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.
Eden Rock Resort
CA $1,531
per person
Oct 10 - Oct 14
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Florence (FLR)
9.8/10 Exceptional! (109 reviews)
This was a beautiful property about 10 mins away from Florence. You get the beauty of Tuscany without having to go too far. The hotel only has 12 rooms and everyone knows you by name. We traveled with 2 kids and the rooms were very spacious. Staff are wonderful, Onsite restaurant was great. Views were breathtaking. We didn't have a car, and the hotel was able to help us with cabs easily. Service was excellent and we would highly recommend this hotel!
Reviewed on Jul 18, 2026
Ready to book your vacation to Montegrossi?
Montegrossi Hotel Deals
Hotel Athena
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
CA $265
CA $299 total
Aug 28 - Aug 29
includes taxes & fees
Grand Hotel Continental Siena – Starhotels Collezione
Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
CA $461
CA $524 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (624 reviews)
"Everything was absolutely perfect, this is our newest favorite hotel in sienna and we will definitely come back"
Reviewed on Aug 18, 2026
Borgo Scopeto Wine & Country Relais
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
CA $775
CA $869 total
Aug 30 - Aug 31
includes taxes & fees
9.4/10 Exceptional! (222 reviews)
"This is a very special Tuscan style hotel in the beautiful countryside surrounded by vineyards and olive groves. The staff were excellent, special mention goes to Elisa ,and the food was amazing. My only feedback, if you pay for a treatment the other spa facilities should be included. Also, the gym ..."
Reviewed on Aug 26, 2026
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.
What to do in Montegrossi
Chianti Half Day Wine Tour from Florence
CA $36
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
CA $84
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
CA $114
per adult
88% of travellers recommend
Frequently asked questions
How much does a Montegrossi vacation package cost?
You can snap up a vacation package to this destination from CA $1,531 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?
- 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.
- 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.
- 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.
- 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
