Top 10 Hotels Near Monteriggioni Castle in Monteriggioni for 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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.

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

A modern bedroom with a large bed, a built-in wardrobe, a seating area, and a view of the outdoors.

A vineyard with rows of grapevines and decorative hanging lights.

1. Hotel Ristorante La Dama nella Vigna

1.9 km from Monteriggioni Castle

Amanda

P7,998

P9,154 total

includes taxes & fees

Oct 19 - Oct 20

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

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

A poolside area with lounge chairs, umbrellas, and a swimming pool.

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

2. Hotel Il Piccolo Castello

1.4 km from Monteriggioni Castle

Frank

P9,110

P10,521 total

includes taxes & fees

Oct 1 - Oct 2

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.

3. Agriturismo San Sano

13.9 km from Monteriggioni Castle

Glen

P4,629

P5,377 total

includes taxes & fees

Oct 18 - Oct 19

A historic stone building with multiple levels, surrounded by lush greenery and yellow flowering plants.

A pool area with lounge chairs and umbrellas, surrounded by lush greenery and hills in the background.

A bedroom with a wooden ceiling, a bed with white bedding, a bedside table with a tray of items, and a window with curtains.

A courtyard with stone buildings, tables with white tablecloths, and chairs arranged for dining.

4. Castello La Leccia

7.1 km from Monteriggioni Castle

Eva

P17,211

P19,218 total

includes taxes & fees

Oct 17 - Oct 18

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

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.

A spacious living room with a wooden staircase, a sofa, a dining table, and a radiator.

5. Relais la Costa - Dimora Storica

4.1 km from Monteriggioni Castle

Ashley

P9,794

P11,130 total

includes taxes & fees

Oct 25 - Oct 26

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

A cozy room with a wooden ceiling, a sofa, a chair, a cabinet, and a window with 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.

6. La Canonica di San Michele

5.7 km from Monteriggioni Castle

Sharon

P6,446

P7,447 total

includes taxes & fees

Oct 18 - Oct 19

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

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

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

A pool with lounge chairs, a stone wall, and a building with arched windows.

7. Hotel Villa L'Avvenire

9.2 km from Monteriggioni Castle

Dakota

P11,609

P13,127 total

includes taxes & fees

Oct 20 - Oct 21

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

An arched entrance to a building with a tiled floor and a staircase leading inside.

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

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

8. Palazzo Pacini

9.3 km from Monteriggioni Castle

John

P8,461

P9,450 total

includes taxes & fees

Oct 25 - Oct 26

An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

A room with a fireplace, two armchairs, a sofa, a chandelier, and a large mirror on the wall.

A yellow building with stone pillars, multiple windows, and a statue in the garden.

A room with a sofa, a desk, a bunk bed, and a patterned floor.

9. Villa San Lucchese

9.4 km from Monteriggioni Castle

James

P7,802

P9,010 total

includes taxes & fees

Oct 2 - Oct 3

A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

A modern kitchen with wooden cabinets, a built-in oven, and a sliding glass door leading to a balcony with outdoor furniture.

A breakfast buffet with various food items, a coffee station, and decorative plants.

A hotel reception area with a green counter, yellow chairs, and a balcony with a view.

10. Tuscasì Aparthotel

15.4 km from Monteriggioni Castle

Sergey

P4,499

P5,876 total

includes taxes & fees

Oct 20 - Oct 21

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

A swimming pool with lounge chairs and a pergola, surrounded by a garden and a building with a tiled roof.

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

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

11. Villa Sabolini

8.5 km from Monteriggioni Castle

Andrew

P8,042

P9,132 total

includes taxes & fees

Oct 19 - Oct 20

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.

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.

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

12. La Certosa di Pontignano

11.3 km from Monteriggioni Castle

Roberto

P6,256

P7,452 total

includes taxes & fees

Oct 16 - Oct 17

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

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

A stone building with a sign reading "TORANTE" and a garden with red roses and other flowers.

13. Mulino di Quercegrossa

6.8 km from Monteriggioni Castle

Steven

P6,213

P7,405 total

includes taxes & fees

Oct 6 - Oct 7

A courtyard with a stone building featuring a bell tower, outdoor seating, and greenery.

A hotel room with a large bed, a vanity with a mirror, and a green archway.

A covered outdoor seating area with a pool in the background.

A courtyard with a bell tower, a well-maintained lawn, and outdoor seating.

14. Hotel Certosa Di Maggiano

13.6 km from Monteriggioni Castle

Tulsi

P32,306

P36,250 total

includes taxes & fees

Oct 9 - Oct 10

A table set for two with a wine glass, a bowl of nuts, and a glass of water.

A room with two yellow sofas, a wooden floor, a large painting, a chandelier, and a patterned rug.

A hallway with a wooden floor, a painting on the wall, and a vase with flowers on a table.

A dining table with a variety of food and drinks, a vase with flowers, and a view of an outdoor patio with chairs and umbrellas.

15. Relais degli Angeli

11.4 km from Monteriggioni Castle

Manjeet

P14,133

P15,832 total

includes taxes & fees

Sep 28 - Sep 29

A terrace with wicker chairs and a table set for breakfast, overlooking a historic town with terracotta buildings and cypress trees.

A room with a white desk, chair, and a large mirror. There is a painting of a horse on the wall and a window with curtains.

A hotel entrance with a view of historic buildings and a clear sky.

A brick building with a sign reading "Villa del Sole" and a view of the sea in the background.

16. Villa del Sole Siena

12.2 km from Monteriggioni Castle

John

P12,901

P14,547 total

includes taxes & fees

Oct 20 - Oct 21

A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

A rustic stone building with a garden in front.

A stone building with ivy-covered walls, a stone pathway, and a garden with flowers.

A person relaxing in a hot tub with a view of a building and trees in the background.

17. Belvedere di San Leonino

6.7 km from Monteriggioni Castle

Els

P7,751

P8,954 total

includes taxes & fees

Oct 15 - Oct 16

A historic building with a stone facade, multiple windows with shutters, and a well-maintained garden with potted plants and flowers.

A hallway with a wooden altar, benches, and a carpet with a floral pattern.

A clear blue pool with lounge chairs and umbrellas, surrounded by lush greenery and a forested hillside.

A bench in a park with a lamp post and a building in the background.

18. Villa Casalecchi Country Hotel

9.4 km from Monteriggioni Castle

"This was a delightful Villa in the in the hills of Castelina. A family villa full of rich history and charm. The rooms were clean and the pool was a highlight to relax around in the warm Tuscan afternoons. Well Situated in the Chianti region with close proximity to many restaurants in Castelina, Castanaza was a lovely host and shared an amazing history over the centuries her family owned the Villa."

Alain

P8,728

P10,028 total

includes taxes & fees

Oct 15 - Oct 16

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 tiled shower area with a square light fixture above the showerhead.

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

19. Hotel Palazzo San Lorenzo & SPA

9.6 km from Monteriggioni Castle

Maria

P10,514

P11,850 total

includes taxes & fees

Oct 25 - Oct 26

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

A covered outdoor seating area with wicker furniture and potted plants.

A building with a sign reading "MARIANI B&B" and a statue of a cherub in front.

A bedroom with a bed, a painting, and a bathroom door.

20. Mariani Bed & Breakfast

10.1 km from Monteriggioni Castle

Frank

P5,542

P6,381 total

includes taxes & fees

Oct 8 - Oct 9

View all properties

Top Monteriggioni Castle Hotel Reviews

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"

Belvedere di San Leonino

10/10 Excellent

"Superbe complexe au milieu de la Toscane. Je recommande fortement."

Locanda le Piazze

10/10 Excellent

"I’m not even sure where to start with this incredible property. It’s an absolute oasis in the heart of Chianti wine region. Theres an extremely well kept pool that overlooks the rolling hills of wineries. The staff are amazing, so accommodating, and predict your every need. The rooms are great and clean and perfect for a couple traveling to wine region. If you aren’t driving yourself, make sure to reach out to the hotel ahead of time to book any car services — transfers within the region are hard to come by but the hotel staff will be more than happy to help with enough lead time. Grazie mille for the wonderful stay! We will be staying here every time we are in the region!"

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 Casafrassi

10/10 Excellent

"Wonderful. Gorgeous Tuscany views, pretty rustic buildings, good restaurant. Everything in good condition. I would definitely stay again."

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."

Relais la Costa - Dimora Storica

10/10 Excellent

"We had a lovely experience, although we only stayed for one night. The staff were fantastic and went out of their way to make us feel comfortable. They even offered to leave the spa open after hours for us."

Hotel Il Piccolo Castello

10/10 Excellent

"Good value"

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.

See properties

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.

See properties

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.

See properties

Lilliano Estate Winery

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

See properties

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.

See properties

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.

See properties

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.

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.

Hotels near Monteriggioni Castle

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Monteriggioni Castle hotels

1. Hotel Ristorante La Dama nella Vigna

2. Hotel Il Piccolo Castello

3. Agriturismo San Sano

4. Castello La Leccia

5. Relais la Costa - Dimora Storica

6. La Canonica di San Michele

7. Hotel Villa L'Avvenire

8. Palazzo Pacini

9. Villa San Lucchese

10. Tuscasì Aparthotel

11. Villa Sabolini

12. La Certosa di Pontignano

13. Mulino di Quercegrossa

14. Hotel Certosa Di Maggiano

15. Relais degli Angeli

16. Villa del Sole Siena

17. Belvedere di San Leonino

18. Villa Casalecchi Country Hotel

19. Hotel Palazzo San Lorenzo & SPA

20. Mariani Bed & Breakfast

Top Monteriggioni Castle Hotel Reviews

Fattoria di Vegi

Belvedere di San Leonino

Locanda le Piazze

Relais Castel Bigozzi

Hotel Ristorante La Dama nella Vigna

Hotel Casafrassi

Hotel Borgo San Luigi

Relais la Costa - Dimora Storica

Hotel Il Piccolo Castello

Other attractions near Monteriggioni Castle

Alta Val d'Elsa River Park

Casa Vinicola Luigi Cecchi

The Rock of Staggia

Lilliano Estate Winery

Casina di Cornia Winery

Le Caldane Thermal Baths

Frequently asked questions