+1 (508) 687-9572

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Wondering who Winston is? 

I, Winston, along with my wife, Lisa, own Winston's Kitchen, located on the Harbor in Oak Bluffs, Massachusetts. We are excited for this journey together with you all. 

Being in the restaurant business for over 20 years will help us follow the right path. We will be open year round serving locals, workers, boaters, and tourists of this beautiful Island community. 

Whether you are headed to the beach, spending the day on your boat, taking your lunch break, or just need a fresh hot meal or sandwich, we are the perfect spot.  We will be serving breakfast, coffee, hot and cold sandwiches, hot meals, salads, soups and much more.  We will source the freshest ingredients and keep our cost low for you, our customers.

We can't wait to meet you all!​


Open Year Round

Tuesday - Friday 7AM-8PM

Saturday - Sunday 8AM-8PM


Closed on Mondays