Castelfiorentino Vacations from $1,054

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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 Uffizi

Aurum Uffizi

Historic Centre of Florence
$1,054
per person
Oct 14 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Clean room, convenient location. has AC and lift. Breakfast was ok. Would stay again

Reviewed on Aug 12, 2026

The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

Historic Centre of Florence
Save 100% on your flight
$1,819
per person
Oct 13 - Oct 18
found 19 hours ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (580 reviews)
Stunning hotel and maintained to a spotless standard. Bit of a trek to the centre and parking not cheap but good services just outside (tram, bus) - just takes some working out. We probably didn't need to go for the suite considering the time of year (Sauna and jacuzzi not overly used after stomping streets in near 40deg heat!). Breakfast good and staff super friendly/informative.

Reviewed on Aug 11, 2026

Eurostars Florence Boutique

Eurostars Florence Boutique

Historic Centre of Florence
$1,729
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.6/10 Excellent! (497 reviews)
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Reviewed on Aug 10, 2026

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

Historic Centre of Florence
Save 100% on your flight
$5,792
per person
Sep 21 - Sep 26
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.4/10 Exceptional! (239 reviews)
L’hôtel est sensationnel et le service offert par le personnel est impeccable. Merci !

Reviewed on Aug 1, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

Save 100% on your flight
$3,076
per person
Sep 19 - Sep 23
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Florence (FLR)
9.6/10 Exceptional! (156 reviews)
Horrible service at best. Not a 5 star hotel. Save your money.

Reviewed on Aug 17, 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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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.
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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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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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What to do in Castelfiorentino

Tootbus Tuscany Intercity Multi-day Pass

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

$56
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

$216
per adult
100% of travellers recommend
Small Group Wine Tour & San Gimignano Visit
San Gimignano: Lunch or Dinner at a Winery with Wine Tasting

San Gimignano: Lunch or Dinner at a Winery with Wine Tasting

$123
per adult
San Gimignano: Lunch or Dinner at a Winery with Wine Tasting
See all activities in Castelfiorentino

Castelfiorentino Hotel Deals

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

Viale Spartaco Lavagnini 70 72 Florence FI
Fully refundableReserve now, pay when you stay
$90 nightly
$115 total
Aug 30 - Aug 31
Total with taxes and fees
9/10 Wonderful! (1,529 reviews)
"Lovely stay. Will visit again."

Reviewed on Aug 18, 2026

The Social Hub Florence Lavagnini
Plus Florence - Hostel

Plus Florence - Hostel

Via Santa Caterina D'Alessandria, 15 Florence FI
Fully refundableReserve now, pay when you stay
$80 nightly
$97 total
Aug 21 - Aug 22
Total with taxes and fees
Plus Florence - Hostel
Hotel Paris

Hotel Paris

Via Banchi 2 Florence FI
Fully refundableReserve now, pay when you stay
$137 nightly
$164 total
Aug 23 - Aug 24
Total with taxes and fees
9/10 Wonderful! (1,006 reviews)
"Property is an older but well maintained building. Rooms are large and bathrooms are renovated. Staff is very helpful and polite. Only problem is that the air conditioning system wasn't adequate during the very hot August days and nights. Otherwise, a fine hotel."

Reviewed on Aug 17, 2026

Hotel Paris
See all 14,736 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 $1,054 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.