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Our top choices for Montecchio hotels

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
10.0 out of 10, Exceptional, (255)
"Excellent hotel Staff very knowledgeable and friendly Loved everything about our stay and will return. "
Canada
Florence and Robert
$304 nightly
The price is $339
Jan 4 - Jan 5, 2026
Total with taxes and fees
Monastero di Cortona Hotel & Spa

Agriturismo Cuprena

Agriturismo Cuprena
Arezzo
9.6 out of 10, Exceptional, (20)
"Extra friendly staff, personalized service, and a beautiful house with amazing accommodations. "
United States
Michelle
$285 nightly
The price is $321
Dec 26 - Dec 27
Total with taxes and fees
Agriturismo Cuprena

Meublè Evoè

Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (52)
"Hosts are amazing, great location and the breakfast was excellent."
United States
luis
Meublè Evoè

I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
9.8 out of 10, Exceptional, (46)
"This property is so beautiful and the food at the resturant was fantastic. Our only complaint was the spa, the sauna was great, but the hottub was lukewarm and there was so much chlorine it made our eyes burn and we had to get out almost immediately. Otherwise a perfect experience!"
United States
Bliss
$139 nightly
The price is $153
Jan 14 - Jan 15, 2026
Total with taxes and fees
I Capricci di Merion Resort & Spa

Podere Tovari

Podere Tovari
Anghiari
10.0 out of 10, Exceptional, (13)
"Fantastic place! Breakfast was so delicious I wish I could have eaten more. The place has a lot of really wonderful details- the most comfortable bed I've ever slept on, great shower, great hairdyer, even the shower gel smelled amazing!"
Italy
Jodi
Podere Tovari

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (14)
"Excellent room and food. Great location!"
United States
Saurabh
$273 nightly
The price is $302
Jan 1 - Jan 2, 2026
Total with taxes and fees
Poggio Paradiso Resort & Spa

B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (57)
"Staff were friendly and helpful. Breakfast was just right - some fresh fruit would be nice to have. B&B was clean and tidy. Good signage so place was reasonably easy to find."
United States
Ludwig
B&B Country House Poggio del Drago

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (72)
"Very nice place to go around from."
Canada
Raja
Villa Svetoni Wine Resort

LaChiusa Tuscany

LaChiusa Tuscany
3.0 star property
Torrita di Siena
9.2 out of 10, Wonderful, (66)
"This is such a cute fun traditional Tuscan place to stay! Everywhere you look is an amazing view. The dinner was fantastic. The breakfast was delicious. The bed was super comfortable. The room, while rustic and vintage, was very nice. It was so peaceful and quiet! We thoroughly enjoyed our stay and the drive through Tuscany to get there. Bonus that it’s near Maximus’s house from the gladiator movie sights!"
United States
Brent
$227 nightly
The price is $250
Dec 27 - Dec 28
Total with taxes and fees
LaChiusa Tuscany

Podere San Giuseppe

Podere San Giuseppe
Castiglione del Lago
10.0 out of 10, Exceptional, (4)
"Superlative Unterkunft! Eccezionale Soggiorno in questo bello, piccolo Paradiso silenzioso. Sehr freundliche und sympathische Gastgeber! Molto simpatici e gentili ospiti con cordialità! "
Switzerland
Valentino
$230 nightly
The price is $255
Dec 29 - Dec 30
Total with taxes and fees
Podere San Giuseppe

Agriturismo Merigge Wellness & Spa

Agriturismo Merigge Wellness & Spa
Montepulciano
9.8 out of 10, Exceptional, (81)
"Friendly staff and super accommodating. We would highly recommend staying there!!!"
United States
Scott
$263 nightly
The price is $296
Dec 27 - Dec 28
Total with taxes and fees
Agriturismo Merigge Wellness & Spa

Terra Antica Resort

Terra Antica Resort
Montepulciano
10.0 out of 10, Exceptional, (20)
"Great stay in Montepulciano "
United States
Jonathan
$387 nightly
The price is $431
Jan 8 - Jan 9, 2026
Total with taxes and fees
Terra Antica Resort

Antiche Mura

Antiche Mura
Arezzo Centro Storico
9.4 out of 10, Exceptional, (86)
"It was my second stay at the Antiche Mura, and I was pleased to find that it remains a very comfortable place right in the middle of the city, near the main cathedral. "
United States
Dennis
Antiche Mura

Castel Monastero - The Leading Hotels of the World

Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
"Had two wonderful nights at the Castel Monastero (wish we had more). Will definitely go back"
Canada
John
$680 nightly
The price is $760
Jan 1 - Jan 2, 2026
Total with taxes and fees
Castel Monastero - The Leading Hotels of the World

Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (46)
"Beautiful view and beautiful place to be out of town. "
United States
norma
$122 nightly
The price is $137
Dec 27 - Dec 28
Total with taxes and fees
Porsenna Resort

Il Tosco

Il Tosco
Montepulciano
10.0 out of 10, Exceptional, (115)
"The staff was courteous, the food was amazing, and the location was great. We were very impressed"
United States
Joshua
$237 nightly
The price is $266
Jan 4 - Jan 5, 2026
Total with taxes and fees
Il Tosco

La Locanda di San Francesco

La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (131)
"Great room-great staff-great location"
United States
Richard
$172 nightly
The price is $194
Dec 26 - Dec 27
Total with taxes and fees
La Locanda di San Francesco

Palazzo Tiglio - A Small Luxury Hotels of the World

Palazzo Tiglio - A Small Luxury Hotels of the World
Bucine
10.0 out of 10, Exceptional, (3)
"We found it to be a charming, immaculate, upscale retreat with a hilltop view of the beautiful countryside. We were given personalized attention and many unexpected fine touches, like fresh fruit in the room. Highly recommend."
United States
David
$319 nightly
The price is $351
Dec 29 - Dec 30
Total with taxes and fees
Palazzo Tiglio - A Small Luxury Hotels of the World

Bed & Breakfast Viziottavo

Bed & Breakfast Viziottavo
Castiglion Fiorentino
10.0 out of 10, Exceptional, (9)
"Struttura molto pulita e tranquilla particolare per l' ispirazione Dantesca delle camere, personale gentilissimo e disponibile. Ci ritorneremo volentieri "
Italy
luigi
$113 nightly
The price is $129
Jan 25 - Jan 26, 2026
Total with taxes and fees
Bed & Breakfast Viziottavo

Palazzo Carletti

Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (241)
"Excelente hotel."
Mexico
jorge
$208 nightly
The price is $234
Jan 5 - Jan 6, 2026
Total with taxes and fees
Palazzo Carletti
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Learn more about Montecchio

Head to Signorelli Theatre and Piazza della Repubblica—just two of the sights around Montecchio.

The Castle of Montecchio Vesponi is a walled, castle with turrets and battlements, which occupies the top of a hill (Montecchio), overlooking the Val di Chiana, named and drawn on a well-documented survey map by Leonardo da Vinci in 1503. 

Many cultural events have taken place within its walls, including art exhibitions (the last being one of works of Manzù), concerts, folklore festivals, re- enactments and events in the local dialect. Famous visitors to the Castle have included the late  Queen Elizabeth, The Queen Mother (of England) who came to learn Documentary Moviesmore about the castle and  the area and owned in  1384 by another Englishman, Sir John Hawkwood (known in Italian as Giovanni Acuto). Hawkwood appears in the world famous fresco by Paolo Uccello in the Cathedral of Santa Maria del Fiore, The Duomo of Florence. 
#Tuscany #Castle #Montecchio #Vesponi #Valdichiana #Castiglion Fiorentino
Photo by Giammy McMario
Open Photo by Giammy McMario

Top Montecchio Hotel Reviews

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Hotels in Montecchio with star-rating

Frequently asked questions

What is the best area to stay in Montecchio?
The best area to stay in Montecchio is the historic center, known locally as the "centro storico," which offers a traditional Italian experience within the town's ancient walls.

This area is characterized by narrow, winding cobblestone streets, historic buildings, and charming piazzas. The main piazza often features the town hall and a central fountain, serving as a gathering point for locals. You'll find a selection of small shops selling local produce, artisanal crafts, and traditional Tuscan goods, alongside family-run restaurants.

Couples looking for a romantic and authentic Tuscan getaway will find the historic center particularly appealing. The quiet evenings, opportunities for strolls through ancient alleys, and intimate dining experiences at local trattorias create a memorable setting. Many accommodations here are renovated historic homes, offering a unique stay.

For travelers who appreciate convenience and a more modern approach to their stay, the areas just outside the historic walls, particularly along the main roads leading into Montecchio, offer excellent options.
When is the best time to go to Montecchio?
The best time to go to Montecchio for pleasant weather and fewer crowds is during the shoulder seasons of late April to early June and September to October.

During these periods, the weather is typically mild and sunny, making it ideal for exploring the rolling hills, vineyards, and medieval villages of Tuscany. You'll find comfortable temperatures for outdoor activities like hiking or enjoying meals al fresco, without the intense heat and larger tourist numbers of mid-summer.

For travelers who enjoy wine tasting and culinary experiences, September and October are particularly appealing as this is harvest season. Many local wineries offer special tours and events, providing a deeper insight into Tuscan traditions. The landscapes are also stunning, with the vineyards changing colors.

If you prefer warmer weather and don't mind more fellow travelers, July and August offer hot, sunny days great for enjoying a poolside retreat or long evenings outdoors.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Montecchio.
How can I save on a Montecchio hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Montecchio hotel bookings for every dollar you spend – just join our One Key™ travel rewards program to get started. It's free to join, and you'll unlock our lowest Member Prices as soon as you're signed in. On top of this, you could also save significantly by bundling your hotel and flights together on Expedia.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
How much is the nightly rate at a Montecchio hotel?
Prices for hotels in Montecchio often vary, but you can find a great deal from $53 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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