Vacations Close To Polly Hill Arboretum

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Polly Hill Arboretum Flight + Hotel packages

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Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $1,327, price is now $1,140 per person
$1,140
per person
Sep 28 - Oct 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)

Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
Price was $1,825, price is now $1,515 per person
$1,515
per person
Sep 28 - Oct 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)
I enjoyed my stay in the Chappy House – Room 409, a suite with its on entrance from the outside. It was very well appointed and similar to a spacious one bedroom apartment without the kitchen. Must be capable of maneuvering stone pathways and steps to access it. Very nice for a long-term stay. I’d be interested in purchasing one! (Luxury vinyl plank flooring needs repairing in one hallway spot — barely noticeable.) 🙂

Reviewed on Aug 20, 2026

Harbor View Hotel

Harbor View Hotel

5 out of 5
Price was $2,115, price is now $1,879 per person
$1,879
per person
Sep 28 - Oct 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)

The Coco, The Edgartown Collection

The Coco, The Edgartown Collection

3 out of 5
Price was $1,922, price is now $1,721 per person
$1,721
per person
Sep 28 - Oct 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)

The Richard, The Edgartown Collection

The Richard, The Edgartown Collection

3.5 out of 5
Price was $1,741, price is now $1,564 per person
$1,564
per person
Sep 28 - Oct 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)

The Sydney, The Edgartown Collection

The Sydney, The Edgartown Collection

3.5 out of 5
Price was $1,586, price is now $1,430 per person
$1,430
per person
Sep 28 - Oct 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)
Great boutique hotel right near everything

Reviewed on Aug 28, 2026

The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $1,597, price is now $1,477 per person
$1,477
per person
Sep 28 - Oct 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)

The Edgartown Inn, The Edgartown Collection

The Edgartown Inn, The Edgartown Collection

3.5 out of 5
Price was $1,618, price is now $1,500 per person
$1,500
per person
Sep 28 - Oct 2
found 7 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Vineyard Haven (MVY)
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Reviewed on Aug 27, 2026

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