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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
Fully refundableReserve now, pay when you stay
Book a stay at this 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! (254 reviews)
Our arrival experience was less than stellar for a warm welcome to property. Front desk associate was very cold and accusatory of the situation we encountered outside of the property. We have traveled extensively and I expected better arrival experience. It all changed for the better when we finally ...

Reviewed on Nov 23, 2025

Monastero di Cortona Hotel & Spa
Hotel San Michele

Hotel San Michele

4 out of 5
Via Guelfa 15 Cortona AR
Book a stay at this 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! (270 reviews)
Very friendly and helpful staff. Nice rooms

Reviewed on Sep 7, 2025

Hotel San Michele
Hotel Italia

Hotel Italia

3 out of 5
Via Ghibellina 5/7 Cortona AR
Fully refundableReserve now, pay when you stay
Stay at this hotel in Cortona. Enjoy free breakfast, free WiFi, and room service. Popular attractions Casali Palace and Piazza della Repubblica are located ...
9/10 Wonderful! (277 reviews)
The personnel were warm and accommodating. The breakfast was amazing! The views were wonderful!

Reviewed on Nov 14, 2025

Hotel Italia
Hotel Villa Marsili

Hotel Villa Marsili

4 out of 5
Viale Cesare Battisti 13 Cortona AR
Book a stay at this family-friendly hotel in Cortona. Enjoy free WiFi, room service, and a 24-hour front desk. Our guests praise the helpful staff and the property ...
9.8/10 Exceptional! (318 reviews)
Most comfortable room and bed beds that we stayed in the whole time we were in Italy! Also, the breakfast was 10 out of 10! Much better than the five star hotel that we stayed at in Rome and Florence.

Reviewed on Nov 21, 2025

Hotel Villa Marsili
Villa Santa Margherita

Villa Santa Margherita

3 out of 5
Viale Cesare Battisti 17 Cortona AR
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Cortona. Enjoy free breakfast, free WiFi, and parking (surcharge). Popular attractions Giuseppe Garibaldi Memorial ...
9.8/10 Exceptional! (16 reviews)
Great service, great price.

Reviewed on Sep 7, 2025

Villa Santa Margherita
B&B San Francesco

B&B San Francesco

6 Via Berrettini Cortona AR
Fully refundableReserve now, pay when you stay
Stay at this guesthouse in Cortona. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza della Repubblica and Signorelli Theatre are ...
8.6/10 Excellent! (55 reviews)
Good value.
Clean, quiet, somewhat basic. Excellent location a short hike uphill from the busy central piazzas. A challenge to drive to through exceedingly narrow, steep streets, but we parked directly in front of the B&B (lucky!). Beatrice very helpful. Wi-Fi can be unreliable. Continental breakfast was unremarkable. ...

Reviewed on Oct 8, 2025

B&B San Francesco
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

Via Grazianella 5 Montepulciano SI
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly country house in Montepulciano. Enjoy free WiFi, free parking, and an attached winery. Our guests praise the helpful staff ...
9.6/10 Exceptional! (276 reviews)
Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!

Reviewed on Dec 5, 2025

Relais Villa Grazianella - UNA Esperienze
Grand Hotel Admiral Palace

Grand Hotel Admiral Palace

4 out of 5
Via Umbria 2 Chianciano Terme SI
Fully refundableReserve now, pay when you stay
Book a stay at this spa hotel in Chianciano Terme. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Piazza Italia and Terme di Chianciano ...
8/10 Very Good! (303 reviews)
The staff was very helpful and nice. Safe neighborhood and quiet.

Reviewed on Jun 29, 2025

Grand Hotel Admiral Palace
A Point Arezzo Park Hotel

A Point Arezzo Park Hotel

4 out of 5
Loc. Battifolle, 36/T Arezzo AR
Fully refundableReserve now, pay when you stay
Book a stay at this spa hotel in Arezzo. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Arezzo Equestrian Centre and Memorial of the ...
7.6/10 Good! (153 reviews)
The room was in quite poor condition. There was only lukewarm water, the heating was noisy, the tv didn’t work, the lights over the bed flashed and the toilet seat was loose. It was a very stylish hotel but it just needs some maintenance. The breakfast was very good and the bed was comfortable

Reviewed on Nov 14, 2025

A Point Arezzo Park Hotel
Hotel Continentale

Hotel Continentale

4 out of 5
Piazza Guido Monaco, 7 Arezzo AR
Fully refundableReserve now, pay when you stay
Book a stay at this business-friendly hotel in Arezzo. Enjoy free WiFi, a rooftop terrace, and breakfast (surcharge). Popular attractions Piazza Guido Monaco ...
8.4/10 Very Good! (451 reviews)
We had a last-minute stay there due to the train strike, and it was a great evening after all… The hotel was right there in the main Square plus near the train station. The staff was lovely and they have the most beautiful rooftop patio and bar. you have to check out.

Reviewed on Oct 17, 2025

Hotel Continentale
Hotel Minerva

Hotel Minerva

4 out of 5
Via Fiorentina, 4 Arezzo AR
Fully refundableReserve now, pay when you stay
Book a stay at this 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! (540 reviews)
Great

Reviewed on Sep 19, 2025

Hotel Minerva
 Hotel Garden Experience

Hotel Garden Experience

4 out of 5
Viale Aldo Bologni 96 Città di Castello PG
Fully refundableReserve now, pay when you stay
Book a stay at this spa hotel in Città di Castello. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the property condition in our reviews. ...
8.2/10 Very Good! (150 reviews)
Breakfast was a surprise for an italian hotel

Reviewed on Oct 13, 2025

Hotel Garden Experience
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 $88
  • 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.