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 Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,212, price is now CA $1,424 per person
CA $1,424
per person
Aug 18 - Aug 23
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
It was great. I’ve just liked more variety in the breakfast. The location is good.

Reviewed on Jul 12, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was CA $3,037, price is now CA $1,797 per person
CA $1,797
per person
Oct 2 - Oct 8
found 23 hours ago
Roundtrip flight included
Vancouver (YVR) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on Jul 10, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was CA $2,617, price is now CA $1,751 per person
CA $1,751
per person
Oct 4 - Oct 9
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
8.6/10 Excellent! (491 reviews)
Very good location. Clean hotel. Our ac was broken but they handled us a new room inmediately. The hotel is confortable and size of the rooms are decent. Bigger than average in the area.

Reviewed on Jun 26, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $5,372, price is now CA $3,657 per person
CA $3,657
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Price was CA $3,176, price is now CA $2,196 per person
CA $2,196
per person
Sep 20 - Sep 26
found 5 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (570 reviews)
Wonderful stay, attentive staff, very clean room. The spa facilities are very high quality and had a lovely massage. Good choices for breakfast. I would certainly recommend staying here, the spa was a particular highlight that is free for guests to use.

Reviewed on Jul 2, 2026

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Monticchiello Hotel Deals

Affitacamere Maria Gabriella

Affitacamere Maria Gabriella

Via Marino Cappelli, 6 Pienza SI
9.8/10 Exceptional! (63 reviews)
"Great location and the hosts were nice"

Reviewed on Jun 24, 2026

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Affitacamere Maria Gabriella
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 $840 per night from Aug 1 to Aug 2
CA $840
CA $933 total
Aug 1 - Aug 2
includes taxes & fees
Precise Tale Poggio Alla Sala
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 CA $2,799 per night from Aug 8 to Aug 9
CA $2,799
CA $3,095 total
Aug 8 - Aug 9
includes taxes & fees
Castiglion del Bosco, A Rosewood Hotel
See all 4,152 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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Stay near popular Monticchiello attractions

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.
See properties

What to do in Monticchiello

3 Regions in 1 Day from Rome with Tuscany Wine Tasting & Lunch

From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch

CA $153
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montalcino: Guided Winery Tour and Wine Tasting

Montalcino: Guided Winery Tour and Wine Tasting

CA $73
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

CA $41
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
See all activities in Monticchiello

Frequently asked questions

How much does a Monticchiello vacation package cost?
Offering great value package deals from CA $1,424 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.

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