Monteriggioni Vacation Packages 2026 from $1,070

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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.

The Hoxton, Florence

Historic Centre of Florence

$1,070

per person

Dec 14 - Dec 20

found 20 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.4/10 Exceptional! (358 reviews)

Glance Hotel In Florence

Historic Centre of Florence

$1,179

per person

Nov 16 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

9.4/10 Exceptional! (1,001 reviews)

Columbus Urban Resort

Campo di Marte

$1,505

per person

Dec 30 - Jan 6

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Florence (FLR)

9.2/10 Wonderful! (36 reviews)

A beautiful hotel. Staff were very friendly and helpful

Reviewed on Jul 25, 2026

Hotel Santa Maria Novella

Historic Centre of Florence

$1,664

per person

Nov 16 - Nov 23

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Florence (FLR)

9.6/10 Exceptional! (1,014 reviews)

Plaza Hotel Lucchesi

Historic Centre of Florence

$1,102

per person

Dec 14 - Dec 20

found 20 hours ago

Roundtrip non-stop flight included

Boston (BOS) to Florence (FLR)

9.4/10 Exceptional! (1,003 reviews)

The hotel’s location is excellent—away from the chaos but still close to the main Florence attractions. We were able to walk almost everywhere, which was very convenient. The staff was friendly and accommodating, and the rooftop bar, restaurant, and pool were wonderful. The property is very well located and offers some great amenities. The room was okay, The bathroom, in particular, is poorly designed. It is quite small, yet has a large sink, toilet, and bathtub, leaving very little space to move around. After a shower, there is barely enough room to dry yourself without the towel falling into either the toilet or the sink. Overall, the location, staff, and rooftop facilities are definite highlights.

Reviewed on Oct 8, 2026

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Stay near popular Monteriggioni attractions

Monteriggioni Castle

9.0/10 (61 reviews)

This 13th-century fortress, immortalized in Dante's Divine Comedy, features an intact circular wall with 14 towers. Wander through the medieval village inside and climb the walls for sweeping Tuscan countryside views.

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San Leonardo al Lago

9.0/10 (2 reviews)

This 12th-century Tuscan hermitage features Gothic frescoes by Sienese masters. Wander through oak forests to discover this tranquil sanctuary where medieval monastic life meets artistic splendor.

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Porta Franca (Romea) Gate

Porta Franca (Romea) Gate is just one of the places to see in Monteriggioni, so why not enjoy the other things to explore during your travels? Discover the area's countryside and wineries.

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Church of Santa Maria Assunta

Church of Santa Maria Assunta is just one of the places to see in Monteriggioni, so why not enjoy the other things to explore during your travels? Discover the area's countryside and wineries.

See properties

What to do in Monteriggioni

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

$21

per adult

Pasta-making class at a Cesarina's home with tasting - Siena

$207

per adult

Siena, San Gimignano, Monteriggioni & Chianti from Florence

$75

per adult

88% of travellers recommend

See all activities in Monteriggioni

Monteriggioni Hotel Deals

Hotel Borgo San Luigi

STRADA DELLA CERRETA,7 Monteriggioni SI

Fully refundableReserve now, pay when you stay

$100 nightly

$118 total

Nov 9 - Nov 10

Total with taxes and fees

Hotel Athena

P Mascagni 55 Siena SI

Fully refundableReserve now, pay when you stay

$127 nightly

$143 total

Nov 9 - Nov 10

Total with taxes and fees

9.2/10 Wonderful! (1,000 reviews)

"Lovely hotel in Siena. Well located for exploring on foot with the main Palazzo and the Duomo no more than 15 minutes away. Really enjoyed the rooftop patio!"

Reviewed on Oct 9, 2026

Castelfalfi

Località Castelfalfi Montaione FI

$779 nightly

$868 total

Nov 10 - Nov 11

Total with taxes and fees

9.6/10 Exceptional! (187 reviews)

"Beautiful place to stay!"

Reviewed on Oct 10, 2026

See all 8,002 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

Things to do near Monteriggioni

Monteriggioni, a charming Tuscan gem, is perfect for romantic getaways and cultural exploration. Visitors can indulge in rejuvenating spa treatments and outdoor activities while enjoying the stunning landscapes. Key experiences include guided Monteriggioni tours, day trips, private tours, and delightful wine tastings, all showcasing the region's rich heritage and flavors. Whether you're seeking relaxation or adventure, Monteriggioni offers an unforgettable vacation experience.

Shopping

In Monteriggioni, you can enjoy shopping at local boutiques and charming shops. If you're up for a drive, The Mall Luxury Outlet, 26 miles away, offers luxury brands, while Rossi Alabastri Volterra, 18 miles away, features unique artisanal products. Central Market, 28 miles away, is perfect for local goods.

Recreation

At Alta Val d'Elsa River Park, enjoy serene hiking trails and peaceful picnic spots, perfect for relaxation. Siena Stadium offers an energetic atmosphere where you can watch local sports events. Meanwhile, Teatro dei Rinnovati provides a cultural experience with captivating performances in a romantic setting.

Adventure

Explore the Sentierelsa Trail, a scenic hiking trail located 6 miles from Monteriggioni, perfect for outdoor enthusiasts. For adrenaline junkies, the Siena Circuit offers thrilling karting experiences 13 miles away. Experience the excitement of ziplining at Saltalbero Adventure Park, situated 19 miles from the town.

Nightlife

For a memorable night in Monteriggioni, consider a visit to Il Fiaschetto, a charming pub located 20 miles away. With its lively atmosphere and romantic vibes, it’s the perfect spot to relax, enjoy a drink, and soak in the local nightlife scene.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Monteriggioni

Monteriggioni, a charming Tuscan village, offers a delightful mix of romantic and cultural experiences. Visitors can explore captivating attractions such as historic churches, picturesque piazzas, and intriguing museums. With its enchanting castle and scenic borgo, Monteriggioni caters to travelers seeking family-friendly adventures and rich cultural insights. Whether you're wandering through the village or enjoying the surrounding countryside, this destination promises a memorable getaway.

Piazza del Campo: Located 7 miles from Monteriggioni, Piazza del Campo is a stunning square that buzzes with culture and vibrant city life. Known for its unique shell shape, this piazza is the perfect spot to enjoy a coffee while soaking in the atmosphere of Siena.
Siena Cathedral: Just 6 miles away, Siena Cathedral is an architectural marvel that showcases stunning Gothic design and intricate artwork. The cathedral's breathtaking interiors and stunning facade make it a key cultural attraction in the region.
Monteriggioni Castle: Situated within Monteriggioni, this historic castle offers an immersive journey into the past. Walk along its ancient walls and explore the charming village, surrounded by breathtaking Tuscan countryside.

Best time to go to Monteriggioni

The best time to visit Monteriggioni can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Monteriggioni falls in July, when visitor numbers are moderately high and weather is sunny with no rain. The coolest average temperature in Monteriggioni falls in January, visitor numbers are moderately low and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	40.8°F (4.9°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
February	42.8°F (6.0°C)	Light Rain	Mostly Sunny	Moderately Low	Slightly Low
March	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Average	Average
April	54.0°F (12.2°C)	Light Rain	Mostly Sunny	Average	Average
May	60.4°F (15.8°C)	Light Rain	Mostly Sunny	Average	Slightly High
June	69.8°F (21.0°C)	Light Rain	Sunny	Average	Slightly High
July	75.9°F (24.4°C)	No Rain	Sunny	Moderately High	Average
August	75.6°F (24.2°C)	No Rain	Sunny	Moderately High	Average
September	67.1°F (19.5°C)	Light Rain	Mostly Sunny	Moderately High	Slightly High
October	58.5°F (14.7°C)	Light Rain	Mostly Sunny	Average	Average
November	50.0°F (10.0°C)	Light Rain	Mostly Sunny	Average	Slightly Low
December	43.3°F (6.3°C)	Light Rain	Mostly Sunny	Moderately Low	Average

Tips to save on your trip to Monteriggioni

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

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

What's included in a Monteriggioni vacation package?

A Monteriggioni vacation package lets you combine round-trip flights, hotel stays, and rental cars. Nearly all hotels in Monteriggioni offer airport shuttle service, making transfers convenient from Florence (FLR-Peretola) Airport. Nearly all also include free breakfast, providing a good start to your day.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.

How can I save money on a Monteriggioni vacation package?

When you bundle, you can save up to 30%*. To save money on a Monteriggioni package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary.

What's the best vacation package for Monteriggioni?

For a romantic Monteriggioni vacation package, consider a stay at Relais la Costa - Dimora Storica. This 5-star property, rated 8.3 out of 10 and costing around $230 per night, offers a spa and outdoor pool about 3 miles from Monteriggioni Castle, with travelers frequently praising the overall experience.Families looking for the best vacation packages in Monteriggioni might enjoy La Canonica di San Michele. This 5-star hotel, rated 9.2 out of 10 and priced around $150 per night, features an outdoor pool and playground, about 4 miles from Monteriggioni Castle, and travelers highlight the fantastic staff.If you're seeking a best value Monteriggioni vacation package, La Rocca della Magione is a solid choice. Rated 8.9 out of 10 and costing around $110 per night, it provides family rooms and an outdoor pool, about 4 miles from Monteriggioni Castle.*Package availability and prices may change depending on dates and demand.

Is Monteriggioni better suited for a beach vacation or a cultural trip?

A Monteriggioni vacation is primarily a cultural trip, centered around its rich medieval history. The destination is known for its well-preserved walled town, originally built by the Sienese as a defensive fortification against Florence.Travelers can explore historic sites like the Monteriggioni Castle and the Walls of Monteriggioni, which offer a glimpse into the past. Other cultural attractions, such as the Museo del Cristallo di Colle di Val d'Elsa, are also within easy reach.

Is Monteriggioni a good choice for a family vacation package?

Monteriggioni is a strong choice for family vacation packages, offering a blend of historical exploration and comfortable stays. Many hotels cater to families with amenities like family rooms, outdoor pools, and playgrounds, making for a pleasant experience for all ages.For example, the 5-star La Canonica di San Michele, rated 9.2 out of 10 by travelers, provides an outdoor pool and playground, and travelers frequently praise the fantastic staff. Other family-friendly options include Fattoria Lornano Winery and Agriturismo Novelleto, both 3.5-star properties with outdoor pools and family-oriented amenities.Families can explore the historic Monteriggioni Castle, about 2 miles from central Monteriggioni, or walk along the Walls of Monteriggioni, about 11 miles away, for engaging activities during their Monteriggioni vacation package.

What are the top things to do in Monteriggioni?

A Monteriggioni vacation offers a variety of cultural and scenic experiences:Browse and book things to do in Monteriggioni on Expedia.

Do you need to rent a car in Monteriggioni, or is public transport enough?

For a Monteriggioni vacation package, a rental car is highly recommended, especially if you plan to explore beyond the immediate town center. The historic walled town itself is very small and easily walkable, allowing you to navigate its charming streets on foot.However, many of the region's cultural attractions, wineries, and scenic spots are located outside the town's walls. Having a car provides the flexibility to visit these attractions at your own pace, making the most of your Monteriggioni vacation packages with flights. Your package hotel can serve as a convenient base for these excursions.

Are Monteriggioni vacation package hotels conveniently located?

Monteriggioni vacation package hotels are generally well-located, with many options within easy reach of the central area. For example, Relais la Costa - Dimora Storica and Agriturismo Novelleto are both about 1 mile from central Monteriggioni.Other choices like Il Colombaio Winery and Rooms and Hotel Borgo San Luigi are about 2 to 3 miles from the center, offering a balance of tranquility and access to the town's attractions. Consider your preferred travel style and proximity to specific sights when choosing your package hotel.

Are there vacation package hotels in Monteriggioni within walking distance of restaurants and shops?

Monteriggioni vacation package hotels can place you within walking distance of the town's charming restaurants and shops, especially those near the historic center.For instance, Borgo Gallinaio is about a 10-minute walk from Monteriggioni Castle, which is the heart of the walled town where small businesses and eateries are found. Other options like Hotel Il Piccolo Castello and Agriturismo Novelleto are about 1 mile from the castle, offering a slightly longer but still accessible walk to the town's amenities. Always check the specific location of your chosen hotel to confirm proximity to your preferred dining and shopping spots.

Can I change or cancel my Monteriggioni vacation package if my plans change?

Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.

Do One Key members get extra savings when booking Monteriggioni vacation packages?

Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more on over 500,000 stays worldwide with Member Prices and over 1 million car rentals.

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

Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Monteriggioni vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.

How do I find last-minute vacation packages to Monteriggioni?

To find last-minute vacation packages to Monteriggioni, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.

How does free cancellation work on Monteriggioni vacation packages?

Free cancellation on a Monteriggioni vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.

Is it cheaper to book a Monteriggioni vacation as a package or separately?

Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Monteriggioni getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.

Why should I book my Monteriggioni vacation package with Expedia?

Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.

Monteriggioni Vacations from $1,070

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Plan, book, travel with confidence

Better together

Find the right fit

Rest easy

Your Monteriggioni Vacation

The Latest Monteriggioni vacation packages

The Hoxton, Florence

Glance Hotel In Florence

Columbus Urban Resort

Hotel Santa Maria Novella

Plaza Hotel Lucchesi

Stay near popular Monteriggioni attractions

Monteriggioni Castle

San Leonardo al Lago

Porta Franca (Romea) Gate

Church of Santa Maria Assunta

What to do in Monteriggioni

Siena: Cathedral Complex Pass with Audio Guide (OPA SI PASS)

Pasta-making class at a Cesarina's home with tasting - Siena

Siena, San Gimignano, Monteriggioni & Chianti from Florence

Monteriggioni Hotel Deals

Hotel Borgo San Luigi

Hotel Athena

Castelfalfi

Find the Best Monteriggioni Vacation Packages

Things to do near Monteriggioni

Find the best attractions in and around Monteriggioni

Best time to go to Monteriggioni

Tips to save on your trip to Monteriggioni

Monteriggioni Essential Information

More vacations you might like

Frequently asked questions

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