Concierge.com's insider take:
Gubbio is a steep medieval town: Its solid stone houses rise up the southern flank of Monte Igino on a series of terraces. Most buildings—including Relais Ducale, at the top of the town—have clear views over the rooftops from the higher floors (ask for una camera con vista when you book). Right across the square from Palazzo dei Consoli, Gubbio's iconic 14th-century town hall, the Relais is housed in the former guest annex of Palazzo Ducale, the city's seat of power between 1384 and 1508. Most arrivals enter through the bar-restaurant; reception is upstairs, next to the delightful garden that connects the two main wings of the hotel. There's also a charming, panoramic giardino pensile (hanging garden). The 30 bedrooms are pleasant and comfortable, with parquet floors, carved wooden headboards, sunny color schemes, and flat-screen TVs; all have decent-sized bathrooms. Gubbio's steep and narrow streets make driving a nightmare: If you ring ahead, you can park in one of the edge-of-town lots and the hotel will pick you up. Light sleepers may be disturbed by the nearby belltower, which chimes every quarter of an hour.