Monteriggioni Vacations from $1,110

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

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

    Rest easy

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

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.
EXE Toscana

EXE Toscana

4 out of 5
Lucca Historical Center
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
8.4/10 Very Good! (787 reviews)
Personale professionale e gentilissimo.

Reviewed on Jan 27, 2025

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

5 out of 5
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.8/10 Exceptional! (211 reviews)
AMAZING! Gorgeous! I would recommend to everyone!

Reviewed on Jul 29, 2025

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
8.8/10 Excellent! (878 reviews)
Excellent location, well appointed nice rooms and spacious, good bathroom, walkable to all key places to visit in Florence, safe. Great breakfast buffet and rooftop terrace with drinks. Great gelato place right at the hotel. Location couldn't be better. Right next to Ponte Vecchio and walkable to all key attractions

Reviewed on Jul 14, 2025

Hotel Number Nine

Hotel Number Nine

5 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.6/10 Exceptional! (1,000 reviews)
Incredible hotel with attention to every detail

Reviewed on Jul 18, 2025

The Sense Experience Resort

The Sense Experience Resort

5 out of 5
Save 100% on your flight
per person
Oct 4 - Oct 11
found 1 day ago
Roundtrip flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (175 reviews)
Absolutely stunning beach resort with impeccable service!!!

Reviewed on Jul 25, 2025

Don't see what you're looking for?
See all available trips from Columbus to Monteriggioni
View all trips

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

Sunny day view of Monteriggioni, a Comune in Italy

Chianti Half Day Wine Tour from Florence

$58
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Monteriggioni fortress

Tuscany Hiking Tour from Siena Including Wine Tasting

$65
per adult
Tuscany Hiking Tour from Siena Including Wine Tasting
Beautiful towers in San Gimignano

Small-Group San Gimignano and Volterra Day Trip from Siena

$211
per adult
100% of travellers recommend
Small-Group San Gimignano and Volterra Day Trip from Siena
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
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (386 reviews)
"super pleasant stay"

Reviewed on Jul 14, 2025

Get rates
Hotel Borgo San Luigi
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
$142 nightly
The price is $162 total per night from Aug 10 to Aug 11
$162 total
Aug 10 - Aug 11
Total includes taxes and fees
9.2/10 Wonderful! (1,012 reviews)
"Staff was incredible - 10 minute walk to everything. Highly recommend! Especially loved front desk crew and Robert in the restaurant."

Reviewed on Jul 29, 2025

Hotel Athena
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
$117 nightly
The price is $135 total per night from Aug 3 to Aug 4
$135 total
Aug 3 - Aug 4
Total includes taxes and fees
8.2/10 Very Good! (992 reviews)
"We just need a mirror in the room to see your entire body please urgent . Other than these is the perfect hotel to stay in Lake Como area"

Reviewed on Jul 21, 2025

NH Siena
See all 8,255 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Monteriggioni vacation package cost?
Offering great value package deals from $1,110 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.