Your Innkeepers are John Jay Wooldridge and Patrick Flaherty

Your Innkeepers are John Jay Wooldridge and Patrick Flaherty

Welcome to “Our Home” in Historical Provincetown, one of the most beautiful small towns in the world. Provincetown has been a part of our lives since we were young teenagers vacationing here with our families and friends. We were taken by the surrounding natural beauty, the intersecting cultures, the history of this famous fishing village, and its diverse community spirit.

After over two decades of vacationing here together, and traveling frequently from our Manhattan home to Provincetown, we made the joyous decision to make Provincetown our new home. Now we have the opportunity to share with you all we have experienced and cherished here at our home, at the Inn at Cook Street.

We look forward to hosting you in “Our Home” and will make every effort to ensure you fully experience the magic of Provincetown!



John Jay Wooldridge

Growing up in a very large home in Sullivan Square, Somerville with his parents, sister and grandparents, John Jay learned early in life that “Home” is a place of family, friends, neighbors, and an open door. There was never a time in his grandparent’s house that there wasn’t someone visiting. When he and his parents moved to Melrose, the house was always filled with music, singing, and lots of company. John’s family are all musicians, and there were always lessons, rehearsals, or jam sessions in the parlor. John started out as an accomplished athlete, becoming a coach, trainer, spokesperson and fitness expert. He has traveled the world for over twenty years in the Hospitality and Fitness Industry. John has owned, managed and designed for some of the most successful Hospitality, Sports, Fitness, and equipment companies in the world. A Celebrity Trainer, he has worked with talent from the Music, Broadway, and Stage and Screen Industries . For more on John Jay go to his website at or LinkedIn.

Patrick Flaherty

Patrick was born in Boston and has lived in New York City, Los Angeles, and Philadelphia. The city of New York and Broadway holds a special place in his heart. He is a long time member of “The Actor’s Fund” located in New York. Participating in the Arts is his passion and he is very excited to be living in the Art Gallery District of Provincetown with the Provincetown Art Association and Museum (PAAM), and the Provincetown Theater Company nearby! He has over 20 years experience in Executive Business Management within the Pharmaceutical & Biotech Industry. He also has worked in Hospitality & Retail Management in the US, Corsica, France, and Switzerland. Patrick grew up in a very large family in Stoughton, Massachusetts with six brothers and sisters. “Our house was the meeting place for the neighborhood kids on their way to school”. His mother had the house designed with an extra large kitchen to entertain more people at the kitchen table. He owes his success to his wonderful mother! “I watched her raise seven children alone due to my father’s early passing at a very young age. Her extraordinary spirit, joy of life, smile, and sheer determination are inspirational. I look forward to creating such joy with our guests at the Inn at Cook Street!”