A seasoned jetsetter shares her tips.

Suitcase Hotel

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Whether you’re kicking it by the pool, enjoying the wine wall, or taking full advantage of the spa, there are some hotels that become far more than a crashpad: These properties transform into a home away from home. And wouldn’t it be nice to savor the space for just a little bit longer? The truth: A late checkout can kind of be hit or miss. Some properties will let you keep your room as long as you’d like, while others might charge a fee for the slightest extension. So, what gives? What’s the deal with late checkouts?

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What Determines a Late Checkout?

According to Kristen Kellogg, co-founder of Salt & Wind Travel, there are a few factors that might contribute to your chances of a delayed departure. 

The most pressing, of course, is what Kellogg calls “housekeeping math.” “The gap between checkout and check-in is the window the team has to flip every room, and that window is tighter than most travelers realize,” she explains. “The policy you see is really just the property telling you how much breathing room it has, the calculus of cleaning crews and checkout clocks.” For example, a boutique hotel in Mendocino with six housekeepers and forty rooms will have a very different strategy than an all-inclusive resort in Cabo with hundreds of guests and rotating shifts of housekeepers

Occupancy is another thing to consider. If a property is completely sold out, there’s zero room for error, but when it’s partially full on a random Tuesday? Your odds of a late checkout are greater. “When a hotel isn’t fully booked, letting you linger costs them almost nothing, so they hand it over freely,” she says.

And sometimes, according to Kellogg, hotel type and loyalty status can have some sway. In her experience as a travel advisor, high-end hotels seldom charge for a late checkout. Instead, you’ll generally see stricter policies with convention or corporate hotels, where every hour of matters. As for status? While participating in a property’s rewards can up your chances, it’s not necessarily guaranteed.

“Mid-to-top tier status with most major brands often comes with late checkout as a published benefit, sometimes as late as 2 or 4 p.m., subject to availability,” Kellogg explains. “Even when it’s not formally guaranteed, the front desk can see your status and tends to extend more goodwill to a loyal guest.”

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How to Score a Late Checkout

The early bird gets the worm, so consider emailing your property in advance—or ask at check-in. “Hotels with great guest service will often tell you in advance if they can guarantee it,” Kellogg advises. “Some properties make you call the day of, but if you’ve planted the seed early, they’ll likely circle back and let you know the moment they have an answer.”

Another tip: Give the concierge a reason for the late checkout, which Kellogg says is more compelling than a blanket, “Can I stay later?” “Maybe it’s a late flight out of LAX, a checkout that lands smack in the middle of a toddler’s nap, or a celebration the property already knows about,” she explains. “Anyone who’s been warm and easy to work with all stay long has built goodwill that pays off here as well.”

If your property can’t swing a late checkout, ask about a day pass or “play and stay” arrangement, which Kellogg says larger resorts are usually happy to accommodate. “Ask if there’s somewhere you could at least shower and freshen up, plus a spot to store your luggage, so you can enjoy the day unburdened even after your room is gone,” she says. “If you’re a spa person, a late-afternoon treatment usually comes with locker, shower, and lounge access, a beautiful way to stretch your stay without ever rebooking the room.”

That way, you can enjoy all the perks of your hotel—even if you need to vacate your room.