I'm planning a 5-night stay in Portland next month and the nightly rate is coming out to around $140 per night. I've seen some hotels advertise discounts for longer stays, but I'm not sure how to actually ask about this without looking cheap or if it even works. Should I call the hotel directly instead of booking online?
Calling the hotel directly is actually your best bet - front desk staff can see what discounts exist in their system that might not show up online, and there's zero shame in asking. Most hotels expect these conversations for multi-night stays and often have flexibility, especially for mid-range properties. If you get resistance, you could try booking a shorter stay first to lock in the rate, then calling to extend - sometimes that triggers better pricing. That said, check if sites like Booking.com or Hotels.com show a lower weekly rate option before you call, since some already build in the discount.
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