Val d'Orcia Packages (Flight + Hotel)

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon
    Better together
    Save up to ฿4,531 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top hotels in Val d'Orcia

Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4 out of 5
Corso Rossellino 26, Pienza, SI
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (568 reviews)
Great Town, not so great hotel
"The hotel it's ok It's a former Franciscan Convent dating back to 13th century! Depending of the room.it will be room size. The best views you will get from the outside terrace where breakfast it's served Amazing views of Toscana The hotel it's located right in the middle of the town Pienza right ..."

Reviewed on 29 Jun 2025

Get rates
Hotel Relais II Chiostro di Pienza
Castello di Velona Resort Thermal SPA & Winery
Castello di Velona Resort Thermal SPA & Winery
5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (318 reviews)
"Gorgeous property Attentive staff Tranquil setting Fresh culinary standards"

Reviewed on 29 Jun 2025

Get rates
Castello di Velona Resort Thermal SPA & Winery
Rosewood Castiglion del Bosco
Rosewood Castiglion del Bosco
5 out of 5
Localita Castiglion del Bosco, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is ฿70,893 per night from 1 Aug to 2 Aug
฿70,893
฿78,364 total
1 Aug - 2 Aug
includes taxes & fees
10/10 Exceptional! (64 reviews)
"Peaceful, Relaxing Stay in Tuscany We had a great experience here. The setting is quiet and secluded—felt like a true escape from everyday life. The golf was excellent, the food was consistently good, and the service was friendly and professional. It is remote, which adds to the charm, but just a ..."

Reviewed on 21 Jun 2025

Rosewood Castiglion del Bosco
See all 608 properties in Val d'Orcia
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.

Popular places to visit

Cathedral of Pienza which includes religious elements, a church or cathedral and heritage elements

Pienza Cathedral

4.5/5(19 reviews)

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Pienza Cathedral

Chapel of our Lady of Vitaleta

You can learn about the history of San Quirico d'Orcia with a visit to Chapel of our Lady of Vitaleta. While you're here, you can savour the wineries.

Chapel of our Lady of Vitaleta

What to do in Val d'Orcia

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano

฿8,569
per adult
100% of travellers recommend
Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
Brunello di Montalcino small-group Wine Tour

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena

฿6,736
per adult
100% of travellers recommend
Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
Val d'Orcia Full Day Tour with Wine Tasting from Florence

Val d'Orcia Full Day Tour with Wine Tasting from Florence

฿4,796
per adult
Val d'Orcia Full Day Tour with Wine Tasting from Florence
See all activities in Val d'Orcia

Frequently asked questions

How much does a Val dOrcia holiday package cost?
Our Val dOrcia holiday packages, which start from as low as , are the easiest way to save big bucks. Select your favourite flights, hotels and rental cars to create a personalized escape.
How do I get a cheap travel package to Val dOrcia?
Just imagine all the fun things you could do in Val dOrcia with a wad of extra cash in your pocket. Watch your savings stack up when you bundle your flights, hotels and extras into a Val dOrcia holiday package. You have loads of choice with Expedia too. In fact, you can pick from over 550 airlines and 1,000,000 hotel options throughout the world. Whether you're enjoying a break with the family or adventuring alone, planning a getaway to Val dOrcia is better with a package.
Where should I stay in Val dOrcia?
It makes sense to stay near the action. Many visitors like to book hotels around top attractions, like Pienza Cathedral, Palazzo Piccolomini and Abbazia di SantAntimo.
What are the top hotels in Val dOrcia?
Rosewood Castiglion del Bosco in the Tavernelle neighbourhood is a wonderful choice for a Val dOrcia holiday. Book a room here and you'll be well-placed to get out and discover all that this dynamic city has to offer.
How far in advance should I book my Val dOrcia holiday?
While prices do change, we generally recommend booking your flight as soon as possible. Most international airfares can be found on Expedia up to 12 months in advance. If circumstances have left you booking late, you might still be lucky. Cheap tickets to Val dOrcia occasionally appear only weeks before departure.
What does an Expedia Val dOrcia travel package include?
Expedia has all you need to lock in Val dOrcia escape, but what your package looks like is up to you. Pick from any combination of flights, rental cars and hotels. In search of some activities or tours to keep you busy? Once you've made your booking, you can add them on too. No matter your style or budget, there's a holiday package to match your needs.
What should I know before booking a Val dOrcia travel package?
Our prices are already low. However, you'll grab even more bargains when you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a terrific range of choice.
Can I choose my airline with a Val dOrcia Expedia holiday package?
Yes, and with more than 550 airlines to pick from worldwide, you're not short on choice. Scroll through the available options and see which airline suits your needs and budget.
If I'm not able to travel, can I cancel my Val dOrcia holiday package?
Don't stress if you're rethinking your Val dOrcia holiday package --- you can cancel or change your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur a fee from your airline, hotel or car rental company. We get that your circumstances can change suddenly, so make your way to our Customer Service Portal if that happens. When you're ready to make changes, we're here to help.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.