Montechiaro Vacations from $616

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Your Montechiaro Vacation

Say bye-bye to the hassle of planning and hello to a Montechiaro vacation package. With your travel details organized before you take off, you can focus on discovering every inch of this city, starting with Badia Coltibuono, which is great for families, nature and walking. If a sightseeing tour is on the agenda during your trip to Montechiaro, look around well-known attractions like Siena Cathedral, Torre del Mangia and Piazza del Campo. Whoever you're traveling with and whatever you want to spend, your ultimate Montechiaro vacation is just clicks away with Expedia.

The Latest Montechiaro vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,080, price is now $616 per person
$616
per person
Feb 19 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,002 reviews)
The room was okay. For the price can’t ask for better. Everything work fine, fully equipped, and breakfast included with very good choices of items and coffees. I will return to this place if I have another opportunity because the staff it’s very friendly, very close to the train station and with lots of restaurants and stores around.

Reviewed on Dec 15, 2025

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,419, price is now $889 per person
$889
per person
Mar 13 - Mar 20
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.4/10 Very Good! (46 reviews)
Location, accommodations, and communication. Simple but comfortable. A basic facilities, and nice AC, elevator, and luggage storage.

Reviewed on Jun 12, 2025

Hotel Hermitage

Hotel Hermitage

3 out of 5
Historic Centre of Florence
Price was $1,471, price is now $1,102 per person
$1,102
per person
Mar 13 - Mar 20
found 23 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9/10 Wonderful! (1,000 reviews)
The location was great, and the hotel had a lot of charm. My one complaint is the “rooftop garden”. Part of the reason I booked this hotel is because I was hoping my boyfriend and I would be able to enjoy a sunset from the rooftop garden. It’s not a rooftop garden at all. It’s a restaurant. You have to have reservations and you have to order something to spend time there, even if you are staying at the hotel. I feel like this was false advertising. I would not stay there again because of this.

Reviewed on Nov 18, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,114, price is now $627 per person
$627
per person
Feb 19 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Great Locations walkable to all the placese.

Reviewed on Dec 15, 2025

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,439, price is now $936 per person
$936
per person
Feb 19 - Feb 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (1,002 reviews)
The hotel was great, walkable to all the sites and not to mention the great staff on site ( Federico and team)!

Reviewed on Dec 26, 2025

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Discover the most popular places to visit in Montechiaro

Piazza del Campo which includes street scenes and a square or plaza

Piazza del Campo

Sit at a café and experience the atmosphere of Siena’s main square, known for its medieval architectural grandeur and famous horse races.

Piazza del Campo
Siena Cathedral which includes a church or cathedral, street scenes and heritage architecture

Siena Cathedral

Breathtaking masterpieces by some of the finest Italian artists of the Renaissance era decorate this grandiose 800-year-old religious complex.

Siena Cathedral
Palazzo Pubblico featuring a city, heritage architecture and night scenes

Palazzo Pubblico

Palazzo Pubblico is just one of the places to see in Siena, so why not enjoy the other things to explore during your travels? Discover the area's beautiful countryside, or seek out its local tours.

Palazzo Pubblico

What to do in Montechiaro

Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$60
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

$51
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

$162
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
See all activities in Montechiaro

Montechiaro Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$82 nightly
The price is $94 total per night from Jan 27 to Jan 28
$94 total
Jan 27 - Jan 28, 2026
Total with taxes and fees
9.2/10 Wonderful! (1,002 reviews)
Great location, very friendly staff

Reviewed on Dec 13, 2025

Hotel Athena
Borgo Grondaie

Borgo Grondaie

3 out of 5
Strada delle Grondaie, 15 Siena SI
Fully refundableReserve now, pay when you stay
$86 nightly
The price is $99 total per night from Jan 7 to Jan 8
$99 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
9.6/10 Exceptional! (439 reviews)
The sta

Reviewed on Nov 17, 2025

Borgo Grondaie
Villa La Borghetta Resort

Villa La Borghetta Resort

4 out of 5
Via del Cesto Figline e Incisa Valdarno FI
Fully refundableReserve now, pay when you stay
$114 nightly
The price is $128 total per night from Jan 7 to Jan 8
$128 total
Jan 7 - Jan 8, 2026
Total with taxes and fees
7.8/10 Good! (85 reviews)
Beautiful experience!

Reviewed on Jul 1, 2025

Villa La Borghetta Resort
See all 5,052 properties in Montechiaro
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.

Find the Best Montechiaro Vacation Packages

Montechiaro Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Top Sights
Siena Cathedral, Palazzo Pubblico and Civic Museum

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Frequently asked questions

How much does a Montechiaro vacation package cost?
Offering excellent value package deals from $616 on Expedia, you'll be thrilled with how little a vacation to Montechiaro costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Montechiaro?
You can usually find reduced prices and greater availability in November, December and January. Take a look at our cheap Montechiaro vacation packages and you could score some great off-season deals.
How many days is enough for Montechiaro?
The ideal length for your Montechiaro vacation depends on what you'd like to do. Typically, a few days to a week will give you time to tick off all the top attractions and explore some hidden gems along the way.
How to find the best Montechiaro package deals?
Use Expedia's handy filters to help you find some fabulous Montechiaro package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or browse for Montechiaro package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book a Montechiaro vacation as a package?
You can enjoy significant savings on your next Montechiaro escape by booking a tailored vacation package. Check the "Package" heading, then select your travel dates and destination to view the best hotel prices and airfares. Bundling can save travelers hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Montechiaro?
If you're considering a spur-of-the-moment Montechiaro trip, check out our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Montechiaro?

  1. Choose when to go: Check your diary and get packing. Your preferred season and the type of activities on offer will also help you decide when to visit Montechiaro.
  2. Plan your budget wisely: Besides the cost of your accommodations, you should consider other expenses too. These include food, flights and transportation. Also, put aside some extra funds for unexpected expenses that could crop up during your trip to Montechiaro.
  3. Use Expedia's trip planning tool to explore Montechiaro: Research every aspect of your trip to Montechiaro with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for hotels or things to do and make bookings.
  4. Decide how many days away: Start by listing all the sights and activities you'd like to experience in Montechiaro. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Montechiaro vacation package.
  6. Book experiences or activities in advance: Whether it's entrance to a major attraction or a walking tour, you won't have to worry about missing out on the best Montechiaro has to offer. Find all the exciting things to do in Montechiaro with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Montechiaro vacation packages?
Your Montechiaro break should be an escape from your daily routine, not a source of money-related stress. So to allow you a bit more flexibility, we've partnered with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the total cost over 3, 6 or 12 months. Plus, there aren't any hidden or late payment fees to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.