Monticchiello Vacations from $1,189
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The Latest Monticchiello Vacation Packages
- Aurum Uffizi
Sep 9 - Sep 15Aurum Uffizi + Flight
Historic Centre of Florence5 nights4.0 star property7.6/10 - Good (1,004 reviews)"The room was clean and air conditioning worked well for the size of room. However, the room was a little small for a family of four. The location was one of the best aspects of the hotel: it was right in the historic centre and near all the attractions. Staff were also very helpful, promptly responding to our requests."Reviewed August 2, 2026Roundtrip • New York (NYC) - Florence (FLR)JFK - FLR • 1 stop FLR - EWR • 1 stop$1,643$1,189found 16 hours agoper traveler - Precise Tale Poggio Alla Sala
Sep 29 - Oct 4Precise Tale Poggio Alla Sala + Flight
Montepulciano4 nights5.0 star property9.6/10 - Exceptional (156 reviews)"The place it’s an Amazing. Very clean. Is more beautiful than the pictures."Reviewed August 2, 2026Roundtrip • New York (NYC) - Florence (FLR)EWR - FLR • 1 stop FLR - EWR • 2 stops - Hotel La Scaletta Al Ponte Vecchio
Oct 20 - Oct 25Hotel La Scaletta Al Ponte Vecchio + Flight
Historic Centre of Florence4 nights4.0 star property9.0/10 - Wonderful (1,008 reviews)Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 2 stops$1,872$1,238found 2 days agoper traveler - Villa Cora
Oct 18 - Oct 23Villa Cora + Flight
Oltrarno4 nights5.0 star property9.8/10 - Exceptional (481 reviews)Roundtrip • New York (NYC) - Florence (FLR)JFK - FCO • Nonstop FCO - EWR • 2 stops - Grand Hotel Cavour
Oct 20 - Oct 25Grand Hotel Cavour + Flight
Historic Centre of Florence4 nights4.0 star property9.2/10 - Wonderful (1,004 reviews)"Great location and a lovely hotel overall. Really spacious rooms and the breakfast room is especially beautiful with a really good breakfast offering. Rooftop bar is a highlight"Reviewed August 6, 2026Roundtrip • Boston (BOS) - Florence (FLR)BOS - FLR • 1 stop FLR - BOS • 2 stops$2,042$1,449found 2 days agoper traveler
Monticchiello Hotel Deals
"El hotel tiene una hermosa vista, es muy serca a todo, el personal es muy amable, solo los cuartos son un poco anticuados al igual que la TV y muebles."
La Tresa Country Living
La Tresa Country Living"Un vrai coup de cœur. Logement pour nous tout seuls, au calme total dans la campagne toscane, loin de tout et des touristes. Ancienne ferme magnifiquement restaurée, décoration typique et authentique. Le bruit des insectes, la nature tout autour. La propriétaire est vraiment arrangeante. On a eu de la chance d'y être seuls. Seul bémol , les lits sont un peu fermes et pas eu d'eau chaude, mais en été ça ne dérange pas du tout, ça fait partie de la campagne."
Hotel La Terrazza di Montepulciano
Hotel La Terrazza di Montepulciano"A wonderful experience in the heart of Montepulciano. Roberto was really helpful and accommodating, as we were traveling with my 99 year old mother. The property is super clean, and the terrace where we had breakfast really charming. Everything was excellent. Highly recommend this charming hotel!"
Rossellino
Rossellino
Hotel Panoramic Montepulciano
Hotel Panoramic Montepulciano
"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."
Frequently Asked Questions
How much does a Monticchiello vacation package cost?
You'll find cheap prices from $1,189 on Expedia for your Monticchiello break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Monticchiello costs.
What are the cheapest months to go to Monticchiello?
If you'd like to book a cheap Monticchiello vacation package, consider visiting in March, November and December. You'll typically find better rates on flights and hotels during these months — ideal for budget-conscious travelers.
How many days is enough for Monticchiello?
With a well-organized itinerary, you can easily hit the top Monticchiello sights in a few days. But if you want to discover hidden spots or go on day tours, consider booking your Monticchiello vacation for longer.
How to find the best Monticchiello package deals?
Use Expedia's handy filters to find some terrific 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're looking to save, plan your break for midweek, or browse for Monticchiello package deals in the low season. Play around with 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 well in advance.
Is it cheaper to book a Monticchiello vacation as a package?
You can enjoy significant savings on your Monticchiello escape by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to view some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Monticchiello?
If you have your Monticchiello vacation dates locked in, book as early as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment getaways? Our last-minute deals are perfect for jetting off on a whim.
Does Expedia offer Book Now, Pay Later Monticchiello vacation packages?
Your Monticchiello break should be an escape from your daily routine, not a source of money worries. So to allow you a bit more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.