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Check prices for these dates

Tonight
29 Sept - 30 Sept
Tomorrow
30 Sept - 1 Oct
This weekend
2 Oct - 4 Oct
Next weekend
9 Oct - 11 Oct

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Our top choices for Montecastelli hotels

1. Relax Hotel Acquaviva

Relax Hotel Acquaviva
Il Merlo
United Kingdom
Angela
£67
includes taxes & fees
7 Oct - 8 Oct
Relax Hotel Acquaviva

2. Tenuta Decimo

Tenuta Decimo
San Gimignano
United States
FLOR
£41
includes taxes & fees
25 Oct - 26 Oct
Tenuta Decimo

3. Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
Canada
Aaron
£82
includes taxes & fees
7 Oct - 8 Oct
Agriturismo Nerbona

4. Hotel San Lino

Hotel San Lino
Volterra
United Kingdom
Paul
£89
includes taxes & fees
26 Oct - 27 Oct
Hotel San Lino

5. Hotel Girifalco - Nature & Relax

Hotel Girifalco - Nature & Relax
Massa Marittima
Canada
Lucy
£49
includes taxes & fees
13 Oct - 14 Oct
Hotel Girifalco - Nature & Relax

6. Villa Sabolini

Villa Sabolini
Colle di Val d'Elsa
Australia
Andrew
£110
includes taxes & fees
19 Oct - 20 Oct
Villa Sabolini

7. Albergo Villa Rioddi

Albergo Villa Rioddi
Volterra
United Kingdom
Matthew
£72
includes taxes & fees
26 Oct - 27 Oct
Albergo Villa Rioddi

8. Hotel Foresteria Volterra

Hotel Foresteria Volterra
Volterra
United States
Vince
£72
includes taxes & fees
20 Oct - 21 Oct
Hotel Foresteria Volterra

9. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
United States
George
£126
includes taxes & fees
24 Oct - 25 Oct
Hotel Casolare Le Terre Rosse

10. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
United States
Craig
£119
includes taxes & fees
27 Oct - 28 Oct
Antico Borgo il Cardino

11. Casale San Galgano

Casale San Galgano
Chiusdino
United States
Adam
£69
includes taxes & fees
19 Oct - 20 Oct
Casale San Galgano

12. Albergo Etruria

Albergo Etruria
Volterra
United Kingdom
Michelle
£100
includes taxes & fees
13 Oct - 14 Oct
Albergo Etruria

13. La Canonica di San Michele

La Canonica di San Michele
Monteriggioni
Canada
Sharon
£85
includes taxes & fees
20 Oct - 21 Oct
La Canonica di San Michele

14. Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
Colle di Val d'Elsa
Canada
Sheila
£72
includes taxes & fees
1 Oct - 2 Oct
Hotel La Vecchia Cartiera

15. Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
United Kingdom
Satnam
£106
includes taxes & fees
9 Oct - 10 Oct
Agriturismo Il Casolare di Bucciano

16. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
Mexico
Tania
£92
includes taxes & fees
6 Oct - 7 Oct
Hotel Pescille by Double Hospitality

17. Hotel Volterra In Superior

Hotel Volterra In Superior
Volterra
United States
Brian
£97
includes taxes & fees
1 Oct - 2 Oct
Hotel Volterra In Superior

18. Agrihotel Il Palagetto

Agrihotel Il Palagetto
Volterra
United States
Patrick
£88
includes taxes & fees
20 Oct - 21 Oct
Agrihotel Il Palagetto

19. Hotel Borgo San Luigi

Hotel Borgo San Luigi
Monteriggioni
Canada
Raman
£113
includes taxes & fees
29 Oct - 30 Oct
Hotel Borgo San Luigi

20. Hotel Palazzo Renieri - 3stelle S

Hotel Palazzo Renieri - 3stelle S
Colle di Val d'Elsa
Canada
Giulio
£83
includes taxes & fees
23 Oct - 24 Oct
Hotel Palazzo Renieri - 3stelle S
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Top Montecastelli Hotel Reviews

Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse

10/10 Excellent
"Absolutely stunning property with amazing staff. Tons of wineries close by and touring thru San Gimignano was fascinating. Definitely 5/5."
Jodie 1-night trip
Posted 1 hour ago
Hotel Casolare Le Terre Rosse
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"The property is absolutely beautiful. It’s peaceful and tranquil. The food at the restaurant is delicious and the breakfast buffet is plentiful with a ton of variety that will suit everyone’s pallet. The staff is very helpful and wonderful and will go above and beyond to make your stay very welcomed and comfortable. They accommodated us even when we were checking out and stored our luggage while we waited to check into our new destination. We were even given little goodie bags. Our room was comfortable and very clean. I can’t say enough nice things about this place. I would highly recommend."
John 4-night trip
Posted 14 hours ago
Hotel Borgo San Luigi
Poderi Arcangelo

Poderi Arcangelo

8/10 Good
"We enjoyed our stay. The pool, hotel grounds and location were truly amazing. The food was okay but we enjoyed eating off site more. The farmhouse is very quaint and charming. You can hear others in the farmhouse. It was luxurious in many ways and more basic in other ways. But all together a wonderful stay. I would recommend for sure."
Kathy 5-night trip
Posted 1 day ago
Poderi Arcangelo
Hotel Sovestro

Hotel Sovestro

10/10 Excellent
"without a doubt, this one of the nicest places that my wife and i have stayed, a hidden gem in the beautiful hills of Tuscany! the location is spotless and offers several pools and quiet areas to relax. the staff was amazing, Laura and Michael tended to everything making the stay remarkable. we had to catch a super early flight and Laura worked tirelessly to find us a private taxi to get to the airport by 5:00 am. the food was beyond explanation; best spaghetti that we have ever had, breakfast was a spread of the best meats and cheeses, etc. and home reminders including eggs and bread items. highly recommend this wonderful location if you are traveling to Tuscany, we will be returning in the future."
Gregory 2-night trip
Posted 1 day ago
Hotel Sovestro
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Friendly staff. Property is dated and needs some repairs. Location is convenient and the breakfast is amazing."
Edwin Rafael 1-night trip
Posted 2 days ago
Hotel Toscana Ambassador
Villa Sabolini

Villa Sabolini

8/10 Good
"Beautiful 14th century villa in the Tuscan hills with very pretty pool and restaurant areas, and very helpful and friendly staff. The food was hearty and enjoyable, but not the highest standard, even compared to restaurants in the area. It's in a great location for exploring Florence, Chianti region and Siena. The room we used (superior garden view) was good, very interesting features due to the age of the property, with a stunning view. However, it was not very cosy for spending time in and the A/C struggled as well. Overall we were very happy with our choice and had a great stay!"
Morgan 10-night trip
Posted 4 days ago
Villa Sabolini
La Cisterna

La Cisterna

10/10 Excellent
"Such an amazing location, we chose the more expensive room with a view across the country side and it was definitely worth it. Easy to find in the middle of the main square"
Christine 1-night trip
Posted 4 days ago
La Cisterna
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."
Heather 6-night trip
Posted 4 days ago
Villa Ermellina Siena, a Tribute Portfolio Hotel
Mormoraia

Mormoraia

10/10 Excellent
"Loved this property! Gorgeous views, beautiful property, room was amazing. Breakfast was also great."
Kathleen 4-night trip
Posted 7 days ago
Mormoraia

More cheap stays in Montecastelli

Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
£137
11 Oct - 12 Oct
includes taxes & fees
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello
Hotel Massa Vecchia

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR
Get rates
8.6/10 Excellent! (11 reviews)
Hotel Massa Vecchia
Borgo Tignano

Borgo Tignano

Località Tignano Volterra PI
Get ratesBorgo Tignano
Rinidia Bio

Rinidia Bio

loc. Colombaie snc, San Rocco a Pilli Sovicille SI
Get rates
10/10 Exceptional! (5 reviews)
Rinidia Bio
Agriturismo Il Caggio di Sotto

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI
Get rates
9.6/10 Exceptional! (16 reviews)
Agriturismo Il Caggio di Sotto
Agriturismo Belmonte Vacanze

Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI
Get rates
9/10 Wonderful! (4 reviews)
Agriturismo Belmonte Vacanze

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 much is the nightly rate at a Montecastelli hotel?
Prices for hotels in Montecastelli often vary, but you can find a great deal from £41 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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