Pienza Vacation Packages

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Flight and hotel packages to Pienza

Prices and availability subject to change. Additional terms may apply.
Relais Santa Croce by Baglioni Hotels

Relais Santa Croce by Baglioni Hotels

5 out of 5
Santa Croce
Save 100% on your flight
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Washington (IAD) to Florence (FLR)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Valet parking, a snack bar/deli, and a lobby fireplace are also offered.
Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection

5 out of 5
Duomo
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Washington (IAD) to Florence (FLR)
This luxury hotel features a full-service spa and a restaurant. Families will appreciate the onsite laundry facilities and in-room childcare. Relax with a drink at the bar/lounge and enjoy perks like free WiFi.
NH Collection Firenze Porta Rossa

NH Collection Firenze Porta Rossa

5 out of 5
Duomo
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Washington (IAD) to Florence (FLR)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Valet parking, a business center, and a snack bar/deli are also offered.
Hotel Number Nine

Hotel Number Nine

5 out of 5
Duomo
per person
Jun 26 - Jul 1
Roundtrip non-stop flight included
Washington (IAD) to Florence (FLR)
A full-service spa and a gym are featured at this smoke-free hotel. Traveling on business? Take advantage of the free WiFi in public areas, express check-in, and valet parking. You'll appreciate the sauna, bar/lounge, and laundry facilities.
FH55 Grand Hotel Mediterraneo

FH55 Grand Hotel Mediterraneo

4 out of 5
Santa Croce
per person
Jun 14 - Jun 21
Roundtrip non-stop flight included
Washington (IAD) to Florence (FLR)
This hotel features 3 restaurants and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Self parking, a snack bar/deli, and dry cleaning are also offered.

Top Pienza hotel deals

Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
Free Cancellation
Reserve now, pay when you stay
The price is $122 per night
$122
per night
May 1 - May 2
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.
Hotel Corsignano

Hotel Corsignano

4 out of 5
Via Della Madonnina 11, Pienza, SI
Free Cancellation
Reserve now, pay when you stay
The price is $182 per night
$182
per night
May 19 - May 20
This smoke-free hotel features 2 spa 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.
Hotel San Gregorio

Hotel San Gregorio

3 out of 5
Via Della Madonnina 4, Pienza, Siena
Free Cancellation
Reserve now, pay when you stay
The price is $170 per night
$170
per night
May 2 - May 3
This Tuscan-style residence features 2 spa tubs, a restaurant, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, and airport shuttle. Enjoy the seasonal outdoor pool and conveniences like a coffee shop and laundry facilities.
Tenuta Santo Pietro

Tenuta Santo Pietro

Localita Santo Pietro 29, Pienza, SI
The price is $185 per night
$185
per night
Apr 29 - Apr 30
An attached winery and a restaurant are featured at this smoke-free farm stay. Enjoy the seasonal outdoor pool and free perks like buffet breakfast and free self parking. A bar/lounge, a poolside bar, and a terrace are also provided.
Podere Spedalone

Podere Spedalone

1 out of 5
Strada per Cosona SP71, Pienza, SI
The price is $160 per night
$160
per night
May 12 - May 13
A restaurant and a seasonal outdoor pool are featured at this farm stay. There's no skimping on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. A coffee shop, a terrace, and a garden are also on offer.
A440 in Tuscany

A440 in Tuscany

Podere Favolello Località Porciano, Pienza, SI
The price is $221 per night
$221
per night
May 7 - May 8
This farm stay features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the business center and free WiFi in public areas. Enjoy the a rooftop terrace and free perks like full breakfast and free self parking.
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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 in Pienza

Image for Pienza Cathedral

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
Image for Palazzo Piccolomini

Palazzo Piccolomini

5/5(80 reviews)

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

Palazzo Piccolomini
Image for Historic Centre of Pienza

Historic Centre of Pienza

Explore the great outdoors at Historic Centre of Pienza, a lovely green space in Pienza. Discover the countryside and churches in this quaint area.

Historic Centre of Pienza

Frequently asked questions

How much are vacation packages to Pienza?
Your travel fantasies can become a reality in Pienza for as low as $1,999. Vacation packages include flights and hotels, so organizing everything should be easy as pie. The only thing you’ll need to worry about is what amazing attraction you’ll head to first.
How long should my Pienza vacation be?
If you’re looking for some guidance, most visitors spend about 3 nights in Pienza. But to uncover the true essence of this place, stay a few extra days. That way you can check off more attractions and really experience the local culture.
Where can I get the best vacation package deals for Pienza?
Walking away with the perfect package deal to Pienza couldn’t be easier with Travelocity. With as many as 400 air carriers and 1,000,000 properties across the globe, you’re spoiled for choice when it comes to your flights and hotels.
Why should I book my Pienza vacation package with Travelocity?
Because you’ll never wander on your own if you lock in your vacation through us, and we offer round-the-clock support and high-quality service to boot. Add to that our Price Match Guarantee and tons of destinations to select from. We’re here to help you have the trip of a lifetime.
Will I save money on my Pienza car rental if I book it with my hotel or flight?
Bundling your car, hotel and flight into a Pienza vacation package is an excellent way to score better prices. Plus, having your own car rental gives you total freedom to get to all those big-name sights you’d like to see. Located 90 mi from Pienza, St. Peters Basilica is one attraction that should be on your must-do list. Turn up the tunes and make a day trip of it.
What is the best time of year to go to Pienza?
February, May and July is peak season here, while March, November and December usually experience less crowds. If your bank balance is your main consideration, try to avoid traveling in as it tends to be the dearest time. The least expensive month to see this part of the world is .
Which airport is best for Pienza?
Peretola Airport (FLR) is 55 mi northwest of the heart of Pienza.
What is there to do in Pienza?
There is a certain magic in the air as you stroll through the streets of Pienza. Pienza Cathedral and Palazzo Piccolomini are just a couple of landmarks that make this city so special, so add them to your list of places to see.
Where should I stay when visiting Pienza?
Many travelers stay at the Relais Val Dorcia. It’s a great base for your Pienza escape.