My husband and I stayed for three nights at the Deacon Timothy Pratt House some years ago. We went during late January. The place was quiet with just one other couple and a single woman, who stayed in their smallest room. My husband had booked the Suite, as a Christmas gift to me.
What we liked most was that the charm, decor and detail of the old c. 1746 home has been left mostly intact, while extensive renovations (which you can peruse in the owner's photo albums in the common area) were made to add luxuries like private baths with Jacuzzi for all rooms, television and fireplaces. We went when the James Soda Fountain was closed for renovations and plan to return this year to see what they've done - rooms were added as part of the whole B&B experience.
The breakfast you'll be served, by candlelight (and fireplace, when we stayed) is exquisite. Before I left, I asked the lady who cooked for the recipe. She kindly emailed it to me the day after we got back. If you sneak down late the night before, you'll see someone has carefully written out the morning's goodies on a porcelain dry-erase easel. Tea, hot chocolate and cookies were readily available in the common area.
I agree with the reviewers who stated that security is nonexistent there and (perhaps as paranoid New Yorkers) we also felt odd leaving our belongings with easy access to anyone wandering the place. But maybe the Pratt House remains in another time and place and, so far, no one has claimed to have been robbed while there, so I say: let sleeping dogs lie!
Old Saybrook is old-fashioned and lovely. If you're visiting, I'd recommend the Pratt House for its old world charm and its awesome food! If you're looking for a place with a key-card and concierge, then you're not looking for a Bed & Breakfast.