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Our new Winter Street property, The Sydney, offers a fresh face in Edgartown's architectural landscape with 14 beautifully designed guestrooms. Unwind in the designer lounge, warmed by a stone fireplace after a day immersed in the island's understated beauty. With beautifully appointed accommodations, exceptional amenities, and an enviable location, The Sydney invites you to experience the very best of Edgartown.

Book Now. The Sydney is more than a place to stay—it's where history meets modern comfort. Each room is thoughtfully designed to capture the island's serene beauty and unique character. Experience the enchantment of The Sydney, where every detail is curated to inspire and delight. Join us for a stay that transcends the ordinary, in a setting where every corner tells a story.

View Our Rooms. Plan Your Stay. Enjoy scenic harbor tours, bike trails, paddleboarding, or relaxing nature walks and cultural experiences in Edgartown. Edgartown's vibrant dining scene offers everything from fresh seafood to globally inspired cuisine. The Sydney Hotel.

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