If you’re looking for a New England getaway that feels charming without feeling overly planned, put Martha’s Vineyard on your fall list. The key to fully enjoying the island is finding the right home base, giving yourself at least one day to explore and leaving plenty of room to wander. After my family and I visited Martha’s Vineyard, I quickly realized just how much there is to discover beyond the towns most visitors know. From shopping the streets of Edgartown and exploring the colorful cottages of Oak Bluffs to watching the sunset in Menemsha and taking in the Aquinnah Cliffs, here is exactly how I would plan a four day trip to Martha’s Vineyard.