Preheat your oven to 400°F and line a large baking sheet with parchment paper.
Toss the butternut squash cubes with 1 tablespoon olive oil, maple syrup, cinnamon, salt, and pepper until evenly coated.
Spread the squash in a single layer on the baking sheet and roast for 25-30 minutes, stirring halfway through, until tender and caramelized at the edges.
While the squash is roasting, make the dressing by whisking together the remaining 2 tablespoons olive oil, balsamic vinegar, Dijon mustard, honey, and minced garlic in a small bowl.
Let the roasted squash cool for about 5 minutes once it comes out of the oven.
In a large serving bowl, combine the arugula, dried cranberries, and candied pecans.
Add the cooled butternut squash to the bowl and drizzle with the balsamic dressing.
Toss everything gently to combine, then sprinkle the crumbled feta cheese over the top.
Serve immediately and enjoy all those amazing fall flavors together!