Campo Regio Relais, Siena $$$$
Concierge.com's insider take:
A near-perfect example of the small, historic boutique hotel, this six-room charmer situated just below the church of San Domenico has two very strong calling cards. First, its unparalleled view across Via Fontebranda to Siena's central hill, crowned by the Duomo, and second, the way it manages to be both classy and elegant without feeling remotely frosty: The book-lined lounge, with its honesty bar, antique piano, and panoramic terrace, invites guests to live the aristocratic lifestyle well away from the tourist hordes. Two premium-price rooms, Camporegio 5 and 6, enjoy that view (5 even offers a small terrace), but the other four rooms, which look onto pedestrianized Via della Sapienza, are no less attractive, sharing their pricier neighbors' rich silk curtains, smart antique decor, and firm mattresses with pure linen sheets. Breakfast, served on the terrace in good weather, is a real feast, with homemade cakes and lots of fresh fruit. Parking is not included in the price (call ahead for advice on the best spots), but the hotel offers free ADSL Internet access.