Name: Sea Crest Beach Resort
Price range: CA $527
Rating: 7.8

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.

The Franklin Hotel Martha's Vineyard

CA $1,981

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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

Harbor View Hotel

CA $3,684

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Vineyard Haven (MVY)

8.8/10 Excellent! (1,000 reviews)

Property was Beautiful. Only downside was there is no Elevator in the area we stayed which was a pain being on 3rd floor with a baby/carrage etc. My fault for not checking ahead of time but other than that the place was great. Close walking distance to downtown Edgartown. Staff was very friendly and accomodating.

Reviewed on Jun 24, 2026

Summercamp

CA $2,495

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Vineyard Haven (MVY)

9.4/10 Exceptional! (1,000 reviews)

Friendly, helpful staff. Clean room — very bright and pleasant but a bit small for two people to share. They sell snacks and a few breakfast items, but not full service. Excellent location facing the harbor and a quick 5-minute walk to the main shopping area with shops, ferries, and restaurants.

Reviewed on Jun 26, 2026

Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel

CA $2,342

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) 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

The Island Inn on Martha's Vineyard

CA $2,262

per person

Aug 21 - Aug 24

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Vineyard Haven (MVY)

8.2/10 Very good! (34 reviews)

We enjoyed our stay. One odd thing was the porch light stayed on all night, so it was kind of strange that you couldn’t shut if off and it glared in the window. The staff were very welcoming and helpful. It’s a good place to take family as it has tennis courts, an outdoor pool and a golf course. Rooms are nice and newly renovated.

Reviewed on May 23, 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.

Ready to book your vacation to Chilmark?

Choose your dates

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

Get rates

Iris Hotel Cape Cod

291 Jones Rd Falmouth MA

Fully refundableReserve now, pay when you stay

CA $305

CA $350 total

Jun 29 - Jun 30

includes taxes & fees

8.6/10 Excellent! (270 reviews)

"Restroom is dark and water stains are present all through the room."

Reviewed on Jun 26, 2026

Sea Crest Beach Resort

350 Quaker Rd North Falmouth MA

Fully refundableReserve now, pay when you stay

CA $527

CA $684 total

Jun 29 - Jun 30

includes taxes & fees

7.8/10 Good! (330 reviews)

"Lovely property on the beach which was fantastic and why we choose to visit Staff was very courteous and professional. The toilet seats in our one bedroom suite were old and stained. They can easily be replaced. The light fixture in one bathroom was falling apart also an easy fix that won't cost ..."

Reviewed on Jun 26, 2026

See all 2,275 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.