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Cortona Old Town

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Featured Cortona Old Town Hotels

Monastero di Cortona Hotel & Spa
Monastero di Cortona Hotel & Spa
5 out of 5
Via del Salvatore, Cortona, AR
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular ...
9.8/10 Exceptional! (204 reviews)
Good
"Super friendly service from most of the staff and beautiful property, restaurant and bars were great too."

Reviewed on Dec 2, 2024

Monastero di Cortona Hotel & Spa
Hotel Italia
Hotel Italia
3 out of 5
Via Ghibellina 5/7, Cortona, AR
Fully refundableReserve now, pay when you stay
Stay at this 3-star hotel in Cortona. Enjoy free breakfast, free WiFi, and room service. Popular attractions Palazzo Comunale and Casali Palace are located ...
9/10 Wonderful! (251 reviews)
"The staff at hotel Italia are very welcoming and helpful. The hotel and rooms are incredibly charming. The view from the upper floors is absolutely breathtaking."

Reviewed on Jan 20, 2025

Hotel Italia
Hotel San Michele
Hotel San Michele
4 out of 5
Via Guelfa 15, Cortona, AR
Stay at this 4-star business-friendly hotel in Cortona. Enjoy free WiFi, 24-hour room service, and valet parking (surcharge). Our guests praise the helpful staff ...
9/10 Wonderful! (257 reviews)
"First off, Cortona is BEAUTIFUL AND AMAZING! Such an amazing old walled city to walk, photograph and enjoy! Second, this property is one of the most beautiful and ancient places I’ve ever stayed! The halls and rooms were stunning. Old stone and iron everywhere. We stayed in the top room with the ..."

Reviewed on Nov 23, 2024

Hotel San Michele
Albergo San Biagio
Albergo San Biagio
3 out of 5
Via San Bartolomeo 2, Montepulciano, SI
Fully refundableReserve now, pay when you stay
Stay at this 3-star spa hotel in Montepulciano. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions San Biagio and Torre del Pulcinella ...
8.4/10 Very Good! (147 reviews)
"Location"

Reviewed on Jan 3, 2025

Albergo San Biagio
Hotel Continentale
Hotel Continentale
4 out of 5
Piazza Guido Monaco, 7, Arezzo, AR
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Arezzo. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Our guests praise the property condition ...
8.4/10 Very Good! (432 reviews)
"Great place"

Reviewed on Sep 3, 2024

Hotel Continentale
Villa di Piazzano - Small Luxury Hotel of the World
Villa di Piazzano - Small Luxury Hotel of the World
5 out of 5
Localita Piazzano, C.P. 6, Cortona, AR
Stay at this 5-star luxury hotel in Cortona. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (200 reviews)
"The Villa di Piazzano is stunning down to the smallest detail. The staff is attentive, pleasant and helpful. The food and wine at the onsite restaurant was some of the best we had on our 23-day trip across Italy. One of our favorite stays for sure!"

Reviewed on Oct 29, 2024

Villa di Piazzano - Small Luxury Hotel of the World
Borgo Sant'Ambrogio Resort
Borgo Sant'Ambrogio Resort
5 out of 5
Loc. Sant'Ambrogio, 29, Trequanda, SI
Stay at this 5-star luxury farm stay in Trequanda. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.6/10 Exceptional! (74 reviews)
"Amazing place, will come back. Everything you would want from a visit to Tuscany. Warm people, delicious food and amazing ambiance. The rooms were spacious, comfortable and had excellent hot water. Rooms opened up to private courtyard. Restaurant meals were delicious, service was impressive and food ..."

Reviewed on Jan 9, 2025

Borgo Sant'Ambrogio Resort
Hotel Minerva
Hotel Minerva
4 out of 5
Via Fiorentina, 4, Arezzo, AR
Fully refundableReserve now, pay when you stay
Stay at this 4-star business-friendly hotel in Arezzo. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular ...
8.8/10 Excellent! (506 reviews)
"Il centro è raggiungibile a piedi in 20 min circa. Grande parcheggio auto. La stanza è pulita e ampia. Colazione a buffet ricca e variegata."

Reviewed on Dec 15, 2024

Hotel Minerva
Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free WiFi, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (75 reviews)
"Everything and everyone was spot on. Driveway needs repair"

Reviewed on Dec 16, 2024

Precise Tale Poggio Alla Sala
Relais Il Falconiere
Relais Il Falconiere
5 out of 5
Localita San Martino 370, Cortona, AR
Stay at this 5-star luxury hotel in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Cortona Cathedral and Museo Diocesano are ...
9.2/10 Wonderful! (96 reviews)
"Stunning property with an amazing restaurant."

Reviewed on Dec 12, 2024

Relais Il Falconiere
B&B Hotel Arezzo
B&B Hotel Arezzo
3 out of 5
Via Einstein, 4, Arezzo, AR
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Arezzo. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Museo Statale d'Arte Medievale ...
8.4/10 Very Good! (314 reviews)
Nice hotel.
"Nice hotel. Well located near Arezzo."

Reviewed on Feb 1, 2025

B&B Hotel Arezzo
Relais Villa Grazianella - UNA Esperienze
Relais Villa Grazianella - UNA Esperienze
Via Grazianella 5, Via delle tre berte, Montepulciano, SI
Book a stay at this business-friendly country house in Montepulciano. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff ...
9.6/10 Exceptional! (210 reviews)
"It takes a bit of a drive to get into the property from one the more bigger roads but it is what makes this place so charming and beautiful among stretches of vineyards. The food and wine here were also amazing. The staff were so friendly and accommodating. Rooms are super clean and charming as well. ..."

Reviewed on Dec 3, 2024

Relais Villa Grazianella - UNA Esperienze
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.

Hotels in Cortona Old Town

Cortona is a city that has a lot going on, but you have your sights set on Cortona Old Town. This part of town is perfect for what you want to be doing, and that is everything that is not on everyone’s radar. For all that Cortona Old Town has going on, you’ll still need a place to crash, eventually. But you don’t want any old shack, you need something that fits the trip. We have a slew of Cortona Old Town hotels that will do the trick.

A beautiful day in the neighborhood

As much as you like getting out there, it’s also good to know a part of Cortona so well you’ll be telling the tourists where to go. Make friends with the concierge or be bold and chat up a local. It’s your trip, so choose your own adventure. And when you get in at night, you’ll have a comfy room and plenty of amenities to help you settle in. Call a friend and spin tales from the Cortona Old Town underground. What’s a journey without a good story to go with it?

Beyond the block

We’re not talking about the Cortona Old Town city block. We’re talking about looking beyond that block of hotels you always focus on. We give you tons of ways to sort our stash of Cortona Old Town cheap hotels. And if you feel like living a little, but not killing your vacation vibes, choose the Hotwire Hot Rate deal. Filter by:

  • Hotwire Hot Rate: Snag some of the best hotels in Cortona Old Town at an almost too good to be true rate. After you book, we’ll reveal the name of the hotel. You can get a luxury hotel at a budget price.
  • Price: You have a price in mind, and we have solutions. Hotels start as low as $56
  • Amenities: Rooftop lounge, designer furniture, 24-7 room service, and everything else you look for to live it up large.

Find the Cortona Old Town hotel you want, book it, and never look back. Because your great escape is ahead of you.