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.
Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was CA $1,640, price is now CA $1,198 per person
CA $1,198
per person
Feb 2 - Feb 7
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9/10 Wonderful! (1,000 reviews)
Giovanni was so very helpful, as well as the rest of the staff. The hotel’s location is very nice. It’s close to the bridge, but in a section that’s not too terribly busy. The terrace upstairs was absolutely amazing, as well as the restaurant. I highly recommend this hotel

Reviewed on Nov 8, 2026

Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Historic Centre of Florence
Price was CA $1,772, price is now CA $1,328 per person
CA $1,328
per person
Feb 2 - Feb 7
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.2/10 Wonderful! (1,003 reviews)
Perfect location and the family suite was the perfect size for our family of four.

Reviewed on Nov 9, 2026

The Hoxton, Florence

The Hoxton, Florence

4 out of 5
Historic Centre of Florence
Price was CA $1,615, price is now CA $1,230 per person
CA $1,230
per person
Jan 19 - Jan 24
found 22 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.4/10 Exceptional! (370 reviews)
Very clean room! Smelled amazing! Loved the products that they had. Front desk was very friendly and very helpful they gave us really good recommendations and advice to stay away from tourist traps which was greatly appreciated! Would definitely stay here again and would recommend to others! They also have bikes on property that you can use if you would like to explore a little bit more of the city!

Reviewed on Nov 8, 2026

Il Rivalta - Place of Charme

Il Rivalta - Place of Charme

4 out of 5
Historic Centre of Florence
Price was CA $1,699, price is now CA $1,338 per person
CA $1,338
per person
Feb 2 - Feb 7
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (642 reviews)
Great staff and property!! Location is primeeeee to walk all around Florence

Reviewed on Nov 8, 2026

Bernini Palace

Bernini Palace

5 out of 5
Historic Centre of Florence
Price was CA $1,916, price is now CA $1,517 per person
CA $1,517
per person
Feb 2 - Feb 7
found 1 hour ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.8/10 Exceptional! (1,011 reviews)

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Monticchiello Hotel Deals

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Via Di Poggio Alla Sala, 10 Montepulciano SI
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Precise Tale Poggio Alla Sala
Nuovo Etruria Resort

Nuovo Etruria Resort

4 out of 5
Via di S. Martino snc Montepulciano SI
The price is CA $138 per night from Nov 20 to Nov 21
CA $138
CA $159 total
Nov 20 - Nov 21
includes taxes & fees
Nuovo Etruria Resort
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 $1,275 per night from Dec 2 to Dec 3
CA $1,275
CA $1,418 total
Dec 2 - Dec 3
includes taxes & fees
10/10 Exceptional! (87 reviews)
"Unique property well maintained and quite Serene , great staff"

Reviewed on Oct 30, 2026

Castiglion del Bosco, A Rosewood Hotel
See all 3,982 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.
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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 $189
per adult
98% of travellers recommend
From Rome: Bagnoregio & Orvieto Day Trip with Tuscany Wine Tasting & Lunch
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

CA $40
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine

Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine

CA $127
per adult
Montepulciano: Tuscan Cooking Class with Fresh Pasta & Wine
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Frequently asked questions

How much does a Monticchiello vacation package cost?
Offering great value package deals from CA $1,198 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.