Search hotels in Chilmark, MA

Keith was an awesome host! He was very welcoming and provided great suggestions for our time on MV. He went above and beyond to help return a laptop left behind.

The property is clean and the staff are extremely helpful. Chris helped me find a bed so I could extend my stay by a day when they were all booked up. Luckily a cancellation happened and he got me that bed. I jammed on guitar with Ryan and enjoyed talking music with him.

First, Abby and the staff were beyond courteous. In the post-Covid days, its rare to see the level of customer service this beautifully kept inn offers. My favorite part was the delicious breakfast served every morning. The wrap around porch is such a delightful place to sit, finish your tea, and read. We slept soundly with no outside noises interrupting our slumber. We will definitely be returning!

The staff were very nice,friendly and helpful.The room was clean and the food was great at the restaurant. Loved the location.

Very nice small hotel with a very good location, comfortable and clean rooms, and complimentary beverages. If you can, try getting one room with a view to the small harbor next to the hotel. Many cafes and restaurants nearby.

Very clean and fabulous amenities!!

Lovely accommodation. Room beautiful, spacious and clean. Nice kitchen and lounge area.

June 12 2025 A sunny and cool afternoon . I arrived half past 12 at The Richard. The scrumptious aroma of cookies filled the reception area , instantly transporting me home on weekends ! Then came out from the kitchen Ms. Kate,who extended a warm and enthusiastic reception. She said- " Your room is ready". She allowed me to check in early ! To my delight ! Helped me with my luggage upstairs. The room smelled clean and spotless, decor was contemporary cosmopolitan . Bedroom / bathroom has all the modern amenities ( although the building was vintage). I was tempted to take a nap, but then I was famished. I asked Kate for reco, and oh boy ! 19 Raw Oyster Bar was a pleasant surprise! It was just a block away from The Richard. Impeccable service and great food ! Going back now to the Richard- there's an outdoor courtyard with fire pit and comfy lounge sofa around, a nice touch to after dinner long conversation or simply seat there for peace and quiet. And a front porch with rocking chairs to people watch or read or relax. The Richard being in the mainstreet, restaurants , shops and everything in between are just a stroll away. Talking about shopping- almost all the shops have curated items that will make you regret shopping elsewhere. Which brings me to Ms. Ellen, at The Richard , who helped me solve my problem of needing 1 luggage to stash away my shopping haul! Surprisingly, there's not one shop selling luggage in Martha's Vineyard ! But Ms. Ellen was so kind enough to offer her own luggage ! She's a darling ! We wanted to do a photo shoot ( best friends celebrating 4 decades of friendship) she found us one professional photographer within the day ! Felt like there is nothing Ms. Ellen can't solve ! Always in her calm and composed demeanor. I've been travelling for the past 40 years. The Richard is on the top of the list of best stays/experiences ever ! Kudos to Ms. Ellen and her team- Ms. Kate and Ms.

Location was perfect and room was very clean. Staff very friendly.

Host was excellent. He made GF DF waffles for our breakfast that delicious.