The Best Cafes with live music in Dennis, Massachusetts

O'Shea's Olde Inn is a charming establishment located at 348 Main Street in Dennis, Massachusetts. This historic bar and restaurant offers a cozy atmosphere where patrons can enjoy delicious food and drinks. With a menu featuring traditional Irish fare and American classics, there is something for everyone to enjoy. Whether you're looking for a casual meal or a place to unwind with friends, O'Shea's Olde Inn is the perfect spot to relax and indulge in good company and great food. Come experience the warm hospitality and inviting ambiance of this beloved institution in the heart of Cape Cod.

Lost Dog Pub is a cozy and laid-back bar located in Dennis, Massachusetts. Situated at 1374 Massachusetts 134, this local favorite offers a welcoming atmosphere for guests to enjoy a wide selection of drinks and pub fare. Whether you're looking to catch up with friends over a cold beer or relax with some live music, Lost Dog Pub is the perfect spot to unwind and have a good time. With its friendly staff and casual vibe, this neighborhood bar is a must-visit for anyone looking for a fun night out in Dennis.

The Sailing Cow is a charming waterfront restaurant located at 170 Old Wharf Road in Dennis, Massachusetts. Offering a unique dining experience, this institution combines delicious food with stunning views of the harbor. Enjoy fresh seafood dishes, juicy burgers, and mouthwatering desserts while watching the boats sail by. Whether you're looking for a casual lunch with friends or a romantic dinner date, The Sailing Cow is the perfect spot to relax and enjoy great food in a picturesque setting. Come visit us and experience the taste of the sea at The Sailing Cow.