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Our top choices for Montecastelli hotels

Riparbella Country Suite

Riparbella Country Suite
Riparbella
9.0 out of 10, Wonderful, (15 reviews)
"We had a wonderful stay at Riparbella Country Suites and can honestly say it exceeded our expectations. The entire property feels new, carefully maintained, and designed with great attention to comfort and detail. Our room was spacious, spotless, and very comfortable. The bathroom was modern and large, with an excellent shower, and the bed was incredibly comfortable we slept really well every night. We also loved having our own private terrace with table and chairs overlooking the garden. What...
Italy
Fabio
The price is £61
includes taxes & fees
9 Jul - 10 Jul
Riparbella Country Suite

Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax
Massa Marittima
9.4 out of 10, Exceptional, (8 reviews)
"Il plus sicuramente la pulizia della camera, veramente impeccabile, anche il bagno e la doccia davvero ottimi. Letto abbastanza comodo, forse il materasso potrebbe essere migliorato (si sentiva qualche molla). Colazione soddisfacente. Piscina bella, ma non ne abbiamo usufruito. La signora alla reception molto gentile, ma molto minimal, ci ha fatto vedere dov'era la camera, ma non ci ha dato indicazioni sugli orari della colazione od altro, anche se era tutto scritto poi sul foglio presente nella...
Italy
Denis
The price is £65
includes taxes & fees
15 Jul - 16 Jul
Hotel Girifalco - Nature & Relax

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (44 reviews)
"One of our favorite stays in Italy! Few number of rooms which makes it feel very relaxing and comfortable. Staff was friendly and helpful."
Canada
Yael
The price is £100
includes taxes & fees
6 Jul - 7 Jul
Hotel Ristorante La Dama nella Vigna

Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (140 reviews)
"One of the best places during our stay in italy"
Canada
Michael
The price is £77
includes taxes & fees
26 Jul - 27 Jul
Villa Montarioso

B&B Suvereto

B&B Suvereto
Suvereto
The price is £77
includes taxes & fees
5 Jul - 6 Jul
B&B Suvereto

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (75 reviews)
"This hotel was fantastic! A gem, off the beaten path. Plenty of space and quiet accompanied by crisp fresh air. The restaurant in the hotel lobby was delicious and affordable. I hope to return here."
United States
Martin
The price is £68
includes taxes & fees
12 Jul - 13 Jul
Castello

Capanna 1826

Capanna 1826
San Gimignano
10.0 out of 10, Exceptional, (44 reviews)
"Excellent location , beautiful surroundings, everything clean . I will DEFINITELY stay again "
United States
Carlos
The price is £97
includes taxes & fees
7 Jul - 8 Jul
Capanna 1826

Tenuta Decimo

Tenuta Decimo
San Gimignano
8.4 out of 10, Very good, (51 reviews)
"A beautiful place. The staff were so nice and helpful as we were running late for our check in. Would have loved to stay longer!!"
Canada
harman
The price is £56
includes taxes & fees
6 Jul - 7 Jul
Tenuta Decimo

Punti Di Vista B&B Food&Wine Experience

Punti Di Vista B&B Food&Wine Experience
Bibbona
10.0 out of 10, Exceptional, (2 reviews)
"Personale efficiente, accogliente e cortese. Camera spaziosa con letto comodissimo"
Italy
Paolo
The price is £134
includes taxes & fees
14 Jul - 15 Jul
Punti Di Vista B&B Food&Wine Experience

Locanda Casalta

Locanda Casalta
Strove
The price is £93
includes taxes & fees
5 Jul - 6 Jul
Locanda Casalta

Hotiday Toscana Riparbella

Hotiday Toscana Riparbella
Riparbella
8.6 out of 10, Excellent, (15 reviews)
"It was nice. The staff was friendly, but the brochures need to be updated with the correct pricing, also it would be nice to know that they don’t provide certain spa services when you’re the only one asking for it. If I had know that and that the restaurants were closed most of the time, I probably would’ve gone where it was more consistent."
United States
Zi'yah
The price is £77
includes taxes & fees
7 Jul - 8 Jul
Hotiday Toscana Riparbella

B&B Podere San Filippo

B&B Podere San Filippo
Bibbona
10.0 out of 10, Exceptional, (1 review)
"B&B delizioso immerso nel verde, personale veramente gentile e disponibile. Servizio di noleggio e-bike all’interno della struttura"
Italy
Francesca
The price is £96
includes taxes & fees
1 Jul - 2 Jul
B&B Podere San Filippo

Santo Pietro Resort

Santo Pietro Resort
San Gimignano
The price is £167
includes taxes & fees
9 Jul - 10 Jul
Santo Pietro Resort

Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
5.0 star property
Volterra
10.0 out of 10, Exceptional, (92 reviews)
"A magical step back in time in the heart of beautiful Tuscany. Amazing accommodotation and excellent service."
Canada
Robert
The price is £564
includes taxes & fees
31 Jul - 1 Aug
Borgo Pignano Volterra Tuscany

Il Defizio

Il Defizio
Gambassi Terme
10.0 out of 10, Exceptional, (63 reviews)
"Fantastic place. The dinner was tve best we had all week"
Denmark
Leif
The price is £121
includes taxes & fees
5 Jul - 6 Jul
Il Defizio

Arcobaleno Boutique Hotel

Arcobaleno Boutique Hotel
Camollia
8.6 out of 10, Excellent, (4 reviews)
"Miss Alessia in front desk was very friendly and helpful. She connect us with Whatsup, said many times “no worry” with smile, arranged taxi for our early morning departure, and prepare our breakfast in a box. Once meeting a hotel staff like Alessia as if we had a daughter in Italy, we really felt home. Highly recommended everyone to this hotel. Thanks so much for what you did for us, Alessia!"
United States
Jian
The price is £70
includes taxes & fees
30 Jul - 31 Jul
Arcobaleno Boutique Hotel

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (184 reviews)
"This is a wonderful place to stay while in Volterra, very ** sweet place. The breakfast was by far the best one so far for us from Rome, Florence to Volterra! They also have a very nice cafe/bar up on the roof. 5* for sure!"
United States
Jo
The price is £97
includes taxes & fees
2 Jul - 3 Jul
Albergo Etruria

Casale San Galgano

Casale San Galgano
Chiusdino
10.0 out of 10, Exceptional, (22 reviews)
"Very nice hotel in front of the Abbey. The Family room is really nice as well as the Staff, and the food from the Trattoria is excellent. "
Italy
Fabrizio
The price is £97
includes taxes & fees
8 Jul - 9 Jul
Casale San Galgano

Villa Nencini

Villa Nencini
Volterra
8.6 out of 10, Excellent, (62 reviews)
"Lovely family run hotel in beautiful location. "
United Kingdom
Gill
The price is £68
includes taxes & fees
11 Jul - 12 Jul
Villa Nencini

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (22 reviews)
"Wonderful. Christine and Helena were very helpful. The apartment very nice and comfortable. The view and the surroundings amazing. Loved it"
United States
Veronica
The price is £133
includes taxes & fees
14 Jul - 15 Jul
Agriturismo Nerbona
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Top Montecastelli Hotel Reviews

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Frequently asked questions

What is the best area to stay in Montecastelli?
The best area to stay in Montecastelli is directly within the village of Montecastelli Pisano itself, or in the immediate surrounding countryside.

Montecastelli Pisano is a small, historic hilltop village that offers a truly authentic Tuscan experience. It's built around a medieval castle and features narrow, cobbled streets, stone houses, and stunning views of the countryside. The village is compact and can be explored on foot, with a few local eateries and a church at its heart.

For couples seeking a romantic and peaceful retreat, staying within the village provides a unique opportunity to experience Tuscan life. You'll wake up to the sounds of the village and enjoy evenings strolling the quiet streets, perhaps enjoying a local meal with panoramic views. The sense of history and the relaxed pace are particularly appealing here.

Alternatively, for families or those who prefer more space and amenities, the countryside immediately surrounding Montecastelli offers excellent options. Many renovated farmhouses and villas (often called 'agriturismi') are available, typically offering private pools, extensive gardens, and more room for children to play.
When is the best time to go to Montecastelli?
The best time to visit Montecastelli is typically during the shoulder seasons of late April to early June and September to early October.

During these months, you'll experience pleasant weather, ideal for exploring the Tuscan countryside without the intense heat of summer. The landscapes are particularly beautiful, with blooming wildflowers in spring and the colours of the harvest season in autumn. This period also avoids the busiest tourist crowds, making for a more peaceful and enjoyable visit.

For those prioritising outdoor activities like hiking, cycling, or enjoying al fresco dining, these shoulder months offer comfortable temperatures. The vineyards are either budding with new growth or heavy with ripe grapes, providing excellent photo opportunities and a chance to experience the region's agricultural rhythm.

While July and August offer consistently warm weather for poolside relaxation, they can be very hot and busier, especially at popular attractions.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montecastelli.
How can I save on a Montecastelli hotel booking with Expedia?
Members always get our best prices. Find our best Montecastelli hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Montecastelli hotel?
Prices for hotels in Montecastelli often vary, but you can find a great deal from £59 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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