4 Best Restaurants in Cape Cod, Massachusetts

This romantic roadhouse near the Chatham border, adorned with tiny white lights, wine bottles, and warm-hue walls, might just transport you to Italy—and if it doesn't, the fantastic food certainly will. There are always excellent specials added to the menu; in the fall and winter, look for value-priced entrées, and in summer, their hot dog cart (in the parking lot) serves the best wieners on the Cape.

Northern Italian and Mediterranean cooking distinguish this upscale, popular place. Make sure to come hungry—portions of classic favorites here are huge. Live music adds to the festive vibe on Sunday afternoons year-round. An excellent wine list pairs perfectly with the food.

It's notoriously difficult to snag a table here in the summertime, but it's worth the wait as their wood-fired flatbreads are positively toothsome, made with organic four, local sea salt, and tasty toppings like braised beef short rib, butternut squash, and linguica sourced from a Massachusetts farm. Pasta dishes are a good option, too, and salads are fresh and creative, not an afterthought. Eat here or wrap it up and head to nearby Craigville Beach. Can't wait? They operate a take-out shop, Crisp Too, across the street.

The friendly, family-run Fairway specializes in Italian comfort food but also has a very popular breakfast. Attached to the Hole in One Bakery and Coffee Shop—a favorite among locals for exceptional hand-cut doughnuts and muffins—the Fairway puts a jar of crayons on every paper-covered table and sells its own brand of root beer.