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Filare Vacations from $1,173

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The Latest Filare Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Oct 14 - Oct 20

    Columbus Urban Resort + Flight

    Campo di Marte
    5 nights
    5.0 star property
    9.0/10 - Wonderful (29 reviews)
    "A beautiful hotel. Staff were very friendly and helpful"
    Reviewed July 25, 2026
    Roundtrip • New York (JFK) - Florence (FLR)
    JFK - FCO • Nonstop FCO - JFK • Nonstop
    $1,569
    $1,173
    per traveler
    found 1 day ago
    Columbus Urban Resort
  • Breakfast area
    Oct 14 - Oct 20

    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 - FCO • Nonstop FCO - JFK • Nonstop
    Save 100% on your flight
    $2,486
    $1,547
    per traveler
    found 1 day ago
    The Moon Boutique Hotel & Spa
  • 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
  • Rooftop terrace
    Oct 4 - Oct 10

    Monastero di Cortona Hotel & Spa + Flight

    Cortona Old Town
    5 nights
    5.0 star property
    10/10 - Exceptional (302 reviews)
    "Unbelievable hotel. Staff were so fantastic and nice. 10/10 stay!"
    Reviewed August 2, 2026
    Roundtrip • New York (EWR) - Florence (FLR)
    EWR - FCO • 1 stop FCO - EWR • 1 stop
    $1,949
    $1,403
    per traveler
    found 1 day ago
    Monastero di Cortona Hotel & Spa
  • Dinner served
    Oct 16 - Oct 20

    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
    $1,629
    $1,214
    per traveler
    found 1 day ago
    Hotel La Scaletta Al Ponte Vecchio

Filare Hotel Deals

Free daily buffet breakfast

Hotel La Pineta

Hotel La Pineta
3.0 star property
6.4 mi from Filare
9.0 out of 10, Wonderful, (315 reviews)
"Great hotel, excellent breakfast. Good location. The only problem was the Wi-Fi. didn't work and they don't have enough parking for the hotel."
$157 nightly
The price is $177
Aug 5 - Aug 6
Total with taxes and fees
Hotel La Pineta
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 Filare

Frequently Asked Questions

How much does a Filare vacation package cost?

You'll find cheap prices from $1,173 on Expedia for your Filare getaway. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Filare costs.

What are the cheapest months to go to Filare?

You can typically find lower prices and greater availability in February, June and November. Take a look at our cheap Filare vacation packages and you could land some excellent off-season deals.

How many days is enough for Filare?

Usually, a handful of days is enough to check out the major attractions during your Filare vacation. However, if you prefer to have time to unwind or take day trips, think about extending your itinerary.

How to find the best Filare package deals?

Bagging a cheap Filare package deal is easy with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your budget, apply a couple of filters and see what's available. You can tweak your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most pocket-friendly Filare package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are often lower.

Is it cheaper to book a Filare vacation as a package?

An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights individually. Better still, you can customize your Filare getaway 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 Filare?

Land incredible bargains by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Filare trip.

Does Expedia offer Book Now, Pay Later Filare vacation packages?

If you're anything like us, you love traveling but don't love the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Filare break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure great 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.