Castelfiorentino Vacations from $897

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Your Castelfiorentino Vacation

Reserve a Castelfiorentino vacation package that includes everything you need without any unnecessary extras. Good for walking, views and nature, think about basing yourself in the neighborhood of Montelupo Fiorentino. If your trip to Castelfiorentino includes a little sightseeing, hit up much-loved attractions like Castello Sonnino, Teatro del Popolo and Castle of Oliveto. Whoever you're traveling with and whatever your budget, your ultimate Castelfiorentino vacation is just a few clicks away with Expedia.

The Latest Castelfiorentino vacation packages

Price found within the past 48 hours. Click for updated prices.
Eurostars Florence Boutique

Eurostars Florence Boutique

4 out of 5
Historic Centre of Florence
Price was $1,385, price is now $897 per person
$897
per person
Mar 13 - Mar 20
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
8.6/10 Excellent! (476 reviews)
The room was clean and the staff very accommodating. The breakfast was quite sufficient and had a good variety. The location is great. It's a short walk from the square, shopping and from restaurants.

Reviewed on Dec 13, 2025

Hotel Hermitage

Hotel Hermitage

3 out of 5
Historic Centre of Florence
Price was $1,503, price is now $1,136 per person
$1,136
per person
Mar 13 - Mar 20
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9/10 Wonderful! (1,000 reviews)
Lovely hotel close to Uffizi Gallery, Ponte Vecchio bridge, shopping and entertainment

Reviewed on Jan 2, 2026

Hotel Alessandra

Hotel Alessandra

2 out of 5
Historic Centre of Florence
Price was $1,187, price is now $916 per person
$916
per person
Mar 13 - Mar 20
found 14 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (828 reviews)
The staff, from the front end desk to the breakfast room staff, was among the friendliest and most helpful people I've ever met at a hotel.

Reviewed on Jan 4, 2026

Grotta Giusti Thermal Spa Resort Tuscany, Autograph Collection

Grotta Giusti Thermal Spa Resort Tuscany, Autograph Collection

5 out of 5
Price was $1,429, price is now $925 per person
$925
per person
Mar 10 - Mar 12
found 16 hours ago
Roundtrip flight included
Los Angeles (LAX) to Florence (FLR)
8.8/10 Excellent! (176 reviews)
We spent our honeymoon here as we were married in San Miniato. The staff was wonderful especially Laura! There was a slight issue with our room, not only were they considerate, they upgraded our room and sent a gift to our room complimentary once hearing about our wedding. We will definitely make this a priority to our next visit!

Reviewed on Nov 24, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,413, price is now $933 per person
$933
per person
Feb 16 - Feb 22
found 16 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Great Locations walkable to all the placese.

Reviewed on Dec 15, 2025

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Discover the most popular places to visit in Castelfiorentino

Teatro del Popolo

You can make plans for a show at Teatro del Popolo during your stay in Castelfiorentino. Discover the beautiful countryside and wineries in this quaint area.

Teatro del Popolo

Benozzo Gozzoli Museum

You can spend an afternoon studying the exhibits at Benozzo Gozzoli Museum in Castelfiorentino. Discover the beautiful countryside and wineries in this quaint area.

Benozzo Gozzoli Museum

What to do in Castelfiorentino

San Gimignano: The Medieval City

San Gimignano: The Medieval City

$24
per adult
San Gimignano: The Medieval City
Discover San Miniato

Discover San Miniato

$42
per adult
Discover San Miniato
Private Wine & Oil Tasting with Lunch

Private Wine & Oil Tasting with Lunch

$74
per adult
Private Wine & Oil Tasting with Lunch
See all activities in Castelfiorentino

Castelfiorentino Hotel Deals

IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88 Florence FI
Fully refundableReserve now, pay when you stay
$95 nightly
The price is $121 total per night from Jan 18 to Jan 19
$121 total
Jan 18 - Jan 19
Total with taxes and fees
9.6/10 Exceptional! (1,104 reviews)
The staff was very nice willing to assist us in every request. The hotel was excellent with premium amenities. The room was amazing spacious and with a very modern decoration. The bathroom was spacious and isolated!!!! Recommend 100%

Reviewed on Dec 30, 2025

IQ Hotel Firenze
25hours Hotel Florence Piazza San Paolino

25hours Hotel Florence Piazza San Paolino

4 out of 5
Piazza Di San Paolino 1 Florence FI
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $206 total per night from Jan 6 to Jan 7
$206 total
Jan 6 - Jan 7
Total with taxes and fees
9.4/10 Exceptional! (955 reviews)
The room was fantastic, was a decent sized room! Had a waterfall shower and nice theme. Had a sauna and a gym and cinema.

Reviewed on Jan 4, 2026

25hours Hotel Florence Piazza San Paolino
Grand Hotel Cavour

Grand Hotel Cavour

4 out of 5
Via del Proconsolo 3 Florence FI
Fully refundableReserve now, pay when you stay
$146 nightly
The price is $177 total per night from Jan 7 to Jan 8
$177 total
Jan 7 - Jan 8
Total with taxes and fees
9/10 Wonderful! (1,002 reviews)
This is a great location, and the property is super nice. I will definitely stay here again.

Reviewed on Dec 27, 2025

Grand Hotel Cavour
See all 14,294 properties in Castelfiorentino
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 Castelfiorentino Vacation Packages

Castelfiorentino Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Population
12,700
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Cantina Antinori, Montegufoni Castle and Castello Sonnino

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Frequently asked questions

How much does a Castelfiorentino vacation package cost?
Offering great value package deals from $897 on Expedia, you'll be thrilled with how little a vacation to Castelfiorentino costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Castelfiorentino?
November, December and January are great times to look for cheap Castelfiorentino vacation packages. Opting to travel in quieter periods means you'll typically find lower prices on hotels and flights.
How many days is enough for Castelfiorentino?
When planning your Castelfiorentino vacation, a few days will be enough to tour the top spots. Be sure to stop by Benozzo Gozzoli Museum — it's one of the major attractions in this destination. If you want more activities, consider basing yourself here and setting off on some day trips from Castelfiorentino.
Is it worth booking a vacation package to Castelfiorentino?
Castelfiorentino has all the ingredients you need for the perfect break — walking trails, history and views are just the start. Whether you want to check out sights such as Castle of Oliveto and Teatro del Popolo, or take the path less traveled, there's plenty to explore on your Castelfiorentino vacation.
How to find the best Castelfiorentino package deals?
Finding a cheap Castelfiorentino package deal is a cinch with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and see what's available. You can customize your search by "Amenities," "Property type," "Popular locations" and more. Order the results by "Price: low to high" to discover the most economical Castelfiorentino package deals. Want a simple trick to get the biggest savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are usually lower.
Is it cheaper to book a Castelfiorentino vacation as a package?
An Expedia vacation package could land you great savings when compared to arranging flights and hotels individually. Better still, you can personalize your Castelfiorentino escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to Castelfiorentino?
Score fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your style, take advantage of our last-minute deals for a spur-of-the-moment Castelfiorentino adventure.
How to plan a trip to Castelfiorentino?

  1. Choose when to travel: Check your schedule and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to visit Castelfiorentino.
  2. Plan your budget wisely: As well as the cost of your accommodations, you should factor in other expenses. These include food, flights and transportation. Also, put aside a little extra for unexpected costs that may crop up during your trip to Castelfiorentino.
  3. Use our trip planning tool to discover Castelfiorentino: Research every part of your trip to Castelfiorentino with this handy planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you're more familiar with Castelfiorentino, you can work out the perfect length of your vacation. Put together a rough plan and give yourself enough time for all the things you want to do.
  5. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Castelfiorentino vacation package.
  6. Book activities and experiences ahead of time: Whether it's entrance to a major attraction or a day trip in nature, you won't have to worry about missing out on Castelfiorentino's highlights. Find all the incredible things to do in Castelfiorentino with our dedicated activity guide.

Does Expedia offer Book Now, Pay Later Castelfiorentino vacation packages?
If you're like us, you love exploring new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the overall cost of your Castelfiorentino trip over 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you spot them.

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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.