Monteriggioni Vacations from $668

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Your Monteriggioni Vacation

There's no better way to embark on an adventure than with one of our vacation packages to Monteriggioni. The medieval heritage and spectacular views are among the convincing reasons you'll want to visit this awesome city. Want to venture out and explore? Monteriggioni Castle, Museo del Cristallo di Colle di Val dElsa and Sentierelsa Trail are just a few of the top-rated places to visit during your trip to Monteriggioni. Expedia will help you escape your routine. Tailor your vacation to Monteriggioni to suit your style of travel, whatever that may look like.

The Latest Monteriggioni vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,138, price is now $668 per person
$668
per person
Feb 25 - Mar 3
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Great Locations walkable to all the placese.

Reviewed on Dec 15, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $6,595, price is now $4,051 per person
$4,051
per person
Apr 1 - Apr 6
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.8/10 Exceptional! (467 reviews)
Nice property and staff.

Reviewed on Nov 13, 2025

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $3,323, price is now $2,361 per person
$2,361
per person
Apr 1 - Apr 6
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (59 reviews)
I particularly love the authenticity of the building being hundreds of hundreds of years old and yet well cut, beautiful staff beautiful spa only lacking in the dining aspect but everything else was perfect. Highly recommend but recommend going out for dinner.

Reviewed on Nov 5, 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
Save 100% on your flight
Price was $2,576, price is now $1,842 per person
$1,842
per person
Apr 1 - Apr 6
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.4/10 Exceptional! (21 reviews)
The room was clean, and the jacuzzi in the room was a pleasant surprise! I didn't realise I had been upgraded until I noticed that the bathtub was more than just a bathtub! Thank you.

Reviewed on Nov 13, 2025

Helvetia & Bristol Firenze – Starhotels Collezione

Helvetia & Bristol Firenze – Starhotels Collezione

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $4,950, price is now $3,627 per person
$3,627
per person
Apr 1 - Apr 6
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
9.2/10 Wonderful! (544 reviews)
Great staff willing to go the distance to offer us the better room available. Plus, they were sensitive enough to give us a complimentary gift since it was our honeymoon.

Reviewed on Dec 16, 2025

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Discover the most popular places to visit in Monteriggioni

#TroveOn View of the Castle from the via francigena, while the fog leaves the valley as the sun rises. Monteriggioni is a small medieval village 12 km far from Sienna and 43 from Florence. Absolutely beautiful, the best period to visit Tuscany is from May to July.

Monteriggioni Castle

After visiting Monteriggioni Castle, make a plan to see the other sights and activities in Monteriggioni. Discover the area's beautiful countryside, or seek out its local tours.

Monteriggioni Castle

What to do in Monteriggioni

Siena, San Gimignano, Monteriggioni & Chianti from Florence

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$61
per adult
88% of travellers recommend
Siena, San Gimignano, Monteriggioni & Chianti from Florence
Florence Day Trip: Medieval Villages & Cooking Class

Florence Day Trip: Medieval Villages & Cooking Class

$163
per adult
86% of travellers recommend
Florence Day Trip: Medieval Villages & Cooking Class
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

$51
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
See all activities in Monteriggioni

Monteriggioni Hotel Deals

Hotel Borgo San Luigi

Hotel Borgo San Luigi

4 out of 5
STRADA DELLA CERRETA,7 Monteriggioni SI
$105 nightly
The price is $124 total per night from Jan 8 to Jan 9
$124 total
Jan 8 - Jan 9
Total with taxes and fees
9.2/10 Wonderful! (400 reviews)
Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended!

Reviewed on Dec 3, 2025

Hotel Borgo San Luigi
Hotel Il Piccolo Castello

Hotel Il Piccolo Castello

4 out of 5
Strada Provinciale Colligiana, 8 Monteriggioni SI
Fully refundableReserve now, pay when you stay
$107 nightly
The price is $126 total per night from Jan 8 to Jan 9
$126 total
Jan 8 - Jan 9
Total with taxes and fees
8.6/10 Excellent! (329 reviews)
Friendly staff, lovely room and great food

Reviewed on Oct 29, 2025

Hotel Il Piccolo Castello
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
$91 nightly
The price is $103 total per night from Jan 25 to Jan 26
$103 total
Jan 25 - Jan 26
Total with taxes and fees
9.2/10 Wonderful! (1,009 reviews)
Excellent stay!

Reviewed on Jan 2, 2026

Hotel Athena
See all 7,752 properties in Monteriggioni
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 Monteriggioni Vacation Packages

Monteriggioni Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Peretola Airport (FLR)
Max Temp Winter
50ºF
Max Temp Summer
85ºF
Top Sights
Siena Cathedral, Tenuta Torciano Winery and Monteriggioni Castle

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Frequently asked questions

How much does a Monteriggioni vacation package cost?
Offering great value package deals from $668 on Expedia, you'll be thrilled with how little a vacation to Monteriggioni costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Monteriggioni?
If you'd like to book a cheap Monteriggioni vacation package, consider traveling in January, September and December. You'll typically find lower prices on accommodations and flights during these months — perfect for a budget-friendly break.
How many days is enough for Monteriggioni?
The ideal length of your Monteriggioni vacation depends on what you'd like to do and see. Typically, a handful of days to a week will give you plenty of time to go to all the major attractions and explore some hidden spots along the way.
How to find the best Monteriggioni package deals?
Use Expedia's handy filters to help you find some terrific Monteriggioni package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or look for Monteriggioni package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Monteriggioni vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally land a better deal than booking each component separately. And you'll still have the freedom to create a tailored Monteriggioni vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Monteriggioni?
Land incredible bargains by reserving your flights ahead of time with Expedia. If spontaneity is more your style, grab one of our last-minute deals for a spur-of-the-moment Monteriggioni getaway.
How to plan a trip to Monteriggioni?

  1. Choose the perfect time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to go to Monteriggioni.
  2. Set a budget: Factor in expenses like food, flights and transportation when working out how much to save for your trip to Monteriggioni. Then, pick a hotel that matches your budget, whether that's an economical stay or a high-end getaway.
  3. Discover Monteriggioni with Expedia's trip planning tool: Gain insights into the most popular attractions and best hotels for your trip to Monteriggioni. You can also save your favorite places, collaborate with your group and arrange all your plans in one place.
  4. Decide how many days away: Start by making a list of all the sights and activities you want to get to in Monteriggioni. Then, estimate how long you'll need for each, including any travel time.
  5. Bundle your airfare and accommodations: Once you've settled on your dates and duration, book the right Monteriggioni vacation package for you.
  6. Book any day trips or activities: Now to the fun part — organizing everything you want to do and see. Browse some of the top things to do in Monteriggioni and reserve your tickets early to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Monteriggioni vacation packages?
Your Monteriggioni break should be a relaxing escape from your busy life, not a reason for money-related stress. So to allow you extra flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and break down the cost over 3, 6 or 12 months. Plus, there are no hidden or late payment fees to worry about.

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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.