Montegrossi Vacation Packages

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Your Montegrossi Vacation

The stress-free way to experience this city is with a tailor-made Montegrossi vacation package. Base yourself in the neighborhood of Badia Coltibuono, which is good for families, nature and walking or choose someplace else — our packages are all about you. Every trip to Montegrossi needs a well-designed itinerary. Fill yours with famous sights like Castle of Brolio, Meleto Castle and Badia a Coltibuono. Expedia will help you escape your daily routine. Tailor your vacation to Montegrossi to match your travel style, whatever that may look like.

Top Montegrossi Vacation Deals

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 CA $2,383, price is now CA $1,367 per person
CA $1,367
per person
Sep 28 - Oct 3
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on Jul 10, 2026

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,212, price is now CA $1,424 per person
CA $1,424
per person
Aug 18 - Aug 23
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean room, close to all major attractions, friendly staff ready to help always, good breakfast.

Reviewed on Jul 13, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was CA $2,617, price is now CA $1,751 per person
CA $1,751
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
8.6/10 Excellent! (491 reviews)
Very good location. Clean hotel. Our ac was broken but they handled us a new room inmediately. The hotel is confortable and size of the rooms are decent. Bigger than average in the area.

Reviewed on Jun 26, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $5,372, price is now CA $3,657 per person
CA $3,657
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)

Hotel degli Orafi

Hotel degli Orafi

4 out of 5
Historic Centre of Florence
Price was CA $3,934, price is now CA $2,681 per person
CA $2,681
per person
Aug 15 - Aug 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (1,001 reviews)
Lovely room in a historic building, very clean, yet modern amenities, gorgeous bathroom and heated towel rack.. only complain is the shower leaked out of the side and flooded the bathroom floor. Rooftop bar overlooking the arno was a highlight, as well as the breakfast. One of the best included hotel breakfasts I've ever had. Perfect location as well. Loved it overall and would definitely return.

Reviewed on Jul 8, 2026

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Montegrossi Hotel Deals

Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $483 per night from Aug 13 to Aug 14
CA $483
CA $548 total
Aug 13 - Aug 14
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is CA $691 per night from Aug 2 to Aug 3
CA $691
CA $777 total
Aug 2 - Aug 3
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
"Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple ..."

Reviewed on Jul 8, 2026

Borgo Scopeto Wine & Country Relais
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
The price is CA $224 per night from Jul 27 to Jul 28
CA $224
CA $254 total
Jul 27 - Jul 28
includes taxes & fees
9.2/10 Wonderful! (1,004 reviews)
"Beautiful rooms, we had one with the terrace and a view. Very quiet. Gorgeous rooftop restaurant, easy parking. 10 min walk to the square."

Reviewed on Jul 9, 2026

Hotel Athena
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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.
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What to do in Montegrossi

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $36
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

CA $128
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

CA $105
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
See all activities in Montegrossi

Frequently asked questions

How much does a Montegrossi vacation package cost?
You can snap up a vacation package to this destination from CA $1,367 on Expedia. However, how much your vacation to Montegrossi costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Montegrossi?
If you're looking to score a cheap Montegrossi vacation package, consider travelling in January, February and November. You're likely to find lower rates on accommodations and flights during these months — perfect for budget-conscious travellers.
How many days is enough for Montegrossi?
Montegrossi vacations come in all shapes and sizes, but to really get a feel for this destination, we'd suggest 2 days is about right. This will mean you can visit top sights like Church of San Sigismondo and PoggioBrandani along with underrated spots. Don't miss out on neighbourhoods such as Badia Coltibuono and Vertine either. If you plan wisely, you can even allow for a day trip outside of Montegrossi too.
How to find the best Montegrossi package deals?
Finding a cheap Montegrossi package deal is a breeze with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tweak your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most economical Montegrossi package deals. Want a simple trick to score the biggest savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book a Montegrossi vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your car rental, hotel and flight into one great-value price and you could save hundreds of dollars. You'll usually land a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Montegrossi vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Montegrossi?
Secure fantastic discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Montegrossi trip.
How to plan a trip to Montegrossi?

  1. Choose when to travel: Check your diary and get packing. Your favourite season and the activities on offer will also help you decide when to escape to Montegrossi.
  2. Budget wisely: As well as the price of your stay, you should consider other expenses. These include flights, transportation and food. Also, set aside some extra funds for unexpected expenses that may arise during your trip to Montegrossi.
  3. Determine how many days away: Start by compiling a list of the attractions you'd like to get to in Montegrossi. Then, estimate how long you'll need for each, as well as any travel time.
  4. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Montegrossi vacation package that brings all your bookings together.

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.