Val d'Orcia Trips (flight + hotel)

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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
8.8/10 Excellent! (642 reviews)
The room was full of ants and other small insects. I was staying in the middle of Tuscany wine country, I would expect my room to have a corkscrew and at least glass glasses. The room only had flimsy plastic cups.

Reviewed on Apr 5, 2026

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Hotel Relais II Chiostro di Pienza
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
The price is P123,436 per night from May 3 to May 4
P123,436
P136,487 total
May 3 - May 4
includes taxes & fees
10/10 Exceptional! (75 reviews)
If you don’t like th it s place, then there will never be a place on earth that you like.. it’s actually above a 5 star!! Over the top service.. food seasons breakfast fantastic…fell very lucky to have stayed here.. thank you

Reviewed on Apr 8, 2026

Castiglion del Bosco, A Rosewood Hotel
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 P45,366 per night from May 7 to May 8
P45,366
P50,610 total
May 7 - May 8
includes taxes & fees
9/10 Wonderful! (341 reviews)
The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing.

Reviewed on Nov 11, 2025

Castello di Velona Resort Thermal SPA & Winery
See all 628 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

Pienza Cathedral

Pienza Cathedral

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

Pienza Cathedral

Castiglion del Bosco Winery

You can enjoy a tasting or tour at Castiglion del Bosco Winery during your travels to Castiglione del Bosco.

Castiglion del Bosco Winery

Monastery of Sant'Anna in Camprena

After visiting Monastery of Sant'Anna in Camprena, make a plan to see the other sights and activities in Pienza. Discover the countryside and churches in this quaint area.

Monastery of Sant'Anna in Camprena

What to do in Val d'Orcia

Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

P1,748
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
Pienza: Dairy Farm Tour with Pecorino Cheese Tasting

Pienza: Dairy Farm Tour with Pecorino Cheese Tasting

P4,544
per adult
Pienza: Dairy Farm Tour with Pecorino Cheese Tasting
Montalcino: Private Cellar Tour, Wine Tasting & Appetizers

Montalcino: Private Cellar Tour, Wine Tasting & Appetizers

P4,824
per adult
Montalcino: Private Cellar Tour, Wine Tasting & Appetizers
See all activities in Val d'Orcia

Frequently asked questions

Can I cancel my flight booking to Val d'Orcia due to COVID-19?
In these times of uncertainty, many carriers are offering greater flexibility. Head to our Customer Service Portal for important information about changing or canceling your booking due to COVID-19.
What's the best way to find cheap flights to Val d'Orcia that have flexible change policies?
At Expedia, we've been channeling our inner Olympic gymnast to offer you the most flexible fares in town. Just tick the "No change fee" box directly under the filter heading "Flexible change policies" to find your ideal flight to Val d'Orcia.
What are some of the general tips for travelers to Val d'Orcia during the COVID-19 outbreak?
COVID-19 has led to major changes to the way we travel. If you're planning a vacation in Val d'Orcia, the following tips will help you navigate these new challenges and rules:
  • Find out if any travel restrictions apply to your origin and destination before booking your flight. Also check if there are any conditions you'll have to follow on arrival, such as taking a COVID-19 test.
  • When you pass through airport checkpoints, do not remove your face mask. You will be required to briefly lower it to confirm your identity. Passengers who refuse to wear a mask may face civil penalties and may also be escorted from the building.
  • You're no longer required to hand your boarding pass directly to a TSA employee. Instead, position the pass on the scanner and then hold it up for the agent to visually inspect it.
  • TSA is now permitting passengers to take one container of hand sanitizer, up to 12 oz (350 ml) in size, in carry-on luggage. This will have to be removed from your bag for X-ray screening.
  • To minimize handling during the screening process, put items such as your phone and loose change into your carry-on rather than into the bins.
  • Transport any food items in a clear plastic bag and also place them in a screening bin. Separating food from your carry-on means it's less likely a TSA employee will need to open your bag for inspection.

Which airlines fly to Val d'Orcia?
Alitalia is a widely known carrier servicing Val d'Orcia. Search for a fare to Peretola Airport (FLR) and you'll have 121 Alitalia flights every month to choose from.
How can I find cheap tickets to Val d'Orcia?
In the last seven days, was the lowest price for a flight to Val d'Orcia. For an even cheaper fare, book ahead of time and be flexible with your travel dates. Search for your flight to Val d'Orcia, then compare prices for nearby days by clicking on our "flexible dates" link.
How much is a flight to Val d'Orcia?
You could have locked in a return airfare to Val d'Orcia from anywhere between and in the last seven days. For one-way journeys from (), the lowest amount paid during this time was just .
What are the most popular airports to fly into in Val d'Orcia?
Val d'Orcia's primary airport is Peretola Airport (FLR). Get your next thrilling adventure underway by reserving an airfare on one of the 1323 flights every month to this destination.
When is the cheapest time to fly to Val d'Orcia?
Take off to Val d'Orcia early on in the week and you'll usually be rewarded with more affordable fares. Tuesday is typically the cheapest day to hop on a plane, with Monday a close second. If you'd like to avoid the priciest flights, give Saturdays a wide berth.
How much is a plane ticket to Val d'Orcia?
Airfares ranged anywhere from to over the last seven days. When you're ready to book, we'll help you lock in a great deal to Val d'Orcia.
Which airlines with flights to Val d'Orcia employ COVID-19 cleanliness policies?
In response to the continuing pandemic, most airlines have adopted new rules and measures to help their passengers and crew take to the skies again. Here are a few examples:
  • Alitalia - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Vueling - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Ryanair - this airline is known for cleaning with disinfectant and providing passenger masks.

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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.