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1 Oct - 2 Oct
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2 Oct - 3 Oct
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2 Oct - 4 Oct
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Our top choices for Poggio Alle Monache hotels

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.
An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.
A stone archway leading to a window with a view of tall trees and a distant landscape.
A stone building with a tower, surrounded by people dining at tables with candles.

1. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Lisa
NZ$295
includes taxes & fees
29 Oct - 30 Oct
Castello di Tornano Wine Resort
A spacious lobby with a reception desk, seating area, and a large vase.
A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.
A modern hotel lobby with a curved reception desk, seating area, and a bar.
A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

2. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
NZ$224
includes taxes & fees
8 Oct - 9 Oct
Hotel Valdarno
A buffet with various food items and utensils.
A hotel entrance with a sign reading "HOTEL il Viandante".
A modern lobby with a reception desk, two seating areas with orange chairs, and a marble floor.
A covered outdoor seating area with wicker furniture and a potted plant.

3. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
NZ$206
includes taxes & fees
18 Oct - 19 Oct
Hotel Il Viandante
A poolside area with a view of a mountainous landscape, a well-manicured lawn, and outdoor seating with umbrellas.
A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.
A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.
An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.

4. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
NZ$409
includes taxes & fees
18 Oct - 19 Oct
Villa Sassolini Country Boutique Hotel
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a window and a light fixture.
A stone building with a wooden door, outdoor seating, and a pergola with vines.

5. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
NZ$152
includes taxes & fees
18 Oct - 19 Oct
Agriturismo San Sano
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.
A modern reception area with a wooden reception desk, a metal bowl, potted plants, and a seating area with chairs.
A hotel room with a bed, a TV, a desk, and a mirror.
A modern bar area with a curved counter, a coffee machine, and a variety of bottles and glasses on shelves.

6. Delta Hotel

Delta Hotel
Montevarchi
United States
weixing
NZ$226
includes taxes & fees
7 Oct - 8 Oct
Delta Hotel
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

7. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Samantha
NZ$200
includes taxes & fees
22 Oct - 23 Oct
Ultimo Mulino Wellness Country Hotel
A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.
An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.
A reception area with a wooden ceiling, a reception desk, and seating.
A rustic outdoor setting with a stone building, round tables, and outdoor seating.

8. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
NZ$543
includes taxes & fees
6 Oct - 7 Oct
Chapter Chianti, a Member of Design Hotels
A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.
An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.
A room with a large window offering a view of a hilly landscape. There is a sofa with patterned upholstery and a lamp on a side table.
A stone building with a garden, tall trees, and a clear blue sky.

9. Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
NZ$672
includes taxes & fees
30 Oct - 31 Oct
Castello di Spaltenna- Small Luxury Hotels of the World
A couple dining at an outdoor table with a view of the countryside.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.
A narrow street with buildings on either side, a flag, and a bench.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
NZ$242
includes taxes & fees
1 Nov - 2 Nov
Palazzo Leopoldo Dimora Storica & Spa
An outdoor dining area with a pool, potted plants, and umbrellas.
An outdoor dining area with a table set for two, overlooking a pool and vineyard.
A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.
A villa with a swimming pool, outdoor seating, and a garden.

11. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
NZ$379
includes taxes & fees
26 Oct - 27 Oct
Relais Vignale & Spa
A covered outdoor seating area with white chairs and tables, overlooking a scenic landscape with mountains and trees.
A poolside area with a swimming pool, lounge chairs, and a grassy lawn.
An aerial view of a villa surrounded by lush greenery and rolling hills.
A long table set for a formal event, with clear chairs and white tablecloths, under a large chandelier and surrounded by greenery.

12. Il Verreno

Il Verreno
Ambra
Canada
Minna
NZ$443
includes taxes & fees
13 Oct - 14 Oct
Il Verreno
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

13. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
NZ$331
includes taxes & fees
1 Nov - 2 Nov
Hotel Villa Campomaggio
A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.
A table set with wine glasses and a candle, viewed through a window with string lights.
A bathroom with a bathtub, a window with a view of a vineyard, and a small table with a bottle and glasses.
A building with a brick facade, arched entrance, and multiple windows covered in green ivy.

14. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Edgar
NZ$473
includes taxes & fees
1 Nov - 2 Nov
Tenuta CorteDomina
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

15. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
NZ$195
includes taxes & fees
26 Oct - 27 Oct
La Certosa di Pontignano
A building with a stone facade, a central arched doorway, and a window with a decorative frame.
A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.
A room with a glass table, a vase with flowers, a bottle of wine, and a chair.
A room with a view of a forest through a window, a table with a lamp, and a chair.

16. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
NZ$582
includes taxes & fees
28 Oct - 29 Oct
Dievole Wine Resort
A spa area with a stone ceiling, a pool, and two sun loungers.
A buffet area with various fruits and a bar with bottles.
A luxurious room with ornate ceiling artwork, plush seating, and elegant lighting fixtures.
A spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

17. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
NZ$254
includes taxes & fees
1 Nov - 2 Nov
Hotel Palazzo San niccolò & Spa
A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.
A restaurant with tables set for dining, large umbrellas, and a view of the landscape.
A stone building with a large wooden door and arched entrance, flanked by potted plants.
A room with a large window offering a view of a vineyard and distant hills.

18. Palagina la Dimora

Palagina la Dimora
Figline e Incisa Valdarno
Canada
Rayvant
NZ$418
includes taxes & fees
3 Oct - 4 Oct
Palagina la Dimora
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.
An indoor swimming pool with clear glass walls, wooden beams, and large windows.
A modern spa area with a wooden sauna, a glass-enclosed shower, and a marble-floored pool.
A historic building with a stone facade, arched entrance, and a wooden balcony.

19. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Ana
NZ$251
includes taxes & fees
1 Nov - 2 Nov
Villa Casagrande Resort & SPA
A stone building with arched windows, a grassy courtyard, and outdoor seating.
A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.
An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.
A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

20. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
United States
Paul
NZ$726
includes taxes & fees
22 Oct - 23 Oct
Pieve Aldina - Relais & Châteaux
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Top Poggio Alle Monache Hotel Reviews

Recent Reviews in Poggio Alle Monache

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent
"From the moment we checked in, This place was a Gem. From the friendly and helpful staff to the beautiful grounds, we were so impressed. Its hard to put into words how wonderful this Hotel is. The food, and drinks were incredible. We also celebrated my wife's birthday at this resort and they did a very special dinner for us to enjoy. Along with Campaign and a personalized Birthday dessert. Special thanks to Noamie (hope i got that right). She was absolutely wonderful. I could go on forever about this Resort. So easy to explore the region while calling this a comfortable landing spot. Can't thank the team enough for a wonderful stay."
Niel 2-night trip
Posted 3 hours ago
Castello di Spaltenna- Small Luxury Hotels of the World
Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais

10/10 Excellent
"A peaceful luxurious stay with amazing amenities, 6 star service & and amazing dinner restaurant."
Scott 4-night trip
Posted 4 hours ago
Borgo Scopeto Wine & Country Relais
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."
Elizabeth 1-night trip
Posted 1 day ago
Fattoria di Vegi
Hotel Athena

Hotel Athena

10/10 Excellent
"The hotel is wonderful! The staff is extremely friendly and helpful. The location is great…jut a short walk to shopping, restaurants, and the cathedral. Our room was very clean and the beds were comfortable. The view from the terrace is stunning."
Michele 2-night trip
Posted 2 days ago
Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"good to stay"
Jinhee 1-night trip
Posted 2 days ago
La Certosa di Pontignano
Hotel Minerva

Hotel Minerva

10/10 Excellent
"If you are driving in Italy this is the best place to stay. Easy in and out with on site parking, zero stress! Easy walk into the heart of Siena. The staff were wonderful and the rooms clean."
Michael 1-night trip
Posted 4 days ago
Hotel Minerva
Four Points by Sheraton Siena

Four Points by Sheraton Siena

10/10 Excellent
"Excellent property. It was well maintained, and the staff was friendly. I would definitely stay here again."
Ralph 1-night trip
Posted 4 days ago
Four Points by Sheraton Siena
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent
"Concierge staff is fantastic. Bar staff as well. Location can’t be beat. Ground zero for Siena activity."
Reid 2-night trip
Posted 4 days ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Really enjoyed our stay. Room was spacious and clean. Very nice breakfast and the staff were very kind and helpful."
Scott 2-night trip
Posted 6 days ago
Hotel Chiusarelli

More cheap accommodation in Poggio Alle Monache

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
NZ$110
1 Nov - 2 Nov
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
NZ$227
7 Oct - 8 Oct
includes taxes & fees
7.8/10 Good! (442 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
NZ$283
28 Oct - 29 Oct
includes taxes & fees
10/10 Exceptional! (50 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
NZ$295
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (108 reviews)
Albergo Centrale
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
NZ$309
20 Oct - 21 Oct
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get ratesPorta Pispini Residence

Frequently asked questions

What is the best area to stay in Poggio Alle Monache?
The best area to stay in Poggio Alle Monache is within the main villa estate itself, as it offers the most comprehensive and convenient experience.The estate is set within a beautiful, expansive rural landscape, featuring vineyards, olive groves, and wooded areas. The main villa acts as the central point, surrounded by various accommodation options, including apartments and cottages. There's a communal swimming pool, a well-maintained garden, and often a restaurant or dining area on-site. Its layout encourages relaxation and provides direct access to the natural beauty of the Tuscan countryside.Couples looking for a romantic and tranquil escape will find the villa estate ideal. You can enjoy strolls through the vineyards, relax by the pool with stunning views, and savour meals featuring local produce without needing to travel far. The peaceful surroundings and the opportunity for wine tastings make it great for a relaxed holiday.Families will also appreciate staying within the villa estate. The spacious grounds provide plenty of room for children to play, and the swimming pool is a great feature for all ages.
When is the best time to go to Poggio Alle Monache?
The best times to go to Poggio Alle Monache are during late spring (May to early June) and early autumn (September to early October).During these periods, the weather is pleasantly warm and sunny, superb for enjoying the Tuscan countryside without the intense heat of mid-summer. The vineyards and olive groves are either bursting with new growth or rich with harvest colours, offering stunning scenery. It's also less crowded than the peak summer months, allowing for a more relaxed experience at popular attractions.Couples looking for a romantic escape will find these seasons ideal. You can enjoy leisurely walks through the rolling hills, wine tastings at local vineyards, and al fresco dining under the stars without the discomfort of extreme temperatures. The gentle light is also superb for photography.For families, these shoulder seasons offer comfortable conditions for exploring. Children can enjoy outdoor activities like swimming in the villa's pool or visiting nearby medieval towns without getting overheated.
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 Poggio Alle Monache.
How can I save on a hotel booking in Poggio Alle Monache with Expedia?
One Key™—Expedia's free travel rewards program—gives you instant access to discounts with Member Prices on Poggio Alle Monache hotels. Plus, you'll earn OneKeyCash™* 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 Poggio Alle Monache?
Prices for hotels in Poggio Alle Monache often vary, but you can find a great deal from NZ$110 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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