How much does a Pienza vacation package cost?

You can snap up a vacation package to this popular destination from $732 on Expedia. However, how much your vacation to Pienza costs will depend on your hotel choice, season and length of stay.

What are the cheapest months to go to Pienza?

If you're looking to score a cheap Pienza vacation package, consider traveling in March, November and December. You'll usually find lower rates on airfares and hotels during these months — perfect for a budget-friendly getaway.

How many days is enough for Pienza?

Typically, a handful of days is enough to visit the major attractions during your Pienza vacation. But if you want to have more time to rest or go on day trips, consider extending your trip.

Is it worth booking a vacation package to Pienza?

Well known for its views, hiking and festivals, a Pienza vacation is a hit with all kinds of visitors. Be sure to check out major sights like Pienza Cathedral and Palazzo Piccolomini , and consider renting a car for day trips to discover even more.

How to find the best Pienza package deals?

Use Expedia's filter tool to find some great Pienza package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Pienza package deals in the off-peak season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.

Is it cheaper to book a Pienza vacation as a package?

You can enjoy significant savings on your Pienza retreat by booking a personalized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may score a better deal.

When to book a vacation package to Pienza?

If you have your Pienza travel dates locked in, book as early as you can to bag some outstanding deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spur-of-the-moment trips? Our last-minute deals are ideal for impromptu escapes.

How to plan a trip to Pienza?

Pick your travel dates: What you plan to do in Pienza and your favorite season will help you decide when to go. Plan your budget wisely: In addition to the cost of your hotel, you'll need to consider other expenses too. These include flights, food and transportation. Also, set aside a little extra for unexpected expenses that may crop up during your trip to Pienza. Use Expedia's trip planning tool to explore Pienza: Research every part of your trip to Pienza with this comprehensive planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings. Determine how many days away: Start by making a list of all the sights and activities you'd like to experience in Pienza. Then, estimate how long you'll need for each, as well as any travel time. Bundle your flights and hotel: Awesome destination, check. Length of stay, check. All that's left is to pick a Pienza vacation package that brings all your bookings together. Book any day trips or activities: Here's the fun part — locking in everything you want to do and see. Check out some of the exciting things to do in Pienza and reserve your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Pienza vacation packages?

If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the cost of your Pienza vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can snap up great vacation packages with payment plans as soon as you spot them.

Pienza Vacation Packages 2026 from $732

Your Pienza Vacation

Get ready to experience Pienza in your own style with a custom Pienza vacation package! Uncovering the charms of this captivating city is made simpler with a base in a neighborhood such as Macciano, which is great for walking, among other things. If sightseeing is on the to-do list during your trip to Pienza, visit big attractions like Pienza Cathedral, Palazzo Piccolomini and Chapel of our Lady of Vitaleta. Check out Expedia's wide range of travel options and start organizing your ultimate vacation to Pienza now.

The Latest Pienza vacation packages

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

Aurum Uffizi

Historic Centre of Florence

$732

per person

Mar 27 - Mar 31

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

7.8/10 Good! (1,000 reviews)

Great Locations walkable to all the placese.

Reviewed on Dec 15, 2025

Villa Cora

Oltrarno

$2,024

per person

Mar 10 - Mar 13

found 17 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

9.8/10 Exceptional! (467 reviews)

Nice property and staff.

Reviewed on Nov 13, 2025

Grand Hotel Baglioni

Historic Centre of Florence

$1,493

per person

Mar 10 - Mar 13

found 17 hours ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

9/10 Wonderful! (1,002 reviews)

Very good hotel in a fantastic location. Meters from all the sites. Rooms and service excellent. Best breakfast in Italy.

Reviewed on Jan 7, 2026

Don't see what you're looking for?

See all available trips from Columbus to Pienza

View all trips

Pienza Hotel Deals

Hotel Relais II Chiostro di Pienza

Corso Rossellino 26 Pienza SI

8.6/10 Excellent! (615 reviews)

A little tired, extremely clean, with an amazing staff

Reviewed on Jan 1, 2026

Get rates

Hotel San Gregorio

Via Della Madonnina 4 Pienza SI

Fully refundableReserve now, pay when you stay

$146 nightly

$167 total

Jan 13 - Jan 14

Total with taxes and fees

9.2/10 Wonderful! (134 reviews)

Super convenient location steps to the historic center. Possibly the only hotel with its own dedicated secure / covered parking. Well decorated and breakfast was great!

Reviewed on Oct 25, 2025

Hotel Corsignano

Via Della Madonnina 11 Pienza SI

$215 nightly

$244 total

Feb 7 - Feb 8

Total with taxes and fees

9.4/10 Exceptional! (328 reviews)

Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub Breakfast was perfect

Reviewed on Nov 28, 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.

Things to do in and around Pienza

Pienza, nestled in Tuscany, is perfect for outdoor and romantic getaways, offering a range of activities for visitors. Enjoy rejuvenating spa treatments, unwind at a private country club, or embark on delightful wine tours. The picturesque picnic areas provide a lovely setting for relaxation, while the charm of the town invites exploration. Don't miss the opportunity to experience the unique culture and scenic beauty of Pienza during your visit.

Shopping

For unique souvenirs, visit RI Crea RE in Pienza for local crafts. If you're up for a drive, Valdichiana Outlet Village, located 12 miles away, offers a variety of brands and family-friendly entertainment. Pinzi Pinzuti, 14 miles away, is another charming spot for gifts.

Recreation

Experience luxury at the Chapel of our Lady of Vitaleta, a serene country club just 2 miles from Pienza. Unwind at Terme di Chianciano, a soothing spa 7 miles away, or indulge in rejuvenating treatments at San Giovanni Terme Rapolano, located 15 miles from Pienza.

Adventure

The Macinaie Ski Lift, located 13 miles from Pienza, offers thrilling skiing experiences amidst stunning alpine scenery. For adrenaline-pumping karting, visit the Siena Circuit, 19 miles away. Alternatively, the Saltalbero Adventure Park, 15 miles from Pienza, features exciting zip lines and rope courses for an outdoor adventure.

Nightlife

Pienza's nightlife offers a charming blend of cozy wine bars and local taverns. Visit Bar di Pienza for a delightful aperitivo and enjoy the warm atmosphere. For a more lively scene, head to La Bottega di Pienza, where you can savor local wines and mingle with friendly locals.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Pienza

Pienza, a charming town in Tuscany, is perfect for outdoor and romantic getaways. Explore the stunning piazza, visit the historic monastery, or relax in natural hot springs. This destination offers a rich cultural experience with attractions like the Pienza Cathedral and various outdoor activities. Whether you’re on a trip to Pienza for its scenic beauty or unique local experiences, you'll find plenty to enjoy in this picturesque town.

Pienza Cathedral: Nestled in the heart of Pienza, this stunning cathedral showcases Renaissance architecture and offers a serene atmosphere. Explore its beautifully adorned interior and soak in the cultural vibes that make it a must-visit.
Piazza Grande: Located 5 miles from Pienza, Piazza Grande is a bustling square that embodies the essence of local life. Surrounded by charming cafes and shops, it’s the perfect spot to experience the vibrant culture and city vibes of the region.
Terme di Montepulciano Spa: Just 6 miles away, this luxurious hot spring offers a tranquil retreat. Enjoy wellness and relaxation in beautiful outdoor settings, making it an ideal place to unwind and rejuvenate.

Best time to go to Pienza

The best time to visit Pienza can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Pienza falls in July and August. August has slightly high visitor numbers and sunny weather. The coolest average temperature in Pienza falls in January, visitor numbers are slightly low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	39.4°F (4.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
February	40.6°F (4.8°C)	Light Rain	Mostly Sunny	Average	Slightly Low
March	45.0°F (7.2°C)	Light Rain	Mostly Sunny	Average	Average
April	50.9°F (10.5°C)	Light Rain	Mostly Sunny	Slightly High	Average
May	57.4°F (14.1°C)	Light Rain	Mostly Sunny	Average	Average
June	66.7°F (19.3°C)	Light Rain	Sunny	Average	Slightly High
July	73.0°F (22.8°C)	No Rain	Sunny	Average	Slightly High
August	73.0°F (22.8°C)	No Rain	Sunny	Slightly High	Slightly High
September	64.8°F (18.2°C)	Light Rain	Mostly Sunny	Slightly High	Average
October	56.7°F (13.7°C)	Light Rain	Mostly Sunny	Average	Average
November	48.6°F (9.2°C)	Light Rain	Mostly Sunny	Slightly Low	Average
December	42.1°F (5.6°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low

Tips to save on your trip to Pienza

Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
Consider traveling during the off-peak season (typically December to February) for more affordable package holidays to Pienza.
Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Language	Italian
Currency	Euros
Local Welcome	Ciao
Local Goodbye	Ciao
Population	1,250
Max Temp Winter	50ºF
Max Temp Summer	85ºF
Top Sights	Pienza Cathedral, Terme di Montepulciano Spa and Piscine Termali Theia

Language

Italian

Currency

Euros

Local Welcome

Ciao

Local Goodbye

Ciao

Population

1,250

Max Temp Winter

50ºF