TOP 30 Exclusive inn experience in Bennington, Vermont

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Four Chimneys Inn & Restaurant is a charming Vermont B&B located at 21 West Road in Bennington, United States. Offering an intimate yet grand feel reminiscent of graceful summer homes of the past, our uniquely appointed guest rooms maintain old-world details while providing modern amenities for a comfortable stay. Whether you're looking for a romantic getaway, a sister weekend, or accommodations for business travel, Four Chimneys Inn is the perfect choice. Our inn provides a magical respite from the day-to-day frenzy, making it a longstanding favorite lodging choice for Bennington College families and business travelers alike. With modern amenities and a welcoming atmosphere, it's no wonder that many area HR departments entrust their visiting business travelers and VIPs to our care. Additionally, we now offer an EV charger for our overnight guests, ensuring worry-free travel for those with electric vehicles.

Paradise Inn, located at 141 Main Street in Bennington, Vermont, is perhaps the best hotel in the area according to Frommer's Travel Guide. This family-owned inn offers a peaceful and relaxing atmosphere surrounded by beautiful gardens and lawns, just a short walk from downtown Bennington. With 77 spacious rooms offering a variety of amenities such as in-room saunas, balconies, and patios, Paradise Inn is the perfect lodging choice for a weekend getaway or as a base for exploring Southern Vermont. Free WiFi is available throughout the inn, and complimentary coffee is provided in the lobby.

SOUTH SHIRE, a Little Hotel, is a charming lodging located at 124 Elm Street in Bennington, Vermont, United States. This institution celebrates the romance of the Gilded Age in Southern Vermont, offering guests a unique and intimate experience. Originally built as the private residence of Louis A. Graves and designed by the renowned architect William C. Bull, the South Shire Inn boasts stunning Victorian architecture that reflects the grandeur of the era. With ten-foot ceilings, a mahogany-paneled library, ornate fireplaces, leaded glass pocket doors, and raised plaster moldings, this hotel is a true gem in the Shires of Vermont.