The Best Hotels Closest to Monteriggioni Castle in Monteriggioni for 2026

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Our top choices for Monteriggioni Castle hotels

A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

A vineyard with a sign that reads "La dolce vita" and a cart with wine bottles.

A vineyard with rows of grapevines and decorative hanging lights.

An outdoor dining area with tables and chairs, a covered walkway, and a view of a vineyard.

1. Hotel Ristorante La Dama nella Vigna

1.9 km from Monteriggioni Castle

Amanda

￥17,885

￥20,569 total

includes taxes & fees

Oct 21 - Oct 22

A person sitting in a corner of a room with tiled walls and a bench.

A fountain in a park with tall trees and a clear sky.

A neatly made breakfast tray on a bed with a tray of bread, fruit, juice, and tea, in a room with a bed, curtains, and a painting on the wall.

A covered outdoor dining area with tables and chairs, a pool, and a garden in the background.

2. Hotel Il Piccolo Castello

1.4 km from Monteriggioni Castle

Frank

￥20,763

￥24,094 total

includes taxes & fees

Oct 26 - Oct 27

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 corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

An interior corridor with arches, columns, and a brick wall.

A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.

3. La Certosa di Pontignano

11.3 km from Monteriggioni Castle

Leslie

￥15,435

￥18,411 total

includes taxes & fees

Oct 19 - Oct 20

A stone building with a swimming pool, surrounded by trees and a view of the landscape.

A stone building with a paved entrance and a well-maintained garden with potted plants.

A stone-walled terrace with a table set for two, a bottle, and candles.

A stone wall with a rustic stone building partially visible behind it.

4. Relais la Costa - Dimora Storica

4.1 km from Monteriggioni Castle

Ashley

￥24,577

￥27,931 total

includes taxes & fees

Oct 28 - Oct 29

A table with a bottle of wine, two glasses, a lamp, and a potted plant by a window with floral curtains.

A pool area with lounge chairs and umbrellas, surrounded by a stone deck and lush greenery.

A stone building with a wooden door and window, potted plants, and a metal lantern.

A stone building with a garden, a bench, and a covered area.

5. La Canonica di San Michele

5.7 km from Monteriggioni Castle

Sharon

￥14,739

￥17,109 total

includes taxes & fees

Oct 28 - Oct 29

The entrance to a hotel with a sign reading "HOTEL ITALIA". There are two receptionists standing at the reception desk.

A modern living room with a sofa, armchairs, a coffee table, and a dining area with a table and chairs.

A hotel room with a bed, a TV, a dining area with a table and chairs, and a view of the outside.

A breakfast buffet with various food items, a coffee station, and a large mirror on the wall.

6. Hotel Italia

10.3 km from Monteriggioni Castle

Shaji

￥16,417

￥18,955 total

includes taxes & fees

Oct 26 - Oct 27

A courtyard with a stone building featuring green shutters, surrounded by a lush green landscape and trees.

A dining area with stone walls, wooden beams, and a chandelier. Tables are set with white tablecloths and tea sets.

A rustic room with a stone wall, a wooden desk, a chair, a bed, and a small table with food.

A room with exposed wooden beams, a white radiator, a potted plant, and a small table with a pink orchid.

7. Arnolfo B&B

9.2 km from Monteriggioni Castle

Elsa

￥14,404

￥16,202 total

includes taxes & fees

Oct 4 - Oct 5

A well-maintained garden with a large urn, neatly trimmed hedges, and a building with warm lighting in the background.

A dining area with wooden tables and chairs, large windows offering a view of a forested landscape.

A breakfast buffet with various pastries, fruits, and beverages.

A well-lit outdoor bar area with a wooden structure, surrounded by lush greenery and stone pathways.

8. Villa Sabolini

8.5 km from Monteriggioni Castle

Andrew

￥20,183

￥22,918 total

includes taxes & fees

Oct 19 - Oct 20

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

A dining area with wooden chairs and tables, a chandelier, and potted plants.

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

A bedroom with a large bed, a sofa, a television, and a painting on the wall.

9. Palazzo Pacini

9.3 km from Monteriggioni Castle

John

￥19,110

￥21,379 total

includes taxes & fees

Oct 28 - Oct 29

A stately building with a grand entrance, multiple arches, and a well-lit facade.

A swimming pool with lounge chairs and an umbrella, surrounded by trees.

A restaurant with stone walls, wooden furniture, and a wine cellar.

A well-decorated living room with a sofa, a coffee table, and a vase with flowers.

10. Fattoria di Vegi

8.3 km from Monteriggioni Castle

Robin

￥39,063

￥44,044 total

includes taxes & fees

Oct 25 - Oct 26

An open doorway leading to a balcony with a table and chairs, a white railing, and two wall-mounted light fixtures.

A marble staircase with a white console table and a potted plant.

A circular stone fountain with water jets in a garden setting.

A stone house with a small patio, a table, and a chair.

11. Hotel Villa L'Avvenire

9.2 km from Monteriggioni Castle

Dakota

￥26,986

￥30,580 total

includes taxes & fees

Oct 28 - Oct 29

A hotel with a courtyard featuring sun loungers and a covered seating area.

A hotel room with a bed, a bedside table, and a window with curtains.

A city skyline with buildings silhouetted against a hazy sky.

A room with a checkered floor, a patterned sofa, and a wall with framed portraits.

12. Hotel Palazzo dei Priori

11.4 km from Monteriggioni Castle

Kerry

￥11,391

￥15,003 total

includes taxes & fees

Oct 28 - Oct 29

A large outdoor swimming pool with multiple sections and lounge chairs.

A stone building with a restaurant named "Il Mulino" and a pizzeria.

An interior with stone walls, wooden beams, a fireplace, and a dining area with tables and chairs.

13. Mulino di Quercegrossa

6.8 km from Monteriggioni Castle

Steven

￥14,764

￥17,673 total

includes taxes & fees

Oct 26 - Oct 27

A narrow stone pathway leading to a rustic building with a wooden door and a window.

A well-lit outdoor garden area with stone planters, a paved walkway, and a building with large windows.

A cozy living room with a fireplace, wooden beams, and comfortable seating.

A stone building with wooden shutters, a bench, and hanging purple flowers.

14. Castello di Fonterutoli Wine Resort

8.4 km from Monteriggioni Castle

Saion

￥30,073

￥33,797 total

includes taxes & fees

Oct 28 - Oct 29

A person sitting in a hot tub with a waterfall feature in the background.

A spa area with wooden benches and a glass partition, a modern bathroom with a large sink, and a corridor leading to another room.

A dining area with tables and chairs, a chandelier, and wall-mounted lighting.

A hotel room with a large bed, a desk, and a chair, a view of a city through the window, and a ceiling light.

15. Hotel Palazzo San Lorenzo & SPA

9.6 km from Monteriggioni Castle

Maria

￥26,384

￥29,740 total

includes taxes & fees

Oct 25 - Oct 26

A restaurant with tables set for dining, large windows with a view of greenery, and a brick floor.

A vintage bicycle parked in front of a building with a brick facade and a balcony.

A bed with a blue floral bedspread, two glasses of white wine, and a plate of strawberries on a table.

A paved courtyard with a bicycle, potted plants, and outdoor seating.

16. Arcobaleno Boutique Hotel

9.4 km from Monteriggioni Castle

"Miss Alessia in front desk was very friendly and helpful. She connect us with Whatsup, said many times “no worry” with smile, arranged taxi for our early morning departure, and prepare our breakfast in a box. Once meeting a hotel staff like Alessia as if we had a daughter in Italy, we really felt home. Highly recommended everyone to this hotel. Thanks so much for what you did for us, Alessia!"

Jian

￥14,722

￥17,091 total

includes taxes & fees

Oct 17 - Oct 18

A pool with clear water and a row of white lounge chairs facing a scenic hillside view.

A stone-walled hallway with a staircase, a glass table with a red cushion, and a wooden cabinet.

An outdoor patio with round tables and chairs, surrounded by potted plants and flowers.

A spa room with a stone ceiling, a circular hot tub, a window, and a bench.

17. Palazzo Squarcialupi

10.2 km from Monteriggioni Castle

yvette

￥32,405

￥36,720 total

includes taxes & fees

Oct 22 - Oct 23

An outdoor patio with tables and chairs, surrounded by potted plants and a red building.

A brick building with three windows, a round blue window, and a sign on the wall.

A rustic interior with a fireplace, wooden beams, and a metal rack holding various tools.

A swimming pool with a clear view of the water, a metal structure on the right, and a landscaped area with chairs and plants in the background.

18. Borgo Grondaie

11 km from Monteriggioni Castle

Simon

￥15,677

￥18,140 total

includes taxes & fees

Oct 26 - Oct 27

A building with a stone facade, a central arched doorway, and a window with a decorative frame.

A cozy living room with a sofa, a coffee table, and a view of greenery through large windows.

A room with a glass table, a vase with flowers, a bottle of wine, and a chair.

A narrow, tree-lined road leading to a house with a tiled roof and a stone wall on one side.

19. Dievole Wine Resort

11.6 km from Monteriggioni Castle

Marissa

￥45,824

￥51,839 total

includes taxes & fees

Oct 28 - Oct 29

A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

A rustic living room with exposed wooden beams, a sofa, a coffee table, and a dining area with chairs.

A clear blue pool with lounge chairs and a stone building in the background.

A rustic interior with a brick archway, wooden beams, a bar area, and potted plants.

20. Hotel Colle Etrusco Salivolpi

10.3 km from Monteriggioni Castle

Monica

￥19,590

￥22,086 total

includes taxes & fees

Oct 18 - Oct 19

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Top Monteriggioni Castle Hotel Reviews

Belvedere di San Leonino

10/10 Excellent

"This hotel is a beautiful romantic getaway. You will relax and take in the lovely Chianti Classico scenery at the pool. At night the restaurant prepared delicious local cuisine and you can pair it with an amazing bottle of local wine!"

Fattoria di Vegi

10/10 Excellent

"This is a newly renovated and opened property cared for by a wonderful family. Everything has been taken care of down to the last detail. The food is delicious, the rooms are well appointed and till we thoroughly enjoyed exploring the property and every interesting nook! There's lots to do including a ping pong table and a beautiful pool. My only regret was not staying longer"

Relais Castel Bigozzi

10/10 Excellent

"The property is clean and lovely. It is set in the middle of the Tuscan countryside which is beautiful beyond words. The room was quaint and comfortable and the bed was comfortable. There is nothing close to this place but vineyards and olive trees, so you will want a car. We saw a deer running along the side of the road. The nearest major city is Sienna, which is 15 minutes away and which you do not want to miss seeing. The hotel has a nice restaurant that opens for breakfast, lunch, and dinner, but it is only open limited hours, not all day and not late night."

Hotel Ristorante La Dama nella Vigna

10/10 Excellent

"Una habitación limpia, muy cómoda , el personal súper atento especialmente Daniela, quien es muy cálida y en el desayuno nos ofrece delicias, los croissants son espectaculares . El restaurante y sus vistas la hacen un lugar fuera de serie, a la vez el pueblo medieval de Monteriggioni es pequeño (4 calles) y muy hermoso . Lo recomiendo muchísimo"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luigi exceeded our expectations in every way. We stayed here for 2 days before our wedding at Borgo Stomennano, 15 mins away. We had a large group of nearly 30 people staying at San Luigi during our wedding events, and the consensus could not be clearer: what a stunning property. Yasmin, Ivan, Filippo and the entire staff were incredibly friendly and accommodating to every request. They helped us get a car rental delivered, ensured a smooth experience for our guests, helping us deliver their welcome bags and coordinating a clothes ironing service before the wedding. The restaurant on site was also terrific and the wait staff, especially Alessandro, were so welcoming and warm. They all knew we were here to celebrate our wedding and did everything possible to take great care of us. The grounds are stunning and that pool is amazing. Such a great place to relax for hours. If you are looking for a beautiful, elegant but with a rustic charm stay in Tuscany, look no further than this property. The staff will treat you like family and you will be dreaming of your next trip here."

Beautiful house on Chianti hilltop with exceptional views.

10/10 Excellent

"We've stayed on two previous occasions at La Bagnaie, but not at this particular villa. The reviews don't really do it justice. It was well furnished, fanatically located with views across Tuscany to San Gimignano, and with every necessary bit of information provided in advance. Jacky, the manager who we have met on two previous occasions, called in and along with the host, was her usual very welcoming self. Jacky even managed to engage Serena to cook for us one night, a delightful, very talented local chef who we would highly recommend, if you can get her! Not one of us could think of any way in which our way could be improved."

Hotel Il Piccolo Castello

10/10 Excellent

"Good value"

La Canonica di San Michele

8/10 Good

"Super nice couple run it , the breakfast was à la carte and delicious, nice views too BUT …..be ready to climb a very steep rutted gravel road for 1.5 KILOMETRES , also no A/C so hot , no fridge so you have to ask to put things in their fridge which is very inconvenient. Overall beautiful place people and food 😁"

Villa with large garden in the Chianti hills

10/10 Excellent

"Wir waren als Familie mit 2 Teenager-Kindern eine gute Woche hier und fanden es super! Das Haus und vorallem der Garten sind traumhaft. Der Pool ist ein paar Schritte entfernt und wird mit anderen geteilt, was völlig okay war. Zum Haus gehört eine Katze, die jeden Morgen an der Terrassentür wartet, um gefüttert zu werden. Wir haben sie sofort ins Herz geschlossen!Die Lage ist perfekt und sehr malerisch in den Hügeln des Chianti. Wir haben Ausflüge nach Florenz (1h), Siena (30min), San Gimignano (40min) und Monterrigioni (20min) gemacht, außerdem eine Raftingtour auf dem Fluß Elsa und eine Weinprobe.Der nächste kleine Supermarkt ist 10min entfernt, ein richtig großer ca. 30min.Die Vermieterin Ardiana war sehr nett und hat immer sofort geantwortet."

Other attractions near Monteriggioni Castle

Alta Val d'Elsa River Park

10.0/10 (1 review)

Explore the great outdoors at Alta Val d'Elsa River Park, a lovely green space in Colle di Val d'Elsa. Discover the countryside and spas in this quaint area.

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Church of Santa Maria Assunta

Church of Santa Maria Assunta is just one of the places to see in Monteriggioni, so why not enjoy the other things to explore during your travels? Discover the area's countryside and wineries.

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Porta Franca (Romea) Gate

Porta Franca (Romea) Gate is just one of the places to see in Monteriggioni, so why not enjoy the other things to explore during your travels? Discover the area's countryside and wineries.

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Casa Vinicola Luigi Cecchi

9.0/10 (4 reviews)

You can enjoy a tasting or tour at Casa Vinicola Luigi Cecchi during your travels to Castellina in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours.

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The Rock of Staggia

7.6/10 (5 reviews)

Learn about the local history of Staggia with a stop at The Rock of Staggia. Discover the beautiful countryside in this culturally rich area, or enjoy its local tours.

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Lilliano Estate Winery

You can enjoy a tasting or tour at Lilliano Estate Winery during your travels to Lilliano.

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Casina di Cornia Winery

You can enjoy a tasting or tour at Casina di Cornia Winery during your travels to Castellina in Chianti. Discover the countryside and wineries in this relaxing area.

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Le Caldane Thermal Baths

Commune with nature and explore the great outdoors at Le Caldane Thermal Baths during your travels in Colle di Val d'Elsa. Find some time to visit the spas or temples in this quaint area.

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Frequently asked questions

What's the area like around Monteriggioni Castle?

Monteriggioni Castle is located in a historic area of Monteriggioni known for its its beautiful countryside and array of wineries. If you're looking for a convenient place to stay, check out the 24 hotels and other accommodations you'll find within a mile.

Where is the best place to stay near Monteriggioni Castle?

Hotel Il Piccolo Castello is one of the top choices for your stay based on our traveler data, and this hotel offers free breakfast and a restaurant. It's located just a short 0.9 mi (1.4 km) from Monteriggioni Castle. Other good options within 5 miles include Hotel Ristorante La Dama nella Vigna and Il Colombaio Winery and Rooms.

How many hotels are there near Monteriggioni Castle?

Expedia has 24 hotels and other accommodations within a mile from Monteriggioni Castle.

If I need to cancel the hotel reservation for my stay near Monteriggioni Castle, will I receive a refund?

Yes, the majority of room reservations are refundable if you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you booked a non-refundable reservation, it might still be possible to cancel it and receive a refund within 24 hours of your booking. Enter dates in and click on "Search", then you can use the "fully refundable" filter to review top deals close to Monteriggioni Castle.

Where can I learn more about changing or cancelling my trip in the area near Monteriggioni Castle?

For more information about changing or cancelling your stay near Monteriggioni Castle, go to https://www.expedia.com/service/.

What can I see and do near Monteriggioni Castle?

Learn about local history at The Rock of Staggia and San Leonardo al Lago. Explore nature at Alta Val d'Elsa River Park and Le Caldane Thermal Baths. Stopping by Casa Vinicola Luigi Cecchi, Lilliano Estate Winery, or Casina di Cornia Winery is a fun way to see all the area has to offer.

Find hotels near Monteriggioni Castle, Monteriggioni from ￥15,003

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Our top choices for Monteriggioni Castle hotels

1. Hotel Ristorante La Dama nella Vigna

2. Hotel Il Piccolo Castello

3. La Certosa di Pontignano

4. Relais la Costa - Dimora Storica

5. La Canonica di San Michele

6. Hotel Italia

7. Arnolfo B&B

8. Villa Sabolini

9. Palazzo Pacini

10. Fattoria di Vegi

11. Hotel Villa L'Avvenire

12. Hotel Palazzo dei Priori

13. Mulino di Quercegrossa

14. Castello di Fonterutoli Wine Resort

15. Hotel Palazzo San Lorenzo & SPA

16. Arcobaleno Boutique Hotel

17. Palazzo Squarcialupi

18. Borgo Grondaie

19. Dievole Wine Resort

20. Hotel Colle Etrusco Salivolpi

Top Monteriggioni Castle Hotel Reviews

Belvedere di San Leonino

Fattoria di Vegi

Relais Castel Bigozzi

Hotel Ristorante La Dama nella Vigna

Hotel Borgo San Luigi

Beautiful house on Chianti hilltop with exceptional views.

Hotel Il Piccolo Castello

La Canonica di San Michele

Villa with large garden in the Chianti hills

Other attractions near Monteriggioni Castle

Alta Val d'Elsa River Park

Church of Santa Maria Assunta

Porta Franca (Romea) Gate

Casa Vinicola Luigi Cecchi

The Rock of Staggia

Lilliano Estate Winery

Casina di Cornia Winery

Le Caldane Thermal Baths

Frequently asked questions