Skip to main content

Filare Vacations from $1,148

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $2,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Filare Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Premium bedding, in-room safe, cribs (free), WiFi (free)
    Oct 15 - Oct 20

    Aurum Uffizi + Flight

    Historic Centre of Florence
    4 nights
    4.0 star property
    7.6/10 - Good (1,002 reviews)
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 1 stop
    $1,695
    $1,148
    per traveler
    found 13 hours ago
    Aurum Uffizi
  • Exterior
    Sep 13 - Sep 19

    Precise Tale Poggio Alla Sala + Flight

    Montepulciano
    5 nights
    5.0 star property
    9.6/10 - Exceptional (155 reviews)
    "Magical location, pools, staff, property."
    Reviewed July 19, 2026
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FCO • 1 stop FCO - BOS • 2 stops
    Save 100% on your flight
    $4,954
    $3,138
    per traveler
    found 1 day ago
    Precise Tale Poggio Alla Sala
  • Restaurant
    Oct 3 - Oct 9

    Eurostars Florence Boutique + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    8.6/10 - Excellent (497 reviews)
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 1 stop
    $2,133
    $1,459
    per traveler
    found 16 hours ago
    Eurostars Florence Boutique
  • Dinner served
    Oct 3 - Oct 9

    Hotel La Scaletta Al Ponte Vecchio + Flight

    Historic Centre of Florence
    5 nights
    4.0 star property
    9.0/10 - Wonderful (1,003 reviews)
    "Very convenient to explore everything around Florence"
    Reviewed July 31, 2026
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FLR • 1 stop FLR - BOS • 1 stop
    $2,330
    $1,664
    per traveler
    found 16 hours ago
    Hotel La Scaletta Al Ponte Vecchio
  • Seasonal outdoor pool, pool umbrellas, sun loungers
    Sep 13 - Sep 19

    Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection + Flight

    San Quirico d'Orcia
    5 nights
    4.0 star property
    9.2/10 - Wonderful (233 reviews)
    "THE AMAZING LOCATION THE VIEWS OF THE MOUNTAINS AND VALLEYS AND AMAZING POOL (WE DID NOT GET TO USE IT BECAUSE DUE TO THE TEMPERATURE BEING IN THE 60'S) THE RESTAURANT WHICH IS THE NEXT TO THE HOTEL WAS GREAT !!!"
    Reviewed October 29, 2025
    Roundtrip • Boston (BOS) - Florence (FLR)
    BOS - FCO • 1 stop FCO - BOS • 2 stops
    Save 100% on your flight
    $3,169
    $2,269
    per traveler
    found 1 day ago
    Hotel Palazzo del Capitano Wellness & Relais - Luxury Borgo Capitano Collection

Filare Hotel Deals

Indoor pool, outdoor pool, sun loungers

Montebelli Agriturismo & Country Hotel

Montebelli Agriturismo & Country Hotel
4.0 star property
3.3 mi from Filare
8.8 out of 10, Excellent, (131 reviews)
"Was good enough. Sauna is a unique feature in Italian retreats. However, no freezers or teapots in rooms"
$163 nightly
The price is $186
Aug 26 - Aug 27
Total with taxes and fees
Montebelli Agriturismo & Country Hotel
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 $1,148 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.