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Compare 6,207 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Il Tosco
10.0 out of 10, Exceptional, (87)
"Il Tosco is a quiet, clean and charming place to stay while traveling in Tuscany. The common rooms are cozy and the elegant breakfasts are the best we encountered in Italy. This is a wonderful place to stay with a local quality. Well worth the higher cost. "
The price is $311
$347 total
includes taxes & fees
May 26 - May 27
Il Tosco
Borgo San Vincenzo
10.0 out of 10, Exceptional, (24)
"Everything about the hotel was perfect especially the staff that runs the show. Could not ask for better service in a pristine environment. Hotel is the goods! I promise you will not be sorry staying here"
Borgo San Vincenzo
Relais Val d'Orcia
10.0 out of 10, Exceptional, (41)
"Relais Val D'Orcia was in one of the most beautiful, breathtaking locations I've ever seen. The owner was extremely kind. Facilities were immaculate; room beautiful, service superb. I would love to stay here again. If you're looking for tranquil and romantic, this is it!"
Relais Val d'Orcia
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Delcorto Suites
10.0 out of 10, Exceptional, (11)
"Everything is great. The family owns the property over 600 years. Great breakfast, fabulous suite. "
The price is $221
$245 total
includes taxes & fees
Jun 11 - Jun 12
Delcorto Suites
La Locanda di San Francesco
10.0 out of 10, Exceptional, (86)
"Very friendly staff. The owner Luka was very helpful towards ourselves ( for parking in other cities ) and also putting himself out to help other guests. Downstairs bar had a very good vibe going, with very good food. Hotel and breakfast were excellent "
The price is $209
$232 total
includes taxes & fees
May 12 - May 13
La Locanda di San Francesco
Meublé Il Riccio
9.8 out of 10, Exceptional, (42)
"Parking far from property but understandable for an historic city access"
The price is $134
$150 total
includes taxes & fees
May 17 - May 18
Meublé Il Riccio
Borgo Sant'Ambrogio Resort
5.0 star property
9.8 out of 10, Exceptional, (59)
"The room was comfortable and clean. Staff were friendly, breakfast was good. I liked the nice surrounding nature, and especially terrace garden with wisteria flowers in full bloom."
The price is $166
$186 total
includes taxes & fees
May 21 - May 22
Borgo Sant'Ambrogio Resort
Antico Granaione
9.8 out of 10, Exceptional, (53)
"old fashion building, clean and affordable"
The price is $82
$94 total
includes taxes & fees
May 12 - May 13
Antico Granaione
Relais Villa Grazianella - UNA Esperienze
9.6 out of 10, Exceptional, (177)
"The property reminded me of the movies I’ve seen about Tuscany. The property is a working farm producing olive oil and incredible wine. The breakfast was delicious and dinners sensational. The staff were so friendly and helpful. We’ve traveled a lot and this was the most beautiful place we’ve ever stayed. The host went out of his way to help us when we had car issues, I can’t say enough about how fabulous our stay was!"
The price is $185
$206 total
includes taxes & fees
May 13 - May 14
Relais Villa Grazianella - UNA Esperienze
Relais Mastrojanni
9.6 out of 10, Exceptional, (26)
"Mastrojanni is an absolute must for a Tuscan wine holiday. Everything is wonderful. First rate accommodations in the renovated old villa, the dining is first rate with a proper chef, the winery tour and tasting was incredible, and the views are stunning. "
The price is $340
$385 total
includes taxes & fees
May 16 - May 17
Relais Mastrojanni
Villa Cicolina
9.6 out of 10, Exceptional, (59)
"A slice of Paradise! This is a spectacular Villa with gorgeous grounds that include an amazing pool and hot tub. They have a very lovely restaurant in which they service breakfast and dinner. We took advantage of their romantic dinner for 2 in their private room. The most romantic evening my wife and I have ever had. The staff were wonderful. The villa is less than a Kilometer from Montapulciano and a number of wonderful wineries that make Vin Nobili. (Villa Cicolino also make it - and it is...
The price is $319
$353 total
includes taxes & fees
May 14 - May 15
Villa Cicolina
Precise Tale Poggio Alla Sala
5.0 star property
9.4 out of 10, Exceptional, (38)
"Amazing! "
The price is $539
$597 total
includes taxes & fees
May 16 - May 17
Precise Tale Poggio Alla Sala
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
9.4 out of 10, Exceptional, (133)
"Love this hotel, very boutique with various properties along the city definitely will return highly recommended"
The price is $141
$157 total
includes taxes & fees
May 14 - May 15
Boutique Villa Liberty - Depandance Hotel - Borgo Capitano Collection - Albergo diffuso
Hotel Osteria Dell Orcia
4.0 star property
9.4 out of 10, Exceptional, (42)
"The rural setting, deep in the heart of Tuscan countryside not far from Pieve and Montepulciano, is perfect. The hotel has beautiful landscaped gardens and a lovely pool area. One of the highlights though is the hotel's in-house restaurant. Wonderful gourmet quality food, focussed on fresh, local produce, cooked and presented to a high standard. This does not come cheap, and the extensive wine list, featuring the best of Tuscan wines, is also high-priced. However, it is all part of the...
The price is $258
$286 total
includes taxes & fees
May 16 - May 17
Hotel Osteria Dell Orcia
Palazzo Nobile di San Donato
9.4 out of 10, Exceptional, (33)
"A wonderful experience all around! We loved our stay from the moment we arrived. Valentina welcomed us warmly and made us a reservation at an incredible local restaurant. Our room (suite) felt like stepping back in time, furnished with antiques and full of charm. Very clean and comfortable. We were served a delicious breakfast with all kinds of yummy choices and heavenly coffee. "
The price is $328
$365 total
includes taxes & fees
May 26 - May 27
Palazzo Nobile di San Donato
Albergo Le Macinaie
2.0 star property
9.4 out of 10, Exceptional, (29)
"The people that work here are very professional and they careful about you so the people that go in vacation there are very friendly "
The price is $30
$33 total
includes taxes & fees
May 12 - May 13
Albergo Le Macinaie
Meublè Evoè
9.4 out of 10, Exceptional, (15)
"Excellent stay!"
The price is $120
$135 total
includes taxes & fees
May 13 - May 14
Meublè Evoè
SI Montalcino Hotel
3.0 star property
9.2 out of 10, Wonderful, (274)
"Wonderful stay as in-between for us as made our way from Spoleto to Montepulciano. Happened upon what turned out to be a beautiful hotel with Class A service and accomodations."
The price is $144
$167 total
includes taxes & fees
May 20 - May 21
SI Montalcino Hotel
Castello di Velona Resort Thermal SPA & Winery
5.0 star property
9.0 out of 10, Wonderful, (285)
"Amazing place and location. Breathtaking views, beautiful outdoor and indoor pools with thermal water, luxurious spa. Wonderful restaurant with the best Tuscan specialties, second to none wine list. Beautiful room with own private garden, entire property and gardens impeccably maintained, peaceful surroundings typical of the Tuscany hills. The best wineries of the famous Brunello all within a 15-minute drive, Siena, San Gimignano and other historic places reachable in an hour or less. A truly...
The price is $844
$940 total
includes taxes & fees
May 16 - May 17
Castello di Velona Resort Thermal SPA & Winery
Agriturismo La Chiusa Tuscany
3.0 star property
9.0 out of 10, Wonderful, (52)
"Wonderful property. Staff was outstanding and made you feel welcome "
The price is $198
$218 total
includes taxes & fees
Jun 11 - Jun 12
Agriturismo La Chiusa Tuscany
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Pienza Travel Info

Number of reviews
228
Accommodation
6,207 hotels
Highest price
$539
Lowest price
$30
Reasons to visit
Pienza Cathedral, Terme di Montepulciano Spa and Piscine Termali Theia
Hotels with nearby wineries
318
Hotels with luxury amenities
117

Frequently asked questions

Where is the best place for a stay in Pienza?

Affitacamere Maria Gabriella is a favorite with Expedia customers. This townhouse offers free breakfast and free parking. Other top choices based on traveler reviews include A440 in Tuscany and Tenuta Santo Pietro. See all available top hotels, or vacation rentals in Pienza.

What's the top vacation rental in Pienza?

Casale Immerso nel Verde Della Campagna Toscana con Piscina Privata e Vista: Visitors like this Pienza vacation home rental. It is located in a rural location and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the garden in this rental home to help you unwind. See all vacation rentals in Pienza.

If I need to cancel my hotel reservation in Pienza, will I receive a refund?

Yes, you'll find most hotel room reservations are refundable if you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Pienza.

Where can I learn more about changing or cancelling my trip to Pienza?

For more details about updating your trip to Pienza or cancelling it, go to https://www.expedia.com/service/.

What's the best budget-friendly hotel in Pienza?

Based on reviews, Rossellino® is a popular hotel for our travelers who want a more economical choice, and features free buffet breakfast and free WiFi. Other good options to stay on the cheap include Hotel Arca di Pienza and Tenuta Santo Pietro. View all budget hotels in Pienza.

What's the best place to stay for families in Pienza?

Hotel Corsignano is a hotel with a restaurant and free parking, and it's a top choice on Expedia for families. Other good options for your kid-friendly vacation include Podere Spedalone and Affitacamere Maria Gabriella. Kids of all ages will also enjoy a visit to RI Crea RE. Find more child-friendly accommodations in Pienza.

What's the best accommodation for a couple visiting Pienza?

L'Olmo is a favorite townhouse for couples, and features premium bedding and 24-hour room service. Another choice for your romantic getaway is House with private pool with beautiful view Val d 'Orcia. See all romantic hotels in Pienza.

What's the best LGBTQ-friendly hotel in Pienza?

Relais Val d'Orcia is a top LGBTQ-friendly B&B that features free breakfast and free WiFi. A440 in Tuscany and Vento Dorcia are two other good options for your vacation. See all available hotels listed as LGBTQ-friendly in Pienza.

What's the best pet-friendly accommodation in Pienza?

Hotel Relais II Chiostro di Pienza is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. Other good choices for you and your pet's trip include Hotel Corsignano and Podere Spedalone. See more pet-friendly hotel accommodations in Pienza.

What's the best hotel to stay with easy access to Pienza Cathedral?

Adjacent to Pienza Cathedral, Hotel Relais II Chiostro di Pienza is one of the top choices for your stay based on our traveler data, and this 4-star hotel offers free breakfast and a restaurant. Other good options within a short distance include Hotel Corsignano and Il Giardino Segreto.

What about the best place to stay close to Piazza Pio II?

One of the top choices for your stay is Hotel Relais II Chiostro di Pienza, located next to Piazza Pio II, and this 4-star hotel offers free breakfast and a restaurant. Hotel Corsignano and Il Giardino Segreto are a couple of other good options close by.

What's the best high-end hotel in Pienza?

Hotel Relais II Chiostro di Pienza is a 4-star hotel with a seasonal outdoor pool and a rooftop terrace, and it's a popular choice for Expedia travelers looking for a pampering stay. Another upscale option for your trip is Hotel Corsignano. Find more luxury hotels in Pienza.

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