Search Deals on
Cuttyhunk Vacation Packages

Build your package with 2 more options

Cuttyhunk Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
The Attleboro House

The Attleboro House

2.5 out of 5
Price was $1,032, price is now $964 per person
$964
per person
Jun 26 - Jun 29
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.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $1,399, price is now $1,052 per person
$1,052
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Book a stay at this beach motel in Vineyard Haven. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Inkwell Beach and Woods Hole Ferry Terminal are located nearby.
Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was $1,479, price is now $1,215 per person
$1,215
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Stay at this hotel in Oak Bluffs. Enjoy free WiFi, concierge services, and cable TV channels. Popular attractions Inkwell Beach and Circuit Avenue are located nearby.
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $2,178, price is now $1,794 per person
$1,794
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Washington (DCA) 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.
Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
Save 100% on your flight
Price was $3,764, price is now $3,126 per person
$3,126
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Washington (DCA) 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.
Harbor View Hotel

Harbor View Hotel

5 out of 5
Price was $4,307, price is now $3,619 per person
$3,619
per person
Jul 1 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)
Book a stay at this luxury 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 Edgartown Lighthouse are located nearby.
Summercamp

Summercamp

3.5 out of 5
Price was $1,790, price is now $1,541 per person
$1,541
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Book a stay at this beach hotel in Oak Bluffs. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Inkwell Beach and Cottage Museum are located nearby.
The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard

2.5 out of 5
Price was $2,034, price is now $1,770 per person
$1,770
per person
Jul 1 - Jul 4
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)
Book a stay at this golf resort in Oak Bluffs. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Inkwell Beach and Farm Neck Golf Club are located nearby.

Cuttyhunk Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $1,399, price is now $1,052 per person
$1,052
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was $1,479, price is now $1,215 per person
$1,215
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $2,178, price is now $1,794 per person
$1,794
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)
Faraway Martha's Vineyard

Faraway Martha's Vineyard

4 out of 5
Save 100% on your flight
Price was $3,764, price is now $3,126 per person
$3,126
per person
Jun 26 - Jun 29
found 1 day ago
Roundtrip flight included
Washington (DCA) to Vineyard Haven (MVY)

Cuttyhunk Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Vineyard Harbor Motel - Private Beach

Vineyard Harbor Motel - Private Beach

2.5 out of 5
Price was $3,207, price is now $2,379 per person
$2,379
per person
Jul 1 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)
Morgan Hotel

Morgan Hotel

2.5 out of 5
Price was $3,072, price is now $2,518 per person
$2,518
per person
Jul 1 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)
The Franklin Hotel Martha's Vineyard

The Franklin Hotel Martha's Vineyard

2 out of 5
Price was $3,275, price is now $2,727 per person
$2,727
per person
Jul 1 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)
Harbor View Hotel

Harbor View Hotel

5 out of 5
Price was $4,307, price is now $3,619 per person
$3,619
per person
Jul 1 - Jul 6
found 17 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

American Airlines
Sat, Aug 22 - Sat, Aug 29
LGA
LaGuardia
MVY
Martha's Vineyard
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 22 from LaGuardia to Martha's Vineyard, returning Sat, Aug 29, priced at $247 found 1 day ago
JetBlue Airways
Mon, Jul 13 - Tue, Jul 28
JFK
John F. Kennedy Intl.
MVY
Martha's Vineyard
$252 Roundtrip, found 6 days ago
$252
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Mon, Jul 13 from John F. Kennedy Intl. to Martha's Vineyard, returning Tue, Jul 28, priced at $252 found 6 days ago
JetBlue Airways
Wed, Jul 22 - Sat, Jul 25
PHL
Philadelphia Intl.
MVY
Martha's Vineyard
$390 Roundtrip, found 4 days ago
$390
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Wed, Jul 22 from Philadelphia Intl. to Martha's Vineyard, returning Sat, Jul 25, priced at $390 found 4 days ago
American Airlines
Mon, Aug 10 - Tue, Aug 18
CLT
Charlotte-Douglas Intl.
MVY
Martha's Vineyard
$439 Roundtrip, found 14 hours ago
$439
Roundtrip
found 14 hours ago
Select American Airlines flight, departing Mon, Aug 10 from Charlotte-Douglas Intl. to Martha's Vineyard, returning Tue, Aug 18, priced at $439 found 14 hours ago