Brewster is surrounded by many beautiful beaches. Beaches on the bay side have calmer waves and less sharks(!). Nearby beaches include Linell Landing Beach (a family favorite), Crosby Beach (where Meghan went as a little Meghan), and Nauset Beach (oceanside with big waves!). You can also explore the National Seashore beaches.
Ptown is a 45 minute drive away. Its full of shops, tasty restaurants, and gays.
Truro Vineyards have eh wines, good whiskeys, and is a beautiful space.
The Cape Cod Rail Trail winds through Brewster and its easy to rent bikes from the Brewster Bicycle Center.
Cape Cod Museum of Natural History is geared towards children with lots of interactive exhibits.
The Nauset Lighthouse is beautiful and is featured the Cape Cod Potato Chips bags.