Wimpy’s was established in 1938 as a small hamburger counter. Over the years as Osterville grew in popularity, so did Wimpy’s. After numerous additions Wimpy’s now has over 200 seats and a thriving retail/take-out market. Although many things have changed both at Wimpy’s and in Osterville since 1938, Wimpy’s has remained family owned and unwavering in its dedication to the community, hospitality and food quality.

Wimpy’s has three rooms to choose from, each with its own personality, and all offering fireside dining. Choose from the cahoon room with its fieldstone fireplace, the country room or the cozy tavern and bar. Whether you’re looking for a casual hamburger or an intimate evening with a bottle of wine we can accommodate you. Wimpy’s is also a great spot for family functions offering private rooms for any number of special occasions.

In Wimpy’s Market you will find a fresh fish case, decadent desserts, a homemade soup bar, heat & served microwaveable meals and more. Wimpy’s entire restaurant menu is also available “to go” through the market.

We hope to see you soon.