Monticchiello Holidays from £210

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Your Monticchiello Holiday

Simplify your travel planning by booking a Monticchiello holiday package. One of the best neighbourhoods to stay in this fascinating city is Macciano, which is great for walking and a lot more. If your trip to Monticchiello includes a little sightseeing, don't miss much-loved attractions like Pienza Cathedral, Palazzo Piccolomini and Historic Centre of Pienza. Check out Expedia's extensive range of travel options and start planning your ultimate holiday to Monticchiello today.

Top Monticchiello Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli

4 out of 5
Save 100% on your flight
per person
25 Sept - 30 Sept
found 11 hours ago
Return flight included
London (LON) to Florence (FLR)
8.2/10 Very Good! (150 reviews)
The property itself was beautiful and we really loved using the pools. They were gorgeous. My only complaint was that the bathroom is so small and everything is squished together. The bidet basically touches your knees while you’re sitting on the toilet.

Reviewed on 10 Aug 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
per person
22 Sept - 26 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
I VERY MUCH ENJOYED THE STAY

Reviewed on 18 Jul 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
18 Sept - 23 Sept
found 1 day ago
Return direct flight included
Birmingham (BHX) to Florence (FLR)
7.6/10 Good! (1,007 reviews)
Air conditioner was excellent!!!

Reviewed on 11 Aug 2025

Hotel Miramare

Hotel Miramare

4 out of 5
Save 100% on your flight
per person
1 Oct - 8 Oct
found 23 hours ago
Return flight included
London (LON) to Pisa (PSA)
8.4/10 Very Good! (448 reviews)
Lovely place, great location!

Reviewed on 11 Aug 2025

SPLENDIDE RIVIERA

SPLENDIDE RIVIERA

4 out of 5
Save 100% on your flight
per person
17 Sept - 24 Sept
found 1 day ago
Return flight included
Birmingham (BHX) to Pisa (PSA)
No reviews

Monticchiello Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
200
Max Temp Winter
10ºC
Max Temp Summer
29ºC
Top Sights
Pienza Cathedral, Palazzo Piccolomini and Enoteca Di Ghino

Top hotels in Monticchiello

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
The price is £110 per night from 8 Sept to 9 Sept
£110
8 Sept - 9 Sept
includes taxes & fees
8.6/10 Excellent! (580 reviews)
"Just need better parking"

Reviewed on 10 Aug 2025

Hotel Relais II Chiostro di Pienza
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is £105 per night from 1 Sept to 2 Sept
£105
1 Sept - 2 Sept
includes taxes & fees
9.2/10 Wonderful! (31 reviews)
"Great location out of ZTL"

Reviewed on 9 Aug 2025

Nuovo Etruria Resort
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
8.8/10 Excellent! (324 reviews)
"We stayed two nights midway through travelling around Tuscany. It was a lovely peaceful break for us. We felt very pampered by all of the staff who were superb. Dining by the pool area was lovely. A very happy couple of days."

Reviewed on 29 Jul 2025

Get rates
Castello di Velona Resort Thermal SPA & Winery
See all 4,162 properties in Monticchiello
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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Popular places to visit

Cathedral of Pienza which includes religious elements, a church or cathedral and heritage elements

Pienza Cathedral

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Pienza Cathedral

Palazzo Piccolomini

You can study the exhibits at Palazzo Piccolomini, a museum with a storied past, during your holiday in Pienza. While you're here, you can savour the wineries.

Palazzo Piccolomini

Enoteca Di Ghino

You can enjoy a tasting or tour at Enoteca Di Ghino during your travels to Pienza. While you're here, you can savour the wineries.

Enoteca Di Ghino

What to do in Monticchiello

Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?

Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?

£26
per adult
Passeggiando nell'uliveto: come nasce l'olio extrav d'oliva?
Pienza & Montepulciano Small Group Tour from Siena

Pienza & Montepulciano Small Group Tour from Siena

£157
per adult
Pienza & Montepulciano Small Group Tour from Siena
Pienza: Private Walking Tour with Tuscan Tasting Experience

Pienza: Private Walking Tour with Tuscan Tasting Experience

£301
per traveller
Pienza: Private Walking Tour with Tuscan Tasting Experience
See all activities in Monticchiello

Frequently asked questions

Why should I book my Monticchiello holiday with Expedia?
Expedia has you covered for every detail of your upcoming Monticchiello trip. You'll always get the best prices, but when you bundle your accommodation, flights and/or car hire into a holiday package, you'll get even more savings. Looking to really make the most of your stay? Add some awesome tours and activities to your package. Expedia offers flexible cancellation policies on most bookings, so you won't need to worry if your travel plans change. Head over to our Customer Service Portal link to find out more.
When is the best time of year to holiday in Monticchiello?
Monticchiello can get very busy in February, May and July, so if you want to escape the crowds, pack your bags for March, November and December. To give you an idea of what type of weather you can experience, the average daytime temperature in January, the coolest time of year in Monticchiello, is 4ºC. The warmest time here is July, when temperatures average 22ºC.
What is the top hotel for my holiday in Monticchiello?
Offering many of home's creature comforts, Hotel Relais II Chiostro di Pienza will make the perfect base for your Monticchiello holiday.
How do I get a cheap holiday to Monticchiello?
Bundle your hotels and flights with Expedia to save on your next trip. With more than 400 air carriers and 321,000 hotels across the globe, your Monticchiello holiday can be tailored exactly to suit your budget. With all that extra money, why not add one or two interesting tours and activities? It's an easy way to unlock even more bargains. The holiday you've always dreamed of in Monticchiello is closer than you thought! Learn more about how you can save money on your next holiday when you bundle your flight and hotel bookings with Expedia.
What should I do on my Monticchiello holiday?
There are so many things to do and see while on your holiday in Monticchiello. Pienza Cathedral, Palazzo Piccolomini, Historic Centre of Pienza and Piazza Pio II are just some of this city's best attractions.
What is the best area to stay in when on holiday in Monticchiello?
A holiday in Monticchiello isn't complete without checking out Art Studio di Adelina Quadri. Why not book a stay near this interesting attraction?
Do I need a visa for my Monticchiello holiday?
Official government websites will have all the information you need on visa requirements, application procedures and any supporting documentation. Your nationality and reason for visiting, whether it be for work or pleasure, will determine if you need a visa for Monticchiello. Also double-check that your passport is up to date and has at least six months validity remaining beyond your return date. Do all your travel planning ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Monticchiello holiday?
First, consider the type of activities planned during your trip to Monticchiello and choose versatile pieces that you can mix and match. For fashion inspiration or even information on dress codes, browse style blogs or social media accounts. Pack your bags with confidence by monitoring the weather conditions in Monticchiello. July brings the warmest temperatures, with daily averages of 22ºC, while January days average 4ºC, making it the coolest month.
What does an Expedia Monticchiello holiday include?
Hotels, hire cars and flights — you'll discover them all here. With Expedia, you can create your Monticchiello package however you want. All you have to do is decide what you need. Once you've made your booking, why not add extras like experiences and activities? The more you bundle, the greater the savings! Apartments and villas are a couple of the most popular property types in Monticchiello. No matter your holiday style or group size, you can count on Expedia for the freedom to tailor your next escape.
Does Expedia offer Book Now, Pay Later Monticchiello holidays?
Expedia has teamed up with online lender Klarna to make your next getaway easier on your hip pocket. Paying by instalment means you can spread the costs of your next adventure, leaving you with more cash to splash while you're travelling. Klarna has several payment plans to choose from, so you're sure to find one that fits into your budget. Check out these flexible payment options:

  • Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy payment plans. If paying over multiple transactions works for you, choose this option during the checkout process.
  • No-deposit holidays: Pressing the "book now" button is much easier with this plan. With no deposit required for your getaway, you can Book Now, Pay Later and start packing your bags.

Can I choose my airline with a Monticchiello Expedia holiday?
Expedia offers access to more than 400 airline partners worldwide, so you definitely can. Just choose the airline you want and create the perfect Monticchiello holiday.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.