Castelfiorentino Vacations from $957

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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.
Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 1 - Oct 7
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,012 reviews)
The staff is very friendly.

Reviewed on Jul 11, 2025

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

Via Roma 33 Tuscany Boutique Hotel & Spa - Adults Only

4 out of 5
per person
Sep 8 - Sep 11
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
9.8/10 Exceptional! (26 reviews)
Overall a lovely stay. The staff is very welcoming and accommodating. Rooms are very clean. Pool too cold to swim in even though they said that it was heated. Wirlpool/hot-tub was on the cool side too. Couldn’t get sauna to work properly -however, I should have asked. Restaurant food was very good.

Reviewed on May 12, 2025

Hotel Forum

Hotel Forum

3 out of 5
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Bologna (BLQ)
7.4/10 Good! (95 reviews)
Good service and good property

Reviewed on May 31, 2025

Villa Campestri Olive Oil Resort

Villa Campestri Olive Oil Resort

4 out of 5
per person
Sep 8 - Sep 11
found 23 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Florence (FLR)
9.4/10 Exceptional! (210 reviews)
The property is gorgeous, the staff was very attentive and all the requests were promptly addressed. The room was big and clean but they don’t have AC. During the day can get warm but overnight there were no issues. The food was delicious and the service was outstanding. Overall we highly recommend this property.

Reviewed on Jul 2, 2025

Hotel Conte Verde

Hotel Conte Verde

4 out of 5
per person
Sep 23 - Sep 26
found 1 day ago
Roundtrip flight included
Tampa (TPA) to Bologna (BLQ)
9/10 Wonderful! (235 reviews)
This hotel was very clean and very nice. Enjoyed my stay

Reviewed on May 2, 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 relaxing 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

Having fun while tasting Chianti

Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence

$100
per adult
100% of travellers recommend
Tuscany Wine Tour : 2 Wineries & San Gimignano from Florence
Students and family friendly tours

Tuscany Vespa Tour from Florence with Wine Tasting

$235
per adult
100% of travellers recommend
Tuscany Vespa Tour from Florence with Wine Tasting
Full-Day Tour of San Gimignano, Siena & Chianti

San Gimignano, Siena and Chianti - Small Group Tour

$140
per adult
86% of travellers recommend
San Gimignano, Siena and Chianti - Small Group Tour
See all activities in Castelfiorentino

Castelfiorentino Hotel Deals

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
$81 nightly
The price is $106 total per night from Jul 31 to Aug 1
$106 total
Jul 31 - Aug 1
Total includes taxes and fees
8.8/10 Excellent! (1,049 reviews)
"Easy to check in as an English speaker, staff lovely. Visited the rooftop bar most nights and the staff even remembered our drinks order! We actually got engaged at the hotel so this place is extra special and we will be revisiting! View from rooftop is insanely pretty"

Reviewed on Jul 14, 2025

The Social Hub Florence Lavagnini
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3, Florence, FI
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $140 total per night from Jul 29 to Jul 30
$140 total
Jul 29 - Jul 30
Total includes taxes and fees
8.2/10 Very Good! (1,009 reviews)
"Great staff, easy check in and close to train and major Florence attractions. Clean and modern and spacious!"

Reviewed on Jul 11, 2025

c-hotels Ambasciatori
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

4 out of 5
Viale Belfiore, 55, Florence, FI
Fully refundableReserve now, pay when you stay
$89 nightly
The price is $114 total per night from Aug 3 to Aug 4
$114 total
Aug 3 - Aug 4
Total includes taxes and fees
9.2/10 Wonderful! (206 reviews)
"The pool was fantastic, abiity to hire bikes with locks made getting into the centre less than a 10 minute job! Such nice facilities."

Reviewed on Jul 14, 2025

The Social Hub Florence Belfiore
See all 14,620 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 $957 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.