A dock with boats, a small wooden structure, and a forested shoreline.

Find 5 Star Hotels in Chilmark, MA from $104

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Check availability on Chilmark 5 Star Hotels

Tonight
Sep 24 - Sep 25
Tomorrow
Sep 25 - Sep 26
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Chilmark 5-star hotels

A spacious living area with a dining table, sofas, and a view of the sea.
A spacious living room with a fireplace, comfortable seating, and a staircase leading to another area.
A deck with a wicker sofa, a table with a bottle of champagne, and a tray of snacks.
A resort with a swimming pool, outdoor seating, and a view of the lake.

1. Harbor View Hotel

Harbor View Hotel
Edgartown
United States
Eryn
$263 nightly
$294 total
Oct 25 - Oct 26
Total with taxes and fees
Harbor View Hotel
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Chilmark.
Faraway Martha's Vineyard

Faraway Martha's Vineyard

23 Kelly Street Edgartown MA
$298 nightly
$333 total
Oct 25 - Oct 26
Total with taxes and fees
9/10 Wonderful! (1,000 reviews)
Faraway Martha's Vineyard
AutoCamp Cape Cod

AutoCamp Cape Cod

836 Palmer Avenue Falmouth MA
$104 nightly
$104 total
Oct 25 - Oct 26
Total with taxes and fees
9.2/10 Wonderful! (403 reviews)
AutoCamp Cape Cod
Vineyard Square Hotel & Suites

Vineyard Square Hotel & Suites

38 North Water Street Edgartown MA
$275 nightly
$307 total
Oct 13 - Oct 14
Total with taxes and fees
9.2/10 Wonderful! (326 reviews)
Vineyard Square Hotel & Suites
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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.

Learn more about Chilmark

Menemsha Beach offers spectacular sunsets where locals and visitors gather with picnic dinners to watch the sky change colors. Hike the scenic trails at Waskosim's Rock Reservation or visit nearby Martha's Vineyard for charming shops and restaurants.

See all hotels in Chilmark
A dock with boats, a small wooden structure, and a forested shoreline.

Top Chilmark Hotel Reviews

Harbor View Hotel

Harbor View Hotel

10/10 Excellent
"We always enjoy our stays at the Harbor View. The rooms are terrific and beautifully appointed, and the staff is consistently helpful and friendly. The front veranda, with its sweeping views of Edgartown Lighthouse, the Atlantic Ocean, and Chappaquiddick, is truly delightful. The on-site Bettini Restaurant is another fabulous amenity—convenient, inviting, and absolutely delicious. You simply can’t go wrong booking a stay at the Harbor View!"
Stephanie 5-night trip
Posted 8 days ago
Harbor View Hotel

Find out more about Chilmark

Ready for an incredible adventure? Add further enjoyment on your next trip to Chilmark by treating yourself to the best of the best when it comes to accommodation. It's an ideal fusion. After all, you love the finer things in life, both at home and when you book a getaway. You'll join the multitudes of vacationers who have made Chilmark so popular in the last year. There's no reason to delay a getaway to Chilmark any longer. You can also expect excellent customer service from these hotels, so get ready to kick back and indulge. Our 5-star hotels in Chilmark are the perfect places to relax in during your next escape. You deserve an outstanding getaway.

Get a Great Deal on 5-Star Hotels in Chilmark

You'll have a fantastic time at one of these 5-star hotels. High-end restaurants, concierges, and in-room spa sessions are all at the ready. You're sure to find exactly the accommodation you need. You'll also enjoy a high standard of care and meticulous guest relations, so get ready to kick back and indulge. How do you want to relax? A concierge to help you make reservations at that outstanding restaurant? A full-body massage to help your cares fall away? Fluffy down pillows, lip-smacking main courses, and even spectacular views...these hotels have it all. Don't want to take our word for it? Explore our listings and pick the perfect accommodation for your needs.

But you aren't going to spend your entire vacation in your room, of course. We've got you covered. From doing a bit of shopping to embracing the great outdoors, you'll never be bored on this retreat. No matter what's on your agenda, the 5-star hotels in Chilmark are waiting for you to rest up after a busy day.

Make Your Escape

The results are in, and Chilmark 5-star hotels are the place to be when you book your next vacation. If you've been dreaming about a vacation set here, then go ahead and book it. Expedia can help you land a great deal on accommodation. It's time to plan your next great escape. Decide on one of our Chilmark 5-star hotels today and soothe yourself in luxe surroundings tomorrow.

Frequently asked questions

How much does it cost to stay in a 5-star hotel in Chilmark?
You'll find several pricing options for a 5-star hotel in Chilmark on Expedia. The amount you pay will depend on when you travel, trip length and other factors. Compare available properties for your desired dates and use our pricing and other filters to lock in the perfect upscale stay.
  • Search for the lowest price per night from $104
What makes a hotel 5 stars in Chilmark?
Flawless guest service is the defining feature of every 5-star hotel in Chilmark. From the second you arrive, staff attend to your every need, whether answering room service calls 24/7 or providing a turn-down service. Also, hotels have to offer top-rate conveniences to qualify for a 5-star rating. These can include luxury bathrobes, on-site spa facilities, swimming pools, fine dining restaurants and knowledgeable concierge.
Are there any 5-star all-inclusive resorts in Chilmark?
Our filters are the easiest way to find exactly what you want. Select "All inclusive" and "5-star" to show the most luxurious properties in Chilmark where your meals, accommodations, entertainment and activities are included in the price. At these stays, your vacation is pure indulgence from the moment you arrive.

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