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Check prices for these dates

This weekend
May 22 - May 24
Next weekend
May 29 - May 31

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Our top choices for Monsigliolo hotels

Hiking

Borgo Sant'Ambrogio Resort

Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (108 reviews)
"The location is sublime and the facility is AMAZING"
United States
Steven
$210 nightly
The price is $235
Jun 17 - Jun 18
Total with taxes and fees
Borgo Sant'Ambrogio Resort
Property grounds

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (19 reviews)
"Excellent room and food. Great location!"
United States
Saurabh
$313 nightly
The price is $347
Jun 17 - Jun 18
Total with taxes and fees
Poggio Paradiso Resort & Spa
Deluxe Villa, 4 Bedrooms, Private Pool, Valley View | Premium bedding, down comforters, pillowtop beds, desk

Villa Tiberini Wine Relais

Villa Tiberini Wine Relais
Torrita di Siena
$219 nightly
The price is $240
Jun 3 - Jun 4
Total with taxes and fees
Villa Tiberini Wine Relais
Lobby sitting area

Tenuta Santo Pietro

Tenuta Santo Pietro
Pienza
9.6 out of 10, Exceptional, (122 reviews)
"Great countryside stay"
Canada
Josh
$248 nightly
The price is $278
Jun 3 - Jun 4
Total with taxes and fees
Tenuta Santo Pietro
Property entrance

Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (80 reviews)
"This resort is amazing, the rooms are large and it’s in such a peaceful relaxing location while still close to surrounding towns. We had dinner at The restaurant Osmosi, Michelin star rated, was the most amazing meal. The staff make you feel so welcome. Can’t wait to go back. "
Canada
Sherrie
$256 nightly
The price is $286
May 27 - May 28
Total with taxes and fees
Villa Svetoni Wine Resort
Hiking

Palazzo Brandano

Palazzo Brandano
Trequanda
9.6 out of 10, Exceptional, (86 reviews)
"A beautiful place! Breathtaking "
United States
Anabel
$122 nightly
The price is $138
Jun 15 - Jun 16
Total with taxes and fees
Palazzo Brandano
Exterior

Hotel Boutique Castiglione del Lago

Hotel Boutique Castiglione del Lago
4.0 star property
Contrada Castello
9.8 out of 10, Exceptional, (48 reviews)
"Paolo and his family were wonderful hosts. Mateo made sure our parking location was ok and took our bags from parking area to hotel. Large, clean room. Very convenient location. Easy walking around town. Wonderful breakfast"
United States
Lawrence
$108 nightly
The price is $125
Jun 3 - Jun 4
Total with taxes and fees
Hotel Boutique Castiglione del Lago
Balcony view

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.4 out of 10, Exceptional, (203 reviews)
"Very clean and the owner was very delightful "
Canada
Chad
$116 nightly
The price is $132
Jun 15 - Jun 16
Total with taxes and fees
Hotel La Terrazza di Montepulciano
Exterior

Equo Suites

Equo Suites
Castiglione del Lago
9.2 out of 10, Wonderful, (5 reviews)
"Beyond expectations! It is a hidden gem, peaceful and tranquil. We enjoyed our stay at the suite, which offered adequate space, comfort and convenience. Staff are professional, friendly and helpful. We look forward to coming back. "
United States
Mei
$141 nightly
The price is $159
May 27 - May 28
Total with taxes and fees
Equo Suites
Free daily continental breakfast

HOTEL PLANET INTERNATIONAL

HOTEL PLANET INTERNATIONAL
Arezzo
$80 nightly
The price is $95
May 22 - May 23
Total with taxes and fees
HOTEL PLANET INTERNATIONAL
Minibar, in-room safe, desk, blackout drapes

Hotel I Due Cigni

Hotel I Due Cigni
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (439 reviews)
"This is very comfortable and well maintained hotel with a friendly staff, good breakfast, and is very convenient for visiting the Montepulciano area."
United States
Kevin
$95 nightly
The price is $109
Jun 21 - Jun 22
Total with taxes and fees
Hotel I Due Cigni
Seasonal outdoor pool

AGRITURISMO SANT'AGOSTINO

AGRITURISMO SANT'AGOSTINO
San Giovanni d'Asso
$134 nightly
The price is $147
Jun 19 - Jun 20
Total with taxes and fees
AGRITURISMO SANT'AGOSTINO
Indoor pool, open 9:00 AM to midnight, sun loungers

Albergo San Biagio

Albergo San Biagio
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (215 reviews)
"Excellent stay!"
United States
Rodolfo
$90 nightly
The price is $104
Jun 8 - Jun 9
Total with taxes and fees
Albergo San Biagio
Poolside bar

Poggio Piglia

Poggio Piglia
Chiusi
9.6 out of 10, Exceptional, (53 reviews)
"Amazing stay — very clean, great rooms, and excellent service. "
United States
Marco
$277 nightly
The price is $305
May 29 - May 30
Total with taxes and fees
Poggio Piglia
Breakfast, lunch, dinner served; local cuisine, pool views

Porsenna Resort

Porsenna Resort
Castiglione del Lago
9.4 out of 10, Exceptional, (46 reviews)
"Fantastic stay!"
United States
Lynn
$113 nightly
The price is $129
May 26 - May 27
Total with taxes and fees
Porsenna Resort
Seasonal outdoor pool

Nuovo Etruria Resort

Nuovo Etruria Resort
Montepulciano
9.4 out of 10, Exceptional, (79 reviews)
"Great staff - fantastic breakfast buffet!"
Canada
Luc
$104 nightly
The price is $119
May 24 - May 25
Total with taxes and fees
Nuovo Etruria Resort
Exterior

Villa San Sanino - Relais in Tuscany

Villa San Sanino - Relais in Tuscany
Torrita di Siena
$776 nightly
The price is $856
Jun 1 - Jun 2
Total with taxes and fees
Villa San Sanino - Relais in Tuscany
Seasonal outdoor pool, pool umbrellas, sun loungers

Agriturismo SOLE

Agriturismo SOLE
Trequanda
$322 nightly
The price is $358
Jun 20 - Jun 21
Total with taxes and fees
Agriturismo SOLE
Winery

AgriHotel Villa Ambra

AgriHotel Villa Ambra
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (182 reviews)
"parking is ok"
Canada
Derek
$98 nightly
The price is $112
Jun 11 - Jun 12
Total with taxes and fees
AgriHotel Villa Ambra
Exterior

Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.6 out of 10, Exceptional, (36 reviews)
"family run business with great hospitality and excellent food"
United Kingdom
stefania
$103 nightly
The price is $123
Jun 16 - Jun 17
Total with taxes and fees
Locanda del Molino
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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Top Monsigliolo Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"All aspects of service are superlative! The spa, restaurants and bar are excellent. The location in Cortona is very nice. Historic features of the hotel are impressive, as is the restoration."
Steven 5-night trip
Posted 17 hours ago
Monastero di Cortona Hotel & Spa

More cheap stays in Monsigliolo

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$116 nightly
The price is $132 total per night from Jun 15 to Jun 16
$132 total
Jun 15 - Jun 16
Total with taxes and fees
9.4/10 Exceptional! (203 reviews)

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Frequently asked questions

What is the best area to stay in Monsigliolo?
The best area to stay in Monsigliolo is directly within the village of Monsigliolo itself, as it offers a tranquil and authentic Tuscan experience.

Monsigliolo is a small, charming village characterized by its traditional stone buildings, narrow streets, and picturesque views of the surrounding countryside. It's an ideal base for exploring the Valdichiana region, with easy access to larger towns like Cortona and Montepulciano. The village centers around a small piazza and a historic church, providing a peaceful setting.

Couples looking for a romantic and quiet escape will find Monsigliolo particularly appealing. The area provides a sense of seclusion and a slower pace of life, great for enjoying local cuisine, wine, and the scenic beauty of Tuscany without the crowds of larger tourist hubs. Many accommodations here offer private terraces and stunning vistas.

For travelers seeking a relaxed base for exploring Tuscany's culinary and wine regions, Monsigliolo is an excellent choice.
When is the best time to go to Monsigliolo?
The best times to visit Monsigliolo are during the spring (April to June) and autumn (September to October) months.

Spring offers pleasant temperatures, typically ranging from 60°F to 75°F (15°C to 24°C), and the Tuscan landscape is lush with blooming wildflowers. This season is ideal for outdoor activities like hiking and cycling through the rolling hills and vineyards surrounding Monsigliolo, and it's also a great time to enjoy wine tours before the summer crowds arrive.

Autumn provides a different kind of beauty, with cooler temperatures, generally between 55°F and 70°F (13°C to 21°C), and the vineyards displaying their rich, golden hues during the grape harvest season.
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 Monsigliolo.
How can I save on a Monsigliolo hotel booking with Expedia?
With Expedia, you earn OneKeyCash™* on eligible Monsigliolo 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 Monsigliolo hotel?
Prices for hotels in Monsigliolo often vary, but you can find a great deal from $101 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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