Castelfiorentino Vacations from $698

Book a Hotel + Flight or Car together to unlock savings

Photo by Vanessa Sgaravizzi

  • Plan, book, travel with confidence

    • Better together

    Save up to $1,045 when you book a flight and hotel together*

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

    Rest easy

    Plan, book, and manage your trip all in one place

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.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was $959, price is now $698 per person
$698
per person
Jan 7 - Jan 11
found 22 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,004 reviews)
We were able to check-in early. It is walkable from Santa Maria Novella train station and so are the points of interest. When we arrived, the electric metal blinds was not working. Letitia gave us a sheet to temporarily give us privacy. When we came back from our tour the next day, it was already fixed. Great place to stay. Worth the money we paid for. Santa Maria Novella Basilica is close by. Worth visiting. Well recommended.

Reviewed on Oct 19, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was $1,031, price is now $716 per person
$716
per person
Jan 7 - Jan 11
found 21 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,015 reviews)
Very central. You can walk to

Reviewed on Oct 20, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Price was $1,535, price is now $1,101 per person
$1,101
per person
Jan 8 - Jan 11
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (465 reviews)
The hotel is very beautiful, and the surrounding environment is also excellent.

Reviewed on Sep 26, 2025

The St. Regis Florence

The St. Regis Florence

5 out of 5
Historic Centre of Florence
Price was $1,567, price is now $1,125 per person
$1,125
per person
Jan 8 - Jan 11
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (261 reviews)
Nice property in a great location.

Reviewed on Jun 29, 2025

Portrait Firenze - Lungarno Collection

Portrait Firenze - Lungarno Collection

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $2,100, price is now $1,552 per person
$1,552
per person
Jan 8 - Jan 11
found 14 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (297 reviews)
The hotel was very nice however there was construction below us. Additionally, the restaurant and bar were not open due to renovations.

Reviewed on Mar 5, 2025

Don't see what you're looking for?
See all available trips from Columbus to Castelfiorentino
View all trips

Discover the most popular places to visit in Castelfiorentino

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

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

What to do in Castelfiorentino

Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$138
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
San Gimignano: The Medieval City

San Gimignano: The Medieval City

$23
per adult
San Gimignano: The Medieval City
Discover San Miniato

Discover San Miniato

$42
per adult
Discover San Miniato
See all activities in Castelfiorentino

Castelfiorentino Hotel Deals

Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6, Florence, FI
Fully refundableReserve now, pay when you stay
$163 nightly
The price is $195 total per night from Nov 10 to Nov 11
$195 total
Nov 10 - Nov 11
Total with taxes and fees
9/10 Wonderful! (1,029 reviews)
"Very nice hotel, wonderful staff. Only issue was room was a bit noisy when the window was open and warm when closed. Area outside is very crowded with people and cars. Hotel did offer to change rooms."

Reviewed on Oct 19, 2025

Grand Hotel Baglioni
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $109 total per night from Nov 2 to Nov 3
$109 total
Nov 2 - Nov 3
Total with taxes and fees
8.8/10 Excellent! (1,264 reviews)
"I only had 36 hours in Florence, with my Daughter. We enjoyed what the hotel offered and its modern facilities. I think an extra day or two would have been even better, to try out more of what you offer. Well done."

Reviewed on Oct 20, 2025

The Social Hub Florence Lavagnini
IQ Hotel Firenze

IQ Hotel Firenze

4 out of 5
Via Camillo Cavour, 88, Florence, FI
Fully refundableReserve now, pay when you stay
$131 nightly
The price is $161 total per night from Nov 10 to Nov 11
$161 total
Nov 10 - Nov 11
Total with taxes and fees
9.6/10 Exceptional! (1,013 reviews)
"Nice balcony Good amenities Clean Staff was very welcoming"

Reviewed on Oct 18, 2025

IQ Hotel Firenze
See all 14,535 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

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Castelfiorentino vacation package cost?
Offering great value package deals from $698 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.

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.