Search hotels in Chilmark, MA

Beautiful place in old colonial style, super friendly people, great breakfast, gorgeous rooms..!

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

Complimentary coffee, tea, and water. Close to shops and restaurants. Kind staff called me before check-in to make sure about beds. Beautiful rooms and common areas. Thank you!

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, guest service and customer reception.

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

Location - great views and quiet - nice place to relax. Staff were great - especially Madison at reception.

Great location and high quality fittings. V comfortable

We loved Alison our hostess. She was cheerful, super accommodating and helpful in ever way. We will definitely come back soon. xx