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.
Villa Neroli

Villa Neroli

4 out of 5
Coverciano
per person
Jun. 5 - Jun. 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (355 reviews)
Beautiful, quiet and clean property that is a pleasure to come back to after a long day. Short taxi ride to city center and we also rented a car and it was not too far from places we wanted to visit. Great breakfast options at the buffet. The staff was very helpful and accommodating and pleasant. We had great massages, ate two delicious dinners and had breakfast there everyday. Our room was clean and very comfortable. I would highly recommend if you want to be close to everything but not in city center.

Reviewed on Apr. 28, 2025

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Santa Maria Novella
per person
Jul. 12 - Jul. 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (436 reviews)
Wonderful stay. Staff very warm and friendly. Celebrating daughter's birthday, they offered a bottle of prosecco but we can't handle our booze in such quantity so we got some lovely juice drinks. The rooms are spotless, bedding and linens top quality, location is very quiet. Breakfast was excellent with a very large selection of items. We did not have room for the hot selections but they looked delicious. Wish we could have stayed more than one night, will certainly be our top choice for our next stay. Location is very walkable to the main train station and to the city center, but set back enough that you have a quiet neighborhood feel.

Reviewed on Apr. 26, 2025

Hotel Duomo Firenze

Hotel Duomo Firenze

3 out of 5
Duomo
per person
Jun. 2 - Jun. 8
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9/10 Wonderful! (972 reviews)
The staff was great and so helpful. The location was perfect. Everything walkable from hotel. Great experience staying by Duomo.

Reviewed on Apr. 28, 2025

Glance Hotel In Florence

Glance Hotel In Florence

4 out of 5
San Lorenzo
per person
Jun. 5 - Jun. 11
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
Staff very helpful and friendly. Room was clean and modernized. Unbelievable view from rooftop pool area. Walking distance to just about everything. Even walked to and from Piazzale Michelangelo.

Reviewed on Apr. 19, 2025

Villa Tolomei Hotel & Resort

Villa Tolomei Hotel & Resort

5 out of 5
Oltrarno
per person
Jun. 2 - Jun. 8
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9/10 Wonderful! (364 reviews)
Super location with views over the beautiful city of Florence! Super staff, Daniel you were a legend! Dinner was astonishing, fabulous food and service! You can walk to the city centre, downhill and flat, 20 minutes or so, definitely a taxi back, circa 12 Euro!

Reviewed on Oct. 19, 2024

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
The price is CA $551 per night from May 25 to May 26
CA $551
CA $615 total
includes taxes & fees
May 25 - May 26
"This is a beautiful location and the facilities are stunning. Really everything is picture perfect and you are only 20 minutes from Montepulciano and 30 minutes from Pienza. Both are amazing to explore and offer excellent dining options. The concierge recommended Tuscan Sweet Dreams to take us to ..."

Reviewed on Apr. 8, 2025

Precise Tale Poggio Alla Sala
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 $162 per night from May 20 to May 21
CA $162
CA $187 total
includes taxes & fees
May 20 - May 21
8.6/10 Excellent! (549 reviews)
"Beautiful"

Reviewed on Apr. 26, 2025

Hotel Relais II Chiostro di Pienza
Castello di Velona Resort Thermal SPA & Winery
Castello di Velona Resort Thermal SPA & Winery
5 out of 5
Località Velona, Castelnuovo dell'Abate, Montalcino, SI
Fully refundableReserve now, pay when you stay
The price is CA $552 per night from May 4 to May 5
CA $552
CA $623 total
includes taxes & fees
May 4 - May 5
8.8/10 Excellent! (310 reviews)
"This is a very unique property We really enjoyed our stay there. Our only complaint is we didn't stay long enough. Next time!"

Reviewed on Jan. 11, 2025

Castello di Velona Resort Thermal SPA & Winery
See all 4,072 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Monticchiello vacation package cost?
Offering great value package deals from CA $1,962 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.

Discover the most popular places to visit in Monticchiello

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

Pienza Cathedral

4.5/5(32 reviews)

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

Pienza: Private Walking Tour with Tuscan Tasting Experience

Pienza: Private Walking Tour with Tuscan Tasting Experience

CA $543
per traveller
Pienza: Private Walking Tour with Tuscan Tasting Experience
Pienza & Montepulciano Small Group Tour from Siena

Pienza & Montepulciano Small Group Tour from Siena

CA $283
per adult
Pienza & Montepulciano Small Group Tour from Siena
Pienza: Private Walking Tour in the Heart of Tuscany

Pienza: Private Walking Tour in the Heart of Tuscany

CA $517
per traveller
Pienza: Private Walking Tour in the Heart of Tuscany
See all activities in Monticchiello
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.