Citta della Pieve Vacations from $1,241

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Your Citta della Pieve Vacation

With plenty of highlights as well as hidden gems, this city is best explored with a Citta della Pieve vacation package. Check out hotels located in Contrada Castello, which is good for dining, views and culture. Every trip to Citta della Pieve needs a well-thought-out itinerary. Fill yours with attractions like Centro Servizi Turistici Citta della Pieve, Museum of Glass and Wine Tasting al Fontanaro. Expedia is here to help you escape your daily routine. Tailor your vacation to Citta della Pieve to suit your style of travel, whatever that may be.

The Latest Citta della Pieve vacation packages

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

Hotel El Patio

3 out of 5
Price was $1,366, price is now $1,241 per person
$1,241
per person
Oct 3 - Oct 9
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Ancona (AOI)
9.2/10 Wonderful! (13 reviews)
Borgobrufa Spa Resort Adults Only

Borgobrufa Spa Resort Adults Only

5 out of 5
Save 100% on your flight
Price was $4,192, price is now $3,188 per person
$3,188
per person
Oct 3 - Oct 9
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Ancona (AOI)
9.2/10 Wonderful! (67 reviews)
Nothing much going on other than the spa. It’s relaxing but not necessarily the best.

Reviewed on Nov 10, 2024

Ascesi Resort

Ascesi Resort

5 out of 5
Price was $2,443, price is now $2,056 per person
$2,056
per person
Oct 3 - Oct 9
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Ancona (AOI)
No reviews
Residenza Porta Guelfa

Residenza Porta Guelfa

3 out of 5
Price was $1,583, price is now $1,395 per person
$1,395
per person
Oct 3 - Oct 9
found 24 hours ago
Roundtrip flight included
Orlando (MCO) to Ancona (AOI)
8.2/10 Very Good! (45 reviews)
Excellent location, wonderful staff. The beds could use some upgrades, but the building and pool were lovely.

Reviewed on Jul 17, 2018

La Meridiana Bleisure Hotel

La Meridiana Bleisure Hotel

4 out of 5
Price was $1,614, price is now $1,426 per person
$1,426
per person
Oct 3 - Oct 9
found 1 hour ago
Roundtrip flight included
Orlando (MCO) to Perugia San Francesco d'Assisi – Umbria Intl. Airport (PEG)
8.4/10 Very Good! (326 reviews)
Struttura di recente costruzione dotata di tutti i confort, personale super gentile e soprattutto ottimo ristorante. Solitamente non ceno negli hotel ma in questo caso lo consiglio per la fantastica selezione di piatti, tutti buonissimi, dei vini e per la simpatia unica della manager

Reviewed on Jun 23, 2025

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Discover the most popular places to visit in Citta della Pieve

Centro Servizi Turistici Citta della Pieve

Enjoy an outing to Centro Servizi Turistici Citta della Pieve during your stay in Citta della Pieve. Discover the countryside and wineries in this relaxing area.

Centro Servizi Turistici Citta della Pieve

What to do in Citta della Pieve

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal

$115
per adult
100% of travellers recommend
Montepulciano: Tuscan Winery Tour with Wine Tasting & Meal
Montepulciano: Artisan Heroic Wine Tasting at the Terrace

Montepulciano: Artisan Heroic Wine Tasting at the Terrace

$50
per adult
Montepulciano: Artisan Heroic Wine Tasting at the Terrace
MONTEPULCIANO - PIC NIC WITH WINE! SURROUNDED BY VINEYARDS

MONTEPULCIANO - PIC NIC WITH WINE! SURROUNDED BY VINEYARDS

$52
per adult
MONTEPULCIANO - PIC NIC WITH WINE! SURROUNDED BY VINEYARDS
See all activities in Citta della Pieve

Citta della Pieve Hotel Deals

Hotel Sangallo Palace

Hotel Sangallo Palace

4 out of 5
Via L Masi 9, Perugia, PG
Fully refundableReserve now, pay when you stay
$143 nightly
The price is $162 total per night from Aug 28 to Aug 29
$162 total
Aug 28 - Aug 29
Total with taxes and fees
8.8/10 Excellent! (578 reviews)
"The hotel is next to the entrance to the Rocca Paolina, It is a no frills hotel including the room. The room had a balcony with a view, the bed was comfortable. The best thing at the hotel apart from the balcony was the pool, which is in the basement although the usage is not complimentary."

Reviewed on Aug 18, 2025

Hotel Sangallo Palace
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore, Cortona, AR
$330 nightly
The price is $372 total per night from Aug 27 to Aug 28
$372 total
Aug 27 - Aug 28
Total with taxes and fees
9.8/10 Exceptional! (230 reviews)
"Beautiful property, magical, great friendly staff, fantastic breakfast. Everything was perfect"

Reviewed on Aug 7, 2025

Monastero di Cortona Hotel & Spa
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (585 reviews)
Stunning setting - authentic italian
"The pictures do not do it justice - stunning setting and view, very nice hotel, very kind attentive staff. Would definitely recommend."

Reviewed on Aug 25, 2025

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Hotel Relais II Chiostro di Pienza
See all 5,803 properties in Citta della Pieve
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.

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Frequently asked questions

How much does a Citta della Pieve vacation package cost?
You can snap up a vacation package to this top destination from $1,241 on Expedia. However, how much your vacation to Citta della Pieve costs will depend on factors like your hotel choice, season and length of stay.
What are the cheapest months to go to Citta della Pieve?
You can generally find lower prices and better availability in January, March and December. Browse our cheap Citta della Pieve vacation packages and you could land some great off-season discounts.
How many days is enough for Citta della Pieve?
The ideal duration of your Citta della Pieve vacation depends on what you'd like to do and see. Typically, a few days to a week will give you time to tick off all the major sights and explore some hidden treasures along the way.
How to find the best Citta della Pieve package deals?
Bagging a cheap Citta della Pieve package deal is a cinch with Expedia. Once you've entered your trip dates and destination under our "Packages" tab, set your budget, add a few filters and browse what's available. You can personalize your search by "Amenities," "Property type," "Popular locations" and more. Sort the results by "Price: low to high" to view the most pocket-friendly Citta della Pieve package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are usually lower.
Is it cheaper to book a Citta della Pieve vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging hotels and flights individually. Better still, you can tailor your Citta della Pieve getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Citta della Pieve?
Secure incredible discounts by reserving your flights early with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Citta della Pieve escape.
How to plan a trip to Citta della Pieve?

  1. Choose when to go: Check your diary and get your bags packed. Your preferred time of year and the activities on offer will also help you decide when to escape to Citta della Pieve.
  2. Set your budget: Factor in expenses like flights, food and transportation when calculating how much to set aside for your trip to Citta della Pieve. Then, choose a property that suits your budget, whether that's a wallet-friendly stay or a more luxurious getaway.
  3. Use our trip planning tool to explore Citta della Pieve: Research every part of your trip to Citta della Pieve with this comprehensive planner. Invite friends or family to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Work out your trip length: Consider how much time you want to spend discovering Citta della Pieve. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Citta della Pieve vacation package that brings all your bookings together.
  6. Book activities and experiences ahead of time: Whether it's entrance to a big attraction or a day trip, you won't have to worry about missing out on the best Citta della Pieve has to offer. Find all the incredible things to do in Citta della Pieve with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Citta della Pieve vacation packages?
If you're anything like us, you love going away 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 spread the overall cost of your Citta della Pieve vacation over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.