Deals on vacations and trips to Val d'Orcia

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Val d'Orcia flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Art Atelier

Art Atelier

4 out of 5
Historic Centre of Florence
Price was $1,136, price is now $783 per person
$783
per person
Feb 11 - Feb 16
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a bar/lounge, a coffee shop, and free WiFi in public areas. Traveling on business? Take advantage of the laundry service and airport shuttle. Limo/town car service, a snack bar/deli, and a computer station are also on offer.
Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,569, price is now $1,678 per person
$1,678
per person
Feb 11 - Feb 15
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
A restaurant and a bar/lounge are featured at this hotel. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Price was $1,236, price is now $847 per person
$847
per person
Feb 11 - Feb 16
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is free.
Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was $1,165, price is now $799 per person
$799
per person
Jan 15 - Jan 20
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
This hotel features a rooftop terrace and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A terrace, a garden, and a snack bar/deli are also on offer.
Hotel Lungarno - Lungarno Collection

Hotel Lungarno - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,706, price is now $1,190 per person
$1,190
per person
Feb 11 - Feb 15
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate complimentary bicycles and in-room childcare. WiFi in public areas is free.

Top Val d'Orcia hotels deals

Rosewood Castiglion del Bosco

Rosewood Castiglion del Bosco

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Free Cancellation
Reserve now, pay when you stay
$1,202 nightly
The price is $1,333 total per night
$1,333 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, and in-room childcare is an added bonus. Enjoy a meal in one of the 2 restaurants and free perks like valet parking and WiFi in public areas.
Pool
Spa
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona Montalcino SI
Get rates
This luxury hotel features an attached winery, a full-service spa, and hot springs. Traveling on business? Take advantage of the free WiFi in public areas, express check-out, and free valet parking. Enjoy the 2 outdoor pools and free perks like cooked-to-order breakfast and free self parking.
Pool
Hot Tub
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4 Pienza SI
Free Cancellation
Reserve now, pay when you stay
$203 nightly
The price is $230 total per night
$230 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This residence features a restaurant, a seasonal outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. You'll appreciate the area shuttle, self parking, and coffee shop/cafe.
Pool
Pet friendly
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11 Pienza SI
$126 nightly
The price is $146 total per night
$146 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This smoke-free hotel features 2 hot tubs, a restaurant, and a bar/lounge. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and airport shuttle. You'll appreciate the area shuttle, free parking, and terrace.
Hot Tub
Pet friendly
Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

4 out of 5
Via Poliziano 18 San Quirico d'Orcia SI
Free Cancellation
Reserve now, pay when you stay
$167 nightly
The price is $189 total per night
$189 total
Dec 14 - Dec 15
Total with taxes and fees
A full-service spa and a restaurant are featured at this luxury hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the seasonal outdoor pool and free full breakfast each morning.
Pool
Breakfast included
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26 Pienza SI
Get rates
This hotel features a restaurant, a seasonal outdoor pool, and a bar/lounge. Enjoy the a rooftop terrace and free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and luggage storage are also on offer.
Pool
Breakfast included
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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

CastelloBanfi Il Borgo, Luxury Retreat in Montalcino Italy Growing up as a devoted history lover, I have always daydreamed about living in a castle. I used to recreate that magical word in my phantasy, populated with vassals and fortune tellers, with dames and cavaliers. This summer, my stay at the beautiful Tuscan resort CastelloBanfi Il Borgo in Montalcino, Italy gave me the chance to turn this dream into reality. Ambra Castello Banfi 2 This beautiful property is set in an ancient stone hamlet that was built in the 1700 sunder the protective walls of the 13th Century Castle “Castelloalle Mura”. What was once used as a dwelling for farmers who toiled with their noble landowners has today been restyled into the luxurious rooms and suites of this jewel of Tuscan hospitality. Ambra Castello Banfi While the architectural style remained unchanged and very authentic, the interior was renovated with modern comforts, premium fabrics and exclusive accessories. Luxury Retreat in Montalcino Ambra Castello cannon dream of living in a castle We were so lucky to stay in one of their exclusive 14 rooms, surrounded by history, vineyards and olive groves. CastelloBanfiilBorgo is truly a place of peace and serenity.Enjoying breakfast or “aperitivo” at sunset from the infinity pool that over looks immense stretches of Brunello vines is simply good for the soul. Castello well Ambra Castello But wait until you witness the most delectable gastronomic experience at “Taverna”, one of the two epic restaurants on property. That’s the ultimate experience to please all of your senses! Ambra tee at Castello Ambra Castello pool Ambra in a castle In the next post will show you all the delicious Italian food we got to savor at the castle’s restaurant, but for now enjoy some beautiful photos and the video about this incredible resort! CastelloBanfiIlBorgo Ambra in Montalcino Italy

Castello Banfi

4/5(6 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.

Castello Banfi
Cathedral of Pienza featuring heritage elements, a church or cathedral and religious elements

Pienza Cathedral

5/5(131 reviews)

You can learn about the history of Pienza with a trip to Pienza Cathedral. While you're here, you can savor the wineries.

Pienza Cathedral
These Amazing hot springs in bangi san filippo go on for ages, with pools all the way to the top. It's like having a Jacuzzi at the top of a waterfall

Baths of San Filippo

5/5(4 reviews)

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.

Baths of San Filippo

Frequently asked questions

How much are vacation packages to Val d'Orcia?
Travelocity has great package deals to Val d'Orcia, including hotels and flights, starting from an impressive $783. With all the money you save, you could throw in some cool tours or maybe even tack on a few extra days to your getaway.
How long should my Val d'Orcia vacation be?
If you need some guidance, most travelers spend roughly 3 nights vacationing in Val d'Orcia. But to discover the true spirit of this destination, stay a few extra days. That way you can tick off more attractions and really immerse yourself in the local vibe.
Where can I get the best vacation package deals for Val d'Orcia?
You'll discover an amazing range of Val d'Orcia package deals on Travelocity. With as many as 400 partner airlines and 1,000,000 properties worldwide, piecing together your ultimate getaway will be simple.
Why should I book my Val d'Orcia vacation bundle via Travelocity?
By booking your flights, hotel, car rental and activities all in the one place, you'll save big bucks as well as precious time. We offer an expert team of customer service specialists available 24/7, and you'll know that you'll always score the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book the vacation of your dreams today and get packing!
Can I save on my Val d'Orcia car rental if I combine it with hotels and flights?
Combining your flight, hotel and car into a Val d'Orcia vacation package is a surefire way to land the best prices. Plus, having your own rental car gives you total freedom to get to all those amazing sights you can't wait to check out. Sitting 85 mi away from Val d'Orcia, St. Peter's Basilica is one place that should have a place on your itinerary. Top up the tank and make a day trip of it.
Which airport is best for Val d'Orcia?
The main airport is Peretola Airport (FLR), around 60 mi northwest of the heart of Val d'Orcia.
Where should I stay when visiting Val d'Orcia?
The Casanova - Panoramic Rooms And Suites is popular with many visitors. Book soon to avoid missing out.

Photos of local treasures

Browse Val d'Orcia vacation photos for more inspiration

Cathedral of Pienza which includes heritage architecture
Cathedral of Pienza featuring heritage elements, a church or cathedral and religious elements
Monticchiello featuring landscape views
Monticchiello showing food
Monticchiello which includes a garden

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