Title: The 10 Best Hotels Near Chilmark Chocolates, Chilmark from CA $206 | Expedia.ca [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 Chocolates Car Rentals](https://expedia.ca/Car-Rentals-In-Chilmark-Chocolates.d553248621532666149.Car-Rental-Guide)[Chilmark Chocolates Vacations](https://expedia.ca/Chilmark-Chocolates-Chilmark.d553248621532666149.Vacation-Attraction) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 prices for these dates Tonight [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=553248621532666149&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=553248621532666149&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=553248621532666149&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248621532666149&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Recommended Price (low to high) Distance Star rating ## Our top choices for Chilmark Chocolates hotels ![View from property](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/e86ce24b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/04588712.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite, 1 King Bed with Sofa bed](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/0cb6b6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/3000000/2190000/2182100/2182094/2385000d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mansion House Inn And Spa [](https://www.expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) 17.3 km from Chilmark Chocolates 9.4/10 Exceptional (1,000 reviews) "My favorite place to stay on the Island! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $238 CA $286 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Vineyard-Haven-Hotels-Mansion-House-Inn-And-Spa.h2182094.Hotel-Information) ![Courtyard view](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/71c0b2e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach View Room with Deck Access | Beach/ocean view](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/cc53a1c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Courtyard](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/6bd7fc20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/61000000/60390000/60384600/60384563/afa8a7f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vineyard Harbor Motel - Private Beach [](https://www.expedia.ca/Vineyard-Haven-Hotels-Vineyard-Harbor-Motel.h60384563.Hotel-Information) 17.5 km from Chilmark Chocolates 9.0/10 Wonderful (618 reviews) "Great view and super helpful staff, great place to stay on the island." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert CA $184 CA $206 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Vineyard-Haven-Hotels-Vineyard-Harbor-Motel.h60384563.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/77000000/76640000/76637400/76637391/0219cce7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76640000/76637400/76637391/94cab6ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed](https://images.trvl-media.com/lodging/77000000/76640000/76637400/76637391/0cd5d185.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/77000000/76640000/76637400/76637391/322bb2ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Franklin Hotel Martha's Vineyard [](https://www.expedia.ca/Edgartown-Hotels-The-Franklin-Hotel-Marthas-Vineyard.h76637391.Hotel-Information) 19.3 km from Chilmark Chocolates 9.2/10 Wonderful (175 reviews) "Very nice hotel. Clean and tidy. Highly recommended " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Krzysztof CA $225 CA $252 total includes taxes & fees Jan 30 - Jan 31 [](https://www.expedia.ca/Edgartown-Hotels-The-Franklin-Hotel-Marthas-Vineyard.h76637391.Hotel-Information) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/a643a6cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/14178bfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Miscellaneous](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/e7d5cd2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/1000000/20000/12200/12163/b3201884.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Edgar Hotel Martha's Vineyard, an Ascend Collection Hotel [](https://www.expedia.ca/Edgartown-Hotels-Edgar-Hotel-Marthas-Vineyard.h12163.Hotel-Information) 19.4 km from Chilmark Chocolates 8.4/10 Very good (597 reviews) "Convenient location. Clean room and helpful staff! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $186 CA $210 total includes taxes & fees Feb 26 - Feb 27 [](https://www.expedia.ca/Edgartown-Hotels-Edgar-Hotel-Marthas-Vineyard.h12163.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/1000000/900000/893500/893479/076bdb5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living room](https://images.trvl-media.com/lodging/1000000/900000/893500/893479/9a975154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/900000/893500/893479/41ac629b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/1000000/900000/893500/893479/5ff52226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Ashley Inn [](https://www.expedia.ca/Edgartown-Hotels-The-Ashley-Inn.h893479.Hotel-Information) 19.8 km from Chilmark Chocolates 8.8/10 Excellent (69 reviews) "Lovely staff, beautiful location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Betsy CA $267 CA $299 total includes taxes & fees Jan 28 - Jan 29 [](https://www.expedia.ca/Edgartown-Hotels-The-Ashley-Inn.h893479.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=2026-02-10&endDate=2026-02-11®ionId=553248621532666149&adults=2&sort=RECOMMENDED&openPlayBack=true) ## Top Chilmark Chocolates Hotel Reviews ![Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach](https://images.trvl-media.com/lodging/19000000/18650000/18647100/18647082/w1910h1076x0y0-908abcdc_y.jpg) ### Martha's Vineyard Cozy Getaway Near Picturesque Philbin Beach 10/10 Excellent "Kelly was awesome and easy to communicate with. The house was clean and I can't wait to stay again! 5 stars!" [](https://expedia.ca/Aquinnah-Hotels-Marthas-Vineyard-Cozy-Getaway-Near-Picturesque-Philbin-Beach.h18647082.Hotel-Information) ![Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome.](https://images.trvl-media.com/lodging/75000000/74240000/74236500/74236409/26b3697a_y.jpg) ### Menemsha Pond views & access! Mid-century renovated beach house. Dogs welcome. 10/10 Excellent "Christian was quick to reply and accommodating when we had a slight change in our plans. The place was perfect - beautiful setting, everything you'd want (including a well set-up kitchen), close enough to shops & activities but nicely removed for peaceful time. And the sunsets!!!! " [](https://expedia.ca/Chilmark-Hotels-Menemsha-Pond-Views-Access-Mid-Century-Renovated-Beach-House-Dogs-Welcome.h74236409.Hotel-Information) ![Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches](https://images.trvl-media.com/lodging/104000000/103770000/103766600/103766537/b898d6de_y.jpg) ### Peaceful, dog-friendly home on 3 acres with lovely yard, near beaches 10/10 Excellent "Nice comfortable place, good for a relaxing time." [](https://expedia.ca/Chilmark-Hotels-Peaceful.h103766537.Hotel-Information) ![Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!!](https://images.trvl-media.com/lodging/40000000/39230000/39222900/39222869/07ca4ccb_y.jpg) ### Amazing Views!!! Sunsets!!! Larger Roof Deck!!! Historic Martha’s Vineyard Gem!! 10/10 Excellent "Can’t beat it! Location is best on the island. Owner is very responsive. Views and property and stunning. Only negative was no heat on chilly October nights a space heater would’ve been perfect but still an A stay!" [](https://expedia.ca/Aquinnah-Hotels-Amazing-Views-Sunsets-Larger-Roof-Deck-Historic-Marthas-Vineyard-Gem.h39222869.Hotel-Information) ![Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger.](https://images.trvl-media.com/lodging/75000000/74240000/74236600/74236556/f5d6be43_y.jpg) ### Secluded Guest House overlooking Menemsha Pond. Dogs welcome + Lvl2 EV charger. 10/10 Excellent "yes climate control worked perfect. Very Pet friendly great safe yard for dogs too play." [](https://expedia.ca/Chilmark-Hotels-Secluded-Guest-House-Overlooking-Menemsha-Pond-Dogs-Welcome.h74236556.Hotel-Information) ![The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views](https://images.trvl-media.com/lodging/106000000/105980000/105976200/105976182/99e29943_y.jpg) ### The Field House - Peaceful Martha’s Vineyard Escape with Serene Field Views 10/10 Excellent "Amazing space, modern, clear communication, lots of amenities, large backdoor area" [](https://expedia.ca/Vineyard-Haven-Hotels-Large.h105976182.Hotel-Information) ![Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D](https://images.trvl-media.com/lodging/45000000/44040000/44039600/44039521/bcb7721e_y.jpg) ### Private Hillside Home, Fully Equipped Kitchen, Dog-Friendly, A/C, W/D 10/10 Excellent "We spent 5 days with 3 other couples for a wedding. Beautiful, clean, spacious home. Very private. We loved sitting on the outdoor patio. All the comforts of home. Well appointed kitchen. A closet with games and puzzles - we even found yoga mats for our morning yoga outside. We would’ve loved to have a fire in the fireplace on the chilly nights but understand this might be a safety issue. An outdoor fire pit would’ve been perfect. Would definitely stay again!" [](https://expedia.ca/Chilmark-Hotels-Private-Hillside-Home-With-Open-Property-And-A-Fully-Equipped-Kitchen.h44039521.Hotel-Information) ![Modern beach house - Walking distance to Philbin Beach](https://images.trvl-media.com/lodging/34000000/33270000/33262500/33262415/0a6d125f_y.jpg) ### Modern beach house - Walking distance to Philbin Beach 10/10 Excellent "Beautiful home and landscaping Beds were comfortable and it was superb beach living. Only missed cable." [](https://expedia.ca/Aquinnah-Hotels-Modern-Beach-House-Walking-Distance-To-Philbin-Beach.h33262415.Hotel-Information) ![Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach](https://images.trvl-media.com/lodging/74000000/73740000/73733700/73733684/595a0044_y.jpg) ### Classic Cape home with full kitchen, W/D, firepit & gas grill - walk to beach 8/10 Good "We really enjoyed our stay in this vintage vacation gem. Tucked away in the woods, this little house is both comfortable and accommodating. After a day exploring the island, our family enjoyed gathering around the rustic dining table for an evening meal surrounded by books and soft lamplight. The large living room with roomy sofas was a great spot to watch movies and eat popcorn; especially during some heavy rainstorms that hammered the island during our visit.When the sun was out, the back deck was a great place to soak up some rays. And a beach is a walk (or short drive) away. Definitely visit the nearby highly rated Orange Peel Bakery for the best cakes and scones you will ever taste. Also in close range, the lighthouse has a parade of gift stores, ice cream, lobster rolls and coffee places to grab a quick bite. We had a great time on the island and this little house was a big part of it. If you’re expecting sleek and modern finishes, this property may not be for you. But if you’re happy to step back in time to old school Vineyard vibes, then your wallet will thank you." [](https://expedia.ca/Aquinnah-Hotels-Classic-Cape-Home-With-Full-Kitchen.h73733684.Hotel-Information) ## Hotels near other Chilmark Chocolates attractions ### Menemsha Beach Why not spend a carefree afternoon at Menemsha Beach during your travels in Chilmark? Take in the festivals and sunsets in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=6287512) ### Chilmark Public Library After visiting Chilmark Public Library, make a plan to see the other sights and activities in Chilmark. Amble around the area's beaches or experience its festivals. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909393826603761664) ### Chilmark Town Hall After visiting Chilmark Town Hall, make a plan to see the other sights and activities in Chilmark. Wander the beaches or discover the area's sunsets. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909392006963683328) ### Edys Island Commune with nature and explore the great outdoors at Edys Island during your travels in Chilmark. Take in the festivals and sunsets in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909390715776262144) ### Stonewall Beach Why not spend a lazy afternoon at Stonewall Beach during your trip to Chilmark? Stroll along the beaches or discover the area's sunsets. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909390772961382400) ### Middle Road Sanctuary You can take time to visit Middle Road Sanctuary during your travels to Chilmark. Take in the festivals and sunsets in the area. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=909392635050242048) ### The Yard Walk around the campus at The Yard during your stay in Chilmark. Stroll along the area's beautiful beaches, or simply savor its wineries. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666151) ### Waskosim's Rock Reservation You can take time to visit Waskosim's Rock Reservation during your travels to Chilmark. Stroll along the area's beautiful beaches, or simply savor its wineries. [See properties](https://www.expedia.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests®ionId=553248621532666152) ## Frequently asked questions ### What's the area like around Chilmark Chocolates? ### How many hotels can I expect to find close to Chilmark Chocolates? ### If I need to cancel the hotel reservation for my stay near Chilmark Chocolates, will I receive a refund? ### What can I see and do near Chilmark Chocolates? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - [4 Star Hotels in Martha's Vineyard ](https://www.expedia.ca/4Star-Marthas-Vineyard-Hotels.s40-0-d6047691.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Martha's Vineyard ](https://www.expedia.ca/5Star-Marthas-Vineyard-Hotels.s50-0-d6047691.Travel-Guide-Filter-Hotels) - [Aparthotels in Aquinnah ](https://www.expedia.ca/Aquinnah-Apart-Hotels.d553248634998599060-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Aquinnah ](https://www.expedia.ca/Aquinnah-Bed-And-Breakfast.d553248634998599060-aaBedAndBreakfast.Travel-Guide-Accommodation) - 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