The Sydney Hotel
Elevate Your Stay
The Sydney: Effortless Comfort in Edgartown’s Most Iconic Setting
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.
Escape to Edgartown
Where History and Island Beauty Come Together at The Sydney
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.
The Area
Explore Martha’s Vineyard’s Best
Martha’s Vineyard offers endless experiences, from South Beach’s pristine sands to Aquinnah’s dramatic cliffs. Visit historic lighthouses like Edgartown Lighthouse or Gay Head Lighthouse, and end your day savoring fresh seafood and local flavors in Edgartown’s vibrant dining scene.
Plan Your Stay
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Explore Beaches
Vineyard beaches deliver an unforgettable experience.
Martha’s Vineyard boasts some of the most stunning beaches in New England. From the soft sands and gentle waves of South Beach to the dramatic cliffs of Aquinnah, the island’s coastline is perfect for soaking in breathtaking ocean views.
Explore Beaches -
Explore Lighthouses
Iconic symbols of our island’s maritime heritage
From the towering Gay Head Lighthouse perched atop Aquinnah’s cliffs to the picturesque Edgartown Lighthouse overlooking the harbor, these beacons offer both history and stunning photo opportunities.
Explore Lighthouses -
Explore Shopping
Boutiques and Local Finds
Stroll through Edgartown’s charming streets to discover unique shops offering handcrafted jewelry, stylish apparel, and perfect souvenirs.
Explore Shopping -
Explore Activities
Adventure Awaits on Land and Sea
Enjoy scenic harbor tours, bike trails, paddleboarding, or relaxing nature walks and cultural experiences in Edgartown.
Explore Activities -
Explore Dining
Edgartown is a food lover’s paradise
Edgartown's vibrant dining scene offers everything from fresh seafood to globally inspired cuisine. Enjoy a waterfront meal at a fine dining restaurant, savor local oysters at a charming bistro, or grab a quick bite at a cozy café.
Explore Dining -
Explore Beaches
Vineyard beaches deliver an unforgettable experience.
Martha’s Vineyard boasts some of the most stunning beaches in New England. From the soft sands and gentle waves of South Beach to the dramatic cliffs of Aquinnah, the island’s coastline is perfect for soaking in breathtaking ocean views.
Explore Beaches -
Explore Lighthouses
Iconic symbols of our island’s maritime heritage
From the towering Gay Head Lighthouse perched atop Aquinnah’s cliffs to the picturesque Edgartown Lighthouse overlooking the harbor, these beacons offer both history and stunning photo opportunities.
Explore Lighthouses -
Explore Shopping
Boutiques and Local Finds
Stroll through Edgartown’s charming streets to discover unique shops offering handcrafted jewelry, stylish apparel, and perfect souvenirs.
Explore Shopping -
Explore Activities
Adventure Awaits on Land and Sea
Enjoy scenic harbor tours, bike trails, paddleboarding, or relaxing nature walks and cultural experiences in Edgartown.
Explore Activities -
Explore Dining
Edgartown is a food lover’s paradise
Edgartown's vibrant dining scene offers everything from fresh seafood to globally inspired cuisine. Enjoy a waterfront meal at a fine dining restaurant, savor local oysters at a charming bistro, or grab a quick bite at a cozy café.
Explore Dining -
Explore Beaches
Vineyard beaches deliver an unforgettable experience.
Martha’s Vineyard boasts some of the most stunning beaches in New England. From the soft sands and gentle waves of South Beach to the dramatic cliffs of Aquinnah, the island’s coastline is perfect for soaking in breathtaking ocean views.
Explore Beaches -
Explore Lighthouses
Iconic symbols of our island’s maritime heritage
From the towering Gay Head Lighthouse perched atop Aquinnah’s cliffs to the picturesque Edgartown Lighthouse overlooking the harbor, these beacons offer both history and stunning photo opportunities.
Explore Lighthouses -
Explore Shopping
Boutiques and Local Finds
Stroll through Edgartown’s charming streets to discover unique shops offering handcrafted jewelry, stylish apparel, and perfect souvenirs.
Explore Shopping -
Explore Activities
Adventure Awaits on Land and Sea
Enjoy scenic harbor tours, bike trails, paddleboarding, or relaxing nature walks and cultural experiences in Edgartown.
Explore Activities -
Explore Dining
Edgartown is a food lover’s paradise
Edgartown's vibrant dining scene offers everything from fresh seafood to globally inspired cuisine. Enjoy a waterfront meal at a fine dining restaurant, savor local oysters at a charming bistro, or grab a quick bite at a cozy café.
Explore Dining