We've had a lot of REALLY good meals here. The restaurant is located near the Gay Head Lighthouse…read moreand from the outside patio you can watch the sun setting while deer and rabbits frolic in the meadow. The setting is charming and a little bohemian (the prices, however, are not - our prix fixe dinner in summer of 2026 was $139 per person). Think "the rich elite dress down for a boho meal outside". Up until this visit the service, the atmosphere and the food have been spectacular. Something must have happened this time around, however. To start, they lost our reservation even though I made it over the phone a month ahead of time (I know I did this because I entered it in my calendar.) To their credit they were able to seat us at a lovely table at the edge of the patio. They've replaced their tied-down sail-type patio coverings with a permanent roof but one can still get the evening breeze. Our meal was mostly very very good except for one glaring exception which unfortunately was the main course. We both ordered the fluke - so sorry we did. It was heavily and crustily breaded and badly overcooked - in addition to being virtually tasteless. (I've had frozen fish sticks that tasted better.) Neither of us could eat more than half of it, and I noticed, as the wait staff removed plates from other tables, that there was a lot of half-eaten fish going back to the kitchen. That being said, for the most part the menu is imaginative and the food is well-prepared - the amuse bouches were delicious and dessert was above acceptable. The service is very good and the table settings charming. Having had more than a few fantastic meals here I'm willing to chalk this up to a bad night in the kitchen. Although we will be taking a break from Outermost Inn don't let my review stop you from trying it out - the food is usually very good and the overall experience is really special. If you sit on the patio do take a sweater or a wrap - it gets very chilly there as the sun goes down.

This place is so beautiful. We sat outside with a view of the rolling hills. We saw both a rainbow…read moreand the sunset. It's a very special location. And the decor is lovely: fresh flowers, glass ware, plates. The food was hit and miss. First, I really loved my lavender lemonade. It was one of the best mocktails I've ever had. And I like the prefix menu concept. The meal started with a cold soup, which was delicious. Then there was a mushroom gnocchi; the sauce/flavor was delicious though the gnocchi were a little chewy. The bread they bought to the table was terrible. There were two different kinds and both were tough and flavorless. For my first course, I had a salad, which was fine though unremarkable. My main course was the fluke. It was described as golden crusted fluke, and I was disappointed when it arrived fried. It was served on top of some vegetables, including some very vinegar potatoes. There was a lingonberry sauce on top, which was excellent, but everything else was not very good. I was pretty disappointed. My fish was dry and a tad fishy tasting. I also tasted the pork belly, which was good and the wagyu which I thought was just OK. I got to taste all of the desserts. There were some interesting flavors such as the strawberry rhubarb, but some really odd textures like the cake in that dessert. The chocolate dessert was OK. Would I go back? Sure. It's so stunningly beautiful. I would ask more questions as I ordered about exactly how the food was going to be prepared, and I would lower my expectations for the food.

This reminds me of going to my grandmas 100+ year old farmhouse if it were on an island. Up island,…read moreAquinnah (formerly Gay Head area) is nice and quiet in comparison to the rest of the island and Oak Bluffs where the ferry drops off. Elise is just a wonderful person and made the trip special. She makes a breakfast out of this world and the inn has some great animal life. A few bobcats and she has nursed some wildlife back to health. Walk to the rural more private beach is less than ten minutes. We will most certainly be back!

This is my sanctuary from the world; quiet, serene, listening to the crickets & ocean waves at…read morenight. The breakfasts! OMG carry me though to dinner. Aquinnah is far from the other towns (30 min drive) so plan accordingly. The liquor stores do deliver with enough advance notice, and there are a few restaurants not so far away, but you are out in the country. Love sitting in the hot tub at night watching the stars. This is an old house so you might hear noise from other rooms or when breakfast gets going, but I travel with earplugs & a mask so not a thing for me. Elise is welcoming & has tips for everything you can think of. Free wifi, amazing water & sunset views (except from the downstairs stone-wall room) and blissful calm. There is no AC but mostly it's not needed, and mini fridges in many rooms, bring a small cooler for a day at the beach, a beach towel, good walking shoes, and de-com-press.

Great location, would de recommend staying in the Chilmark area, AT ANY OTHER HOUSE. The owner of…read morethis property is completely invasive of personal space and seemed to forget that we were there on vacation. She came out and spoke to us multiple time in the nude, and scolded my family members, and friend who we brought over for dinner one night. This woman should take this property of the rental mark because although it is nice she is clearly unfit to be a renter.

Joy & Alan are MV locals and experts. They know the whole island and can give you lots of ideas of…read morethings to see. Food was delicious and plentiful. The room was cozy and private upstairs w/en suite bath.

If we could, we would give her 10 stars we were comfortable felt like we were at home. The food was…read moreamazing. We recommend this place to everyone. Joy was amazing. Good host she recommended a lot of the restaurants and places to go. Looking forward coming back. Thank you Joy.

Everything you need for a delightful vineyard experience…read more Comfortable, friendly and special. In a word - perfect

Don and Gail are so incredibly thoughtful and hospitable proprietors and will make your stay very…read morecozy, serene, and special. They made sure that we were 100% comfortable and satisfied. The B&B is in the middle of the woods, there's an outdoor shower, a hammock, and a deck. Gail's cooking is outstanding, and we really look forward to going back very soon. Love love love!

We got the pond room for our one year anniversary and it ended up being like a fishbowl. Even with…read morethe blinds down you could see people walking around and listening in on us. Someone tried to open our locked room twice. The door in our room that led to the hallway had a crack under it at least four inches big that anyone leaning down could see our whole bed from. Zero noise cancellation and we could hear everything and everyone could hear us. The bathroom had a door that led outside that could not be locked. None of our windows could lock. No wifi when promised there was as well. We asked if we could cancel, as we booked it yesterday over the phone (you can't book online) and they never said anything about a canceling policy, and the lady said no. Once we said all the issues with the room she said, "come on it's just one night"... like what?!? We paid 250 bucks to suffer through a night?!? We left with 0 refund and was told to pay extra if we wanted a safer more private room...

Beautiful surroundings it has, but I could get that camping. The rooms don't have locks, the floors…read morehave holes (and cockroaches), and the staff/maid/ innkeeper are nowhere to be found. We had to call repeatedly to even get them to grace us with their presence to get passes for the beach. No thanks, I'd rather go elsewhere.

I couldn't have been happier with my experience here. Jynell and her husband went above and beyond…read moreto help me with my surprise engagement. They truly care about their guests and strive to do everything they can to make your stay a memorable one. The inn is clean and well located but the owners are what make it one of a kind.

Lovely bed and breakfast. Great owners who take care of their guests. Rooms are nice and cozy with…read moremodern amenities. My only suggestion is to install a small shelf in the bathroom and in the shower.

Steve and Judy were so accommodating during our stay! The inn was immaculate and we'll appointed…read more You can tell they love what they do. We didn't have a car and Steve was more than willing to take us to catch buses. Breakfast was amazing. Will definitely plan to go back again!!

What an adorable Bed and Breakfast. The beachy, modern feel of the decor was beautiful. Steve,…read morethe Innkeeper, was extremely helpful with suggestions and directions, anything we asked. The food was amazing. Would definitely go back again!

My husband and I have been coming to Cuttyhunk for the past several summers on our boat. Usually we…read moreuse it as a stop on our way to the Vineyard from Rhode Island. This time we spent a couple days on this quaint island and took our time exploring. At the intersection of the Corner Store, there was a sign saying breakfast was being served every weekend from 8-11 at the Cuttyhunk Fishing Club. We made our way to the beautiful inn and were delighted to find out they accept debit/credit cards as well as Apple Pay. If you have ever been to Cuttyhunk, you know most of the businesses on the island accept cash only, and there is no ATM on the island (as of the time of my review). For breakfast, I got three large chocolate chip pancakes with a fruit cup on the side. My husband got the Vineyard Sound Bowl. We both enjoyed our food. I couldn't finish my portion (should've opted for the smaller portion); I had no idea how large those pancakes were! Our sweet, mild mannered server Emily took great care of us. She was personable and made us feel welcome. The grounds of rolling greens with the breathtaking views of Vineyard Sound and the historical building make you feel like you've stepped back in time. We will definitely be back! Tip- if you are coming from the harbor, it is a long walk so plan accordingly. The road is paved so it makes for a great scooter ride.

Excellent staff, great accommodations. Laid back island with great fishing and scenery:read more