian artists’ haven. Today, our guests enjoy uniquely designed, bright and airy rooms with private en suite bathrooms.  Their experience is enhanced by a daily continental breakfast of fresh fruits and locally sourced baked goods, and a complimentary 24-hour tea & coffee bar in our lovingly restored parlor. Every room features locally made soaps, hand-selected artwork and furnishings.

Our newly renovated Wellness Terrace is an inviting seasonal rooftop space where guests can enjoy a daily yoga practice, salute the sun, sip their morning coffee or watch the sunset with a Mountain View.

You’ll enjoy your stay in our historic Hudson Valley landmark!

Twin Gables Guest House continues to be one of Woodstock’s most charming and culturally rich places to stay. Whether you’re exploring local galleries or unwinding in the seasonal Wellness Terrace, this art-filled guest house delivers a unique blend of creativity, comfort, and community right in the heart of the Hudson Valley.