The Inn at Cook Street is a member of the Distinctive Inns of Provincetown and has been awarded the Certificate of Excellence by Tripadvisor.

The inn features two cottages, two bedroom/living room suite combinations, and four bedroom suites all with private bath and some with fireplaces and sundecks. Many of our accommodations have private entrances and access from the secluded gardens as well as from the main house. Luxuriate in 800 thread count Egyptian sheets and towels. Relax at the nearby bay beach only steps away and then savor our afternoon baked goods, an assortment of coffee and tea and spring water. Our concierge service will provide you with reservations and recommendations for restaurants, local activities, and spa services. Complimentary airport and ferry pick up is also provided. Come, relax, enjoy and make new friends.



Assorted breakfast delights include our branded “Stumptown Roaster’s Coffee, a variety of coffees, tea, muffins, bagels, whole grain breads, granola, yogurt, fresh fruit, and juice. A hot breakfast dish that may include pancakes, waffles, omelettes, and other favorites is available daily along with our fresh baked goods. You can enjoy breakfast in our dining room, step outside onto our decks or relax in the garden areas.

Breakfast is served from 8:00 - 9:30 a.m. Coffee and Teas are available in Dining area from 8am until 8pm.

Your hosts

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. John’s family are all musicians; the house was always filled with music, singing, and family friends. John started out as an accomplished athlete, becoming a coach, trainer, spokesperson and fitness expert. He has traveled the world for over twenty years, owning, managing and designing 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 fitness website 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 twenty 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!”


We invite you to join us as our guests and become part of the history at The Inn at Cook Street in Provincetown.

Michael Cunningham, the author of "The Hours" and other notable works, finished the celebrated novel, "Home at the End of the World", as a winter guest.

Edward Hopper was also a frequent visitor when the Inn was privately owned by a wealthy merchant.

Also, Simie Maryles, renowned artist and owner of the gallery of the same name just around the corner on Commercial Street, was married in the Studio Cottage in 1975 and has since captured the enchantment of the Inn at Cook Street in some of her celebrated paintings.

This lovingly maintained, Greek Revival house was once owned by Sylvanius and Louisa Cook, a prominent mariner's family. The Cook’s were a wealthy merchant family. The Inn at Cook Street was part of five properties owned by the Cook family, who at one time owned adjacent homes on Cook, Commercial, and Bradford Streets.

The Artist’s Studio was originally one of Provincetown’s Black Smith’s Shops. This building is now the ”Studio Cottage”, located in our gardens.


It’s possible this house came from North Truro. The May 13, 1874, Advocate (page 2) states: “Capt. Hughes has moved his house from Truro and will erect it on parallel street near the eastern school house.” In the 1886 resident directory, Capt. Sylvanus N. Hughes is a mariner with a house on Bradford, corner of Cook. He is also on the 1880 atlas as being at that location.