Book Hotels in Montechiaro

Cabins, apartments, houseboats! We offer comfortable & private vacation rentals

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Neighborhood
Neighborhood
Traveler experience
Traveler experience
Popular locations
Popular locations
Meal plans available
Meal plans available
Property amenities
Property amenities
Accessibility
Accessibility

Top Montechiaro hotels

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Via Spaltenna 13 Gaiole in Chianti SI
The price is $375 total per night from Oct 30 to Oct 31
$375 total
per night
Oct 30 - Oct 31
A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the business center ...
"Beautiful quaint 1000 year old monastery turned into a hotel! The staff was extremely accommodating and we really enjoyed our stay. Very easy to get around all of Tuscany from this hotel."

Reviewed on Oct 11, 2026

Opens in a new windowCastello di Spaltenna- Small Luxury Hotels of the World
La Certosa di Pontignano

La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is $110 total per night from Nov 22 to Nov 23
$110 total
per night
Nov 22 - Nov 23
This bed & breakfast features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public ...
"Great location amazing place"

Reviewed on Oct 20, 2026

Opens in a new windowLa Certosa di Pontignano
Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

4 out of 5
Via Custoza 2 Siena SI
Fully refundableReserve now, pay when you stay
The price is $163 total per night from Nov 7 to Nov 8
$163 total
per night
Nov 7 - Nov 8
This hotel features a restaurant, a gym, and a bar/lounge. Families will appreciate the children's pool, onsite laundry facilities, and in-room childcare. Enjoy ...
"We were in one of the other wings so it wasn't in the main building. It was a rainy week and we had a wedding and there were no rooms in the main building to accommodate us. There is no overhead so you will get wet and there are a million stairs to get to that wing (you will need help if you have ..."

Reviewed on Oct 20, 2026

Opens in a new windowVilla Ermellina Siena, a Tribute Portfolio Hotel
Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67 Siena SI
Fully refundableReserve now, pay when you stay
The price is $75 total per night from Nov 22 to Nov 23
$75 total
per night
Nov 22 - Nov 23
A bar/lounge and a 24-hour front desk are featured at this hotel, along with self parking. WiFi in public areas is free. A terrace, a library, and dry cleaning ...
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the ..."

Reviewed on Oct 21, 2026

Opens in a new windowHotel Italia
Hotel Chiusarelli

Hotel Chiusarelli

3 out of 5
Viale Curtatone 15 Siena SI
Fully refundableReserve now, pay when you stay
The price is $104 total per night from Nov 22 to Nov 23
$104 total
per night
Nov 22 - Nov 23
A restaurant and a bar/lounge are featured at this hotel. Business travelers can take advantage of the free WiFi in public areas. Free buffet breakfast is ...
"It was OK for the price. The breakfast was so so, the parking very small and often full. The building is old and was making weird noises occasionally. The location was excellent: just outside LTZ but very close to all the points of interest."

Reviewed on Oct 15, 2026

Opens in a new windowHotel Chiusarelli
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is $125 total per night from Nov 22 to Nov 23
$125 total
per night
Nov 22 - Nov 23
This hotel features a restaurant, a rooftop terrace, and a bar/lounge. Traveling on business? Take advantage of the business center, free WiFi in public areas, ...
Opens in a new windowHotel Athena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is $366 total per night from Nov 20 to Nov 21
$366 total
per night
Nov 20 - Nov 21
This hotel features a restaurant and 2 bars/lounges. Families will appreciate the onsite laundry facilities and in-room childcare. WiFi in public areas is ...
Opens in a new windowGrand Hotel Continental Siena – Starhotels Collezione
Hotel Minerva

Hotel Minerva

3 out of 5
Via Garibaldi, 72 Siena SI
Fully refundableReserve now, pay when you stay
The price is $95 total per night from Nov 22 to Nov 23
$95 total
per night
Nov 22 - Nov 23
This hotel doesn't skimp on freebies - guests receive free cooked-to-order breakfast and free WiFi. Families will appreciate the arcade/game room and onsite ...
Opens in a new windowHotel Minerva
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

5 out of 5
Localita Castiglion del Bosco Montalcino SI
Fully refundableReserve now, pay when you stay
The price is $1,406 total per night from Nov 4 to Nov 5
$1,406 total
per night
Nov 4 - Nov 5
This luxury hotel features a golf course, an attached winery, and a full-service spa. There's fun for all ages with a children's club and an arcade/game room, ...
Opens in a new windowCastiglion del Bosco, A Rosewood Hotel
Don't see what you're looking for?
See all available properties in Montechiaro
View all properties
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.

Frequently asked questions

What are the top kid-friendly hotels in Montechiaro?
Family vacations are where you make the best memories, but traveling with children can be difficult. These kid-friendly Montechiaro hotels come with perks designed to keep visitors of all ages comfortable and happy: La Capannina will help make your getaway the best one yet. It offers a variety of nice little touches, such as a swimming pool and a fireplace. Chianti Estate - Il Cipresso is another top pick. After a big day of sightseeing, come back home to your comfy room and perks like a swimming pool and a fireplace.
Where can I find cheap hotels in Montechiaro?
At Travelocity you'll find really nice hotels in Montechiaro at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Montechiaro rather than in Montechiaro. We may find you even better rates, too.
How do I find the best Montechiaro hotel deals?
Simple! On Travelocity, look through the fantastic offers we've already found in Montechiaro then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Montechiaro?
The cheapest hotel in Montechiaro is $75. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Montechiaro?
There are 5,174 hotels in Montechiaro on Travelocity.
What are the best hotels in Montechiaro?
Montechiaro has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Montechiaro for you!
When is the best time to visit Montechiaro?
If you want the joy of a fun-filled trip in peak season, visit Montechiaro during April, May and June. If you'd prefer the peace of off-season, book a stay during quieter months, such as November, December and January.
When is the cheapest time to stay in Montechiaro?
Based on historic data is usually the cheapest month to visit Montechiaro. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Montechiaro?
There are multiple hotels in Montechiaro that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Montechiaro. We have plenty of kid-friendly hotels in Montechiaro to choose from on Travelocity!
Why book a hotel in Montechiaro through Travelocity?
Because we have the top hotels in Montechiaro! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Montechiaro on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

Recent Montechiaro hotel reviews by fellow wanderers

Hotel Italia

Hotel Italia

5 out of 5
Posted 1 day ago
Travelocity Verified Review
"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."
A verified traveler stayed at Hotel Italia
Hotel Italia

Explore More Ways to Travel with Travelocity