The least expensive flight or accommodation, isn’t always the best

The “agony” feature was something that “caught on like wildfire” in the early days of Hipmunk,* according to cofounder Goldstein, "one of the company’s first decisions was to not just sort results based on price, frequent travelers are willing to spend a little bit more to take a more convenient flight, flight options should be sorted by a combination of price, duration, & number of stops.”

The same factors are true when booking accommodations, we call it the "beauty" feature: a good nights rest, in a safe, convenient location with an unsurpassed breakfast, the Dailey Renewal Retreat isn't the least expensive accommodation, frequent travelers are willing to spend a little bit more and enjoy the "beauty" feature at our historic Inn.

*Hipmunk's shutting down, if it’s the “agony” feature you'll miss most, Google Flights will be your best alternative.

https://www.afar.com/magazine/hipmunk-is-shutting-down-heres-everything-you-need-to-know?