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.
Grand Hotel Cavour
Historic Centre of Florence
CA $1,422
per person
Nov 30 - Dec 5
just found
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
Lovely hotel and great position in Florence. Staff were friendly and helpful. Breakfast was lovely plenty of choice. Wouldn’t hesitate to stay there again. Perfect for the usual sightseeing !
Reviewed on Sep 15, 2026
The Moon Boutique Hotel & Spa
Historic Centre of Florence
CA $2,385
per person
Oct 24 - Oct 28
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Great location. We suggest taking the river down to the city center every day. The free breakfast and coffee is great way to start your day. Schedule a spa day at least once so you can relax before the walk to dinner! Reception was super nice and even helped us call a taxi.
Reviewed on Sep 21, 2026
Hotel La Scaletta Al Ponte Vecchio
Historic Centre of Florence
CA $1,646
per person
Oct 24 - Oct 27
found 15 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9/10 Wonderful! (1,005 reviews)
The hotel is in a centrally located area with very close proximity (walking) to major museums and shopping with no need for a car.
Room was fairly clean but it seems long overdue for an update.
Breakfast fee is €10 per day which is very reasonable with many choices of hot and cold items.
The staff are very helpful and friendly and that is a great asset to the hotel.
Reviewed on Sep 22, 2026
Bernini Palace
Historic Centre of Florence
CA $1,810
per person
Nov 30 - Dec 5
just found
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.8/10 Exceptional! (1,008 reviews)
Beautiful, historic property in the very heart of Florence. The staff makes you feel special. The room was very nice, silent and had a very comfortable bed.
Reviewed on Sep 22, 2026
Hotel degli Orafi
Historic Centre of Florence
CA $2,129
per person
Oct 24 - Oct 28
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
9.6/10 Exceptional! (1,002 reviews)
The hotel was right beside the Uffizzi museum and steps from the Ponte Vecchio. The front desk staff were extremely friendly and helpful, providing a map with walking distances to major attractions and recommending less busy sights to see. They will also recommend some excellent local restaurants for you to try authentic Florentine cuisine and make the reservation for you. Rooms were comfortable and clean with little touches like chocolates every night in your room. The included breakfast was amazing with many choices for both European and North American guests. Highly recommend this hotel
Reviewed on Sep 18, 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 $1,065
CA $1,187 total
Oct 23 - Oct 24
includes taxes & fees
L'Orto delle Terme
Via dei Mulini 18 San Quirico d'Orcia SI
Fully refundableReserve now, pay when you stay
CA $182
CA $207 total
Sep 24 - Sep 25
includes taxes & fees
9.6/10 Exceptional! (56 reviews)
"Great hotel in a beautiful area - rooms could use some upgrade but great thermal spa"
Reviewed on Sep 4, 2026
Castiglion del Bosco, A Rosewood Hotel
Localita Castiglion del Bosco Montalcino SI
CA $3,291
CA $3,636 total
Oct 8 - Oct 9
includes taxes & fees
10/10 Exceptional! (81 reviews)
"Very warm and friendly service."
Reviewed on Sep 13, 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.
La Foce
7.8/10 (6 reviews)
Explore the great outdoors at La Foce, a lovely green space in La Foce. Visit the area's spas, or simply enjoy its 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.
What to do in Val d'Orcia
Montalcino: Guided Winery Tour and Wine Tasting
CA $73
per adult
Val d’Orcia Wine Tour with Lunch & Brunello
CA $192
per adult
84% of travellers recommend
Seggiano: Guided Tour of the Olive Grove and Food Tasting
CA $40
per adult
Frequently asked questions
How much does a Val dOrcia vacation package cost?
Our Val dOrcia vacation packages, which start from as low as CA $1,422, 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
- Piscine Termali Theia
- 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
- Ski Vacation Packages Val d'Orcia
- 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.
