The Season in Between

There is a week — it drifts a little on the calendar, but it always arrives — when summer lets go of a place all at once. The rental umbrellas come down. The ferry queue shortens to a handful of people who all seem to know each other. Somewhere a kitchen that has been cooking for strangers since June starts cooking, again, for the town. If you are lucky enough to be standing there when it happens, you can feel the place exhale.
Travelers have a name for what follows: the shoulder season, those in-between weeks when the weather is still willing but the crowds have gone home. For years the travel pages wrote about it as a kind of open secret — the same trip for less, if you could only shift your dates. This year the coverage has turned wistful. The secret is out, the bargains are thinning, and in the most-loved corners of the world September has begun to look suspiciously like July. The shoulder, the analysts say, is shrinking.
We read those pieces with some sympathy and no alarm, because we think the arithmetic was always beside the point. What the in-between season offers was never really the discount. It is the thing no booking engine has learned to price: a place restored to its own tempo, and enough room around you to notice it.
What the in-between gives back
- Places at their own pace. The waiter has time to tell you what to order and mean it. The museum guard resumes her conversation with the paintings. Nothing is performing high season anymore, and what's left when the performance stops is the place itself.
- Weather with character. High summer flatters everywhere equally; September has opinions. A sudden squall, a cool morning that turns gold by ten, the first evening that asks for a sweater — weather you'll remember, rather than weather you merely used.
- The company of the unhurried. The travelers who come in the in-between chose it on purpose. They are readers of long books and takers of second coffees, and they improve every room they sit down in.
Two Septembers
In San Juan, September is the year turned inside out. The tourist calendar calls it the low season; the sea, which has been banking heat since spring, is at its warmest of the entire year — warmer than in the months when the beaches were full. The old city gives itself back to its own people: schoolchildren in uniform threading the blue cobblestones, dominoes returning to the shade of the plaza, an afternoon storm assembling itself over the Atlantic with great ceremony and then clearing in time for dinner. To visit now is not to see the city on display. It is to be quietly let in.
Toronto runs the same season through different arithmetic. The lake spent all summer warming and the air has cooled first, so the waterfront in September is a long, golden negotiation between the two — swimmers still shrugging into the water at the Island beaches while the first sharp mornings turn the brick districts the color of toast. The patios stay open but stop hurrying you. The light comes in lower and finds surfaces it ignored all summer. It is the month the city seems most grateful, and gratitude is a lovely thing to stand inside of.
Small stays are built for this season, we've come to think. A grand resort needs its high summer the way a stadium needs a crowd; a house with a few well-placed windows needs only someone paying attention. When the light drops and the streets go quiet, rooms designed with a point of view — a ceiling worth lying under, a chair set where the afternoon lands — do their best work. Amala means pure in Sanskrit, and September is the pure month: everything inessential has gone home.
So this is our suggestion for the weeks ahead, offered before the calendar closes the window: take the trip now, in the in-between. Not because it is cheaper — it may not be, anymore — but because the place you'll meet is the one the postcards never manage to show. The one at ease.
Both our doors stand in cities that save their best month for last — Casa Monteflores, a hacienda penthouse in Old San Juan, warmest sea of the year at the foot of the hill, and Macchiato, our coffee-steeped apartment near Toronto's waterfront, where the lake holds summer a few weeks past the leaves. And on a quiet lake of its own, our small family of A-frame cabins keeps taking shape — aimed, unhurriedly, at every season in between.