Val d'Orcia Holidays

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Top hotels in Val d'Orcia

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is S$1,793 per night from 4 Nov to 5 Nov
S$1,793
4 Nov - 5 Nov
includes taxes & fees
10/10 Exceptional! (86 reviews)
"Fabulous service. Gorgeous location and pristine hotel. Great food choices and services."

Reviewed on 23 Oct, 2026

Castiglion del Bosco, A Rosewood Hotel
Corte Francigena - Apartments

Corte Francigena - Apartments

Via Ferretti Montalcino SI
Fully refundableReserve now, pay when you stay
The price is S$173 per night from 1 Nov to 2 Nov
S$173
1 Nov - 2 Nov
includes taxes & fees
Corte Francigena - Apartments
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
The price is S$809 per night from 15 Nov to 16 Nov
S$809
15 Nov - 16 Nov
includes taxes & fees
9/10 Wonderful! (380 reviews)
"Stayed at the hotel for our honeymoon and it was an incredible experience. The view is simply breathtaking and the castle is extremely charming. Food (breakfast and diner) and wine at the restaurants are high quality, inspired and locally sourced, though expensive. Their Brunello is VERY good. The ..."

Reviewed on 23 Oct, 2026

Castello di Velona Resort Thermal SPA & Winery
See all 636 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.

Stay near popular Val d'Orcia attractions

A historic church with a bell tower, arched windows, and a central dome.

Pienza Cathedral

9.4/10 (460 reviews)
Pope Pius II's Renaissance masterpiece showcases harmonious Gothic elements and luminous three-nave design. Arrive early to admire the 15th-century Sienese paintings and enjoy panoramic Tuscan views from the corridor.
See properties

What to do in Val d'Orcia

Montalcino, Pienza & Montepulciano Wine & Food Tour

Val d’Orcia Wine Tour with Lunch & Brunello

S$171
per adult
84% of travellers recommend
Val d’Orcia Wine Tour with Lunch & Brunello
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

S$65
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

S$37
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
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.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.