Cuttyhunk Vacation Packages 2026 from $683

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The Latest Cuttyhunk Vacation Packages

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

Oct 18 - Oct 22
Vineyard Harbor Motel - Private Beach + Flight
Vineyard Haven
4 nights
2.5 star property
9.0/10 - Wonderful (719 reviews)
"Great motel with a private beach next to the Vineyard Haven Marina. 7 min walk from the ferry and downtown shops and restaurants. Room was small but very cute and clean. Chairs and umbrellas on the beach for the guests. Definitely recommend."
Reviewed August 5, 2026
Roundtrip • Atlanta (ATL) - Vineyard Haven (MVY)
ATL - BOS • Nonstop BOS - ATL • 1 stop
~~$838~~
$683
per traveler
found 1 day ago
Vineyard Harbor Motel - Private Beach
Oct 18 - Oct 22
Faraway Martha's Vineyard + Flight
Edgartown
4 nights
4.0 star property
9.0/10 - Wonderful (1,000 reviews)
"We came here on our anniversary and could not have picked a better place. The boutique-yet-full-service hotel is elegant and beautiful, with great taste everywhere and amazing ocean views. The heated (perfect temperature) pool and jacuzzi were a perfect spot to take a break at any time in the day, with relaxing and happy lounge music. Most importantly, the staff is highly well trained, educated, and devoted to service with a smile without the attitude sometimes found in premium hotels..."
Reviewed July 28, 2026
Roundtrip • Atlanta (ATL) - Vineyard Haven (MVY)
ATL - BOS • Nonstop BOS - ATL • 1 stop
~~$1,013~~
$785
per traveler
found 1 day ago
Faraway Martha's Vineyard
Oct 2 - Oct 5
The Franklin Hotel Martha's Vineyard + Flight
Edgartown
3 nights
2.0 star property
9.2/10 - Wonderful (199 reviews)
"Sweet place"
Reviewed July 27, 2026
Roundtrip • Atlanta (ATL) - Vineyard Haven (MVY)
ATL - MVY • 1 stop MVY - ATL • 1 stop
~~$1,708~~
$1,388
per traveler
found 1 day ago
The Franklin Hotel Martha's Vineyard
Oct 18 - Oct 22
The Island Inn on Martha's Vineyard + Flight
Oak Bluffs
4 nights
2.5 star property
8.4/10 - Very Good (43 reviews)
"Proximity to major attractions in area and yet far enough away from all the hustle and bustle."
Reviewed August 5, 2026
Roundtrip • Atlanta (ATL) - Vineyard Haven (MVY)
ATL - BOS • Nonstop BOS - ATL • 1 stop
~~$867~~
$721
per traveler
found 1 day ago
The Island Inn on Martha's Vineyard
Oct 2 - Oct 5
The Richard, The Edgartown Collection + Flight
Edgartown
3 nights
3.5 star property
9.6/10 - Exceptional (193 reviews)
Roundtrip • Atlanta (ATL) - Vineyard Haven (MVY)
ATL - MVY • 1 stop MVY - ATL • 1 stop
~~$2,067~~
$1,733
per traveler
found 1 day ago
The Richard, The Edgartown Collection

Cuttyhunk Hotel Deals

AutoCamp Cape Cod

18.8 mi from Cuttyhunk

"Amazing nature getaway with all amenities! Loved that you there’s bike rental on location and bike path right there. Easy to bike to beaches and even more of cape cod experience sight seeing on the ride. Bike to Main Street la Maison bakery is one of the best! I visit every summer for peace not far from the city. Highly recommend"

$144 nightly

Sep 2 - Sep 3

Total with taxes and fees

Whaler Inn and Suites

16.2 mi from Cuttyhunk

"Nice place to stay! The outside may look like it needs renovation (probably forthcoming), but our room was newly renovated and very nice. They even thoughtfully included built-in charging stations on both nightstands. The rate (through Expedia) was very reasonable, compared to other properties in the area. The breakfast included coffee, several juices, two different cereals, oatmeal, muffins, granola bars, yogurt, and a Belgium waffle machine. Didn't use the indoor pool, but it looked...

$102 nightly

Aug 10 - Aug 11

Total with taxes and fees

Best Western Dartmouth-New Bedford

15.8 mi from Cuttyhunk

"The hotel stayed was marred by a fire on our first night. The room was not accessible for 3-4 hours while the fire was put out. We stayed the second night only to continue to smell smoke even though hydroxyl generators were running during the stay. Both management and corporate customer service refused any refund, discount or voucher."

$99 nightly

Aug 17 - Aug 18

Total with taxes and fees