2 Best Hotels in Chatham, Cape Cod

One of the grande dames of Cape Cod's resort scene, this sprawling 25-acre oceanfront estate was built in 1914 as a private hunting lodge; now, more than 200 rooms are spread over 30-plus separate buildings and share a quarter-mile private beach. Guest accommodations include rooms in the main inn, cottages, and spa suites, with a fresh beachy vibe. From boat excursions to clambakes to farm-to-table dinners at their six-acre farm, the CBI crew can make it happen. They even make their own gin. It all comes at a price, of course, but this one is a true classic. 

From the outside, it may look like just another roadside motel, but beyond the plain-Jane facade are freshly renovated king and queen guest rooms with Keurig machines, mini-refrigerators, and modern design (lots of gray, lively wallpaper in bathrooms.) The owners of the Chatham Wayside Inn bought the motel and gave it a much-needed facelift, along with family-friendly amenities: a nicely landscaped heated outdoor pool, bicycles and helmets for guests' use, and a grassy area just right for kicking a ball around with your little one. If you're not looking to spend a small fortune on lodgings in Chatham, this is a worthy option.