Monticchiello Holidays from £394

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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.

The Latest Monticchiello Holiday Deals

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
16 Sept - 20 Sept
found 1 hour ago
Return direct flight included
London (LCY) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
If one is not there for a fancy hotel room, but for sightseeing, this is a great, clean, bare bones room. It is close to the train station. We were on the 5th floor and had a great view! Breakfast was also on the 5th floor. Close proximity to all the museums and Duomo, 20 minute walk or less to everything. We walked everywhere!

Reviewed on 21 Jun 2025

Hotel Bencista

Hotel Bencista

3 out of 5
per person
14 Aug - 18 Aug
found 1 day ago
Return flight included
London (LGW) to Florence (FLR)
7.2/10 Good! (11 reviews)
Cappuccina Country Resort

Cappuccina Country Resort

4 out of 5
Save 100% on your flight
per person
14 Sept - 21 Sept
found 1 day ago
Return direct flight included
Manchester (MAN) to Florence (FLR)
8.4/10 Very Good! (69 reviews)
We absolutely loved our stay. I wish we got to stay longer. The hotel and the town are so lovely and peaceful. I could have easily stayed there for three days. The staff was so kind. The room was comfortable and very luxurious. Breakfast was yummy.

Reviewed on 28 May 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
13 Sept - 17 Sept
found 1 day ago
Return flight included
Edinburgh (EDI) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on 6 Jun 2025

Giovanni Rooms Manarola

Giovanni Rooms Manarola

1 out of 5
Save 100% on your flight
per person
8 Sept - 15 Sept
found 24 hours ago
Return flight included
London (LGW) to Pisa (PSA)
8.2/10 Very Good! (85 reviews)
This property is in the centre of Manarola. A lovely, well-looked-after place. If you want to experience waking up in this amazing part of the world, we recommend this location.

Reviewed on 26 Apr 2025

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
19 Aug - 24 Aug
found 1 day ago
Return direct flight included
Edinburgh (EDI) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Fantastic people and best view in Florence at night. Breakfast the best in Florence. Would go back in a heart beat

Reviewed on 25 Jun 2025

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

Our pick of the best Monticchiello Hotel Deals

Precise Tale Poggio Alla Sala
Precise Tale Poggio Alla Sala
5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Stay at this 5-star luxury hotel in Montepulciano. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. ...
9.2/10 Wonderful! (94 reviews)
"This place is absolutely stunning and tranquil, with many amenities to enjoy. The spa area is fantastic, and the room was spotless. The staff provided excellent service, and breakfast was simply amazing. I wish I had stayed longer. If I return to Tuscany someday, I would definitely choose to stay ..."

Reviewed on 21 Jun 2025

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort
Nuovo Etruria Resort
Via di S. Martino snc, Montepulciano, SI
Stay at this hotel in Montepulciano. Enjoy an outdoor pool, breakfast (surcharge) and daily housekeeping. Popular attractions Church of St. Agnes and Colonna ...
9/10 Wonderful! (13 reviews)
"The room was very clean. The view from the room is stunning! It is very quiet and relaxing. The resort is facing Montepulciano! The staff is very nice and friendly. I highly recommend it."

Reviewed on 14 Jun 2025

Nuovo Etruria Resort
Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4 out of 5
Corso Rossellino 26, Pienza, SI
Stay at this 4-star hotel in Pienza. Enjoy free breakfast, free Wi-Fi and an outdoor pool. Our guests praise the helpful staff in their reviews. Popular attractions ...
8.6/10 Excellent! (567 reviews)
"Beautiful hotel in a beautifully preserved town centre. Bags of atmosphere and history and generous service and breakfasts. The hotel is in the pedestrianised old town so vehicle access and parking is not catered for. The upside however is its central location and access to local amenities on foot ..."

Reviewed on 30 May 2025

Hotel Relais II Chiostro di Pienza
See all 4,132 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.

All Inclusive Holidays

All Inclusive Holidays

Beach Holidays

Beach Holidays

Family Friendly Holidays

Family Friendly Holidays

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.

Discover the most popular places to visit in Monticchiello

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

Palazzo Borgia

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

Palazzo Borgia

Unmissable things 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?
Val D'Orcia Dreaming!!

Val D'Orcia Dreaming!!

£168
per adult
Val D'Orcia Dreaming!!
Pienza: Private Walking Tour with Tuscan Tasting Experience

Pienza: Private Walking Tour with Tuscan Tasting Experience

£295
per traveller
Pienza: Private Walking Tour with Tuscan Tasting Experience
See all activities in Monticchiello

* 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.