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Aug 31 - Sep 1
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Sep 1 - Sep 2
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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 lobby with a reception desk, a fireplace, and a large arched doorway leading outside.
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 historic stone building with a sign reading "Hotel Italia."

1. Hotel Italia

Hotel Italia
Cortona Old Town
United States
Frances
$121 nightly
$139 total
Sep 30 - Oct 1
Total with taxes and fees
Hotel Italia
A rustic outdoor dining area with stone walls, a table, and wicker chairs.
A stone building with a large arched doorway, surrounded by greenery and a hillside in the background.
A stone pathway leading through an arched stone structure, surrounded by greenery and a lamp post.
A bedroom with a large bed, wooden ceiling beams, a window with a view of greenery, and a small table with a bowl.

2. Relais Villa Baldelli

Relais Villa Baldelli
Cortona
United States
Peter
$119 nightly
$140 total
Sep 30 - Oct 1
Total with taxes and fees
Relais Villa Baldelli
A tranquil sunset over a calm body of water with a gazebo structure in the foreground.
A building with a rustic facade, a door with shutters, and a small outdoor seating area under a vine-covered archway.
An aerial view of a rural property with multiple buildings, a swimming pool, and surrounding agricultural fields.
A large building with a tiled roof, surrounded by grapevines and a hay bale in a field.

3. Cortona Resort - Le Terre Dei Cavalieri

Cortona Resort - Le Terre Dei Cavalieri
Cortona
United States
Dana
$137 nightly
$156 total
Sep 23 - Sep 24
Total with taxes and fees
Cortona Resort - Le Terre Dei Cavalieri
A dining area with a table and chairs, large windows with curtains, and a view of a landscape.
A hotel room with a large bed, a bedside table with a lamp, a mirror, and a framed picture on the wall.
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.

4. Hotel San Luca

Hotel San Luca
Cortona Old Town
United States
Massimo
$89 nightly
$107 total
Sep 28 - Sep 29
Total with taxes and fees
Hotel San Luca
A stone building with outdoor seating and a fountain.
A bedroom with a bed, a dining table, and a TV. There is a balcony with a view of greenery.
A rectangular swimming pool with clear blue water, surrounded by white lounge chairs and umbrellas, set against a backdrop of trees and a clear sky.
A stone building with multiple windows and a courtyard.

5. Villa Borgo San Pietro

Villa Borgo San Pietro
Cortona
United States
Laurel
$106 nightly
$126 total
Sep 2 - Sep 3
Total with taxes and fees
Villa Borgo San Pietro
A stone building with a rustic charm, featuring a welcoming entrance and a small outdoor seating area.
A restaurant with a long communal table, wooden chairs, stone walls, and various kitchen utensils displayed on the walls.
A cozy living room with a fireplace, a sofa, a dining table, and various decorative items.
A swimming pool with a stone wall and potted plants, surrounded by greenery and a clear sky.

6. Locanda del Molino

Locanda del Molino
Cortona
United Kingdom
Christopher
$86 nightly
$104 total
Sep 30 - Oct 1
Total with taxes and fees
Locanda del Molino
A couple in a hot tub with a cityscape view through large windows.
A hotel entrance with an arched doorway, stone facade, and a sign indicating the name 'Albergo I Michele'.
A balcony with terracotta pots of flowers, a view of a rural landscape, and a stone building with a tiled roof.
A room with a large window, a vase of red flowers, and a white umbrella outside.

7. Hotel San Michele

Hotel San Michele
Cortona Old Town
United States
Tala
$139 nightly
$163 total
Sep 1 - Sep 2
Total with taxes and fees
Hotel San Michele
A building with a stone pathway leading to an arched entrance, flanked by potted plants and lit by ground lights.
A spacious living room with a yellow sofa, a wooden coffee table, and a floral rug. There are two armchairs and a dining table with chairs. The room has a large window with curtains, a mirror, and wall-mounted lights.
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.

8. Hotel Villa Marsili

Hotel Villa Marsili
Cortona Old Town
United States
fares
$168 nightly
$194 total
Sep 11 - Sep 12
Total with taxes and fees
Hotel Villa Marsili
A building with multiple floors, a staircase leading to the entrance, and a small garden area with a palm tree and bushes.
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.
A balcony with potted plants and a view of the sea.

9. Villa Santa Margherita

Villa Santa Margherita
Cortona Old Town
Canada
jean-paul
$112 nightly
$129 total
Sep 18 - Sep 19
Total with taxes and fees
Villa Santa Margherita
A stone building with a courtyard, outdoor seating, and a view of the landscape.
A garden with a stone pathway, a wooden barrel, and a view of the countryside.
A stone building with a pool and outdoor seating area, surrounded by trees and a view of the countryside.
A wine cellar with wooden barrels, shelves of wine bottles, and a brick archway.

10. Villa Schiatti

Villa Schiatti
Castiglion Fiorentino
United States
Soudabeh
$146 nightly
$165 total
Sep 30 - Oct 1
Total with taxes and fees
Villa Schiatti
A person in a white robe standing by a window with a view of mountains.
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.
A couple dining at a table with a scenic view of mountains and a lake.

11. Locanda agli Amici

Locanda agli Amici
Cortona
Canada
Kimberly
$128 nightly
$150 total
Sep 21 - Sep 22
Total with taxes and fees
Locanda agli Amici
An outdoor dining area with a table set with food and wine, surrounded by outdoor seating and a large house in the background.
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.
A courtyard with a brick building, surrounded by well-maintained lawns and potted plants.

12. Borgo Tre Rose

Borgo Tre Rose
Montepulciano
United States
Nathan
$143 nightly
$162 total
Sep 29 - Sep 30
Total with taxes and fees
Borgo Tre Rose
A terrace with sun loungers, stone walls, and potted plants.
A historic town with traditional architecture, a central courtyard with a swimming pool, and a view of distant mountains.
A narrow hallway with a stone wall and a clock.
A pool area with lounge chairs, a hot tub, and a view of mountains.

13. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
Cortona Old Town
United States
Gennadiy
$352 nightly
$397 total
Sep 13 - Sep 14
Total with taxes and fees
Monastero di Cortona Hotel & Spa
A historic building with a courtyard, surrounded by lush greenery and trees.
A bedroom with a bed, bedside lamps, a window, and a rustic wooden ceiling.
A living room with a sofa, two armchairs, a floor lamp, a radiator, a window with curtains, a cabinet, and framed pictures on the wall.
A cozy living room with a grey sofa, a green lamp, and a large mirror.

14. Equo Suites

Equo Suites
Castiglione del Lago
Australia
Alistair
$152 nightly
$171 total
Sep 24 - Sep 25
Total with taxes and fees
Equo Suites
A gazebo with a glass enclosure, surrounded by potted plants and wicker furniture, overlooking a scenic landscape.
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.
A person in a swimming pool with a view of trees and mountains through a window.

15. Il Falconiere - Relais e Chateaux

Il Falconiere - Relais e Chateaux
Cortona
United States
Marie
$559 nightly
$624 total
Sep 29 - Sep 30
Total with taxes and fees
Il Falconiere - Relais e Chateaux

16. Agriturismo Parco Fiorito

Agriturismo Parco Fiorito
Tuoro sul Trasimeno
Brazil
Anonymous traveler
$156 nightly
$173 total
Sep 8 - Sep 9
Total with taxes and fees
Agriturismo Parco Fiorito
A grand banquet hall with ornate ceiling, long tables set for a formal event, and elaborate floral centerpieces.
A large pool with a curved edge, surrounded by a courtyard with a building featuring arched windows and columns.
A modern bathroom with a large freestanding bathtub, a glass shower enclosure, and ornate mirrors.
A historic stone building with arched doorways and a courtyard at twilight.

17. Relais La Corte dei Papi

Relais La Corte dei Papi
Cortona
United Kingdom
Frithjof
$387 nightly
$435 total
Sep 13 - Sep 14
Total with taxes and fees
Relais La Corte dei Papi
A person relaxing in a hot tub with a view of a pool and outdoor seating area.
An outdoor dining area with brick columns, metal chairs, and tables set for a meal.
A dining area with a table set for a meal, surrounded by windows and a brick wall.
A view from a window with a brick wall and wooden frame, overlooking a green landscape with trees and a clear sky.

18. Locanda Poggioleone

Locanda Poggioleone
Castiglione del Lago
United States
Thomas
$143 nightly
$162 total
Sep 2 - Sep 3
Total with taxes and fees
Locanda Poggioleone
An outdoor dining area with tables and chairs under canopies, surrounded by greenery and a building with a tiled roof.
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.
A room with a wooden desk, a laptop, a chair, a sofa, and a small table with a bowl of fruit and flowers.

19. Hotel Apogeo

Hotel Apogeo
Sinalunga
Canada
Jason
$102 nightly
$115 total
Sep 1 - Sep 2
Total with taxes and fees
Hotel Apogeo
A modern hotel lobby with a reception desk, seating area, and a large plant.
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.
A hotel with a rooftop pool, a modern building with a sloped roof, and a view of the surrounding town.

20. Hotel Park

Hotel Park
Castiglion Fiorentino
United States
Karen
$109 nightly
$125 total
Sep 1 - Sep 2
Total with taxes and fees
Hotel Park
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Top Monsigliolo Hotel Reviews

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

10/10 Excellent
"The hotel was amazing and the staff very friendly and helpful. The breakfast was spectacular. we really enjoyed ourselves at this hotel and in the city of Cortona."
Stefania 4-night trip
Posted 9 hours ago
Monastero di Cortona Hotel & Spa
Precise Tale Poggio Alla Sala

Precise Tale Poggio Alla Sala

10/10 Excellent
"Fantastic stay!"
Mark 1-night trip
Posted 16 hours ago
Precise Tale Poggio Alla Sala
Relais Villa Grazianella - UNA Esperienze

Relais Villa Grazianella - UNA Esperienze

10/10 Excellent
"Unforgetable experience in the middle of wine country in Tuscany. Higly recommended. the view from the property is amazing. Excellent full breakfast and clean rooms. Only minor complain is the air conditioning in a very hot august months."
Jacobo 2-night trip
Posted 2 days ago
Relais Villa Grazianella - UNA Esperienze
Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

10/10 Excellent
"Staff was helpful , and the room was clean. The Antica Casina di Caccia dining with wine pairing was absolutely amazing. Also took some great pictures in the garden. The breakfast was nice too."
Yan Bo 1-night trip
Posted 13 days ago
Villa di Piazzano - Small Luxury Hotel of the World
Agriturismo La Sovana

Agriturismo La Sovana

10/10 Excellent
"Beautiful stay here. Restaurant was fantastic and they prepared special dishes to meet our vegetarian needs. Buffet breakfast with fresh cappuccinos was wonderful. Room was impeccably clean with daily cleaning service. This was our second time here and we are hoping to return to this authentic Tuscany resort. You will likely not find a better place to stay at in Tuscany."
Karen 4-night trip
Posted 3 weeks ago
Agriturismo La Sovana
Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA

10/10 Excellent
"Very clean and reasonably priced hotel close to Arezzo and the Autostrada."
Thomas Ezio 1-night trip
Posted 3 weeks ago
Il Gentiluomo Hotel & SPA
Hotel Minerva

Hotel Minerva

10/10 Excellent
"Very recommended"
John 1-night trip
Posted 1 month ago
Hotel Minerva
Hotel Villa Ricci

Hotel Villa Ricci

10/10 Excellent
"The staff was so incredibly friendly and accommodating. They were ready with recommendations, patient with our lack of Italian knowledge, and always smiling when we entered. The spa is so lovely and relaxing, and reasonably priced. Breakfast spread is lovely and served fairly late into the morning. Walkable to multiple delicious restaurants nearby. We would definitely recommend this hotel if you’re visiting Tuscany."
Amber 2-night trip
Posted 1 month ago
Hotel Villa Ricci
Villa Tiberini Wine Relais

Villa Tiberini Wine Relais

10/10 Excellent
"We stayed four nights at Villa Tiberini and loved it! Everyone was super friendly and helpful, nice breakfast with delicious eggs, the apartment was beautiful with everything we needed and the grounds were beautiful. We especially loved the pool. It’s in a great position for exploring near by. Highly recommended!!"
Sadie 4-night trip
Posted 1 month ago
Villa Tiberini Wine Relais

More cheap stays in Monsigliolo

Hotel La Terrazza di Montepulciano

Hotel La Terrazza di Montepulciano

Via Pié al Sasso 16 Montepulciano SI
$116 nightly
$132 total
Sep 1 - Sep 2
Total with taxes and fees
9.4/10 Exceptional! (211 reviews)
Hotel La Terrazza di Montepulciano
Locanda Granducato

Locanda Granducato

località paccianese 48 Chiusi SI
$130 nightly
$146 total
Oct 1 - Oct 2
Total with taxes and fees
Locanda Granducato
La Locanda di Casalmustia

La Locanda di Casalmustia

Piazza della Pieve 3 Trequanda SI
Get rates
8.6/10 Excellent! (44 reviews)
La Locanda di Casalmustia
Hotel Sangallo

Hotel Sangallo

Via Dei Fiori 30 Montepulciano SI
Get rates
8/10 Very Good! (59 reviews)
Hotel Sangallo
Agriturismo Godiolo

Agriturismo Godiolo

VIA DI MARTIENA 24 Montepulciano SI
Get ratesAgriturismo Godiolo
Residence Peloni

Residence Peloni

Via Polidori 50 Arezzo AR
Get ratesResidence Peloni

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 $89 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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