Montisi Vacations from $1,226

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Your Montisi Vacation

Let our vacation packages to Montisi inspire your next escape. There's lots to love about this exciting city, starting with the neighborhood of Pozzo, which is good for views and nature. Every trip to Montisi needs a well-crafted itinerary. Fill yours with big-name attractions like Monte Oliveto Maggiore Abbey, Museo del Tartufo and Bosco della Ragnaia. Don't delay your visit to this city any longer. Your dream Montisi vacation is a few clicks away with Expedia.

The Latest Montisi vacation packages

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

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $1,795, price is now $1,226 per person
$1,226
per person
Jul 14 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,010 reviews)
The room smelled pretty bad even with the windows open. There's also a bunch of mosquitoes flying around, but everything else was ok!

Reviewed on May 27, 2026

Donati Luxury Tower Suites

Donati Luxury Tower Suites

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $4,382, price is now $2,829 per person
$2,829
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Florence (FLR)
9.6/10 Exceptional! (65 reviews)
Agradable estancia. Excelente servicio. La habitación la mantenían siempre limpia. Todo queda cerca del área. Muy recomendable

Reviewed on May 23, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,801, price is now $1,229 per person
$1,229
per person
Jul 14 - Jul 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
Excelente servicio, las habitaciones las limpiaron todos los días, el desayuno muy completo, además muy cerca de plazas principales

Reviewed on May 27, 2026

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

The James Suite Hotel Firenze 1564 - Small Luxury Hotels of the World

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $4,742, price is now $3,293 per person
$3,293
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Florence (FLR)
10/10 Exceptional! (18 reviews)
Outstanding hotel and a remarkable experience staying there. The room was large and beautifully decorated as the rest of the hotel. Service was impeccable and friendly. Food was great. Lovely and intimate atmosphere. Attention to details and distinctive effort to attend to our needs. The hotel manager and Lavinia at the front desk stood out, but everybody else was extremely helpful. I hope to return!

Reviewed on Nov 14, 2025

Residenza Florentia

Residenza Florentia

1 out of 5
Historic Centre of Florence
Price was $2,418, price is now $1,689 per person
$1,689
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Florence (FLR)
8.4/10 Very Good! (51 reviews)
The hotel staff were extremely friendly and highly professional – honestly, I’ve rarely experienced this level of service. The hotel is in a perfect location, right in the city center, which is a huge advantage. Everything was clean, well-maintained, and very comfortable. I would highly recommend this place to anyone looking for quality accommodation.

Reviewed on Apr 6, 2026

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Discover the most popular places to visit in Montisi

Castello Banfi

You can enjoy a tasting or tour at Castello Banfi during your travels to Poggio alle Mura. Visit the area's spas, or simply enjoy its wineries.

Castello Banfi

Fortress of Montalcino

Find out about the history of Montalcino with a stop at Fortress of Montalcino. Visit the area's spas, or simply enjoy its wineries.

Fortress of Montalcino

Tenuta Greppo Franco Biondi Santi

You can enjoy a tasting or tour at Tenuta Greppo Franco Biondi Santi during your travels to Montalcino. Discover the area's countryside and spas.

Tenuta Greppo Franco Biondi Santi

What to do in Montisi

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

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

$128
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

$53
per adult
Montalcino: Guided Winery Tour and Wine Tasting
Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
See all activities in Montisi

Montisi 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
$449 nightly
The price is $501 total per night from Jun 7 to Jun 8
$501 total
Jun 7 - Jun 8
Total with taxes and fees
9.6/10 Exceptional! (140 reviews)
"Beautiful stay for our honeymoon. This is definitely a place to go and feel at peace in the Tuscan countryside. 15 min away from some wineries and 20 min away from Montepulciano. Great balance of feeling relaxed by the spa and pool with some quick getaways. Lastly, the restaurant was beyond excellent. ..."

Reviewed on May 23, 2026

Precise Tale Poggio Alla Sala
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$328 nightly
The price is $371 total per night from Jun 28 to Jun 29
$371 total
Jun 28 - Jun 29
Total with taxes and fees
10/10 Exceptional! (282 reviews)
"We had an amazing stay at the monastero di Cortona. The property is absolutely beautiful and impeccably maintained. The pool area is lovely and the views are unbelievable. The staff was super helpful and attentive- gave us recommendations for restaurants (and made reservations for us) and helped ..."

Reviewed on May 26, 2026

Monastero di Cortona Hotel & Spa
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $166 total per night from Jun 15 to Jun 16
$166 total
Jun 15 - Jun 16
Total with taxes and fees
9.4/10 Exceptional! (803 reviews)
"Great garden with views for breakfast or aperitivo hour. Very large superior room. Good breakfast which opens early"

Reviewed on May 29, 2026

Palazzo Ravizza
See all 4,950 properties in Montisi
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.

Find the Best Montisi Vacation Packages

Montisi Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Population
300
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Tenuta Greppo Franco Biondi Santi, Capanna of Cencioni and Civic and Diocesan Museum of Sacred Art of Montalcino

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Frequently asked questions

How much does a Montisi vacation package cost?
Offering great value package deals from $1,226 on Expedia, you'll be pleasantly surprised at how much a vacation to Montisi costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Montisi?
If you're looking to book a cheap Montisi vacation package, consider visiting in September, October and December. You'll usually find lower prices on airfares and hotels during these months — ideal for a budget-friendly break.
How many days is enough for Montisi?
Typically, a handful of days is enough to explore the major attractions during your Montisi vacation. However, if you prefer to have more time to unwind or take day trips, consider extending your itinerary.
How to find the best Montisi package deals?
Use Expedia's filters to find some tempting Montisi package deals. When you begin 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 look for Montisi package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Montisi vacation as a package?
You can enjoy significant savings on your Montisi break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel and flight prices. Bundle everything into a great-value package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Montisi?
Secure incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for a spur-of-the-moment Montisi getaway.
How to plan a trip to Montisi?

  1. Choose when to go: Check your schedule and get your bags packed. Your preferred time of year and the activities available will also help you decide when to escape to Montisi.
  2. Work out your budget: Ensure you have enough money to cover everything from transportation and meals to airfares and activities. Your accommodations will likely be the biggest expense during your trip to Montisi.
  3. Use Expedia's trip planning tool to discover Montisi: Research every part of your trip to Montisi with this handy planner. Invite friends or family to collaborate on a group getaway, search for hotels or things to do and make bookings.
  4. Set the duration of your trip: Start by compiling a list of the attractions and activities you'd like to get to in Montisi. Then, estimate how long you'll need for each, as well as any travel time.
  5. Combine your airfare and accommodations: After you've settled on your dates and duration, lock in the ideal Montisi vacation package for you.
  6. Book any activities or excursions: Here's the fun part — organizing everything you want to do and see. Check out some of the exciting things to do in Montisi and reserve your tickets in advance to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Montisi vacation packages?
Your Montisi trip is meant to be a relaxing escape from your busy life, not a source of money-related stress. So to give you a bit more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

Explore a world of travel with Expedia

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