Title: Book the Best BEACH RESORTS in Chilmark, MA - Chilmark Hotels on the Beach| Expedia.ca [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)[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. # Find beach hotels in Chilmark, MA - ![](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 Beach Hotel Tonight [Nov 3 - Nov 4](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-11-03&endDate=2025-11-04&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Tomorrow [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-11-04&endDate=2025-11-05&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6135676&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=BEACH&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&travelerType=beach) ## Top Chilmark Beach Hotel ![Terrace/patio](https://images.trvl-media.com/lodging/75000000/74240000/74236600/74236556/f5d6be43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74236600/74236556/b0097cf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74240000/74236600/74236556/84e17be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74240000/74236600/74236556/f0089596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger. Chilmark 10/10 Exceptional (57) "The photo says it all.Thank you Christian." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Beth G. [](https://www.expedia.ca/Chilmark-Hotels-Secluded-Guest-House-Overlooking-Menemsha-Pond-Dogs-Welcome.h74236556.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/26b3697a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/d2ce477c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/2b11a64d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/aa7789bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome. Chilmark 10/10 Exceptional (26) "I enjoyed my stay! The deck and views are gorgeous, and the home is very comfortable with everything you may need—great location with my favorite lobster sandwich close by. I hope to be back next year!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Nancy D. [](https://www.expedia.ca/Chilmark-Hotels-Menemsha-Pond-Views-Access-Mid-Century-Renovated-Beach-House-Dogs-Welcome.h74236409.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/70000000/69210000/69206600/69206534/a7337fcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69210000/69206600/69206534/12b12e6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/70000000/69210000/69206600/69206534/c1d04f62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/70000000/69210000/69206600/69206534/74a2ccfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy efficiency apartment/heated pool Chilmark 9.6/10 Exceptional (21) "This is a great little place to stay in Chilmark for a couple. Ronni was responsive and helpful when we needed it. The pool area was nice to lounge in. We'd stay here again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Carolyn R. [](https://www.expedia.ca/Chilmark-Hotels-Cozy-Efficiency-Apartmentheated-Pool.h69206534.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21710000/21702000/21701992/5e059438.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21710000/21702000/21701992/3d355d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/22000000/21710000/21702000/21701992/5b086e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/22000000/21710000/21702000/21701992/e3aa09f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Iconic Mid-Century Home with Gorgeous Ocean Views, Private Pool & Decks Chilmark 8.6/10 Excellent (24) "This place was amazing! We can’t want to come back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike N. [](https://www.expedia.ca/Chilmark-Hotels-Iconic-Mid-Century-Home-With-Gorgeous-Ocean-Views.h21701992.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/40000000/39960000/39956600/39956527/1adf97a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/40000000/39960000/39956600/39956527/0f1d33f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/40000000/39960000/39956600/39956527/dbfaee09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/40000000/39960000/39956600/39956527/8a3738be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bright and cozy menemsha cottage Chilmark 10/10 Exceptional (5) "Peaceful location near conservation trail and a short drive to Lucy Vincent and the Chilmark Store. Clean, spacious and comfortable for our family of six adults. The owner mailed the key and information about the house ahead of our stay, which was helpful. Highly recommended!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rachel B. [](https://www.expedia.ca/Chilmark-Hotels-Airey-Two-Bedroom-Menemsha-Cottage.h39956527.Hotel-Information) 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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-17&endDate=2025-11-18®ionId=6135676&adults=2&travelerType=beach&sort=RECOMMENDED&openPlayBack=true) ## Top Chilmark Hotel Reviews ![Summercamp](//images.trvl-media.com/lodging/11000000/10060000/10058600/10058501/4ff1c19a_y.jpg) ### Summercamp 10/10 Excellent "Amazing staff and I love the complementary coffee experience " [](https://expedia.ca/Oak-Bluffs-Hotels-Summercamp.h10058501.Hotel-Information) ![Hampton Inn by Hilton New Bedford/Fairhaven](//images.trvl-media.com/lodging/1000000/60000/55000/54948/647c4f15_y.jpg) ### Hampton Inn by Hilton New Bedford/Fairhaven 10/10 Excellent "Courteous staff clean room great stay " [](https://expedia.ca/Fairhaven-Hotels-Hampton-Inn-By-Hilton-New-BedfordFairhaven.h54948.Hotel-Information) ![Mansion House Inn And Spa](//images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b_y.jpg) ### Mansion House Inn And Spa 10/10 Excellent "Never got a chance to use the hot tub. The view was fantastic from the roof top. One stayed one night while visiting my son." [](https://expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Admiralty Inn & Suites - a Red Collection Hotel](//images.trvl-media.com/lodging/2000000/1280000/1279900/1279850/64d1c0e2_y.jpg) ### Admiralty Inn & Suites - a Red Collection Hotel 10/10 Excellent "Appreciated the exit to parking from room for easy handicap access; also boiled eggs." [](https://expedia.ca/Falmouth-Hotels-Admiralty-Inn-Suites.h1279850.Hotel-Information) ![Iris Hotel Cape Cod ](//images.trvl-media.com/lodging/1000000/20000/12000/11989/63513190_y.jpg) ### Iris Hotel Cape Cod 10/10 Excellent "beautiful location, hotel has been painstakingly remodeled and it's gorgeous, feels very ski-lodge elegant. Lots of parking onsite, room was immaculately clean, breakfast was great. Front desk staff very responsive and friendly. 10 out of 10 and if I could do more, I would. Wonderful stay and would definitely recommend/stay again." [](https://expedia.ca/Falmouth-Hotels-Hotel-Cape-Cod.h11989.Hotel-Information) ![The Coonamessett](//images.trvl-media.com/lodging/7000000/6600000/6591200/6591194/4add9b13_y.jpg) ### The Coonamessett 10/10 Excellent "Clean room, comfy bed, excellent breakfast choices, convenient free parking-highly recommend!" [](https://expedia.ca/Falmouth-Hotels-The-Coonamessett.h6591194.Hotel-Information) ![Falmouth Inn](//images.trvl-media.com/lodging/1000000/900000/893200/893142/a26689a2_y.jpg) ### Falmouth Inn 10/10 Excellent "I liked my stay here. It was simple to set everything up and simple to make use of the room and facilities. Enjoyed that they had a nice Italian/Brazilian restaurant attached! Service was always pleasant, amenities were good. They easily met my request for a room on the ground floor. I've stayed at the Cape before at different places and this was definitely one of the best." [](https://expedia.ca/Falmouth-Hotels-Falmouth-Inn.h893142.Hotel-Information) ![Faraway Martha's Vineyard](//images.trvl-media.com/lodging/1000000/70000/65700/65623/10e4fb42_y.jpg) ### Faraway Martha's Vineyard 10/10 Excellent "Off season, quiet and serene. Staff was friendly and helpful. Very nice vibe. Will definitely return :)" [](https://expedia.ca/Edgartown-Hotels-Faraway-Marthas-Vineyard.h65623.Hotel-Information) ![Inn on the Square](//images.trvl-media.com/lodging/1000000/10000/10000/9953/27ed2889_y.jpg) ### Inn on the Square 10/10 Excellent "Very pleased with everything I " [](https://expedia.ca/Falmouth-Hotels-Inn-On-The-Square.h9953.Hotel-Information) ## Frequently asked questions ### What is Chilmark like for travelers who love the beach? > Discover your ideal place to stay in Chilmark, which has a lot to offer the traveler looking for a beach getaway. ### When's the best time for a beach vacation in Chilmark? > Plan your trip to the beach with a look at weather throughout the year in Chilmark: The hottest months are usually August and July with an average temp of 68°F, while the coldest months are February and January with an average of 38°F. Average annual precipitation for Chilmark is 50 inches. ### What is there to see and do around Chilmark? > After arriving and checking into your hotel, you'll probably want to explore your surroundings. Beach lovers can head straight to Stonewall Beach or Squibnocket Beach for some quality time by the water. Discover a variety of local attractions, which include Menemsha Beach and Lucy Vincent Beach. For even more to see and do, pay a visit to Chilmark Town Hall or Chilmark Public Library. ### What's the best way to get to my beach hotel in Chilmark? > Here's some information to help you get to and around your beach accommodation in Chilmark more easily: Make your way to Chilmark with a flight to Vineyard Haven, MA (MVY-Martha's Vineyard), the closest major airport which is located 7.6 mi (12.2 km) from the city center. 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[Book Beach Hotel in Chilmark on Expedia.com](https://www.expedia.com/Chilmark-Hotels-Beach-Hotel.0-0-d6135676-tBeachHotel.Travel-Guide-Filter-Hotels)