Name: Sea Crest Beach Resort
Price range: CA $595
Rating: 7.8

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Your Chilmark Vacation

With a reputation for its unspoiled nature and spectacular views, Chilmark is a perfect getaway destination. Book one of our Chilmark vacation packages and enjoy all that this fascinating city has to offer. If a sightseeing tour is on the agenda during your trip to Chilmark, look around major attractions like Aquinnah Cliffs, Gay Head Lighthouse and Menemsha Beach. No matter your travel plans or the size of your budget, putting together the ultimate tailored Chilmark vacation is a cinch with Expedia.

Top Chilmark Vacation Deals

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

Morgan Hotel

CA $2,863

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Vineyard Haven (MVY)

8.6/10 Excellent! (226 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

The Franklin Hotel Martha's Vineyard

CA $2,967

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Vineyard Haven (MVY)

9/10 Wonderful! (194 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

CA $3,305

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Vineyard Haven (MVY)

9.6/10 Exceptional! (177 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

Faraway Martha's Vineyard

CA $4,132

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Vineyard Haven (MVY)

9/10 Wonderful! (1,012 reviews)

Quiet stay. Beautiful property. Will be back

Reviewed on Jun 17, 2026

The Edgartown Inn, The Edgartown Collection

CA $4,002

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Vineyard Haven (MVY)

9.8/10 Exceptional! (154 reviews)

Beautiful place! We really enjoyed our stay!

Reviewed on Jun 12, 2026

Chilmark Beach Vacation

Whether you're traveling solo or with the whole gang, it'll be easy to find rest and relaxation on your Chilmark vacation. Search around for shiny rocks and shells or simply sit and watch the sunset. Whatever you choose to do, your trip to Chilmark will certainly be memorable. Lucy Vincent Beach, located 2 kilometres from the town center, is perfect for those after convenience. Many visitors also lock in Chilmark vacation packages closer to Menemsha Beach, another great nearby option.

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Chilmark Hotel Deals

Cozy efficiency apartment/heated pool

Chilmark MA

9.6/10 Exceptional! (21 reviews)

"Ronnie was a great host, enjoyed our time in Chillmark, she has a beautiful gallery as well, recommend staying with her, we will be back !"

Reviewed on Sep 4, 2025

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Iris Hotel Cape Cod

291 Jones Rd Falmouth MA

Fully refundableReserve now, pay when you stay

CA $254

CA $291 total

Jul 26 - Jul 27

includes taxes & fees

8.6/10 Excellent! (268 reviews)

"I did not use the amenities. The breakfast was nice. It was a comfortable, safe, clean place, good value for the dollar."

Reviewed on Jun 23, 2026

Sea Crest Beach Resort

350 Quaker Rd North Falmouth MA

Fully refundableReserve now, pay when you stay

CA $595

CA $762 total

Jul 16 - Jul 17

includes taxes & fees

7.8/10 Good! (329 reviews)

"We had an okay stay overall. The rooms were clean, and the restaurant was excellent. Unfortunately, one day during our visit the property lost power from 9:00 a.m. until 1:00 p.m., which was inconvenient. We stayed after Memorial Day and were disappointed to find that some of the advertised amenities, ..."

Reviewed on Jun 25, 2026

See all 2,263 properties in Chilmark

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.