Monticchiello Vacation Packages

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Your Monticchiello Vacation

Simplify your travel planning by booking a Monticchiello vacation package. One of the best neighborhoods to stay in this fascinating city is Macciano, which is great for walking and a lot more. If your trip to Monticchiello includes a little sightseeing, don't miss much-loved attractions like Pienza Cathedral, Palazzo Piccolomini and Historic Centre of Pienza. Check out Expedia's extensive range of travel options and start planning your ultimate vacation to Monticchiello today.

Top Monticchiello Vacation Deals

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The hotel is situated on busy street, it is walking distance from Santa Maria train station, the room was clean but small and the breakfast was average.

Reviewed on Jul. 25, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun. 6, 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
No reviews
Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
8.8/10 Excellent! (382 reviews)
It is such a beautiful property and our apartment was clean and comfortable. Ate at the lovely restaurant one nigh and had take out the second. The breakfast was fantastic, so delicious with many options. The staff were so friendly and helpful.

Reviewed on Jul. 21, 2025

Villa Olmi Firenze

Villa Olmi Firenze

4 out of 5
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (723 reviews)
Beautiful property & amazing staff

Reviewed on Jul. 8, 2025

Ready to book your vacation to Monticchiello?

 

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Monticchiello Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Poggio alla Sala 10, Montepulciano, SI
Fully refundableReserve now, pay when you stay
The price is CA $661 per night from Aug 26 to Aug 27
CA $661
CA $736 total
Aug 26 - Aug 27
includes taxes & fees
9.4/10 Exceptional! (103 reviews)
"The staff were incredibly kind and helpful. I got a flat tire the day I was leaving the hotel and the staff went above and beyond to help me get the tire fixed so I could be on my way. The hotel is beautiful and the food was excellent. I also requested a more private room and the staff changed the ..."

Reviewed on Jul. 19, 2025

Precise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc, Montepulciano, SI
The price is CA $202 per night from Aug 21 to Aug 22
CA $202
CA $229 total
Aug 21 - Aug 22
includes taxes & fees
9.2/10 Wonderful! (24 reviews)
"Great place"

Reviewed on Jul. 19, 2025

Nuovo Etruria Resort
Hotel Relais II Chiostro di Pienza

Hotel Relais II Chiostro di Pienza

4 out of 5
Corso Rossellino 26, Pienza, SI
Fully refundableReserve now, pay when you stay
The price is CA $117 per night from Jul 29 to Jul 30
CA $117
CA $139 total
Jul 29 - Jul 30
includes taxes & fees
8.6/10 Excellent! (572 reviews)
"We had a fantastic time . The most perfect location for a hotlet, right in the tow with stunning views . Would definitely recommend."

Reviewed on Jul. 25, 2025

Hotel Relais II Chiostro di Pienza
See all 4,144 properties in Monticchiello
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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Discover the most popular places to visit in Monticchiello

Cathedral of Pienza featuring religious elements, a church or cathedral and heritage elements

Pienza Cathedral

Admire the arresting Renaissance façade and the interior Gothic décor of this 15th-century cathedral commissioned by Pope Pius II.

Pienza Cathedral

Art Studio di Adelina Quadri

You can spend an afternoon browsing the exhibits at Art Studio di Adelina Quadri during your travels in Monticchiello. While you're here, you can savor the wineries.

Art Studio di Adelina Quadri

What to do in Monticchiello

Val D'Orcia Dreaming!!

Val D'Orcia Dreaming!!

CA $315
per adult
Val D'Orcia Dreaming!!
Brunello Wine Tour and Val D'Orcia Landscape

Brunello Wine Tour and Val D'Orcia Landscape

CA $352
per adult
Brunello Wine Tour and Val D'Orcia Landscape
Pienza & Montepulciano Small Group Tour from Siena

Pienza & Montepulciano Small Group Tour from Siena

CA $288
per adult
Pienza & Montepulciano Small Group Tour from Siena
See all activities in Monticchiello

Frequently asked questions

How much does a Monticchiello vacation package cost?
Offering great value package deals from CA $1,641 on Expedia, you'll be pleasantly surprised at how much a vacation to Monticchiello costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Monticchiello?
The off-season is the best time to travel to Monticchiello if you're on a budget. Another tip for finding cheap Monticchiello vacation packages? Try to avoid visiting during public holidays and any major festivals.
How many days is enough for Monticchiello?
Usually, a handful of days is enough to explore the main sights during your Monticchiello vacation. However, if you prefer to have some time to rest or go on day trips, think about extending your trip.
How to find the best Monticchiello package deals?
Use Expedia's handy filters to help you find some of the best Monticchiello package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Monticchiello package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Monticchiello vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally get a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Monticchiello vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to Monticchiello?
If you have your Monticchiello vacation dates locked in, book early to score some incredible deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are ideal for impromptu escapes.
How to plan a trip to Monticchiello?

  1. Pick your travel dates: The things you'd like to do in Monticchiello and your favourite season can help you decide when to go.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to put aside for your trip to Monticchiello. Then, select a hotel that fits your budget, whether that's an economical option or a high-end getaway.
  3. Work out your trip length: Consider how much time you want to spend discovering Monticchiello. Plan your itinerary so you can get to all the attractions and activities you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, flights, hotels and more into a personalized Monticchiello vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.