Castelfiorentino Vacations from $951

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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

Historic Centre of Florence
$951
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
The shower in our room was ridiculously small. I am only 5'7 and 178 and had a very hard time just getting in and out . I actually scraped my side getting in yesterday. The floor in the room was dirty and the breakfast was just ok. The breakyvire was spectacular however. there is no way they can advertise this as a 4 star hotel. The restaurant Bondi directly across the street is absolutely phenomenal .

Reviewed on Sep 15, 2026

Aurum Uffizi

Aurum Uffizi

Historic Centre of Florence
$1,165
per person
Oct 21 - Oct 27
found 7 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
7.6/10 Good! (1,001 reviews)
Great location

Reviewed on Sep 15, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
$1,491
per person
Oct 30 - Nov 5
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
We had a wonderful stay at The Moon hotel. The staff are excellent and we had a speedy and very easy check in experience. The Moon is a beautiful, calm place slightly out of the central sights of Florence, but within an easy walk. Our rooms were beautiful. Great showers and the beds were so comfortable. We slept very well. Breakfast was of a high quality, the fresh egg dishes were delicious. If you like cake for breakfast, you will be spoilt for choice. We used the spa area which was lovely at the end of the day. If not included in your room deal it is extra and you need to book a slot. The hydrotherapy pool is not huge, but works well. Sauna and steam room were very good. Overall a wonderful experience and special thanks to Giorgio for his quick check in and excellent and friendly customer service throughout our stay.

Reviewed on Sep 13, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
$1,186
per person
Nov 21 - Nov 27
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

$1,556
per person
Nov 3 - Nov 7
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9/10 Wonderful! (367 reviews)
Staying here was a wonderful and truly unique experience. The only reason I’m giving it 4 stars instead of 5 was because of the challenges we had with the air conditioning in our room. That said, the staff really did make an effort to find a workaround for us. While it wasn’t a perfect solution, it definitely helped, and we appreciated how responsive and accommodating they were. The hotel itself is an old castle, and that alone makes staying here such a special experience. The property is beautiful, incredibly charming, and very well maintained. You simply can’t replicate the character, history, and ambiance that come with staying in a property like this. The setting and surroundings are beautiful. It was definitely one of those experiences that felt uniquely Italian and added something special to our trip. My only recommendation would be to visit when the temperatures aren’t quite as hot. Given the age and historic nature of the property, I can appreciate that modernizing certain things like the air conditioning may not be as straightforward as it would be in a newer hotel. During cooler weather, I imagine our experience would have been close to perfect. Overall, we really enjoyed our stay and are glad we had the opportunity to experience such a beautiful and unique property. I would absolutely recommend it, just perhaps not during the hottest part of the summer!

Reviewed on Sep 9, 2026

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Stay near popular Castelfiorentino attractions

Castle of Oliveto

10.0/10 (1 review)
You can learn about the history of Castelfiorentino with a trip to Castle of Oliveto. Discover the beautiful countryside and wineries in this relaxing area.
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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.
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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.
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Castello di Coiano

You can enjoy a tasting or tour at Castello di Coiano during your travels to Coiano.
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What to do in Castelfiorentino

Tootbus Tuscany Intercity Multi-day Pass

Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace

$40
per adult
Tootbus Tuscany Multi-Day Tours from Florence: Explore at Your Own Pace
Small Group Chianti Wineries Tuscan Lunch San Gimignano and more

Small Group Wine Tour & San Gimignano Visit

$222
per adult
100% of travellers recommend
Small Group Wine Tour & San Gimignano Visit
Private Wine & Oil Tasting with Lunch

Private Wine & Oil Tasting with Lunch

$79
per adult
Private Wine & Oil Tasting with Lunch
See all activities in Castelfiorentino

Castelfiorentino Hotel Deals

Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$108 nightly
$128 total
Sep 21 - Sep 22
Total with taxes and fees
8.6/10 Excellent! (1,008 reviews)
"This was a GREAT stay. The hotel is very complete, with lots of amenities, and everything was very clean and well maintained. We had a really good experience and would definitely stay here again. My only downside was that the bed was quite hard for my preference, but other than that, everything was ..."

Reviewed on Sep 15, 2026

Plus Florence - Hostel
The Social Hub Florence Belfiore

The Social Hub Florence Belfiore

Viale Belfiore, 55 Florence FI
Fully refundableReserve now, pay when you stay
$182 nightly
$216 total
Oct 9 - Oct 10
Total with taxes and fees
9.4/10 Exceptional! (727 reviews)
"Everything was perfect. Center of town, helpful staff who helped with activities around town and getting taxis. Highly recommended for anyone visiting!"

Reviewed on Sep 14, 2026

The Social Hub Florence Belfiore
The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
$186 nightly
$221 total
Oct 16 - Oct 17
Total with taxes and fees
9/10 Wonderful! (1,593 reviews)
"The suite was great but its terrace amazing. No need to fight for a bed by the pool in the afternoon, we could lie there. Room service dinner from the Osteria below excellent and a nice choice of evening bars top and bottom of the building. Replenishing creamer and mini bar a little haphazard but ..."

Reviewed on Sep 15, 2026

The Social Hub Florence Lavagnini
See all 14,896 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

Things to do near Castelfiorentino

Castelfiorentino offers a delightful mix of romantic and cultural experiences, perfect for your vacation. Enjoy engaging family activities, explore the local theater scene, or take a custom tour of the historic castle. Don't miss the chance to visit charming stores and discover beautiful outdoor spaces. With a variety of tourist destinations and an activity guide to enhance your visit, Castelfiorentino promises an unforgettable getaway in Tuscany.

Shopping

In Castelfiorentino, visit local boutiques for unique souvenirs. If you're up for a drive, check out the Central Market and I Gigli Shopping Center, both 19 miles away, offering a variety of shops and entertainment. Rossi Alabastri Volterra, 15 miles away, features beautiful local crafts.

Recreation

Experience the stunning Castelfalfi Golf Course, just 7 miles from Castelfiorentino, where you can enjoy outdoor sports in a breathtaking setting. For culture and entertainment, visit Teatro del Silenzio, 15 miles away, offering a romantic atmosphere. Catch thrilling events at Stadio Carlo Castellani, located 8 miles away.

Adventure

The Sentierelsa Trail, located 15 miles from Castelfiorentino, offers a stunning hiking experience with beautiful scenery. For biking enthusiasts, the Tuscany MTB Guide provides thrilling outdoor adventures also 15 miles away. For a family-friendly outing, Paintball Pistoia A.S.D., situated 18 miles away, promises an exciting arcade adventure.

Nightlife

The nightlife in Castelfiorentino offers a charming atmosphere with places like Il Fiaschetto, a cozy drinking pub just 6 miles away. Enjoy romantic vibes while sipping drinks and soaking in the lively ambiance, perfect for a fun night out with friends or a date night.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Castelfiorentino

Castelfiorentino, nestled in the heart of Tuscany, offers a perfect blend of romance and culture for travelers. Explore charming churches, fascinating museums, and lively piazzas that highlight the town's rich heritage. Don't miss the opportunity to visit Castelfiorentino Castle for a glimpse into the area's history. Whether you're seeking a romantic getaway or a cultural experience, this picturesque destination has something for everyone.

  • San Gimignano Communal Palace: Located 10 miles from Castelfiorentino, this historic civic government building offers a glimpse into the rich cultural heritage of San Gimignano. Marvel at its stunning architecture and immerse yourself in the local history that shaped this enchanting town.
  • Casa del Boccaccio: Just 5 miles away, this historic house celebrates the life and works of the renowned Italian writer Giovanni Boccaccio. Experience the literary culture that thrives in this charming setting, where history and storytelling intertwine.
  • Montegufoni Castle: Situated 8 miles from Castelfiorentino, this romantic castle invites you to explore its enchanting grounds and captivating history. Enjoy the scenic views and the elegant atmosphere that make it a perfect spot for lovers of culture.

Best time to go to Castelfiorentino

The best time to visit Castelfiorentino is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are moderately high and weather is sunny with no rain. January is its coolest month on average. At this time, visitor numbers are moderately low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January41.2°F (5.1°C)Light RainMostly SunnyModerately LowSlightly Low
February43.3°F (6.3°C)Light RainMostly SunnyModerately LowSlightly Low
March48.4°F (9.1°C)Light RainMostly SunnyAverageAverage
April54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
May61.5°F (16.4°C)Light RainMostly SunnyAverageSlightly High
June70.7°F (21.5°C)Light RainSunnyAverageSlightly High
July76.3°F (24.6°C)No RainSunnyModerately HighAverage
August75.9°F (24.4°C)No RainSunnyModerately HighAverage
September67.6°F (19.8°C)Light RainMostly SunnyModerately HighSlightly High
October59.0°F (15.0°C)Light RainMostly SunnyAverageAverage
November50.4°F (10.2°C)Light RainMostly SunnyAverageSlightly Low
December43.3°F (6.3°C)Light RainMostly SunnyModerately LowAverage

Tips to save on your trip to Castelfiorentino

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Castelfiorentino during the low season (January to February and November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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 $951 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.