Pienza Vacation Packages 2026 from $1,292

Q: Where should I stay when visiting Pienza?

Many travelers stay at the Relais Val Dorcia . It's a great base for your Pienza escape.

Pienza flight + hotel vacation packages

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

The Moon Boutique Hotel & Spa

Historic Centre of Florence

$1,292

per person

Oct 17 - Oct 20

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a full-service spa and a bar/lounge. WiFi in public areas is free. Self parking, a snack bar/deli, and express check-out are also offered.

Hotel La Scaletta Al Ponte Vecchio

Historic Centre of Florence

Save 100% on your flight

$1,744

per person

Oct 2 - Oct 5

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a restaurant, a rooftop terrace, and a bar/lounge. WiFi in public areas is free. A coffee shop, a terrace, and dry cleaning are also on offer.

Relais Uffizi, Tailor made Hotel

Historic Centre of Florence

Save 100% on your flight

$2,759

per person

Sep 21 - Sep 26

found 3 hours ago

Roundtrip non-stop flight included

New York (NYC) to Florence (FLR)

This hotel features a bar/lounge, free WiFi in public areas, and a snack bar/deli. There's luggage storage and multilingual staff can provide around-the-clock assistance.

Eden Rock Resort

Save 100% on your flight

$1,638

per person

Oct 22 - Oct 28

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This residence features a restaurant, an outdoor pool, and a bar/lounge. Business travelers can take advantage of the free WiFi in public areas. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.

Grand Hotel Cavour

Historic Centre of Florence

Save 100% on your flight

$1,960

per person

Oct 22 - Oct 28

found 22 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

This hotel features a gym and a rooftop terrace. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. There's a bar/lounge on site, and a 24-hour front desk and concierge services are also provided.

Stay near popular Pienza attractions

A historic church with a bell tower, arched windows, and a central dome.

Pienza Cathedral

9.4/10 (460 reviews)

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

See properties

Frequently asked questions

How much are vacation packages to Pienza?

Your travel fantasies can become a reality in Pienza for as low as $1,292. 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.