Monteriggioni Vacation Packages

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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.

Top Monteriggioni Vacation Deals

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

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Price was CA $2,297, price is now CA $1,264 per person
CA $1,264
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
Clean, conveniently located hotel with friendly, helpful staff.

Reviewed on Jul 5, 2026

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Price was CA $2,304, price is now CA $1,267 per person
CA $1,267
per person
Aug 18 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
7.4/10 Good! (1,008 reviews)
Good service and the room was clean

Reviewed on Jul 10, 2026

Hotel La Scaletta Al Ponte Vecchio

Hotel La Scaletta Al Ponte Vecchio

4 out of 5
Historic Centre of Florence
Price was CA $3,852, price is now CA $2,347 per person
CA $2,347
per person
Sep 13 - Sep 19
found 24 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
8.8/10 Excellent! (1,002 reviews)
Great stay overall especially in the courtyard

Reviewed on Jul 7, 2026

Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Price was CA $3,885, price is now CA $2,755 per person
CA $2,755
per person
Aug 16 - Aug 22
found 24 hours ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
9.4/10 Exceptional! (207 reviews)
Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple Maps and Google Maps gets confused otherwise.

Reviewed on Jul 8, 2026

Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

5 out of 5
Price was CA $5,062, price is now CA $3,663 per person
CA $3,663
per person
Aug 17 - Aug 22
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Florence (FLR)
9.6/10 Exceptional! (147 reviews)

Ready to book your vacation to Monteriggioni?

 

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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
The price is CA $326 per night from Jul 15 to Jul 16
CA $326
CA $370 total
Jul 15 - Jul 16
includes taxes & fees
9.2/10 Wonderful! (426 reviews)
"Clean room, friendly staff. Interior quality could improve for a 4-star"

Reviewed on May 20, 2026

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
The price is CA $204 per night from Jul 17 to Jul 18
CA $204
CA $236 total
Jul 17 - Jul 18
includes taxes & fees
8.6/10 Excellent! (350 reviews)
"Clean, functional, the breakfast very good"

Reviewed on Apr 2, 2026

Hotel Il Piccolo Castello
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

5 out of 5
Strada Comunale 14 Siena - Vagliagli 18 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
The price is CA $692 per night from Jul 15 to Jul 16
CA $692
CA $778 total
Jul 15 - Jul 16
includes taxes & fees
9.4/10 Exceptional! (211 reviews)
"Absolutely wonderful stay. The onsite restaurant was amazing and the staff was very attentive and helpful. There are nice wineries and restaurants nearby too and the concierge made very helpful recommendations and reservations for us. Use the hotel name (and not just the address) since the Apple ..."

Reviewed on Jul 8, 2026

Borgo Scopeto Wine & Country Relais
See all 8,051 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.
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Stay near popular Monteriggioni attractions

Monteriggioni Castle

9.0/10 (61 reviews)
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.
See properties

What to do in Monteriggioni

Tuscany in 1 day: Pisa, San Gimignano and Siena with Lunch

Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch

CA $80
per adult
78% of travellers recommend
Tuscany in 1 day from Florence: Pisa, San Gimignano & Siena with Lunch
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

CA $128
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $36
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
See all activities in Monteriggioni

Frequently asked questions

How much does a Monteriggioni vacation package cost?
Offering excellent value package deals from CA $1,264 on Expedia, you'll be surprised at how little a vacation to Monteriggioni costs! Expedia's packages mean less travel planning for you and greater savings.
What are the cheapest months to go to Monteriggioni?
The off-season is the best time to visit Monteriggioni if you're trying to save. Another tip for finding cheap Monteriggioni vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Monteriggioni?
To fully enjoy a Monteriggioni vacation, we suggest booking for 3 days. Split your time between visiting Siena Stadium, Alta Val d'Elsa River Park and other top attractions, as well as exploring neighbourhoods like Mensanello and Montarioso. If you've got some spare time, include a day trip or tour in your Monteriggioni vacation itinerary.
How to find the best Monteriggioni package deals?
Landing a cheap Monteriggioni package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your maximum budget, add some filters and browse what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Sort the results by "Price: low to high" to discover the most affordable Monteriggioni package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are typically lower.
Is it cheaper to book a Monteriggioni vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your flight, hotel and car rental 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 flexibility to create a personalized Monteriggioni vacation by choosing your favourite accommodation type, airline and car class.
When to book a vacation package to Monteriggioni?
If you're planning a spontaneous Monteriggioni trip, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find sensational deals on your flights and hotels by booking ahead.
How to plan a trip to Monteriggioni?

  1. Choose when to go: Check your calendar and get your bags packed. Your preferred season and the activities on offer will also help you decide when to escape to Monteriggioni.
  2. Set a budget: Factor in costs like flights, food and transportation when working out how much to save for your trip to Monteriggioni. Then, select a property that matches your budget, whether that's a wallet-friendly option or a more luxurious retreat.
  3. Decide how many days away: Start by compiling a list of the sights and activities you'd like to get to in Monteriggioni. Then, estimate how long you'll need for each, including any travel time.
  4. Combine your airfare and accommodations: After you've settled on your dates and duration, book the perfect Monteriggioni vacation package for you.

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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.