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Our top choices for Montechiaro hotels

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 Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (105)
"Loved the breakfast amazing !!! Such a beautiful place woujd love to go in summer and lay by the pool "
Australia
Kylie
$58 nightly
The price is $64
Dec 28 - Dec 29
Total with taxes and fees
Hotel Villa San Giorgio

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
$65 nightly
The price is $72
Jan 7 - Jan 8, 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
$51 nightly
The price is $56
Jan 4 - Jan 5, 2026
Total with taxes and fees
Hotel Ristorante Alcide

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
$330 nightly
The price is $364
Dec 29 - Dec 30
Total with taxes and fees
Palazzo Tiglio - A Small Luxury Hotels of the World

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
Villa San Lucchese

Delta Hotel

Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very Good, (159)
"Very clean and staff were lovely"
United Kingdom
Diana
$164 nightly
The price is $180
Jan 1 - Jan 2, 2026
Total with taxes and fees
Delta Hotel

Le Lappe

Le Lappe
Cavriglia
9.6 out of 10, Exceptional, (32)
"Beautiful property in countryside Tuscany region ideal to stay for 2-7 days."
Canada
shrirang
Le Lappe

Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (216)
"The property was well kept by staff. It was clean and the breakfast every morning was fantastic "
United States
Robert
Hotel Valdarno

Fattoria di Corsignano

Fattoria di Corsignano
Castelnuovo Berardenga
9.2 out of 10, Wonderful, (28)
"Amazing stay at the wineyard. The service was outstanding, and the area and surroundings are beautiful. Highly recommended!"
Norway
Vegard
$209 nightly
The price is $234
Jan 6 - Jan 7, 2026
Total with taxes and fees
Fattoria di Corsignano

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (120)
"Perfectb Quiet and very relaxing stay. Breakfast was very tasty and the view was absolutely spectacular "
United Kingdom
Mayara
$302 nightly
The price is $339
Dec 30 - Dec 31
Total with taxes and fees
Castello di Leonina Relais

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

ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (335)
"Would recommend staying here and will hopefully be back!"
Canada
Lisa
ApartHotel Anghel

Hotel Certosa Di Maggiano

Hotel Certosa Di Maggiano
4.0 star property
Siena
9.8 out of 10, Exceptional, (186)
"The best in Siena."
Canada
David
$281 nightly
The price is $313
Jan 9 - Jan 10, 2026
Total with taxes and fees
Hotel Certosa Di Maggiano

Four Points by Sheraton Siena

Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (579)
"Comfortable rooms, excellent breakfast, lovely pool, and service!"
United States
Anonymous traveler
$134 nightly
The price is $151
Jan 6 - Jan 7, 2026
Total with taxes and fees
Four Points by Sheraton Siena

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, (7)
"Unique and cozy prot"
United States
Kristine
$124 nightly
The price is $140
Jan 6 - Jan 7, 2026
Total with taxes and fees
Villa Ermellina Siena, a Tribute Portfolio Hotel

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.2 out of 10, Very Good, (51)
"Nice place to stay. Fairly close to the medieval area. No need to worry about any ZTL issue. "
United States
joseph
Palace Hotel Due Ponti

Relais La Corte Dei Cavalieri

Relais La Corte Dei Cavalieri
Siena City Centre
8.0 out of 10, Very Good, (89)
"Nice and easy checking friendly staff "
United States
Jose
Relais La Corte Dei Cavalieri

Hotel La Vecchia Cartiera

Hotel La Vecchia Cartiera
3.0 star property
Colle di Val d'Elsa
8.4 out of 10, Very Good, (203)
"The staff was very welcoming. Lovely quiet place. Close to a lot of good restaurants. "
Canada
Sheila
Hotel La Vecchia Cartiera

Antico Granaione

Antico Granaione
Rapolano Terme
9.8 out of 10, Exceptional, (60)
"old fashion building, clean and affordable"
United States
Irene
$193 nightly
The price is $217
Jan 5 - Jan 6, 2026
Total with taxes and fees
Antico Granaione
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 Montechiaro Hotel Reviews

More cheap stays in Montechiaro

Find out more about Montechiaro

Top reasons to visit Montechiaro

  • Wine Tours: Montechiaro offers memorable wine tours that allow visitors to taste exquisite local wines while enjoying the beautiful Tuscan landscape.
  • Outdoor Adventures: Explore scenic views and partake in eco-friendly activities perfect for families and outdoor enthusiasts.
  • Rich History: Discover charming churches, historic palaces, and inviting piazzas that immerse you in the local culture.
  • Relaxing Accommodations: Choose from a variety of cozy lodgings, including agritourism properties and bed and breakfasts.
  • Friendly Locals: Experience the warm hospitality of locals and enjoy a laid-back atmosphere in nearby villages.

Find great hotels near Montechiaro

Montechiaro, nestled in the heart of Siena, Tuscany, offers a delightful array of lodging options perfect for every traveler. From charming agritourism properties to inviting bed and breakfasts, you'll find accommodations that cater to families, adventure seekers, and pet-friendly guests. Explore the best hotels in Montechiaro, Italy, and enjoy a memorable vacation experience surrounded by stunning landscapes and rich culture.

  • Hotel Athena: Nestled in the heart of the city, Hotel Athena is a 4-star haven perfect for travelers seeking an adventurous and business-oriented experience. Located 4 miles from Montechiaro, this hotel boasts a variety of amenities tailored for business professionals, including a Meeting Room and a Business Center. For those looking to explore the great outdoors, adventure awaits with nearby activities such as mountain biking, hiking, rafting, and scooter rentals. Guests appreciate the blend of business convenience and thrilling recreational opportunities, making it an ideal choice for active travelers.
  • NH Siena: Also located 4 miles from Montechiaro, NH Siena is a stylish 4-star hotel that caters to both business travelers and pet owners. With a prime location in the city center, this hotel offers business amenities like a Meeting Room and Conference Center, ensuring a productive stay. Additionally, NH Siena welcomes pets with a flexible policy that includes food and water bowls, making it a great option for guests traveling with their furry companions. The combination of modern comforts and a pet-friendly atmosphere makes this hotel a top pick for discerning travelers.
  • Hotel Chiusarelli: Situated just 4 miles from Montechiaro, Hotel Chiusarelli is a charming 3-star accommodation that welcomes both business travelers and pets. This centrally located hotel features various amenities, including pet-friendly policies such as free food and water bowls and waived fees for service animals. With its inviting atmosphere and convenient services, Hotel Chiusarelli ensures a comfortable stay for those looking to blend work and leisure while enjoying the beauty of Tuscany.

Where to stay in Montechiaro

Discover the charm of Montechiaro, nestled in the heart of Tuscany, where outdoor adventures and family-friendly activities await. Enjoy breathtaking views of the surrounding countryside and explore the historical streets of nearby villages. Don't miss a day trip to the scenic Sicily Island or the picturesque Montechiaro d'Asti, where you can soak in the relaxed atmosphere and connect with friendly locals. Experience the perfect blend of nature, history, and tranquility on your Tuscan getaway.

  • Siena: Nestled in the heart of Tuscany, Siena is a city steeped in rich history and culture. Known for its stunning medieval architecture and vibrant traditions, visitors flock to Siena year-round, especially during peak months like April, July, and September. The city offers a romantic atmosphere complemented by outdoor activities, making it ideal for leisurely strolls through its historic streets. Highlights include the magnificent Piazza del Campo, famed for the Palio horse race, and the striking Siena Cathedral, a masterpiece of Gothic architecture. Enjoy local spa treatments to unwind after a day of exploration.
  • Castelnuovo Berardenga: Just 5 miles from Montechiaro, Castelnuovo Berardenga is a charming town that offers a delightful mix of romance and entertainment. Although traveler arrivals remain steady throughout the year, the town sees a surge of visitors in April, July, and September. Outdoor enthusiasts will appreciate the scenic countryside, perfect for hiking and cycling. The town is rich in history, with notable monuments and historic sites that reflect its storied past. Don’t miss out on the local theaters for evening entertainment, as well as relaxing spa experiences to rejuvenate after your adventures.
  • Siena City Centre: Located a mere 4 miles from Montechiaro, Siena City Centre is the bustling heart of the city, attracting families and culture enthusiasts alike. While visitor numbers peak from July to September, the center’s vibrant atmosphere can be enjoyed year-round. Explore its narrow alleys filled with quaint shops and cafes, and discover historic landmarks like the Palazzo Pubblico. The area is also perfect for outdoor activities and family-friendly experiences, including educational tours. Take advantage of the local spas for some pampering, ensuring your trip is both relaxing and enriching.

Things to do near Montechiaro

Montechiaro offers a delightful escape for outdoor enthusiasts and families alike, featuring a variety of eco-friendly activities. Visitors can enjoy memorable wine tours, indulge in amazing massages, and explore scenic sights through guided tours. A visit to this charming destination ensures a relaxing and enriching experience for everyone.

Shopping

For a delightful shopping experience, visit Enoteca Italiana, just 4 miles away, offering a selection of fine wines. If you're up for a drive, check out Valdichiana Outlet Village, 21 miles away, featuring various shops and entertainment options. Mercato di Sant'Ambrogio is also worth the trip at 31 miles, showcasing local goods.

Recreation

Siena Stadium, located 5 miles from Montechiaro, offers an energetic atmosphere perfect for sports enthusiasts. San Giovanni Terme Rapolano, 10 miles away, provides a tranquil retreat with soothing body treatments. For luxury, visit the Villa a Sesta Polo Club, situated 9 miles from Montechiaro, where elegance meets relaxation.

Adventure

Experience the thrill of karting at the Siena Circuit, located 4 miles from Montechiaro, where adrenaline meets fun. For a scenic hike, explore the Sentierelsa Trail, 15 miles away, offering breathtaking views and outdoor adventures. Lastly, discover mountain biking with Tuscany MTB Guide, situated 27 miles from Montechiaro.

Nightlife

Experience the enchanting nightlife of Montechiaro by visiting Teatro dei Rinnovati for captivating performances just 4 miles away. For a cozy drink, head to Il Fiaschetto, a charming pub 27 miles away. Don't miss the Arcetri Observatory, located 30 miles away, offering a unique blend of entertainment under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Montechiaro

To save money on your vacation in Montechiaro, visit during the off-peak months of January, February, or November for lower accommodation rates. Explore free attractions like Piazza del Campo and Palazzo Pubblico, and opt for walking or biking to get around. Booking your hotel about a month in advance often yields the best prices, especially on Saturdays, while Tuesdays are typically more expensive. Check Expedia for last-minute deals and consider joining their One Key membership for exclusive discounts and rewards on hotel bookings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Montechiaro are January to February and November, where the prices are slightly lower. This is in comparison to June to July and September, where prices are slightly higher.
  • The best time to book a hotel: Booking a hotel in Montechiaro about 1 month out from when you are planning to stay is usually when prices are lowest. If you're a little more spontaneous, you could also peruse Expedia's last minute deals for hotels, look out for the green banner below the price, as this indicates a cheaper deal.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Montechiaro is Saturday. The most expensive day to stay in Montechiaro is Tuesday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to customize your preferences, such as budget, desired location, and preferred hotel type. To discover the best prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Montechiaro with your flights and activities through an Expedia package.
  • 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 Montechiaro

Montechiaro, nestled in the picturesque region of Siena, Tuscany, offers a delightful escape for families and eco-conscious travelers alike. With its charming churches, historic palaces, and inviting piazzas, visitors can immerse themselves in the local culture and enjoy a vibrant family experience. Whether you're exploring the rich history or simply soaking in the beautiful surroundings, Montechiaro promises a memorable vacation filled with diverse attractions and activities.

  • Piazza del Campo: A breathtaking square known for its unique shell shape, Piazza del Campo is the heart of Siena. Experience vibrant local culture, enjoy a coffee at a nearby café, and witness the famous Palio horse race held here every July and August.
  • Siena Cathedral: This stunning Gothic cathedral boasts intricate architecture and stunning artworks, including works by Michelangelo. Explore its beautiful interior and marvel at the ornate façade, making it a must-see for art and history enthusiasts.
  • University of Siena: Founded in the 13th century, this historic university combines modern education with traditional charm. Stroll through its picturesque campus and soak in the lively atmosphere created by students from around the world.

Best time to go to Montechiaro

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

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyModerately LowSlightly Low
February42.8°F (6.0°C)Light RainMostly SunnyModerately LowSlightly 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 RainSunnyModerately HighSlightly High
August75.6°F (24.2°C)No RainSunnyModerately HighAverage
September67.1°F (19.5°C)Light RainMostly SunnyModerately HighSlightly High
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 SunnyModerately LowAverage

The nearest major airports for your trip to Montechiaro

To visit Montechiaro in Siena, Tuscany, you can fly into several major airports. Florence Airport (FLR-Peretola) is located 34 miles away, with nearby luxury hotels like the Bernini Palace and Palazzo Montebello offering various transportation services, including 24-hour airport shuttles. Pisa Airport (PSA-Galileo Galilei), 56 miles away, has excellent hotel options like Bagni di Pisa Palace & Thermal Spa, providing shuttle transfers. Lastly, Perugia San Francesco d'Assisi Airport (PEG), situated 58 miles from Montechiaro, features hotels such as Sina Brufani, which offer on-request airport shuttles. Each airport provides convenient access to Montechiaro, making your travel seamless.

Frequently asked questions

What is the best area to stay in Montechiaro?
The best area to stay in Montechiaro for a classic Tuscan experience is within the historic center, particularly around Piazza del Campo.

This central area is the heart of Montechiaro, characterized by its medieval architecture, narrow cobblestone streets, and a relaxed pace. Piazza del Campo, the main public space, is renowned for its unique shell shape and is surrounded by historic buildings. Many of the accommodations here are in renovated historic buildings, offering a sense of place.

Couples seeking a romantic and picturesque retreat will find the historic center ideal. Strolling through the ancient streets, enjoying meals at local trattorias, and savoring the views from a private balcony create a memorable experience. The area's quiet evenings are superb for unwinding after a day of exploring the local vineyards or nearby hill towns.

For travelers who appreciate convenience and a sense of community, staying within the historic walls provides easy access to local shops, artisan workshops, and authentic eateries.
When is the best time to go to Montechiaro?
The best time to go to Montechiaro is during the shoulder seasons of April to June and September to October, offering pleasant weather and fewer crowds.

During these months, the temperatures are comfortably warm, typically ranging from the mid-60s to high 70s Fahrenheit, which is ideal for exploring the Tuscan countryside. The vineyards are either budding with new growth or vibrant with harvest activity, providing picturesque scenery. This period also avoids the peak summer tourist rush, allowing for a more relaxed experience at local wineries and historic sites.

Couples looking for a romantic and tranquil escape will find these months particularly appealing. You can enjoy leisurely drives through rolling hills, participate in wine tastings without feeling rushed, and dine al fresco at local trattorias as the sun sets.
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 Montechiaro.
How can I save on a Montechiaro hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Montechiaro 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 Montechiaro hotel?
Prices for hotels in Montechiaro often vary, but you can find a great deal from $56 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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