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 Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,170, price is now CA $1,403 per person
CA $1,403
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
El hotel es lindo y limpio… un poco pequeño pero muy céntrico nos gustó mucho … volveremos 👏🌹

Reviewed on Oct 28, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was CA $2,890, price is now CA $1,829 per person
CA $1,829
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
8.6/10 Excellent! (508 reviews)

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was CA $3,533, price is now CA $2,479 per person
CA $2,479
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
This was a magical location. It was our honeymoon and the staff were overjoyed with our selection of their hotel for the occasion. They went out of their way to make our stay memorable!

Reviewed on Oct 30, 2026

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
Price was CA $2,029, price is now CA $1,499 per person
CA $1,499
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
8.8/10 Excellent! (445 reviews)
Beautiful hotel! We didn't realize the pool would be closed when we were there, but otherwise excellent stay.

Reviewed on Oct 13, 2026

Palazzo Lorenzo Hotel Boutique & Spa

Palazzo Lorenzo Hotel Boutique & Spa

4 out of 5
San Lorenzo
Price was CA $1,896, price is now CA $1,450 per person
CA $1,450
per person
Dec 1 - Dec 8
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
9.4/10 Exceptional! (626 reviews)

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Val d'Orcia Hotel Deals

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 CA $1,667 per night from Nov 5 to Nov 6
CA $1,667
CA $1,849 total
Nov 5 - Nov 6
includes taxes & fees
10/10 Exceptional! (87 reviews)
"Unique property well maintained and quite Serene , great staff"

Reviewed on Oct 30, 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 CA $159 per night from Nov 3 to Nov 4
CA $159
CA $187 total
Nov 3 - Nov 4
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 CA $686 per night from Nov 30 to Dec 1
CA $686
CA $770 total
Nov 30 - Dec 1
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 Oct 23, 2026

Castello di Velona Resort Thermal SPA & Winery
See all 632 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.
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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)
Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.
See properties

What to do in Val d'Orcia

Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

CA $71
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Montalcino, Pienza & Montepulciano Wine & Food Tour

Val d’Orcia Wine Tour with Lunch & Brunello

CA $189
per adult
84% of travellers recommend
Val d’Orcia Wine Tour with Lunch & Brunello
Wine Tasting of Brunello with Tuscan Cold Cuts and Cheese

Wine Tasting of Brunello with Tuscan Cold Cuts and Cheese

CA $62
per adult
Wine Tasting of Brunello with Tuscan Cold Cuts and Cheese
See all activities in Val d'Orcia

Frequently asked questions

How much does a Val dOrcia vacation package cost?
Our Val dOrcia vacation packages, which start from as low as CA $1,403, 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.

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.