Search Deals onCuttyhunk Vacation Packages
Cuttyhunk Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

The Attleboro House
Price was $915, price is now $857 per person
$857
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Stay at this hotel in Oak Bluffs. Enjoy free WiFi, housekeeping, and air conditioning. Popular attractions Inkwell Beach and Cottage Museum are located nearby.
The property sits where all the action is. The room is very clean however the bed mattress gave us severe back problems. The mattress needs to be change because we were stuck in the middle like a taco. The host flipped it but the mattresses needed to be replaced. The property is straight to the point with needing somewhere to sleep and bathe and the host was lovely but to save my back maybe not.
Reviewed on Jul 16, 2026

The Coco, The Edgartown Collection
Save 100% on your flight
Price was $1,965, price is now $1,716 per person
$1,716
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Stay at this inn in Edgartown. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.

The Sydney, The Edgartown Collection
Price was $1,568, price is now $1,375 per person
$1,375
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
Great boutique hotel right near everything
Reviewed on Aug 28, 2026

The Richard, The Edgartown Collection
Price was $1,478, price is now $1,297 per person
$1,297
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.

The Franklin Hotel Martha's Vineyard
Price was $1,443, price is now $1,336 per person
$1,336
per person
Nov 6 - Nov 9
found 17 hours ago
Roundtrip non-stop flight included
Baltimore (BWI) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free WiFi, free parking, and cable TV channels. Popular attractions Inkwell Beach and Edgartown Public Library are located nearby.
Great place to stay. Very nice and private room. We stayed in room 19 and it had a private patio with a kitchenette in our room. Place was easy to find and had plenty of parking. Would recommend again
Reviewed on Aug 25, 2026

Faraway Martha's Vineyard
Price was $1,330, price is now $1,238 per person
$1,238
per person
Oct 25 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Vineyard Haven (MVY)
Book a stay at this business-friendly hotel in Edgartown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
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

The Christopher, The Edgartown Collection
Price was $1,462, price is now $1,363 per person
$1,363
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Stay at this B&B in Edgartown. Enjoy free breakfast, free WiFi, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.

The Edgartown Inn, The Edgartown Collection
Price was $1,208, price is now $1,127 per person
$1,127
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Stay at this hotel in Edgartown. Enjoy free breakfast, free WiFi, and concierge services. Our guests praise the helpful staff in our reviews. Popular attractions Inkwell Beach and Vincent House Museum are located nearby.
G
Reviewed on Aug 27, 2026
Cuttyhunk Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Cuttyhunk Vacation Packages 5-7 Night Stays
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