Cuttyhunk Vacation Packages for 2025
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Cuttyhunk Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Morgan Hotel
Price was $1,401, price is now $1,207 per person
$1,207
per person
Oct 16 - Oct 20
found 17 hours ago
Roundtrip flight included
New York (NYC) 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 Christopher, The Edgartown Collection
Price was $2,044, price is now $1,618 per person
$1,618
per person
Oct 16 - Oct 20
found 17 hours ago
Roundtrip flight included
New York (NYC) to Vineyard Haven (MVY)
Stay at this 3-star 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.
Faraway Martha's Vineyard
Price was $1,770, price is now $1,505 per person
$1,505
per person
Oct 16 - Oct 20
found 17 hours ago
Roundtrip flight included
New York (NYC) to Vineyard Haven (MVY)
Stay at this 3.5-star 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 Old Whaling Church are located nearby.
The Sydney, The Edgartown Collection
Price was $1,899, price is now $1,618 per person
$1,618
per person
Oct 16 - Oct 20
found 17 hours ago
Roundtrip flight included
New York (NYC) to Vineyard Haven (MVY)
Stay at this 3.5-star 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.
Harbor View Hotel
Price was $1,876, price is now $1,673 per person
$1,673
per person
Oct 16 - Oct 20
found 17 hours ago
Roundtrip flight included
New York (NYC) to Vineyard Haven (MVY)
Stay at this 5-star 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.
The Island Inn on Martha's Vineyard
Price was $1,504, price is now $1,380 per person
$1,380
per person
Oct 16 - Oct 20
found 17 hours ago
Roundtrip flight included
New York (NYC) 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.
Top Hotel Deals
Atlantic Beach Hotel Newport
28 Aquidneck Ave, Middletown, RI
30.62 km from city center
Stay at this 3.5-star beach hotel in Middletown. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
Wyndham Newport Hotel
240 Aquidneck Avenue, Middletown, RI
30.67 km from city center
Stay at this 4-star business-friendly hotel in Middletown. Enjoy free parking, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and ...
Falmouth Inn
824 Main Street, Route 28, Falmouth, MA
31.02 km from city center
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Newport Beach Hotel & Suites
1 Wave Avenue, Middletown, RI
30.69 km from city center
Stay at this 3.5-star business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and a rooftop terrace. Our guests praise the helpful staff and ...
Iris Hotel Cape Cod
291 Jones Rd, Falmouth, MA
30.79 km from city center
Stay at this 3-star business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
Inn on the Square
40 North Main Street, Falmouth, MA
29.62 km from city center
Stay at this 3.5-star hotel in Falmouth. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
Vineyard Harbor Motel - Private Beach
60 Beach Road, Vineyard Haven, MA
27.77 km from city center
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 ...
Seaport Resort & Marina
110 Middle St, Fairhaven, MA
24.47 km from city center
Book a stay at this business-friendly hotel in Fairhaven. Enjoy free parking, a marina, and a 24-hour front desk. Our guests praise the helpful staff and the ...
Falmouth Tides
267 Clinton Ave, Falmouth, MA
30.07 km from city center
Book a stay at this beach motel in Falmouth. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff and the clean rooms in our ...
New Bedford Harbor Hotel, Ascend Hotel Collection
222 Union St, New Bedford, MA
23.54 km from city center
Stay at this 3-star business-friendly hotel in New Bedford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
AutoCamp Cape Cod
836 Palmer Avenue, Falmouth, MA
30.28 km from city center
Stay at this 4-star holiday park in Falmouth. Enjoy free WiFi, free parking, and free bicycles on site. Our guests praise the helpful staff in our reviews. Popular ...
Whaler Inn and Suites
500 Hathaway Rd, New Bedford, MA
26.06 km from city center
Stay at this hotel in New Bedford. Enjoy free breakfast, free parking, and a conference center. Popular attractions New Bedford Seastreak Ferry Terminal and ...
The East Island Reserve Hotel
985 East Main Road, Middletown, RI
31 km from city center
Stay at this 3.5-star hotel in Middletown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Flight Deals
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Sun, Sep 28 - Thu, Oct 2
BOS
Logan Intl.
MVY
Martha's Vineyard
$87 Roundtrip, found 15 hours ago
$87
Roundtrip
found 15 hours ago
Sun, Sep 28 - Thu, Oct 2
BOS
Logan Intl.
MVY
Martha's Vineyard
$137 Roundtrip, found 15 hours ago
$137
Roundtrip
found 15 hours ago
Thu, Sep 25 - Wed, Oct 1
BOS
Logan Intl.
MVY
Martha's Vineyard
$169 Roundtrip, found 3 days ago
$169
Roundtrip
found 3 days ago
Sun, Sep 28 - Thu, Oct 2
BOS
Logan Intl.
MVY
Martha's Vineyard
$254 Roundtrip, found 15 hours ago
$254
Roundtrip
found 15 hours ago