Name: Monastero di Cortona Hotel & Spa
Price range: CA $517
Rating: 10

Your Citta della Pieve Vacation

With plenty of highlights as well as hidden gems, this city is best explored with a Citta della Pieve vacation package. Check out hotels located in Contrada Castello, which is good for dining, views and culture. Every trip to Citta della Pieve needs a well-thought-out itinerary. Fill yours with attractions like Centro Servizi Turistici Citta della Pieve, Museum of Glass and Wine Tasting al Fontanaro. Expedia is here to help you escape your daily routine. Tailor your vacation to Citta della Pieve to suit your style of travel, whatever that may be.

Top Citta della Pieve Vacation Deals

Price found within the past 48 hours. Click for updated prices.

LaChiusa Tuscany

CA $1,497

per person

Jul 25 - Jul 26

found 19 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG)

9.2/10 Wonderful! (68 reviews)

La Chiusa is beautiful, staff are very nice and the location fantastic; views from the property and situated next to Montifollonico with access to grocery store, pharmacy and super local restaurant (13 Gobbi). Rooms had a fridge but no kettle, coffee maker or even cups or glasses which was odd and would make a big positive difference so that you can make a hot drink or sip your own wine while enjoying the view! If you’re a foodie you will love the onsite restaurant, but it is a limited menu so a couple of visits will get you through it, but there is so much within sprucing distance you’ll want to get out anyway - so hire a car.

Reviewed on Apr 12, 2026

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Citta della Pieve Hotel Deals

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR

CA $969

CA $1,079 total

Jul 1 - Jul 2

includes taxes & fees

9.8/10 Exceptional! (235 reviews)

"The Hotel and grounds are beautiful and immaculately maintained. The entire staff really stands out. So friendly and welcoming. Those little gestures of respect and kindness are appreciated. Also it’s very convenient that they can speak English. There are several beautiful hotels in the area to experience, ..."

Reviewed on May 14, 2026

Precise Tale Poggio Alla Sala

Via Poggio alla Sala 10 Montepulciano SI

Fully refundableReserve now, pay when you stay

CA $873

CA $970 total

Jun 7 - Jun 8

includes taxes & fees

9.6/10 Exceptional! (142 reviews)

"Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. ..."

Reviewed on May 23, 2026

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR

Fully refundableReserve now, pay when you stay

CA $517

CA $581 total

Jun 14 - Jun 15

includes taxes & fees

10/10 Exceptional! (283 reviews)

"Beautiful property - great location. Staff was wonderful. They organized transportation for us and the driver was fantastic - ask for Tony!"

Reviewed on May 31, 2026

See all 5,736 properties in Citta della Pieve

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.