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A historic fortified town with a prominent tower, surrounded by dense vegetation and illuminated buildings.

Montelupo Fiorentino Vacations from $1,362

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The Latest Montelupo Fiorentino Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Dinner served
    Sep 6 - Sep 10

    Hotel La Scaletta Al Ponte Vecchio + Flight

    Historic Centre of Florence
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,005 reviews)
    "The staff was amazing, beautiful property"
    Reviewed August 3, 2026
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 1 stop
    $1,871
    $1,362
    per traveler
    found 1 day ago
    Hotel La Scaletta Al Ponte Vecchio
  • Exterior
    Sep 14 - Sep 19

    Precise Tale Poggio Alla Sala + Flight

    Montepulciano
    4 nights
    5.0 star property
    9.6/10 - Exceptional (156 reviews)
    "The place it’s an Amazing. Very clean. Is more beautiful than the pictures."
    Reviewed August 2, 2026
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 2 stops
    Save 100% on your flight
    $4,137
    $2,904
    per traveler
    found 1 day ago
    Precise Tale Poggio Alla Sala
  • View from property
    Oct 19 - Oct 24

    Hotel Duomo Firenze + Flight

    Historic Centre of Florence
    5 nights
    3.0 star property
    9.2/10 - Wonderful (1,002 reviews)
    "Location Location Location"
    Reviewed August 2, 2026
    Roundtrip • New York (NYC) - Florence (FLR)
    JFK - FCO • Nonstop FCO - EWR • 1 stop
    $2,094
    $1,489
    per traveler
    found 10 hours ago
    Hotel Duomo Firenze
  • Front of property
    Oct 21 - Oct 25

    Villa Cora + Flight

    Oltrarno
    3 nights
    5.0 star property
    9.8/10 - Exceptional (481 reviews)
    Roundtrip • New York (JFK) - Florence (FLR)
    JFK - FLR • 1 stop FLR - JFK • 1 stop
    $2,894
    $2,064
    per traveler
    found 1 hour ago
    Villa Cora
  • Breakfast area
    Oct 10 - Oct 16

    The Moon Boutique Hotel & Spa + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    9.6/10 - Exceptional (580 reviews)
    "Everything was great! Friendly staff, clean and comfortable rooms, and a relaxing atmosphere overall. We really enjoyed our stay!"
    Reviewed August 1, 2026
    Roundtrip • New York (JFK) - Florence (FLR)
    JFK - FLR • 1 stop FLR - JFK • 1 stop
    $3,430
    $2,482
    per traveler
    found 1 day ago
    The Moon Boutique Hotel & Spa

What to do in Montelupo Fiorentino

Chianti E-Bike Tour from Florence with Lunch & Wine Tasting in a Farmhouse

Chianti E-Bike Tour from Florence with Lunch & Wine Tasting in a Farmhouse

$96
per adult
0% of travelers recommend
Chianti E-Bike Tour from Florence with Lunch & Wine Tasting in a Farmhouse
See all activities in Montelupo Fiorentino

Montelupo Fiorentino Hotel Deals

Dining

Wyndham Garden Florence

Wyndham Garden Florence
4.0 star property
10.2 mi from Montelupo Fiorentino
8.6 out of 10, Excellent, (701 reviews)
$61 nightly
The price is $84
Aug 21 - Aug 22
Total with taxes and fees
Wyndham Garden Florence
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.
See all properties in Montelupo Fiorentino

Frequently Asked Questions

How much does a Montelupo Fiorentino vacation package cost?

You can snap up a vacation package to this popular destination from $1,362 on Expedia. But how much your vacation to Montelupo Fiorentino costs will depend on your hotel choice, length of stay and season.

What are the cheapest months to go to Montelupo Fiorentino?

November, December and January are the best times to look for cheap Montelupo Fiorentino vacation packages. Traveling in quieter periods means you can generally find lower prices on flights and hotels.

How many days is enough for Montelupo Fiorentino?

You can easily explore all the top sights in Montelupo Fiorentino within a few days, including the must-see Tenuta San Vito. If you're after an extended Montelupo Fiorentino vacation, check out what sort of day trips and activities are available in the area.

Is it worth booking a vacation package to Montelupo Fiorentino?

Whether you want to check out attractions like La Galleria and Archaeological and Ceramics Museum of Montelupo on your Montelupo Fiorentino vacation, or coming for its great views, nature and walking trails, there's something for everyone here. With so many things to see and do, you'll soon discover why so many visitors think Montelupo Fiorentino is a good vacation destination.

How to find the best Montelupo Fiorentino package deals?

Use Expedia's filters to find some unbeatable Montelupo Fiorentino package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or search for Montelupo Fiorentino package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.

Is it cheaper to book a Montelupo Fiorentino vacation as a package?

An Expedia vacation package could land you considerable savings when compared to booking flights and hotels individually. Better still, you can personalize your Montelupo Fiorentino escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.

When to book a vacation package to Montelupo Fiorentino?

If you have your Montelupo Fiorentino vacation dates finalized, book early to bag some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous trips? Our last-minute deals are great for impromptu escapes.

How to plan a trip to Montelupo Fiorentino?

  1. Pick the right time to travel: Your schedule, favorite season and the type of weather you enjoy can all influence your decision on when to go to Montelupo Fiorentino.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your accommodations will probably be the largest expense during your trip to Montelupo Fiorentino.
  3. Organize your Montelupo Fiorentino escape with our trip planning tool: Look for and book hotels and experiences all in one place. You can also collaborate with your group to plan an unforgettable trip to Montelupo Fiorentino together.
  4. Decide how long to go for: Now that you know more about Montelupo Fiorentino, you can work out the ideal length of your break. Create a draft itinerary and give yourself enough time to get through everything on your must-do list.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to pick a Montelupo Fiorentino vacation package that brings all your bookings together.
  6. Book any activities or excursions: Now to the fun part — organizing everything you want to do and see. Explore some of the top things to do in Montelupo Fiorentino and book your tickets in advance to save time (and maybe some dollars too!).

Does Expedia offer Book Now, Pay Later Montelupo Fiorentino vacation packages?

Your Montelupo Fiorentino trip should be a relaxing escape from your daily routine, not a source of money-related stress. So to allow you a little more flexibility, we've joined up with online lender Affirm to bring you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no hidden costs or late payment fees to worry about.

Book with confidence

Things to do near Montelupo Fiorentino

Montelupo Fiorentino is a charming destination in Tuscany, perfect for culture lovers and outdoor enthusiasts. You can indulge in spa treatments, enjoy a round of golf, and explore the beautiful golf courses. Don't miss guided tours, wine tastings, and the town's notable tourist attractions. With plenty of free attractions and a variety of resorts to choose from, Montelupo Fiorentino offers a romantic getaway filled with memorable experiences.

Shopping

In Montelupo Fiorentino, you can shop at local boutiques for unique souvenirs. If you're up for a drive, visit I Gigli Shopping Center or Conte of Florence Factory Outlet, both about 10 miles away, offering a mix of entertainment and family-friendly options. Pitti Vintage is also worth the trip at 12 miles.

Recreation

Experience the vibrant sports atmosphere at Stadio Carlo Castellani, just 3 miles from Montelupo Fiorentino. For outdoor enthusiasts, Golf Club Bellosguardo Vinci, 5 miles away, offers stunning golf courses. Delve into culture and entertainment at Teatro del Popolo, located 9 miles from Montelupo, perfect for family outings.

Adventure

Tuscany MTB Guide offers thrilling mountain biking experiences, located 11 miles from Montelupo Fiorentino, surrounded by stunning landscapes. Wonder Park, an arcadeAdventureZone 12 miles away, is perfect for family fun and exciting games. For adrenaline lovers, MyKart Montecatini, situated 14 miles away, features exhilarating karting experiences.

Nightlife

Montelupo Fiorentino's nightlife features a charming atmosphere. Visit Il Fiaschetto, a cozy drinking pub located 7 miles away, where you can enjoy entertaining vibes and a romantic setting. Sip on local wines and mingle with locals for a taste of authentic Italian nightlife.

Find the best attractions near Montelupo Fiorentino

Montelupo Fiorentino offers a charming blend of culture, romance, and outdoor activities, making it an ideal destination for your vacation. Explore local attractions like historic churches, picturesque piazzas, and stunning castles that showcase the area's rich heritage. Whether you're seeking a romantic getaway or a cultural experience, Montelupo Fiorentino has plenty to offer for every traveler. Don't miss the chance to enjoy the beauty and history of this delightful Tuscan town.

  • Piazza di Santa Maria Novella: Located 12 miles from Montelupo Fiorentino, this vibrant square captures the essence of Florentine culture. Stroll through its lively atmosphere, admire the stunning architecture, and soak in the local city vibes, making it a perfect spot for photos and relaxation.
  • Pitti Palace: Also 12 miles away, this historic palace is a testament to Renaissance grandeur. Explore its magnificent halls and art collections, immersing yourself in the rich cultural heritage of Tuscany.
  • Toscana Adventure Team: Just 6 miles from Montelupo Fiorentino, this venue offers thrilling outdoor activities. Experience the excitement of sports and adventure amidst the beautiful Tuscan landscape, perfect for those seeking an adrenaline rush.

Best time to go to Montelupo Fiorentino

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

Tips to save on your trip to Montelupo Fiorentino

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Montelupo Fiorentino.
  • Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to Montelupo Fiorentino.
  • 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.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.