
Val d'Orcia Vacations from $996
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
Better together
Save up to $1,045 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
The Latest Val d'Orcia vacation packages
Price found within the past 48 hours. Click for updated prices.

Hotel Europa
per person
Oct 20 - Oct 25
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Florence (FLR)
7.6/10 Good! (243 reviews)
Very budget'y place. It felt like the place haven't been touched for few decades. Other than that, I enjoyed my stay there and got pretty much all the necessities for tourists.
Reviewed on Nov 16, 2024

Villa Castiglione
per person
Oct 20 - Oct 25
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Florence (FLR)
8.6/10 Excellent! (239 reviews)
Ooh this was such a pleasant surprise - The interior pics don't do it justice - the rooms were great, the location was beautiful. It's right at the mountain top close to Florence - I went to 7 cities in Italy with my family, and this was my favorite because of the wonderful stay. The dining menu was limited and that's the only thing they needs improvement but the breakfast was great.
Reviewed on May 18, 2025

Hotel Datini
per person
Oct 20 - Oct 25
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Florence (FLR)
8/10 Very Good! (259 reviews)
The rooms are spacious and beds are comfy. Bathroom is awesome and has everything you need. You have breakfast included and it is amazing. Bus station is right behind the hotel and you can go anywhere from there. The staff are very kind.
Reviewed on Jun 16, 2024

Starhotels Vespucci
per person
Oct 20 - Oct 25
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Florence (FLR)
8.4/10 Very Good! (520 reviews)
We had a wonderful stay at Starhotels Vespucci. The rooms were clean, comfortable, and well-equipped. The staff was friendly and professional, always ready to help. Breakfast was delicious with a good variety. Convenient location for both business and leisure. Highly recommended!
Reviewed on May 21, 2025

Don't see what you're looking for?
See all available trips from Columbus to Val d'Orcia
View all tripsDiscover the most popular places to visit in Val d'Orcia

Castello Banfi
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.

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

Baths of San Filippo
You can take time to visit Baths of San Filippo during your travels to Bagni San Filippo. Visit the area's spas, or simply enjoy its wineries.
What to do in Val d'Orcia

Val d'Orcia Brunello Wine Tour with Montalcino and Montepulciano
$269
per adult
100% of travellers recommend

Small-Group Brunello di Montalcino Wine-Tasting Trip from Siena
$211
per adult
100% of travellers recommend

Val d'Orcia Full Day Tour with Wine Tasting from Florence
$280
per adult
100% of travellers recommend
Val d'Orcia Hotel Deals

Hotel Relais II Chiostro di Pienza
Corso Rossellino 26, Pienza, SI
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $113 total per night from Aug 1 to Aug 2
$113 total
Aug 1 - Aug 2
Total includes taxes and fees
8.6/10 Excellent! (575 reviews)
"This property was a 15 century convent which has been converted into a hotel in the midst of a UNESCO world heritage site. The views at the rear of the hotel are breathtaking. A magical place."
Reviewed on Jul 26, 2025

Castello di Velona Resort Thermal SPA & Winery
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
$709 nightly
The price is $792 total per night from Aug 7 to Aug 8
$792 total
Aug 7 - Aug 8
Total includes taxes and fees
8.8/10 Excellent! (322 reviews)
Such a magical experience
"We had the most amazing stay at Castello di Velona. The staff was top notch. The facilities are breathtaking."
Reviewed on Jul 17, 2025

Hotel Corsignano
Via Della Madonnina 11, Pienza, SI
Fully refundableReserve now, pay when you stay
9.4/10 Exceptional! (301 reviews)
"All 1st class. Food excellent"
Reviewed on Jul 20, 2025
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.
More vacations you might like
Explore a world of travel with Expedia
Explore a world of travel with Expedia
- Bagno Vignoni Hotels
- Resorts & Hotels with Spas in Bagno Vignoni
- Luxury Hotels in Bagno Vignoni
- Farmstay in Bagno Vignoni
- 5 Star Hotels in Bagno Vignoni
- Town Houses in Bagno Vignoni
- Hotels near Piazza delle Sorgenti
- Castiglione d'Orcia Hotels
- Resorts & Hotels with Spas in Castiglione d'Orcia
- Winery Hotels in Castiglione d'Orcia
- Vacation Homes in Castiglione d'Orcia
- Hotel Wedding Venues Hotels in Castiglione d'Orcia
- Rocca d'Orcia Hotels
- Hotels near Chapel of our Lady of Vitaleta
- Hotels near Pienza Cathedral
- Hotels near Palazzo Vescovile
- Hotels near Piazza Pio II
- Pienza Hotels
- Winery Hotels in Pienza
- Farmstay in Pienza
- Villas in Pienza
- Hotels with Laundry Facilities in Pienza
- 5 Star Hotels in Pienza
- Hotel Wedding Venues Hotels in Pienza
- Hotels with Free Parking in Pienza
- B&B in Pienza
- Luxury Hotels in Pienza
- Resorts & Hotels with Spas in Pienza
- Hotels with a Pool in Pienza
- Hotels with a View in Pienza
- Golf Hotels in Pienza
- Casino Hotels in Pienza
- 4 Star Hotels in Pienza
- Romantic Hotels in Pienza
- Hotels with Air Conditioning in Pienza
- Residences in Pienza
- Adults Only Resorts & in Pienza
- Gay friendly Hotels in Pienza
- Hotels with Hot Tubs in Pienza
- Ski Hotels in Pienza
- Apartments in Pienza
- Hotels with Restaurants in Pienza
- Hotels with an Outdoor Pool in Pienza
- Hotels with Free Breakfast in Pienza
- Vacation Homes in Pienza
- Hotels near RI Crea RE
- Hotels near Horti Leonini
- San Quirico d'Orcia Hotels
- B&B in San Quirico d'Orcia
- Hotels with Laundry Facilities in San Quirico d'Orcia
- Gay friendly Hotels in San Quirico d'Orcia
- Hotels with Restaurants in San Quirico d'Orcia
- Resorts & Hotels with Spas in San Quirico d'Orcia
- Bagno Vignoni Vacations
- Piazza delle Sorgenti
- Visit Bagno Vignoni
- Castiglione d'Orcia Vacations
- Fortress of Tentennano
- Rocca d'Orcia Vacations
- Visit Castiglione d'Orcia
- Visit Rocca d'Orcia
- Chapel of our Lady of Vitaleta
- Pienza Cathedral
- Palazzo Borgia
- Piazza Pio II
- Pieve di Corsignano
- Palazzo Comunale
- Palazzo Piccolomini
- Pienza Vacations
- Enoteca Di Ghino
- Visit Pienza
- Horti Leonini
- San Quirico d'Orcia Vacations
- Palazzo Chigi
- Collegiate Church of San Quirico
- Visit San Quirico d'Orcia
- Car rentals near Bagno Vignoni
- Car rentals near Castiglione d'Orcia
- Car rentals near Pienza
- Hertz Rental Cars in Pienza
- Avis Rental Cars in Pienza
- Europcar Rental Cars in Pienza
- Top Rent a Car Rental Cars in Pienza
- Sixt Rental Cars in Pienza
- Movida Rent A Car Rental Cars in Pienza
- Pickup Car Rentals in Pienza
- Budget Rental Cars in Pienza
- Car rentals near RI Crea RE
- Car rentals near San Quirico d'Orcia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.