Montecastelli Hotels from S$67

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
7 Jan - 8 Jan
Tomorrow
8 Jan - 9 Jan
This weekend
9 Jan - 11 Jan
Next weekend
16 Jan - 18 Jan

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Montecastelli hotels

Garden
Podere La Quercia

Podere La Quercia

Podere La Quercia
San Gimignano
10.0 out of 10, Exceptional, (16)
Immerse yourself in the Italian countryside at this charming San Gimignano farm stay. Enjoy active pursuits with on-site mountain biking, then refuel with daily buffet breakfast. Near Tenuta Torciano Winery and just a 13-minute drive from Certaldo Station.
"Everything was amazing!"
United States
Phillip
The price is S$274
includes taxes & fees
14 Jan - 15 Jan
Podere La Quercia
Terrace/patio
Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo

Historic Farmhouse Casa del Chiodo
Roccastrada
10.0 out of 10, Exceptional, (1)
"Everything about this place is perfect, highly recommend."
United States
Ian
The price is S$126
includes taxes & fees
21 Jan - 22 Jan
Historic Farmhouse Casa del Chiodo
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas
Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery

Tenuta Sovestro - Agriturismo e Winery
San Gimignano
9.6 out of 10, Exceptional, (43)
Set among San Gimignano's rolling hills, this charming agriturismo offers wine tastings from its own winery and relaxing days by the seasonal pool. Enjoy free breakfast and WiFi while being just a short drive from Poggibonsi-San Gimignano Station.
"Beautiful property with the most wonderful staff!!!!"
United States
dana
The price is S$191
includes taxes & fees
2 Feb - 3 Feb
Tenuta Sovestro - Agriturismo e Winery
Desk, cots/infant beds, free WiFi, bed sheets
Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (33)
Immersed in wine country near Monteriggioni Castle, this charming hotel offers traditional regional cuisine and comfortable accommodation. Enjoy free breakfast, WiFi, and parking while exploring nearby Lilliano Estate Winery.
"Very nice staff and very nice place to stay."
United Kingdom
Ryan
The price is S$152
includes taxes & fees
29 Jan - 30 Jan
Hotel Ristorante La Dama nella Vigna
Terrace/patio
Albergo Etruria

Albergo Etruria

Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (169)
Located in historic Volterra, this charming hotel offers a rooftop terrace with stunning views. Unwind at the bar or visit the café for a bite. Near Torre del Porcellino and Palazzo Incontri Viti, guests enjoy free breakfast, WiFi, and parking.
"Beautiful hotel, you have to stay here. Rooms are immaculate, staff go above and beyond, from reception to roof terrace. Absolutely love love this hotel."
United Kingdom
Rose
The price is S$160
includes taxes & fees
9 Jan - 10 Jan
Albergo Etruria
Outdoor pool, pool loungers
Agriturismo Novelleto

Agriturismo Novelleto

Agriturismo Novelleto
Monteriggioni
9.8 out of 10, Exceptional, (7)
Unwind at this charming Monteriggioni retreat with an attached winery for sampling local vintages. Take a dip in the outdoor pool, stroll through the garden, or relax on the terrace. Monteriggioni Castle and San Leonardo al Lago are just minutes away.
"Beautiful place to stay, and the hosts are very friendly and welcoming. We hope to stay again sometime. "
Canada
Don
Agriturismo Novelleto
Regional cuisine
Castello

Castello

Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (70)
Serene Tuscan getaway with 24-hour room service and regional cuisine at Ai Girasoli restaurant. Just a short drive from Porta Tufi and Asciano Arbia Station, with free WiFi and parking for convenient exploration.
"Great little place to stay overnight. "
United States
Ivona
Castello
Front of property
Villa Nencini

Villa Nencini

Villa Nencini
Volterra
8.4 out of 10, Very good, (56)
Experience panoramic views from the terrace of this Volterra hotel, complete with a refreshing seasonal outdoor pool and convenient bar. Enjoy Italian cuisine at the restaurant after exploring nearby Rossi Alabastri Volterra and Alabaster Ecomuseum attractions.
"Lovely family run hotel in beautiful location. "
United Kingdom
Gill
The price is S$113
includes taxes & fees
10 Jan - 11 Jan
Villa Nencini
Front of property
Hotel Italia

Hotel Italia

Hotel Italia
3.0 star property
Camollia
9.2 out of 10, Wonderful, (1001)
Experience Siena from this convenient hotel near the train station. Enjoy hiking and mountain biking trails nearby, plus visit Porta Camollia and Siena Stadium. Relax at the bar or on the terrace after exploring. Guests consistently praise the helpful staff and morning breakfast.
"Great scrambled eggs and butter! Warm and kind staff! "
United States
Seonmi
The price is S$97
includes taxes & fees
29 Jan - 30 Jan
Hotel Italia
Breakfast, lunch and dinner served
B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana

B&B da Nada Locanda Toscana
Roccastrada
9.4 out of 10, Exceptional, (16)
Escape to this charming Roccastrada lodging with its own restaurant serving three daily meals. Enjoy complimentary WiFi and breakfast while exploring nearby Sassoforte Castle and Podere Ristella Vineyards.
"Ras"
France
jean
The price is S$95
includes taxes & fees
8 Jan - 9 Jan
B&B da Nada Locanda Toscana
Exterior detail
Hotel Volterra In Superior

Hotel Volterra In Superior

Hotel Volterra In Superior
3.0 star property
Volterra
9.6 out of 10, Exceptional, (73)
Escape to this charming hotel near Porta all'Arco and Palazzo dei Priori. Enjoy refreshments at the bar or café, then relax on the scenic terrace. Business travellers will appreciate free WiFi and dedicated centre amenities while exploring Tuscany's ancient treasures.
"Fantastic property run by amazing people. Extremely convenient location next to some really good restaurants & very close to the bus stop / underground parking. Volterra and the Inn was beautiful "
Canada
Nikhil
The price is S$165
includes taxes & fees
14 Jan - 15 Jan
Hotel Volterra In Superior
Breakfast, dinner served; Regional cuisine, garden views
Poderi Arcangelo

Poderi Arcangelo

Poderi Arcangelo
San Gimignano
9.0 out of 10, Wonderful, (326)
Immerse yourself in authentic Tuscany at this San Gimignano farm stay featuring 3 refreshing outdoor pools. Sample regional cuisine at the on-site restaurant after exploring nearby Casa del Boccaccio. Enjoy free WiFi, convenient parking, and service from the highly-praised staff.
"Great location and super friendly service. "
United States
Chris
Poderi Arcangelo
Couples treatment room(s), sauna, hot tub, Turkish bath/hammam
Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA

Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (434)
This luxurious hotel offers indulgent spa services including massages and body wraps, plus a relaxing hot tub and sauna. Enjoy free breakfast at the café, then explore nearby Art in Colour and the Archaeological Museum, just minutes away.
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
United States
George
Hotel Palazzo San Lorenzo & SPA
Premium bedding, minibar, individually furnished, desk
Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti

Hotel Ristorante Piccolo Chianti
3.0 star property
Acquacalda
8.6 out of 10, Excellent, (42)
Embrace the beauty of Tuscany at this family-friendly retreat near Siena Station. After enjoying the complimentary breakfast, relax in the garden or terrace before visiting nearby Casalvento's Wines. The hotel's bar and café offer perfect spots to unwind.
"Staff were wonderful. Offering to store our luggage if the room wasn’t ready early, and then letting us check in early. Since we had to miss breakfast the next day to leave for the airport, they prepared a massive plate of local breakfast treats and juice for us to enjoy in our room. "
Canada
Lavinia
Hotel Ristorante Piccolo Chianti
Exterior
Bed in Siena

Bed in Siena

Bed in Siena
Petriccio
The price is S$81
includes taxes & fees
6 Feb - 7 Feb
Bed in Siena
View from property
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel
4.0 star property
Camollia
9.0 out of 10, Wonderful, (8)
"Unique and cozy prot"
United States
Kristine
The price is S$178
includes taxes & fees
11 Jan - 12 Jan
Villa Ermellina Siena, a Tribute Portfolio Hotel
Exterior
Relais dei Molini

Relais dei Molini

Relais dei Molini
Castagneto Carducci
10.0 out of 10, Exceptional, (7)
Escape to this charming Castagneto Carducci retreat with 2 hot tubs and lush garden terrace. Enjoy free buffet breakfast before exploring nearby mountain biking and snorkelling spots. Just 10 minutes from Donoratico Station and close to Museo Archivio Carducci.
"We were upgraded to a suite which was great. We were the only guests at the resort and got extra attention. The accommodations and breakfast were next level - we would definitely stay again. Luca was a pleasure to speak with and very knowledgeable."
Canada
DOUG
Relais dei Molini
Exterior
L'Antico Pozzo

L'Antico Pozzo

L'Antico Pozzo
3.0 star property
San Gimignano City Centre
9.2 out of 10, Wonderful, (263)
Located in the heart of San Gimignano, this hotel offers easy access to Archaeological Museum and Piazza delle Erbe. Unwind with a drink at the bar or enjoy a bite at the on-site cafe. The garden terrace and attentive staff create a memorable Tuscan experience.
"Beautiful hotel "
United Kingdom
Julie
The price is S$171
includes taxes & fees
14 Jan - 15 Jan
L'Antico Pozzo
Front of property
Agriturismo il vecchio imposto

Agriturismo il vecchio imposto

Agriturismo il vecchio imposto
Massa Marittima
10.0 out of 10, Exceptional, (1)
This countryside farm stay offers a tranquil garden retreat with complimentary WiFi and parking. Just a short drive from Massa Marittima Cathedral and Mining Museum, guests can enjoy authentic Tuscan hospitality while exploring nearby attractions.
"Sehr schön gelegen mit See in der Nähe. Die Ausstattung ist vollständig und der Garten/ die Terasse sind super. "
Germany
Louisa
The price is S$130
includes taxes & fees
15 Jan - 16 Jan
Agriturismo il vecchio imposto
In-room safe, blackout curtains, iron/ironing board
San Sebastiano Suite & Luxury

San Sebastiano Suite & Luxury

San Sebastiano Suite & Luxury
Colle di Val d'Elsa
8.6 out of 10, Excellent, (7)
Experience the heart of Tuscany at this intimate B&B, steps from Museo del Cristallo and historic Piazza Arnolfo di Cambio. Enjoy modern comforts with free WiFi and climate control while exploring this medieval gem between Florence and Poggibonsi.
"Great location and beautiful place to stay. Loved the interior decorating and host was good too. Would stay again. "
Canada
Nadia
San Sebastiano Suite & Luxury
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Montecastelli Hotel Reviews

Residenza d'Epoca Palazzo Buonaccorsi

Residenza d'Epoca Palazzo Buonaccorsi

10/10 Excellent
"Great location inside the city walls. Historic building with a beautiful courtyard. Room was large, warm, and comfortable in Dec. Host was fantastic and helped us with parking recommendations for our trips to Sienna and Florence. Highly recommend."
Jonathan 7-night trip
Posted 7 days ago
Residenza d'Epoca Palazzo Buonaccorsi

More cheap stays in Montecastelli

Hotel Massa Vecchia

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR
Get rates

Frequently asked questions

What's the best place for a stay in Montecastelli?
Hotel Ristorante Alcide, located 17.1 mi (27.5 km) from the heart of Montecastelli, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Hotel Borgo San Luigi and Hotel Toscana Ambassador. See all available top hotels, or vacation rentals in Montecastelli.
If I need to cancel my hotel reservation in Montecastelli, will I receive a refund?
Yes, the majority of hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Montecastelli.
What are some accommodation options with pools in Montecastelli?
Hotel Borgo San Luigi: Offers a children's pool, a seasonal outdoor pool and a rooftop terrace. Villa Ermellina Siena, a Tribute Portfolio Hotel and Hotel Casolare Le Terre Rosse are two additional hotels with an on-site pool. View all hotels with pools in Montecastelli.
What's it like to stay in Montecastelli?
Visitors to Montecastelli will definitely find plenty to explore and enjoy. In Montecastelli, there are 29 hotels and other accommodation options to choose from. Find out more about Montecastelli.
What should I do while I'm visiting Montecastelli?
Places to visit in the wider area include Medici Fortress, Etruscan Museum and Porta all'Arco. You'll also find Palazzo dei Priori and Cathedral of Volterra in the area. Take a look at what more there is to see and do in Expedia's Montecastelli guide.
What's the seasonal weather like in Montecastelli?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Montecastelli is 935 mm.

Explore a world of travel with Expedia