Val d'Orcia Vacation Packages
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Top Val d'Orcia Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Aurum Firenze
Historic Centre of Florence
CA $1,343
per person
Oct 22 - Oct 26
found 16 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.4/10 Good! (1,011 reviews)
Chambre plus étroite, mais propre. Staff sympa. Notre douche coulait dans la salle de bain et le jet traversait le haut de la porte. Nous n’avons pas aimé le petit buffet déjeuner, manque de fraîcheur (pain/croissant). Cependant, une belle vue pour le petit déjeuner.
Reviewed on Aug 7, 2026
Alfieri9
Historic Centre of Florence
CA $2,162
per person
Oct 10 - Oct 16
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to Florence (FLR)
9.6/10 Exceptional! (170 reviews)
More quiet residential area of Firenze
in walking distance of center but away from the crowds. No elevator and two flight of stairs.
Reviewed on Jul 5, 2026
Ready to book your vacation to Val d'Orcia?
Val d'Orcia Hotel Deals
Castello di Velona Resort Thermal SPA & Winery
Località Velona Montalcino SI
Fully refundableReserve now, pay when you stay
CA $874
CA $977 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (365 reviews)
"one of the best place to enjoy Tuscany area. there are 2 very beautiful pool in the top of the hill, and a very nice restaurant facing west where you can see fantastic sunset."
Reviewed on Aug 5, 2026
Hotel Corsignano
Via Della Madonnina 11 Pienza SI
Fully refundableReserve now, pay when you stay
CA $243
CA $277 total
Aug 9 - Aug 10
includes taxes & fees
Castiglion del Bosco, A Rosewood Hotel
Localita Castiglion del Bosco Montalcino SI
CA $4,130
CA $4,559 total
Sep 2 - Sep 3
includes taxes & fees
10/10 Exceptional! (80 reviews)
"Best hotel ever."
Reviewed on Jul 27, 2026
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
Pienza Cathedral
9.4/10 (460 reviews)
Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.
Historic Centre of Pienza
9.6/10 (42 reviews)
Explore the great outdoors at Historic Centre of Pienza, a lovely green space in Pienza. Discover the countryside and churches in this quaint area.
Castello Banfi
9.4/10 (51 reviews)
You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.
Fortress of Montalcino
9.2/10 (54 reviews)
Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.
Tenuta Greppo Franco Biondi Santi
8.6/10 (8 reviews)
You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.
Chapel of our Lady of Vitaleta
9.0/10 (21 reviews)
You can learn about the history of San Quirico d'Orcia with a trip to Chapel of our Lady of Vitaleta. While you're here, you can savor the wineries.
Abbazia di Sant'Antimo
9.6/10 (111 reviews)
You can learn about the history of Montalcino when you stop by Abbazia di Sant'Antimo. Visit the area's spas, or simply enjoy its wineries.
Castiglion del Bosco Winery
9.6/10 (5 reviews)
You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.
What to do in Val d'Orcia
Montalcino: Guided Winery Tour and Wine Tasting
CA $72
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
CA $40
per adult
Val d’Orcia Wine Tour with Lunch & Brunello
CA $192
per adult
84% of travellers recommend
Frequently asked questions
How much does a Val dOrcia vacation package cost?
Our Val dOrcia vacation packages, which start from as low as CA $1,343, are the easiest way to save big bucks. Select your favorite 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 vacation 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 neighborhood is a wonderful choice for a Val dOrcia vacation. 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 vacation?
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 vacation 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 vacation 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 vacation package?
Don't stress if you're rethinking your Val dOrcia vacation 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
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- Art Studio di Adelina Quadri
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- Visit Petroio
- Pienza Vacations
- Pienza Cathedral
- Terme di Montepulciano Spa
- Visit Montepulciano
- Tenuta Valdipiatta
- Visit Torrenieri
- Tenuta Greppo Franco Biondi Santi
- Visit Chianciano Terme
- Visit Pienza
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- Palazzo Ricci
- Visit Val d'Orcia
- Visit Seggiano
- Montalcino Vacations
- Bagni San Filippo Vacations
- Visit Castelnuovo dell'Abate
- Visit Bagno Vignoni
- Visit Montefollonico
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
