I've recently booked a hotel via Booking.com about 3 months in advance of the desired check-in date. I selected the Prepaid rate as it was much lower than the flexible/free cancelation rates. I usually take the prepaid rates as I'd use my travel insurance in case I need to cancel.

About a month later (still 2 months before check-in date), I noticed on booking that the same hotel dropped their price about 30% lower than what I had paid for the same exact room and the lower rate was even fully cancelable.

I contacted Booking about their 'best price guarantee' and they told me that my reservation does not qualify for the guarantee as the prepaid reservation was not fully cancelable. I checked with Expedia and their guarantee for hotels seems to apply to all reservations up to 2 days before check-in on all websites.

Nonetheless Booking.com said they would try to contact the hotel on my behalf to get the lower rates, however I'm a bit disturbed by the same experience. I've always had great prices and services from Booking and never expected this price 'switcharoo' to happen let alone them not matching a lower price on their own website!

Anyone have any advice or a similar experience?