Chatham Bars Inn Rating: 4.0 Pearls
Nestled near the heart of Chatham on 25 scenic acres overlooking Pleasant Bay, Chatham Bars Inn has been a local staple since 1914. The true Cape-Cod style architecture is complemented by lovely interiors to match -- upholstered wingback chairs, antique-style turned-leg furnishings, and seafaring decor. But don't let the term "inn" fool you, this property is big and amenities-packed, with a beautiful spa, modern fitness center, scenic beach, fine dining, private chartered boats, and classic clay tennis courts. Thanks to the large pools (including a kiddy pool) and an extensive kids' club, the Inn is a popular choice for families -- but guests looking for relaxation away from the bustling kid-friendly areas can book a room in the adults-only Spa Suites.
The Red Inn Rating: 4.0 Pearls
This historic, luxurious inn is a local hot spot, thanks to its extremely popular restaurant. But it's still plenty relaxing, with beautiful water views from the restaurant and all eight of the attractive, beach-chic rooms. The small size and cool factor mean that it sells out fast -- so book early.
The Platinum Pebble Boutique Inn Rating: 4.0 Pearls
After a much-needed renovation in 2010, Platinum Pebble Boutique Inn went from “grandmother’s house” to “New York City chic.” Innkeepers Annabelle and Simon provide a modern, luxury inn experience in the setting of a historic Cape Cod home. There are some great perks, too, including the daily in-room breakfast, afternoon tea, free parking at the Earle Beach, and an outdoor pool. Its rooms are arguably more stylish than those at Chatham Bars Inn, but it lacks the same number of features and isn't on the water (though the beach is within walking distance).