Title: The Best 4 Star Hotels in Chilmark, MA from $149 | 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 4 Star Hotels Tonight [Apr 1 - Apr 2](https://www.expedia.com/Hotel-Search?regionId=6135676&startDate=2026-04-01&endDate=2026-04-02&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Apr 2 - Apr 3](https://www.expedia.com/Hotel-Search?regionId=6135676&startDate=2026-04-02&endDate=2026-04-03&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Apr 3 - Apr 5](https://www.expedia.com/Hotel-Search?regionId=6135676&startDate=2026-04-03&endDate=2026-04-05&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 10 - Apr 12](https://www.expedia.com/Hotel-Search?regionId=6135676&startDate=2026-04-10&endDate=2026-04-12&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Chilmark 4-star hotels ![Egyptian cotton sheets, premium bedding, pillowtop beds, desk](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/7a38c33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Balcony view](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/f32ad30c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Serves lunch and dinner](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/e4e4c240.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/70000/65700/65623/8d3c3c7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Faraway Martha's Vineyard [](https://www.expedia.com/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) Edgartown 9.0/10 Wonderful (1,000 reviews) "Very cozy comfortable hotel!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Holly $269 nightly $301 total May 3 - May 4 Total with taxes and fees [](https://www.expedia.com/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/da4b66b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/de3c9577.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/4fad7438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/e5c83a0c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AutoCamp Cape Cod [](https://www.expedia.com/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information) Falmouth 9.4/10 Exceptional (309 reviews) "Conveniently Located near restaurants & shops!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Randolph $130 nightly $149 total Apr 21 - Apr 22 Total with taxes and fees [](https://www.expedia.com/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information) ![Front of property - evening/night](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/2026bafa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Room, 1 King Bed | Iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/61153c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/8851b067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/df7034df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Square Hotel & Suites [](https://www.expedia.com/Edgartown-Hotels-Vineyard-Square-Hotel-Suites.h694842.Hotel-Information) Edgartown 9.2/10 Wonderful (310 reviews) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Peggy Thielen [](https://www.expedia.com/Edgartown-Hotels-Vineyard-Square-Hotel-Suites.h694842.Hotel-Information) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94361700/94361651/dc17202e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94361700/94361651/2212a9dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94361700/94361651/abbdd5d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94361700/94361651/818d06cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 5 Mi to Mashpee Commons: Coastal Mashpee Condo [](https://www.expedia.com/Mashpee-Hotels-Cape-Cod-Condo-2-Mi-To-South-Cape-Beach.h94361651.Hotel-Information) New Seabury [](https://www.expedia.com/Mashpee-Hotels-Cape-Cod-Condo-2-Mi-To-South-Cape-Beach.h94361651.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101340000/101336000/101335932/dba9ae71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Lanai | Living area | 42-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/102000000/101340000/101336000/101335932/00fcb7c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Lanai | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101340000/101336000/101335932/5ebc273b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Lanai | Property grounds](https://images.trvl-media.com/lodging/102000000/101340000/101336000/101335932/c14265c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cappawack Cottage [](https://www.expedia.com/Mashpee-Hotels-Cappawack-Cottage.h101335932.Hotel-Information) Johns Pond [](https://www.expedia.com/Mashpee-Hotels-Cappawack-Cottage.h101335932.Hotel-Information) ![Apartment (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94370000/94364900/94364870/8ea1496d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364900/94364870/5a5bb215.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364900/94364870/0a3b0e4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Apartment (2 Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94370000/94364900/94364870/0f715c40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean View + Beach Access: Cape Cod Townhome [](https://www.expedia.com/Mashpee-Hotels-Cape-Cod-Casa-Wocean-View-Pvt-Beach-Access.h94364870.Hotel-Information) New Seabury [](https://www.expedia.com/Mashpee-Hotels-Cape-Cod-Casa-Wocean-View-Pvt-Beach-Access.h94364870.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106020000/106013200/106013173/5e89519d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Kitchen, Garden View | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106020000/106013200/106013173/9ab2aca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Kitchen, Garden View | Living area | TV](https://images.trvl-media.com/lodging/107000000/106020000/106013200/106013173/6edca9d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106020000/106013200/106013173/e3cb1026.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Endless Summer Hideaway [](https://www.expedia.com/Mashpee-Hotels-The-Endless-Summer-Hideaway.h106013173.Hotel-Information) New Seabury [](https://www.expedia.com/Mashpee-Hotels-The-Endless-Summer-Hideaway.h106013173.Hotel-Information) ![House, Multiple Beds, Hot Tub, Garden View | Living area | 50-inch flat-screen TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/103000000/102200000/102192300/102192266/ba232fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Hot Tub, Garden View | 4 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/103000000/102200000/102192300/102192266/a1ddd2a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102200000/102192300/102192266/133de06f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Hot Tub, Garden View | Living area | 50-inch flat-screen TV with cable channels, TV, fireplace](https://images.trvl-media.com/lodging/103000000/102200000/102192300/102192266/1d9acbe0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Falmouth Escape [](https://www.expedia.com/East-Falmouth-Hotels-Falmouth-Escape.h102192266.Hotel-Information) East Falmouth [](https://www.expedia.com/East-Falmouth-Hotels-Falmouth-Escape.h102192266.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%2F4Star-Chilmark-Hotels.s40-0-d6135676.Travel-Guide-Filter-Hotels)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Chilmark-Hotels.s40-0-d6135676.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Chilmark. ![Harbor View Hotel](https://images.trvl-media.com/lodging/1000000/10000/8600/8504/d518b4f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Harbor View Hotel 131 N Water Street Marthas Vineyard Edgartown MA $287 nightly $320 total Apr 19 - Apr 20 Total with taxes and fees 8.8/10 Excellent! (1,000 reviews) [](https://expedia.com/Edgartown-Hotels-Harbor-View-Hotel.h8504.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=4%2F3%2F2026&endDate=4%2F4%2F2026®ionId=6135676&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=4%2F3%2F2026&endDate=4%2F4%2F2026®ionId=6135676&star=40&star=40&amenities=POOL)[Spa](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=4%2F3%2F2026&endDate=4%2F4%2F2026®ionId=6135676&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=4%2F3%2F2026&endDate=4%2F4%2F2026®ionId=6135676&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=4%2F3%2F2026&endDate=4%2F4%2F2026®ionId=6135676&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=4%2F3%2F2026&endDate=4%2F4%2F2026®ionId=6135676&star=40&star=40&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=2026-04-16&endDate=2026-04-17&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 ## Find out more about Chilmark ## Chilmark Four Star Hotel Information When you need to book a room with luxurious amazing amenities and the best rates, the 4 star hotels in Chilmark, Massachusetts are incredible options. Known for their extra perks, first-rate service, and fantastic locations, each of the Chilmark 4 star hotels offers the ultimate experience for globe-trotting travelers. Relax in your expertly designed room. Kick back with around-the-clock room service. Get a good night’s sleep with the ultra-plush bedding, and freshen up in the morning with designer-inspired body products. It’s all available when you stay at one of the top book a four star hotels in Chilmark. What’s more, thanks to Expedia you might even score a cheap great deal on a 4 star hotel in Chilmark, Massachusetts, areas near the hottest attractions, so you can plan a sightseeing adventure and take advantage of unbeatable discounts in one fell swoop. Whether you’re putting together a serene getaway or want to revel in the most vibrant entertainment district, 4 star Chilmark hotels offer everything your heart desires. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Chilmark? > - Search for the lowest price from $320 ### What's the difference between 5-star and 4-star hotels in Chilmark? ### Does Chilmark have any 4-star all-inclusive resorts? ## 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) - 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