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Our top choices for Montecastelli hotels

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
$90 nightly
The price is $99
Jan 8 - Jan 9, 2026
Total with taxes and fees
Historic Farmhouse Casa del Chiodo

Agriturismo Podere Diacceroni

Agriturismo Podere Diacceroni
Peccioli
9.4 out of 10, Exceptional, (20)
"It was an incredible stay! The staff were so polite and personable. "
Canada
Lynn
$137 nightly
The price is $151
Jan 4 - Jan 5, 2026
Total with taxes and fees
Agriturismo Podere Diacceroni

B&B Poggiobonizio

B&B Poggiobonizio
Poggibonsi
9.2 out of 10, Wonderful, (62)
"Simone is a really nice person, he help us a lot, very friendly, room was clean, breakfast was good. "
United States
Odalis
B&B Poggiobonizio

Hotel Albergo Italia

Hotel Albergo Italia
2.0 star property
Poggibonsi
8.4 out of 10, Very Good, (46)
"When I arrived the hotel was closed. I have had to sleep in the car"
United States
Martin
Hotel Albergo Italia

Hotel La Magione

Hotel La Magione
Poggibonsi
6.0 out of 10, (3)
"La vista sulle colline è bella,le camere pulite e il personale accogliente "
Italy
Gerardo
$57 nightly
The price is $62
Jan 25 - Jan 26, 2026
Total with taxes and fees
Hotel La Magione

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very Good, (317)
"Wonderful breakfast. Good location!"
Canada
Karen
$66 nightly
The price is $73
Jan 2 - Jan 3, 2026
Total with taxes and fees
Hotel Toscana Ambassador

Hotel Ristorante Alcide

Hotel Ristorante Alcide
4.0 star property
Poggibonsi
8.0 out of 10, Very Good, (478)
"I highly recommended "
Canada
George
$50 nightly
The price is $56
Jan 25 - Jan 26, 2026
Total with taxes and fees
Hotel Ristorante Alcide

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (336)
"Beautiful place Great service "
United States
patricia
$112 nightly
The price is $124
Dec 28 - Dec 29
Total with taxes and fees
Villa San Lucchese

Le Dame del Borgo

Le Dame del Borgo
Sassetta
10.0 out of 10, Exceptional, (4)
"Bellissimo appartamento in un bellissimo borgo medievale, tranquillità assoluta, la titolare disponibile per ogni vostra esigenza."
Italy
Anonymous traveler
Le Dame del Borgo

Agriturismo Nerbona

Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
"Very nice place"
United States
JULISSA
$98 nightly
The price is $110
Dec 27 - Dec 28
Total with taxes and fees
Agriturismo Nerbona

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.4 out of 10, Exceptional, (28)
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence

Palazzo delle Erbe

Palazzo delle Erbe
Casole d'Elsa
10.0 out of 10, Exceptional, (2)
"Very clean, nice area and excellent staff!"
United States
Bijan
$111 nightly
The price is $125
Jan 8 - Jan 9, 2026
Total with taxes and fees
Palazzo delle Erbe

Casale San Galgano

Casale San Galgano
Chiusdino
10.0 out of 10, Exceptional, (20)
"Peace and nature at its best"
United States
Jose Manuel
Casale San Galgano

Agriturismo San Galgano

Agriturismo San Galgano
Chiusdino
9.0 out of 10, Wonderful, (43)
"Absolutely amazing. Even the morning was cloudy and overwhelmed with fogs, the view was spectacular with view of 'Abbaye de San Galgano'. The breakfast buffet was also more than delicious. Specifically, the salamis were cut from the staffs, not those bought from manufactured products, which also tasted great. The person who helped our check-in and -out was the only person fluent in English, but you can conversate with other staffs with no problem using your body language, don't worry about this....
Ireland
Siwoo
$103 nightly
The price is $117
Jan 3 - Jan 4, 2026
Total with taxes and fees
Agriturismo San Galgano

Podere La Quercia

Podere La Quercia
San Gimignano
10.0 out of 10, Exceptional, (15)
"Amazing stay! Clean and new rooms, and wonderful surroundings and friendly host!"
Hong Kong SAR China
So Wei
$190 nightly
The price is $214
Jan 14 - Jan 15, 2026
Total with taxes and fees
Podere La Quercia

B&B Ponte a Nappo

B&B Ponte a Nappo
San Gimignano
9.4 out of 10, Exceptional, (56)
"Beautiful private property with very comfortable suites with awesome views of San Gimignano and the breathtaking valley. Highly recommend, staff was very accommodating and friendly. "
United States
Mary
$150 nightly
The price is $171
Dec 29 - Dec 30
Total with taxes and fees
B&B Ponte a Nappo

Arnolfo B&B

Arnolfo B&B
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (26)
"Stunning property in a cute hilltop town. Garden with tables and lounge chairs to have breakfast or hang out in the evenings. The rooms have nice details and good quality beds. "
France
Elsa
$95 nightly
The price is $107
Jan 1 - Jan 2, 2026
Total with taxes and fees
Arnolfo B&B

Hotel Torciano Vecchio Asilo

Hotel Torciano Vecchio Asilo
San Gimignano
9.6 out of 10, Exceptional, (54)
"Great boutique hotel in the middle of Tuscany. Wonderful views. The staff was very friendly and accommodating. We really loved the complimentary wine tasting at their nearby winery! We only wish their rooftop deck would’ve been open for even better views. The hotel and winery are family owned and it’s very clear that they value every guest!"
United States
Necola
$238 nightly
The price is $269
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hotel Torciano Vecchio Asilo

Tenuta Decimo

Tenuta Decimo
San Gimignano
8.2 out of 10, Very Good, (47)
"The amenities are great- pool, spa, wine tasting. The staff are friendly and were very helpful getting reservations set up."
United States
Lindsay
Tenuta Decimo

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
$61 nightly
The price is $71
Jan 6 - Jan 7, 2026
Total with taxes and fees
ApartHotel Anghel
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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Top Montecastelli Hotel Reviews

More cheap stays in Montecastelli

Find out more about Montecastelli

Top reasons to visit Montecastelli

  • Outdoor Adventures: Montecastelli offers scenic hiking trails and recreational areas perfect for adventure seekers.
  • Rich Cultural Experiences: Explore charming museums, historic churches, and picturesque piazzas that reflect Tuscany's vibrant culture.
  • Breathtaking Scenery: Enjoy stunning Italian vistas surrounded by olive trees and ancient stone walls.
  • Wine Tastings: Participate in local wine tastings to savor the region's renowned wines.
  • Diverse Accommodations: Choose from cozy agritourism properties to luxurious hotels that cater to all budgets.

Find great hotels near Montecastelli

Montecastelli boasts a diverse selection of accommodations, from cozy agritourism properties to luxurious hotels, catering to all budgets. Whether you're seeking a pet-friendly environment or an adventure-filled family getaway, this picturesque Tuscan village has something for everyone. Notable options include charming villas with inviting bedrooms and well-equipped kitchens, ensuring a comfortable stay while you explore the beautiful surroundings of Castelnuovo di Val di Cecina.

  • La Cisterna: Nestled 15 miles from Montecastelli, La Cisterna is a charming 3-star hotel perfect for families, adventure seekers, and couples. The property offers an array of adventure sports and recreational activities, including hiking, biking, and even hunting, ensuring an exciting stay. Family-friendly amenities like babysitting services allow parents to relax while the kids enjoy their time. For couples, the hotel features enticing romance packages and special food and beverage services, including limited-hour room service and champagne service, making it ideal for a romantic getaway.
  • Hotel Casolare Le Terre Rosse: Located 12 miles from Montecastelli, this 3-star hotel is designed for those seeking romance, adventure, and family experiences. Guests can explore nearby hiking trails or enjoy horseback riding. The hotel is well-equipped for children, featuring amenities such as highchairs and a shared playground. With beautiful views from the restaurant and the option for winery tours, couples will find plenty of romantic touches. The outdoor seasonal pool and spa services provide the perfect setting for relaxation after a day of exploring.
  • Hotel Borgo San Luigi: A luxurious 4-star hotel situated 13 miles from Montecastelli, Hotel Borgo San Luigi seamlessly combines business and nature. This property caters to business travelers with multiple meeting rooms and a business center. Pet-friendly accommodations ensure that your furry friends are welcome too. The hotel emphasizes a natural experience, featuring a rooftop terrace where guests can soak up the ambiance. With wellness-focused amenities and a peaceful setting, it’s an ideal place for relaxation and productivity.

Where to stay near Montecastelli

Montecastelli, nestled in the heart of Tuscany, offers a serene escape filled with rich history and stunning landscapes. Ideal for outdoor enthusiasts and families, the village is surrounded by picturesque olive trees and ancient stone walls. Nearby, explore charming towns that showcase the region's culture and friendly atmosphere. Whether you're hiking through scenic trails or enjoying the tranquil ambiance, Montecastelli promises a relaxing and memorable vacation experience.

  • San Gimignano: A UNESCO World Heritage site, San Gimignano is a captivating city located 15 miles from Montecastelli. Renowned for its medieval towers and rich cultural heritage, it offers an enchanting blend of history and romance. Visitors can enjoy a range of outdoor activities, from hiking the scenic countryside to exploring the charming streets filled with artisan shops. Don't miss the local spas and theaters that enhance the cultural experience. With numerous historic landmarks, such as the Collegiate Church of Santa Maria Assunta, San Gimignano is a must-visit destination, especially during the peak tourist months of June, July, and November.
  • San Dalmazio: Just 2 miles from Montecastelli, San Dalmazio is a quaint village that offers a true taste of Tuscan life. Known for its seasonal visitor patterns, the village attracts more travelers from July to September, making it a lively summer spot. Its charming piazza serves as a gathering place for locals and visitors alike, where you can soak in the atmosphere and enjoy outdoor experiences. San Dalmazio is perfect for those who appreciate culture and want to explore a serene yet vibrant community, particularly during its bustling summer months.
  • Monteguidi: Located only 3 miles from Montecastelli, Monteguidi is a picturesque village that invites you to experience Tuscany’s enchanting culture and romance. With its seasonal influx of visitors peaking in the summer, this village is ideal for those seeking a tranquil escape. Explore the historic castle and palace that tell stories of the region's past, and enjoy the stunning views from its elevated position. Monteguidi is perfect for couples or anyone looking to enjoy a peaceful retreat surrounded by the natural beauty of Tuscany.

Things to do near Montecastelli

Montecastelli, nestled in the picturesque Castelnuovo di Val di Cecina, is perfect for outdoor enthusiasts and adventure seekers. Enjoy hiking trails and explore recreational areas while soaking in stunning scenery. Don't miss upcoming events, indulge in wine tastings, or play tennis at Villa Montecastelli. Day trips in the area also promise memorable experiences, making it an ideal destination for a refreshing getaway.

Shopping

In Montecastelli, visit local shops for unique gifts and souvenirs. If you're up for a drive, check out Rossi Alabastri Volterra, 11 miles away, for beautiful alabaster creations. Ra-Ma snc is 17 miles away, and Enoteca Italiana, located 19 miles away, offers fine Italian wines.

Recreation

At Castelfalfi Golf Course, enjoy a round of golf surrounded by breathtaking Tuscan landscapes, just 20 miles from Montecastelli. Relax at Calidario Terme Etrusche, a serene retreat 24 miles away, offering rejuvenating body treatments in a tranquil atmosphere. For sports enthusiasts, Stadio Artemio Franchi, located 19 miles away, hosts exciting events.

Adventure

Experience the geothermal wonders at Biolago Geotermico Acqua Harda, located 8 miles from Montecastelli, offering a unique outdoor vibe. For breathtaking views and adventure, hike the Sentierelsa Trail, 14 miles away. Families can enjoy fun and excitement at Acquavillage Follonica, a waterpark 25 miles from Montecastelli.

Nightlife

For a vibrant nightlife, catch a performance at Teatro del Silenzio, just 18 miles away, or enjoy a cozy evening at Il Fiaschetto, a charming drinking pub 27 miles from Montecastelli. Don't miss Teatro dei Rinnovati, located 19 miles away, for a cultural night out.

Booking tips and Expedia advantages for Montecastelli

To save money on your trip to Montecastelli, consider visiting during the off-peak months of January to February or November when prices drop. Booking your hotel about a month in advance or checking last-minute deals on Expedia can lead to significant savings. Saturdays are the cheapest days to stay, while Sundays are the most expensive. Utilize Expedia's search features to filter by budget, and consider bundling your hotel with flights for added discounts. Joining the One Key membership can provide exclusive deals and cash back for future stays.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Montecastelli are January to February and November, where the prices are slightly lower. This is in comparison to June to August, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Montecastelli is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Montecastelli is Saturday. The most expensive day to stay in Montecastelli is Sunday.
  • Find cheap hotels on Expedia: Expedia's search feature enables you to customize your travel preferences, including your budget and desired location. You can arrange your search results to display hotels from the most affordable to the more expensive, ensuring you find the best deals right off the bat. Additionally, you have the option to narrow your choices by hotel category; for instance, selecting the "Eco-certified" filter will showcase sustainable and environmentally-friendly hotels ready for booking.
  • Consider bundling your trip: You can save money by combining your Montecastelli hotel reservations with your flights and activities through an Expedia package deal.
  • Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions near Montecastelli

Montecastelli, located in the stunning Tuscany region, offers an ideal blend of outdoor adventure and cultural experiences. Visitors can explore charming museums, picturesque piazzas, and historic churches. Don't miss the breathtaking Italian vistas, accommodations in traditional farmhouses, and nearby attractions like Montecastelli Pisano and La Rocca. With a focus on outdoor activities and rich local culture, Montecastelli is perfect for any traveler looking for a memorable vacation.

  • Medici Fortress: Located 10 miles from Montecastelli, this historic fortress offers a glimpse into the power of the Medici family. Its towering walls and commanding views of the Tuscan landscape create a perfect backdrop for exploring the rich history and culture of the region.
  • Cathedral of Volterra: Situated 11 miles away, this stunning cathedral showcases beautiful Romanesque architecture and intricate artwork. Visitors can immerse themselves in the spiritual ambiance and appreciate the craftsmanship that has stood the test of time.
  • Abbazia di San Galgano: About 13 miles from Montecastelli, this fascinating monastery, known for its roofless chapel, invites visitors to reflect on its serene beauty and the legends of Saint Galgano, making it a unique cultural experience.

Best time to go to Montecastelli

The best time to visit Montecastelli is dependant on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January40.8°F (4.9°C)Light RainMostly SunnyLowSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyLowSlightly Low
March47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
April54.0°F (12.2°C)Light RainMostly SunnyAverageAverage
May60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
June69.8°F (21.0°C)Light RainSunnyAverageSlightly High
July75.9°F (24.4°C)No Rain (Dry)SunnyHighSlightly High
August75.6°F (24.2°C)No Rain (Dry)SunnyHighSlightly High
September67.1°F (19.5°C)Light RainMostly SunnyHighAverage
October58.5°F (14.7°C)Light RainMostly SunnyAverageAverage
November50.0°F (10.0°C)Light RainMostly SunnyAverageSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnyLowAverage

The nearest major airports for your trip to Montecastelli

To visit Montecastelli, you can fly into two major airports: Florence (FLR-Peretola) and Pisa (PSA-Galileo Galilei). Florence Airport is approximately 39 miles away, with nearby luxury hotels like Bernini Palace and Palazzo Montebello, both offering convenient airport transportation services. Pisa Airport is about 41 miles from Montecastelli, with excellent accommodations such as Bagni di Pisa Palace & Thermal Spa and Pisa Tower Plaza. These hotels provide easy access to airport services, ensuring a smooth travel experience as you embark on your Tuscan adventure.

Frequently asked questions

When is the best time to go to Montecastelli?
The best time to visit Montecastelli is during the late spring (May to early June) and early autumn (September to October) when the weather is pleasant and the Tuscan landscape is at its most inviting.

For travelers who appreciate comfortable temperatures for exploring the countryside and enjoying outdoor activities, late spring offers warm days and blooming fields. It's an excellent time for long walks or cycling through the vineyards without the intense heat of summer.

Early autumn is ideal for food and wine enthusiasts. This period coincides with the grape harvest, offering opportunities to experience local festivals and enjoy fresh seasonal produce.
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?
With Expedia, you earn OneKeyCash™* on eligible Montecastelli hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
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 $77 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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