Outermost Inn - CHILMARK

American, Pasta, Pizza

Nestled in a picturesque location, this restaurant promises a memorable dining experience, yet opinions are mixed. While the ambiance enchants with stunning views and a lovely setting, some diners find the atmosphere marred by disruptive patrons. Culinary offerings vary in quality, with highlights including exceptional seafood and inventive dishes, although certain items, like the lobster dumpling, fall short. The pricing has drawn criticism, as many feel the costs, exacerbated by hidden fees, do not align with the meal's quality. Ultimately, for those willing to overlook potential drawbacks, the breathtaking surroundings may still offer a worthwhile experience.

Last update: 11.12.2025 from: Peter

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★ 4.5 / 5 from 729 reviews

Was Cortez Weimann at Outermost Inn a mag?
This was my 2nd time and I loved it even more. I took the whole family along for my sister-in-law's birthday. We had the pizza that was out of this world, great crust. Gnocchi, ravioli ... everything is so fresh and delicious. John, the owner, is a real gentleman and knows how to take care of his customers and the server we had that evening. I never felt rushed and could just enjoy the atmosphere and the great food.... View all feedback.

What M S dislikes about Outermost Inn:
The diners were quite loud and rude. The lobster dumpling had no discernible lobster, and the peach dessert also lacked much peach flavor. The scallops were prepared decently. One table behind us was dropping the F-bomb repeatedly, and a young woman at a nearby table was shouting her part of the conversation, which we could hear from the parking lot. The location is beautiful, but the ill-mannered customers really de... View all feedback.

Влашко 12.06.2022 - 11:14

★ ★ ★ ★ ★

This was the last stop of an eight day trip to the Cape for my mom and I.

Daphnee 23.03.2019 - 20:34

★ ★ ★ ★ ★

This understated, elegant, tasteful and perfectly cozy inn and restaurant are superlative for the ambiance, food and service.

Brooklyn 06.05.2020 - 17:44

★ ★ ★ ★ ★

For the most beautiful sunset eat dinner on the island Chef tasting menu is seasonal and had good local choices.

Peter 24.10.2023 - 15:08

★ ★ ★ ★ ★

Impeccable food ambience

Karen 23.10.2023 - 07:21

★ ★ ★ ★ ★

Beyond our expectations! 5 star outdoor dining during a spectacular sunset! Service, food, and atmosphere was top notch! Rooms: 5 Service: 5 Location: 5

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