Name: Inn on the Square
Price range: $241 total
Rating: 8.8

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The Latest Cuttyhunk vacation packages

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

Vineyard Harbor Motel - Private Beach

Save 100% on your flight

$684

per person

Jul 28 - Jul 31

found 12 hours ago

Roundtrip flight included

New York (LGA) to Vineyard Haven (MVY)

9/10 Wonderful! (642 reviews)

Loved it Spencer is absolutely amazing. All the staff were. We will be back.

Reviewed on Jun 18, 2026

The Franklin Hotel Martha's Vineyard

Save 100% on your flight

$1,676

per person

Aug 17 - Aug 20

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)

9.2/10 Wonderful! (193 reviews)

Was upstairs attic type bedroom But small and very clean. Excellent shower. Issue was when we went out the first night for a wedding and returned the dirt to the building was locked. Had received no indication how to open it. When I called they answered right away and was fine. Didn’t see anyone at reception the 3 days 2 nights i was there

Reviewed on Jun 7, 2026

The Richard, The Edgartown Collection

$1,323

per person

Aug 17 - Aug 20

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)

9.6/10 Exceptional! (175 reviews)

Expensive room but not sure how it compares to the area pricing. Also, VERY narrow stairway and no elevator. This would be challenging for elderly people. We were fine but it could be tricky.

Reviewed on Jun 12, 2026

Morgan Hotel

$2,101

per person

Jul 23 - Jul 27

found 5 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)

8.6/10 Excellent! (224 reviews)

I have stayed here four times and the rooms are always clean, comfortable and well maintained. The location is excellent and on street parking is available.

Reviewed on Jun 11, 2026

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

$2,246

per person

Jul 23 - Jul 27

found 5 hours ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Vineyard Haven (MVY)

8.4/10 Very Good! (614 reviews)

Helpfull and kind staff. The property however lacks adequate wastebins.

Reviewed on May 26, 2026

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Cuttyhunk Hotel Deals

Vineyard Harbor Motel - Private Beach

60 Beach Road Vineyard Haven MA

$257 nightly

$287 total

Jul 20 - Jul 21

Total with taxes and fees

9/10 Wonderful! (649 reviews)

"This place was way overpriced. The room did have a bed and the smallest shower I have ever seen. I think they’re trying but clearly not hard enough. The private beach is right along side the cruise ship. It was really a disappointing stay."

Reviewed on Jun 19, 2026

AutoCamp Cape Cod

836 Palmer Avenue Falmouth MA

$184 nightly

$211 total

Jun 22 - Jun 23

Total with taxes and fees

9.4/10 Exceptional! (345 reviews)

"We love auto camp and go twice a year.."

Reviewed on Jun 20, 2026

Inn on the Square

40 North Main Street Falmouth MA

Fully refundableReserve now, pay when you stay

$211 nightly

$241 total

Jun 30 - Jul 1

Total with taxes and fees

8.8/10 Excellent! (1,002 reviews)

"Didn’t have best experience here. As an older woman traveling alone, they placed me in the cottage which was in the back of the parking lot, somewhat isolated, dingy, dark, musty, dusty and had approx 10 steep steps I had to drag my luggage up. The door and walls were thin. The handle lock didn’t ..."

Reviewed on Jun 21, 2026

See all 1,211 properties in Cuttyhunk

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.