Montisi Vacations from $3,521

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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.
The Gate Hotel

The Gate Hotel

4 out of 5
Price was $6,268, price is now $3,521 per person
$3,521
per person
Feb 10 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.4/10 Good! (507 reviews)
Clean and great location for access to airport.

Reviewed on Oct 30, 2025

Allegroitalia San Gallo Firenze

Allegroitalia San Gallo Firenze

4 out of 5
San Lorenzo
Price was $6,351, price is now $3,575 per person
$3,575
per person
Feb 10 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.8/10 Excellent! (1,000 reviews)
Wonderful, well-presented hotel in a great location with an excellent and generous breakfast. Immaculate, spacious rooms, great proximity to city centre and tram stop just outside.

Reviewed on Dec 16, 2025

UNA Hotels Vittoria Firenze

UNA Hotels Vittoria Firenze

4 out of 5
Oltrarno
Price was $6,357, price is now $3,580 per person
$3,580
per person
Feb 10 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.4/10 Very Good! (1,000 reviews)
Perfect stay! Not only was the check-in smooth, but everything else was also satisfying. The breakfast was delicious, the staff were friendly, and the location was ideal. There wasn't a single thing I didn't like. I’ll definitely be back!

Reviewed on Jan 1, 2026

Hotel Atlantic Palace

Hotel Atlantic Palace

4 out of 5
Historic Centre of Florence
Price was $6,320, price is now $3,580 per person
$3,580
per person
Feb 10 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (896 reviews)
I’ve stayed here a few times and I appreciate that this hotel has a great location, clean rooms and friendly and very helpful staff.

Reviewed on Nov 6, 2025

Starhotels Tuscany

Starhotels Tuscany

4 out of 5
Price was $6,311, price is now $3,575 per person
$3,575
per person
Feb 10 - Feb 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (1,000 reviews)
Staying here was amazing, the customer service and the design of the room. Will stay again!

Reviewed on Dec 1, 2025

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Discover the most popular places to visit in Montisi

CastelloBanfi Il Borgo, Luxury Retreat in Montalcino Italy Growing up as a devoted history lover, I have always daydreamed about living in a castle. I used to recreate that magical word in my phantasy, populated with vassals and fortune tellers, with dames and cavaliers. This summer, my stay at the beautiful Tuscan resort CastelloBanfi Il Borgo in Montalcino, Italy gave me the chance to turn this dream into reality. Ambra Castello Banfi 2 This beautiful property is set in an ancient stone hamlet that was built in the 1700 sunder the protective walls of the 13th Century Castle “Castelloalle Mura”. What was once used as a dwelling for farmers who toiled with their noble landowners has today been restyled into the luxurious rooms and suites of this jewel of Tuscan hospitality. Ambra Castello Banfi While the architectural style remained unchanged and very authentic, the interior was renovated with modern comforts, premium fabrics and exclusive accessories. Luxury Retreat in Montalcino Ambra Castello cannon dream of living in a castle We were so lucky to stay in one of their exclusive 14 rooms, surrounded by history, vineyards and olive groves. CastelloBanfiilBorgo is truly a place of peace and serenity.Enjoying breakfast or “aperitivo” at sunset from the infinity pool that over looks immense stretches of Brunello vines is simply good for the soul. Castello well Ambra Castello But wait until you witness the most delectable gastronomic experience at “Taverna”, one of the two epic restaurants on property. That’s the ultimate experience to please all of your senses! Ambra tee at Castello Ambra Castello pool Ambra in a castle In the next post will show you all the delicious Italian food we got to savor at the castle’s restaurant, but for now enjoy some beautiful photos and the video about this incredible resort! CastelloBanfiIlBorgo Ambra in Montalcino Italy

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
Poggio Antico winery- Brunello is the best!!

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

$105
per adult
100% 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
Seggiano: Guided Tour of the Olive Grove and Food Tasting

Seggiano: Guided Tour of the Olive Grove and Food Tasting

$29
per adult
Seggiano: Guided Tour of the Olive Grove and Food Tasting
See all activities in Montisi

Montisi Hotel Deals

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!

Montisi Tuscany
9.8/10 Exceptional! (58 reviews)
Host very helpful. plenty of room inside and out. Beautiful setting.

Reviewed on Nov 17, 2025

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Montalcino: Private villa in the heart of Tuscany, private pool,panoramic view!
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34 Siena SI
9.2/10 Wonderful! (753 reviews)
Having booked with another local hotel - The Athena - who were completely obnoxious and unhelpful regarding the parking. I stumbled across this gem. The staff were so helpful and accomplished ~ first class customer service.

Reviewed on Dec 17, 2025

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Palazzo Ravizza
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Via del Salvatore Cortona AR
9.8/10 Exceptional! (258 reviews)
Everything was great! Lovely hotel

Reviewed on Jan 4, 2026

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Monastero di Cortona Hotel & Spa
See all 4,877 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 $3,521 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.

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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.