Title: 4 Stars Hotels in Chilmark, Massachusetts from CA $269 - Find Cheap Chilmark Hotels With 4 Stars | Expedia.ca [Chilmark Travel Guide](https://expedia.ca/Chilmark.dx6135676)[Hotels in Chilmark](https://expedia.ca/Chilmark-Hotels.d6135676.Travel-Guide-Hotels)[Vacation Rentals in Chilmark](https://expedia.ca/Chilmark-Vacation-Rentals.d6135676.Travel-Guide-VacationRentals)[Flights to Chilmark](https://expedia.ca/Cheap-Flights-To-Chilmark.d6135676.Travel-Guide-Flights)[Things to do in Chilmark](https://expedia.ca/Things-To-Do-In-Chilmark.d6135676.Travel-Guide-Activities)[Chilmark Car Rentals](https://expedia.ca/Car-Rentals-In-Chilmark.d6135676.Car-Rental-Guide)[Chilmark Vacation Packages](https://expedia.ca/Chilmark.d6135676.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/92660841fb017fb68076d67660f760a8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Wen C. # 4 Stars Hotels in Chilmark, Massachusetts from CA $269 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](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 [Oct 11 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-10-11&endDate=2025-10-12&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Chilmark 4 Star Hotels ![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3458b4d1.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/ad80c566.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) ![Reception](https://images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3348b4c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### AutoCamp Cape Cod Falmouth 9.4/10 Exceptional (294) "Airstream trailer was efficient and fun, the grounds and clubhouse excellent " CA $188 CA $272 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/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) ![Courtyard](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/cfebdb4e.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) ![Luxury Room, 1 King Bed](https://images.trvl-media.com/lodging/1000000/700000/694900/694842/61153c80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Square Hotel & Suites Edgartown 9.2/10 Wonderful (302) "Great stay" CA $241 CA $269 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Edgartown-Hotels-Vineyard-Square-Hotel-Suites.h694842.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33650000/33643500/33643482/cc0f97f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33650000/33643500/33643482/8b73b221.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33650000/33643500/33643482/5976a9b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33650000/33643500/33643482/b4463db0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Breathtaking Waterviews with Private Beach - Harbour House with AC and Heat Oak Bluffs 10/10 Exceptional (13) "We had a lovely quiet week at Harbour House. It's a very clean well maintained beach house, nothing fancy but it has everything you could possibly need. The owners were easy to contact about any details or concerns. Great sunrise views, several nice walks available from the house, easy driving distance to everything else. It was a big place for just two of us but the location made it worthwhile. We would definitely stay again." [](https://www.expedia.ca/Oak-Bluffs-Hotels-Breathtaking-Waterviews-With-Private-Beach-Harbour-House-With-AC-And-HEAT.h33643482.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/38000000/37010000/37009900/37009839/5ba03a06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/38000000/37010000/37009900/37009839/091e18f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/38000000/37010000/37009900/37009839/w1284h954x0y0-9be17448.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/38000000/37010000/37009900/37009839/c4813cc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### We are back! Exceptional home 3min to bike path,beach,restaurants. Private pool North Falmouth 9.8/10 Exceptional (9) "Very responsive owners. Good location. We enjoyed our time there." [](https://www.expedia.ca/North-Falmouth-Hotels-We-Are-Back-Exceptional-Home-3min-To-Bike-Path.h37009839.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/102000000/101340000/101336000/101335932/w1001h683x0y0-0ff704a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Lanai](https://images.trvl-media.com/lodging/102000000/101340000/101336000/101335932/d2c0b1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Lanai | Private kitchen](https://images.trvl-media.com/lodging/102000000/101340000/101336000/101335932/bc6f98e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Lanai | Living area](https://images.trvl-media.com/lodging/102000000/101340000/101336000/101335932/7e6c99d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cappawack Cottage Mashpee [](https://www.expedia.ca/Mashpee-Hotels-Cappawack-Cottage.h101335932.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/46000000/45530000/45523600/45523577/847e7817.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/46000000/45530000/45523600/45523577/3b1ff10d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/46000000/45530000/45523600/45523577/b7b11b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/46000000/45530000/45523600/45523577/d81f867d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Close to Edgartown Village Center! Edgartown 10/10 Exceptional (2) "This is our 4th year staying at this home and we love it. We will definitely be coming back again next year! It’s clean, convenient and so easy from beginning to end! " [](https://www.expedia.ca/Edgartown-Hotels-Close-To-Edgartown-Village-Center.h45523577.Hotel-Information) ![House, Multiple Beds, Kitchen, Garden View | Living area](https://images.trvl-media.com/lodging/107000000/106020000/106013200/106013173/6edca9d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Kitchen, Garden View | In-room dining](https://images.trvl-media.com/lodging/107000000/106020000/106013200/106013173/604395c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Kitchen, Garden View | Living area](https://images.trvl-media.com/lodging/107000000/106020000/106013200/106013173/a77677da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Kitchen, Garden View | Private kitchen](https://images.trvl-media.com/lodging/107000000/106020000/106013200/106013173/0e17cf61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Endless Summer Hideaway Fells Pond [](https://www.expedia.ca/Mashpee-Hotels-The-Endless-Summer-Hideaway.h106013173.Hotel-Information) ![House, Multiple Beds, Hot Tub, Garden View | Private kitchen](https://images.trvl-media.com/lodging/103000000/102200000/102192300/102192266/3594f989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Hot Tub, Garden View | In-room dining](https://images.trvl-media.com/lodging/103000000/102200000/102192300/102192266/ad1d5a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/103000000/102200000/102192300/102192266/3c99020a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/103000000/102200000/102192300/102192266/c5bd2d90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Falmouth Escape East Falmouth [](https://www.expedia.ca/East-Falmouth-Hotels-Falmouth-Escape.h102192266.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/102000000/101340000/101336100/101336006/305d81f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Balcony | In-room dining](https://images.trvl-media.com/lodging/102000000/101340000/101336100/101336006/38e7670b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101340000/101336100/101336006/fc930e1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Balcony | Private kitchen](https://images.trvl-media.com/lodging/102000000/101340000/101336100/101336006/79c91bae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lookout Point Falmouth Heights [](https://www.expedia.ca/Falmouth-Hotels-Lookout-Point.h101336006.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.ca/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.ca/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/1000000/10000/8600/8504/7b9d68f4_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Harbor View Hotel 131 N Water Street Marthas Vineyard, Edgartown, MA CA $372 CA $440 total Nov 2 - Nov 3 includes taxes & fees 8.8/10 Excellent! (1,001 reviews) [](https://expedia.ca/Edgartown-Hotels-Harbor-View-Hotel.h8504.Hotel-Information) Still don't see what you're looking for? [See all properties in Chilmark.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=6135676&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=6135676&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=6135676&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=6135676&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®ionId=6135676&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=12%2F10%2F2025&endDate=13%2F10%2F2025®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 colours. 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.ca/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26&adults=2®ionId=6135676) ![](https://mediaim.expedia.com/destination/2/92660841fb017fb68076d67660f760a8.jpg?impolicy=fcrop&w=900&h=506&p=1&q=high) Photo by Wen C. ## Top Chilmark Hotel Reviews ![AutoCamp Cape Cod](//images.trvl-media.com/lodging/50000000/49180000/49175900/49175859/3458b4d1_y.jpg) ### AutoCamp Cape Cod 10/10 Excellent "Airstream trailer was efficient and fun, the grounds and clubhouse excellent " [](https://expedia.ca/Falmouth-Hotels-AutoCamp-Cape-Cod.h49175859.Hotel-Information) ## Find out more about Chilmark If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Chilmark are calling your name. Known for providing first-rate service in amazing locations, each of the Chilmark 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Chilmark. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Chilmark, Massachusetts, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Chilmark hotels with 4 Stars provide everything you need to unwind in style. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Chilmark? > To lock in a 4-star hotel in Chilmark that fits your budget, use Expedia's search and sort filters. Check out the available options during your travel dates and use our pricing filter to set your maximum rate. You can also sort your results by the most wallet-friendly escape first. > > > > - Search for the lowest price from CA $440 ### What's the difference between 5-star and 4-star hotels in Chilmark? > Give yourself the luxury treatment during your Chilmark escape by staying at a 4-star hotel. As well as featuring upscale accommodations, these retreats are usually filled with amenities such as large beds, bathrobes and plenty more. A 5-star hotel will go the extra mile to make your trip an even more lavish and special one. Concierge assistance, elegant furnishings and world-class dining are just the start of the superior conveniences and services you'll likely have access to. ### Does Chilmark have any 4-star all-inclusive resorts? > Enjoy a worry-free vacation experience where everything is included in the one upfront rate by using our "All inclusive" filter. Staying within budget is a cinch when your room, food and many activities are already taken care of. After something different? 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