Title: The Best 5 Star Hotels in Chilmark, MA from $157 | Expedia.com [Chilmark Travel Guide](https://expedia.com/Chilmark.dx6135676)[Hotels in Chilmark](https://expedia.com/Chilmark-Hotels.d6135676.Travel-Guide-Hotels)[Vacation Rentals in Chilmark](https://expedia.com/Chilmark-Vacation-Rentals.d6135676.Travel-Guide-VacationRentals)[Flights to Chilmark](https://expedia.com/Cheap-Flights-To-Chilmark.d6135676.Travel-Guide-Flights)[Things to do in Chilmark](https://expedia.com/Things-To-Do-In-Chilmark.d6135676.Travel-Guide-Activities)[Car Rentals in Chilmark](https://expedia.com/Car-Rentals-In-Chilmark.d6135676.Car-Rental-Guide)[Chilmark Vacation Packages](https://expedia.com/Chilmark.d6135676.Destination-Travel-Guides) ![Chilmark Shellfish Department on Martha’s Vineyard](https://images.trvl-media.com/place/6135676/824050a0-a336-4250-9bcd-66c115369156.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6135676/824050a0-a336-4250-9bcd-66c115369156.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Upfront pricing Our total price for your stay includes taxes and fees - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save 10% or more on over 100,000 hotels worldwide with Member Prices [Learn about One Key](https://www.expedia.com/welcome-one-key) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Chilmark 5 Star Hotels Tonight [Mar 20 - Mar 21](https://www.expedia.com/Hotel-Search?regionId=6135676&startDate=2026-03-20&endDate=2026-03-21&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 21 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6135676&startDate=2026-03-21&endDate=2026-03-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6135676&startDate=2026-03-20&endDate=2026-03-22&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6135676&startDate=2026-03-27&endDate=2026-03-29&adults=2&star=50&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chilmark 5-star hotels ![36-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/d518b4f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/fc5aa5e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/7c321ede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Garden view](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/b0e1e614.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Harbor View Hotel [](https://www.expedia.com/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information) Edgartown 8.8/10 Excellent (1,000 reviews) "Clean room, attentive staff, great restaurant that’s easy to walk into, ideal location for walking to town. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sara $243 nightly $271 total Mar 22 - Mar 23 Total with taxes and fees [](https://www.expedia.com/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chilmark-Hotels.s50-0-d6135676.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F5Star-Chilmark-Hotels.s50-0-d6135676.Travel-Guide-Filter-Hotels) ## 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](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/7a38c33e_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Faraway Martha's Vineyard 23 Kelly Street Edgartown MA $288 nightly $322 total Apr 15 - Apr 16 Total with taxes and fees [](https://expedia.com/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![AutoCamp Cape Cod](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/da4b66b1_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### AutoCamp Cape Cod 836 Palmer Avenue Falmouth MA $137 nightly $157 total Apr 5 - Apr 6 Total with taxes and fees 9.4/10 Exceptional! (307 reviews) [](https://expedia.com/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information) ![Vineyard Square Hotel & Suites](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/2026bafa_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Vineyard Square Hotel & Suites 38 North Water Street Edgartown MA [Get rates](https://expedia.com/Hotel-Search?startDate=4%2F3%2F2026&endDate=4%2F4%2F2026&selected=694842&PinnedHotelID=694842&HadPinnedHotel=true®ionId=6135676) [](https://expedia.com/Edgartown-Hotels-Vineyard-Square-Hotel-Suites.h694842.Hotel-Information) Still don't see what you're looking for? [See all properties in Chilmark.](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F21%2F2026&endDate=3%2F22%2F2026®ionId=6135676&star=50) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F21%2F2026&endDate=3%2F22%2F2026®ionId=6135676&star=50&star=50&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F21%2F2026&endDate=3%2F22%2F2026®ionId=6135676&star=50&star=50&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F21%2F2026&endDate=3%2F22%2F2026®ionId=6135676&star=50&star=50&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F21%2F2026&endDate=3%2F22%2F2026®ionId=6135676&star=50&star=50&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=3%2F21%2F2026&endDate=3%2F22%2F2026®ionId=6135676&star=50&star=50&amenities=WATER_PARK) 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](https://www.expedia.com/Hotel-Search?startDate=2026-04-03&endDate=2026-04-04&adults=2®ionId=6135676) ![Chilmark Shellfish Department on Martha’s Vineyard](https://images.trvl-media.com/place/6135676/824050a0-a336-4250-9bcd-66c115369156.jpg?impolicy=fcrop&w=900&h=600&p=1&q=high) ## Top Chilmark Hotel Reviews ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/d518b4f4_y.jpg) ### Harbor View Hotel 10/10 Excellent "Exception staff, Madison was amazing!" [](https://expedia.com/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information) ## 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? > - Search for the lowest price per night from $157 ### What makes a hotel 5 stars in Chilmark? ### Are there any 5-star all-inclusive resorts in Chilmark? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - Other - [Hotels near Chilmark Chocolates ](https://www.expedia.com/Chilmark-Chocolates-Hotels.0-l553248621532666149-0.Travel-Guide-Filter-Hotels) - [Hotels near Lucy Vincent Beach ](https://www.expedia.com/Lucy-Vincent-Beach-Hotels.0-l553248621532666148-0.Travel-Guide-Filter-Hotels) - [Menemsha Hotels ](https://www.expedia.com/Menemsha-Hotels.d6060685.Travel-Guide-Hotels) - [B&B in Menemsha ](https://www.expedia.com/Menemsha-Bed-And-Breakfast.d6060685-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cottages in Menemsha ](https://www.expedia.com/Menemsha-Cottages.d6060685-aaCottages.Travel-Guide-Accommodation) - 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