At State Road Restaurant, flanked by low stone walls and flower gardens, try a delicious fried green tomato BLT or savory field greens salad for lunch. If you make it in time for breakfast, the homemade granola is a heavenly way to start the day. Either way, pick up a chocolate bar to go. Made in house with ingredients such as caramelized almonds, pistachios, and espresso, the bars are named after towns and trails on the Vineyard, and are the sweetest finish at the end of a long weekend spent winding down up island.
Where to stay: Lambert's Cove Inn & Restaurant rates start at $100; lambertscoveinn.com.