Montisi Vacations from $951

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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

Historic Centre of Florence
$951
per person
Nov 1 - Nov 7
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
N/a

Reviewed on Sep 13, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
$1,010
per person
Nov 18 - Nov 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
Eurostars Florence Boutique

Eurostars Florence Boutique

Historic Centre of Florence
$1,226
per person
Oct 24 - Oct 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.6/10 Excellent! (500 reviews)
mattresses were impossible to sleep on

Reviewed on Sep 14, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
$1,491
per person
Oct 30 - Nov 5
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
We had a wonderful stay at The Moon hotel. The staff are excellent and we had a speedy and very easy check in experience. The Moon is a beautiful, calm place slightly out of the central sights of Florence, but within an easy walk. Our rooms were beautiful. Great showers and the beds were so comfortable. We slept very well. Breakfast was of a high quality, the fresh egg dishes were delicious. If you like cake for breakfast, you will be spoilt for choice. We used the spa area which was lovely at the end of the day. If not included in your room deal it is extra and you need to book a slot. The hydrotherapy pool is not huge, but works well. Sauna and steam room were very good. Overall a wonderful experience and special thanks to Giorgio for his quick check in and excellent and friendly customer service throughout our stay.

Reviewed on Sep 13, 2026

Bernini Palace

Bernini Palace

Historic Centre of Florence
$1,248
per person
Nov 17 - Nov 23
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.8/10 Exceptional! (1,008 reviews)
Best posible location. Beautiful hotel with very helpful staff. Highly recommended.

Reviewed on Sep 14, 2026

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What to do in Montisi

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
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, A/C

Montalcino: Private villa in the heart of Tuscany, private pool, A/C

Montisi Tuscany
10/10 Exceptional! (65 reviews)
"Fijne plek om vakantie te vieren met een jong gezin. Ligging is ook praktisch voor bezoeken aan de dorpen en steden in de buurt."

Reviewed on Aug 13, 2026

Get rates
Montalcino: Private villa in the heart of Tuscany, private pool, A/C
Nuovo Etruria Resort

Nuovo Etruria Resort

Via di S. Martino snc Montepulciano SI
Fully refundable
$107 nightly
$122 total
Oct 11 - Oct 12
Total with taxes and fees
9.2/10 Wonderful! (128 reviews)
"Great hotel near the town."

Reviewed on Sep 9, 2026

Nuovo Etruria Resort
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Località Velona Montalcino SI
$764 nightly
$852 total
Sep 27 - Sep 28
Total with taxes and fees
9/10 Wonderful! (370 reviews)
"Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, ..."

Reviewed on Sep 9, 2026

Castello di Velona Resort Thermal SPA & Winery
See all 5,028 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 $951 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.