Martha's Vineyard, MassachusettsEdgartown
The Sydney
Playful coastal inn
Edgartown Martha's Vineyard, Massachusetts
Opened
2015
Price
$$$
Rated for
Design Heritage LocalOutside the door
The house
The Edgartown CollectionPlayful coastal inn
A Victorian captain's house stands beside a shingled annex, gathering guests around an open courtyard with fire pits.
What it’s good at
Listed
Bicycles and backpack beach chairs ready for exploring historic Edgartown village lanes.
What they say
Michelin Selected
Michelin
The newer building contains 14 rooms, decorated in a colorful contemporary style with just the right amount of Victorian influence — they feel like nothing else on the island, but they still feel like they belong.
Right in the middle
Well-located: walkable to some things, a short ride to more.
Lighthouse Beach and the harbor are a short stroll away, just past the galleries and shops of downtown Edgartown.
The rooms
Rooms take a bright turn with bold striped rugs, floral blinds, and artfully mismatched wallpapers.
At the table
Breakfast brings fresh-baked scones and quiche beside tall windows, and L'Étoile serves island shellfish in the Captain's House.
How it began

The main house was built in 1892 for whaling captain Charles William Fisher, and takes its name from the owners' daughter.
The app
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Our shorthand
How we rate hotels.
The medals
Gold
Extremely rare. Sets the global standard.
Silver
Brilliant execution. And we’re picky.
Bronze
They did this well. You’ll notice.
Listed
A defining trait. Makes the hotel what it is.
The eight vibes
Design
Built around a vision. Even the door handles have a designer.
Luxe
Cared for at every turn. The bath is drawn before you ask.
Local
It could only be here. You wake up knowing where you are.
Social
Where the city goes out. The bar is full and the night is young.
Heritage
A building with a story. Once a palace, a monastery, a station.
Wellness
You leave feeling new. Rest, sweat, soak and sleep like a stone.
Classic
The city grew up with it. Same rituals, same regulars, same bar.
Resort
A world of its own. Something to do from breakfast to nightcap.
The scene
Lively
Where things happen: restaurants, shops, people.
Central
Well-located: walkable to some things, a short ride to more.
Quiet
Away from the crowds. Getting around takes intention.
Secluded
A place apart: the property is the destination.