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Our top choices for Monsigliolo hotels

1. Hotel Italia

Hotel Italia
3.0 star property
Cortona Old Town
9.0 out of 10, Wonderful, (301 reviews)
"Manuela at the front office is great. So helpful, informative and full of tips. Make sure you ask her about favorite eateries."
United States
Fernando
The price is NZ$227
includes taxes & fees
13 Dec - 14 Dec
Hotel Italia

2. Villa Santa Margherita

Villa Santa Margherita
3.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (27 reviews)
"The hotel is very clean - staff very helpful! Highly recommended"
United States
Joseph
The price is NZ$245
includes taxes & fees
14 Nov - 15 Nov
Villa Santa Margherita

3. Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa
5.0 star property
Cortona Old Town
9.8 out of 10, Exceptional, (366 reviews)
"The highlight was the experience at the bar with the entertaining bartenders! Great breakfast and service!"
United States
Stephanie
The price is NZ$483
includes taxes & fees
29 Nov - 30 Nov
Monastero di Cortona Hotel & Spa

4. Equo Suites

Equo Suites
Castiglione del Lago
9.4 out of 10, Exceptional, (19 reviews)
"Amazing experience. Will definitely be back!"
United States
Sleiman
The price is NZ$222
includes taxes & fees
15 Nov - 16 Nov
Equo Suites

5. Hotel Park

Hotel Park
4.0 star property
Castiglion Fiorentino
8.8 out of 10, Excellent, (50 reviews)
"The staff was amazing and the hotel is very clean. The pool area with its beautiful views was great and breakfast had everything you could want!"
United States
Karen
The price is NZ$208
includes taxes & fees
13 Dec - 14 Dec
Hotel Park

6. Locanda del Molino

Locanda del Molino
4.0 star property
Cortona
9.4 out of 10, Exceptional, (42 reviews)
"Best sleep I’ve ever had Amazing staff Cutest inn"
Canada
Rochelle
The price is NZ$159
includes taxes & fees
13 Dec - 14 Dec
Locanda del Molino

7. Hotel Forum

Hotel Forum
4.0 star property
Foiano della Chiana
8.2 out of 10, Very good, (78 reviews)
"The staff friendly and helpful Hotel is central located in the town Breakfast you have a large selection to choose from Room was spotless everyday"
Canada
Antonio R
The price is NZ$250
includes taxes & fees
16 Nov - 17 Nov
Hotel Forum

8. Hotel Apogeo

Hotel Apogeo
3.0 star property
Sinalunga
8.4 out of 10, Very good, (123 reviews)
"Very good spot for the price. Very friendly staff."
Netherlands
Paul
The price is NZ$198
includes taxes & fees
6 Dec - 7 Dec
Hotel Apogeo

9. B&B San Francesco

B&B San Francesco
Cortona Old Town
8.8 out of 10, Excellent, (65 reviews)
"Lovely place, I looking the beautiful San Francesco church. Excellent breakfast!"
United Kingdom
Esther
The price is NZ$190
includes taxes & fees
29 Nov - 30 Nov
B&B San Francesco

10. Locanda agli Amici

Locanda agli Amici
4.0 star property
Cortona
9.8 out of 10, Exceptional, (46 reviews)
"We loved our stay. The hotel is a little gem and Silvia was an amazing host. Highly recommend staying here. Small, quaint rooms, Lovely patio and pool and the breakfast is outstanding."
Canada
Kimberly
The price is NZ$207
includes taxes & fees
1 Dec - 2 Dec
Locanda agli Amici

11. Cortona Resort Spa

Cortona Resort Spa
Cortona
9.4 out of 10, Exceptional, (8 reviews)
"Needs lotion in the guest rooms and towels. The staff was wonderful. So was the food. "
United States
Candice
The price is NZ$308
includes taxes & fees
16 Nov - 17 Nov
Cortona Resort Spa

12. I Capricci di Merion Resort & Spa

I Capricci di Merion Resort & Spa
Tuoro sul Trasimeno
9.8 out of 10, Exceptional, (54 reviews)
"Beautiful property and surroundings. Serene and relaxing. Highly recommended."
United States
Israel
The price is NZ$321
includes taxes & fees
10 Dec - 11 Dec
I Capricci di Merion Resort & Spa

13. Casa Kita

Casa Kita
Cortona Old Town
9.4 out of 10, Exceptional, (31 reviews)
"Terrace with a spectacular view. Hosts so helpful. The rooms and common areas are filled with color and objects from all over. A delightful stay."
United States
Joy
The price is NZ$188
includes taxes & fees
13 Dec - 14 Dec
Casa Kita

14. Casale l'Antico Carro

Casale l'Antico Carro
Cortona
8.8 out of 10, Excellent, (51 reviews)
"The rooms were clean, easy drive to Camucia and plenty of parking"
United States
l thoma
The price is NZ$243
includes taxes & fees
14 Nov - 15 Nov
Casale l'Antico Carro

15. Agriturismo Antica Corte

Agriturismo Antica Corte
Montepulciano
9.8 out of 10, Exceptional, (49 reviews)
"Perfect staff and perfect view !"
United States
Baptiste
The price is NZ$224
includes taxes & fees
13 Nov - 14 Nov
Agriturismo Antica Corte

16. La Cantina Relais - Fattoria Il Cipresso

La Cantina Relais - Fattoria Il Cipresso
Arezzo
10.0 out of 10, Exceptional, (121 reviews)
"Great place to stay, felt rustic yet upscale. The location put you within a 45 minute drive of many Tuscan sights and towns. The restaurant offered some of the best dinners we had in Italy with a true farm to table experience. The staff were extremely helpful with suggestions for the area"
Canada
erik
The price is NZ$238
includes taxes & fees
15 Nov - 16 Nov
La Cantina Relais - Fattoria Il Cipresso

17. Villaggio Albergo Le Macerine

Villaggio Albergo Le Macerine
3.0 star property
Contrada Fontivegge
9.2 out of 10, Wonderful, (59 reviews)
"Great accommodation & excellent position for walking to old town and restaurants. The lake was a short stroll away. The manager, Stefano, was excellent with helpful ideas for trips in the area. Breakfast with Gluten Free availability was perfect."
United Kingdom
ROBERT
The price is NZ$222
includes taxes & fees
2 Dec - 3 Dec
Villaggio Albergo Le Macerine

18. Agriturismo Parco Fiorito

Agriturismo Parco Fiorito
Tuoro sul Trasimeno
9.4 out of 10, Exceptional, (13 reviews)
"Relais without any kind of support to Visitors. Any reception or service available (they inform the reason: no information from Hotel.com about my reservation). In fact its not in regular operacional situation. After contact the owner by Phone and await 1 hour the atention was good."
Brazil
Anonymous traveller
The price is NZ$304
includes taxes & fees
15 Nov - 16 Nov
Agriturismo Parco Fiorito

19. Villa Svetoni Wine Resort

Villa Svetoni Wine Resort
Montepulciano
9.6 out of 10, Exceptional, (106 reviews)
"Stayed here with a group of 5 and we had an incredible time. The staff was attentive and accommodating. The rooms were spacious and clean. Can't wait to come back."
United States
Julia
The price is NZ$494
includes taxes & fees
19 Nov - 20 Nov
Villa Svetoni Wine Resort

20. Hotel Aganoor

Hotel Aganoor
3.0 star property
Contrada Castello
9.2 out of 10, Wonderful, (34 reviews)
"We had a wonderful stay. I loved it!"
United States
Alina
The price is NZ$217
includes taxes & fees
13 Nov - 14 Nov
Hotel Aganoor
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Frequently asked questions

What is the best area to stay in Monsigliolo?
The best area to stay in Monsigliolo is the countryside surrounding the village, particularly in the hills leading up to the historic centre.

This area is characterised by rolling vineyards, olive groves, and traditional Tuscan farmhouses, many of which have been converted into charming agriturismos or villas. It offers a tranquil setting with stunning views of the Valdichiana valley and easy access to the village itself, which has a few local shops and trattorias.

Couples seeking a romantic and secluded escape will find this area ideal. Many of the accommodations here offer private pools, cooking classes focused on local cuisine, and wine-tasting experiences right on the property. It's superb for unwinding and enjoying the scenic beauty of Tuscany.

Families also appreciate staying in a villa or agriturismo in the Monsigliolo countryside. These properties often provide more space than a typical hotel, with multiple bedrooms, fully equipped kitchens, and outdoor areas for children to play.
When is the best time to go to Monsigliolo?
The best time to visit Monsigliolo, Tuscany, is during the spring (April to June) and autumn (September to October) months.

During these periods, the weather is pleasantly warm and sunny, great for exploring the Tuscan countryside without the intense heat of summer. You'll find the rolling hills covered in lush greenery in spring or vibrant autumnal colours in the autumn, creating picturesque landscapes. This timing is ideal for couples looking for a romantic getaway or anyone wishing to enjoy outdoor activities like cycling or wine tasting.

For those who prefer a livelier atmosphere and don't mind warmer temperatures, July and August offer long, sun-filled days. While it can be hot, this is peak season for cultural festivals and outdoor events across Tuscany. Families often find this a convenient time to travel due to school holidays, and there are many family-friendly activities available.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, although it depends on the cancellation policy of your booking. Most bookings are refundable if cancelled within 24 to 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 hotel booking in Monsigliolo with Expedia?
One Key™—Expedia's free travel rewards programme—gives you instant access to discounts with Member Prices on Monsigliolo hotels. Plus, you'll earn OneKeyCashā„¢* on eligible bookings to use on future trips. Booking an Expedia hotel and flight package is another great way to save, where bundling can result in significant savings. *Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
How much is the nightly rate for a hotel in Monsigliolo?
Prices for hotels in Monsigliolo often vary, but you can find a great deal from NZ$146 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 our cheapest rates.

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