Top 10 Hotels in Monsigliolo (from $85) 2026 - Competitive Prices

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Our top choices for Monsigliolo hotels

A view of a historic building with a green dome through a window, with candles and rolled towels on the windowsill.

A historic stone building with a sign reading "Hotel Italia."

A bedroom with a stone wall, a bed with a headboard, a desk with a computer, a chair, a window with a view, and a ceiling with exposed beams.

A lobby with a reception desk, a fireplace, and a large arched doorway leading outside.

1. Hotel Italia

Cortona Old Town

Fernando

$112 nightly

$126 total

Nov 3 - Nov 4

Total with taxes and fees

A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.

A hotel room with a fireplace, two armchairs, a bed, and a dresser.

A table set for a tea service with a tiered tray of pastries, a teapot, and various cups and saucers.

An outdoor dining area with tables and chairs, a garden with a lawn and potted plants, and a building with multiple windows and balconies.

2. Hotel Villa Marsili

Cortona Old Town

fares

$177 nightly

$199 total

Nov 6 - Nov 7

Total with taxes and fees

A couple in a hot tub with a cityscape view through large windows.

A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.

A hotel entrance with an arched doorway, a sign with the name 'Albergo I Michele', and a potted plant to the right.

A bathroom with a bathtub, a table with a vase of flowers, and a view of the countryside through a window.

3. Hotel San Michele

Cortona Old Town

Asha

$115 nightly

$135 total

Oct 22 - Oct 23

Total with taxes and fees

A dining area with a table and chairs, large windows with curtains, and a view of a landscape.

A reception area with a wooden console table, two wall clocks, and a staircase leading to an upper level.

A window view of a town with buildings, trees, and parked cars.

A balcony with two lounge chairs, a small table with a drink, and a scenic view.

4. Hotel San Luca

Cortona Old Town

Frances

$87 nightly

$104 total

Oct 25 - Oct 26

Total with taxes and fees

An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.

A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

A pool surrounded by neatly trimmed hedges and a row of sun loungers.

A poolside dining setup with tables and chairs, a pool, and a sunset in the background.

5. Borgo Tre Rose

Montepulciano

Jinhee

$73 nightly

$85 total

Nov 2 - Nov 3

Total with taxes and fees

A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.

A balcony with potted plants and a view of the sea.

A spacious room with a fireplace, multiple seating areas, and large windows allowing natural light.

A multi-story building with a rooftop terrace featuring outdoor seating and umbrellas.

6. Villa Santa Margherita

Cortona Old Town

George F

$107 nightly

$123 total

Oct 30 - Oct 31

Total with taxes and fees

A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.

A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.

An outdoor dining area with tables covered in patterned tablecloths, surrounded by greenery.

A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.

7. Locanda del Molino

Cortona

Rochelle

$77 nightly

$89 total

Nov 19 - Nov 20

Total with taxes and fees

Two people seated at a round table outdoors, with a candle and food on the table, and a large tree in the background.

A bedroom with a bed, a chair, a table with a candle, and a wardrobe.

A two-story building with a stone staircase leading to a door, a scooter parked in front, and a garden with potted plants.

A swimming pool with a green-lit edge, a glass-enclosed structure in the background, and a bench near the pool.

8. Cortona Resort Spa

Cortona

Candice

$158 nightly

$176 total

Nov 21 - Nov 22

Total with taxes and fees

A terrace with sun loungers, stone walls, and potted plants.

A pool area with lounge chairs, a hot tub, and a view of mountains.

A narrow hallway with a stone wall and a clock.

A spacious lobby with a high ceiling, a grand chandelier, and a staircase leading to an upper level.

9. Monastero di Cortona Hotel & Spa

Cortona Old Town

MICHELLE

$245 nightly

$274 total

Nov 1 - Nov 2

Total with taxes and fees

A courtyard with stone buildings, a gravel path, and potted plants.

A bedroom with a wooden headboard, two beds with pink and white bedding, a bedside table with a lamp, a small table with a bottle and glasses, and a window with a view of buildings.

A wooden staircase with a handrail on both sides, leading to an upper floor.

A cobblestone street with terracotta planters and a sign indicating the location of the Chiesa di San Francesco.

10. B&B San Francesco

Cortona Old Town

Esther

$92 nightly

$106 total

Oct 30 - Oct 31

Total with taxes and fees

A person in a white robe standing by a window with a view of mountains.

A person seated at a table with a glass of white wine, in a room with tables and chairs, and a plant in the background.

A poolside area with lounge chairs and umbrellas, overlooking a scenic landscape.

A bedside table with a vase of flowers, a book, and a drawer.

11. Locanda agli Amici

Cortona

David

$97 nightly

$116 total

Oct 22 - Oct 23

Total with taxes and fees

A person relaxing in a hot tub with a view of a pool and outdoor seating area.

An aerial view of a resort with a swimming pool, lounge chairs, and a bar area.

A view from a window with a brick wall, overlooking a green landscape with trees and a clear sky.

An outdoor dining area with brick columns, metal chairs, and tables set for a meal.

12. Locanda Poggioleone

Castiglione del Lago

Mary

$101 nightly

$115 total

Oct 29 - Oct 30

Total with taxes and fees

A modern hotel lobby with a reception desk, seating area, and a large plant.

A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

A hotel with a modern design, featuring a prominent green sign, multiple balconies, and well-maintained landscaping.

A modern library with leather sofas, bookshelves, and a large window.

13. Hotel Park

Castiglion Fiorentino

Karen

$106 nightly

$121 total

Nov 2 - Nov 3

Total with taxes and fees

A historic building with a courtyard, surrounded by lush greenery and trees.

A well-maintained garden with tall cypress trees, a lawn, and a building with a tiled roof.

A cozy living room with a grey sofa, a green lamp, and a large mirror.

A bedroom with a bed, bedside lamps, a window, and a rustic wooden ceiling.

14. Equo Suites

Castiglione del Lago

Alistair

$118 nightly

$134 total

Nov 4 - Nov 5

Total with taxes and fees

A swimming pool with steps leading into it, surrounded by red lounge chairs and an umbrella.

A hotel with a curved facade, multiple balconies, and a central entrance.

A hot tub with two people inside, a wooden cabinet with a lamp, and a stone wall in the background.

A buffet with a multi-tiered meat platter, a chef in uniform, and a dining area with tables and chairs.

15. Hotel Forum

Foiano della Chiana

Antonio R

$124 nightly

$141 total

Oct 22 - Oct 23

Total with taxes and fees

16. Agriturismo Parco Fiorito

Tuoro sul Trasimeno

Anonymous traveler

$143 nightly

$159 total

Nov 21 - Nov 22

Total with taxes and fees

A terraced garden with a stone staircase, outdoor seating, and a red statue.

A hotel room with a bed, a dresser, a desk, and a window with curtains.

A breakfast table with pastries, a pitcher of red beverage, and a coffee cup.

A hallway with a wooden cabinet displaying figurines, a brass trumpet, and framed pictures.

17. Casa Kita

Cortona Old Town

Joy

$94 nightly

$106 total

Nov 2 - Nov 3

Total with taxes and fees

A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.

A person standing at the entrance of a building with a stone staircase leading up to a door.

A stone building with a red awning, potted plants, and a staircase leading to the entrance.

A spacious, well-lit restaurant with large windows, wooden tables, and potted plants.

18. Il Falconiere - Relais e Chateaux

Cortona

Qingwen

$367 nightly

$409 total

Nov 15 - Nov 16

Total with taxes and fees

A cozy wooden cabin room with a bed, pillows, a TV, and a view of the outdoors.

A gravel pathway flanked by neatly trimmed hedges leading to a gate.

A buffet with various food items and a mirror reflecting the room's architecture.

A modern indoor pool area with wooden benches, a hot tub, and large windows offering views of the surrounding greenery.

19. I Capricci di Merion Resort & Spa

Tuoro sul Trasimeno

Israel

$156 nightly

$172 total

Oct 22 - Oct 23

Total with taxes and fees

An outdoor dining area with tables and chairs under canopies, surrounded by greenery and a building with a tiled roof.

A room with a wooden desk, a laptop, a chair, a sofa, and a small table with a bowl of fruit and flowers.

A large outdoor swimming pool with multiple lanes and a surrounding deck area.

A hotel room with a bed, bedside table, and a desk with a chair.

20. Hotel Apogeo

Sinalunga

Paul

$99 nightly

$111 total

Nov 1 - Nov 2

Total with taxes and fees

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Top Monsigliolo Hotel Reviews

Hotel San Gregorio

8/10 Good

"Nice hotel in a great location, very close to Pienza’s historic center. The room was clean, and the staff were helpful. Breakfast could be improved, particularly in terms of the variety of hot food available. The daily parking fee was also somewhat expensive."

Poggio Paradiso Resort & Spa

10/10 Excellent

"The included breakfast was fantastic each morning!! They even got us a pastry and coffee prior to opening the last morning because we had to leave early."

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent

"Absolutely beautiful! Astonishing views! If you are looking for peace and quiet with great service this is the place."

Relais Cloister Pienza

10/10 Excellent

"An Incredible Terrace with the Most Amazing Views! ⭐⭐⭐⭐⭐ The hotel is beautifully restored and in a fantastic location in Pienza, just off Piazza Pio II. Our room was spotlessly clean, comfortable, with good bedding and a lovely large bathroom. The room itself was simple but very comfortable and had everything we needed. However, the absolute highlight of this hotel is the terrace. The views across the Val d’Orcia are quite simply out of this world! You could sit there for hours just taking it all in. We honestly think it must be the best spot in the whole of Pienza to enjoy those incredible Tuscan views. The staff were attentive and welcoming, and breakfast was also good. We would highly recommend staying here, especially for the terrace. If you want to experience the beauty of Tuscany from a truly breathtaking viewpoint, this is the place to stay!"

Nuovo Etruria Resort

10/10 Excellent

"Excellent location, staff was super helpful, breakfast and coffee were terrific, lovely views and pool!"

Monastero di Cortona Hotel & Spa

10/10 Excellent

"Amazing service and care. Especially Sara, Mathilda, Fredrico and Allesandro. The manager was so helpful as well. A must stay!"

Hotel Villa Ricci

10/10 Excellent

"It's a lovely hotel, but it is the staff that make it truly special. Attentive and cheerful, I felt well looked after from the moment I walked in. Wonderful stay, I'll definitely be back."

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent

"This was an amazing stay recommended by a friend and we really loved this place. The only immediate issues were the A/C broke and the TV was hard to setup, and the toilet seat was cracked and broke when I sat on it. But they fixed all that on day 1 and we had an amazing time - staff was amazing, grounds, parking, quiet, romantic, everything. The restaurant was amazing wine cellar. The food a little exotic so if you want more basic - then head over to Cortona with a car 15 min drive up the hill. Best part of trip was having a car. The people amazing, Daniel, Enrico, and cant remember everyone - everyone was amazing."

Hotel Minerva

8/10 Good

"Very good restaurant. Mattresses could be more comfortable and rooms are not soundproofed, but we would come back because it is a good hotel, excellent breakfast and big rooms."

More cheap stays in Monsigliolo

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI

$112 nightly

$128 total

Oct 25 - Oct 26

Total with taxes and fees

9.4/10 Exceptional! (217 reviews)

Locanda Granducato

località paccianese 48 Chiusi SI

$121 nightly

$135 total

Nov 4 - Nov 5

Total with taxes and fees

7/10 Good! (2 reviews)

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI

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8.6/10 Excellent! (44 reviews)

Hotel Sangallo

Via Dei Fiori 30 Montepulciano SI

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8/10 Very Good! (59 reviews)

Residence Peloni

Via Polidori 50 Arezzo AR

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Agriturismo Godiolo

VIA DI MARTIENA 24 Montepulciano SI

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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 much is the nightly rate at a Monsigliolo hotel?

Prices for hotels in Monsigliolo often vary, but you can find a great deal from $85 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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Find hotels in Monsigliolo from $85

Upfront pricing

Treat yourself

Be picky

Go beyond your typical stay in Monsigliolo

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Monsigliolo hotels

1. Hotel Italia

2. Hotel Villa Marsili

3. Hotel San Michele

4. Hotel San Luca

5. Borgo Tre Rose

6. Villa Santa Margherita

7. Locanda del Molino

8. Cortona Resort Spa

9. Monastero di Cortona Hotel & Spa

10. B&B San Francesco

11. Locanda agli Amici

12. Locanda Poggioleone

13. Hotel Park

14. Equo Suites

15. Hotel Forum

16. Agriturismo Parco Fiorito

17. Casa Kita

18. Il Falconiere - Relais e Chateaux

19. I Capricci di Merion Resort & Spa

20. Hotel Apogeo

Top Monsigliolo Hotel Reviews

Hotel San Gregorio

Poggio Paradiso Resort & Spa

Relais Villa Grazianella - UNA Esperienze

Relais Cloister Pienza

Nuovo Etruria Resort

Monastero di Cortona Hotel & Spa

Hotel Villa Ricci

Villa di Piazzano - Small Luxury Hotel of the World

Hotel Minerva

More cheap stays in Monsigliolo

Hotel La Terrazza di Montepulciano

Locanda Granducato

La Locanda di Casalmustia

Hotel Sangallo

Residence Peloni

Agriturismo Godiolo

Frequently asked questions

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