𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Montecastelli (2026)

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Our top choices for Montecastelli hotels

A poolside area with lounge chairs and umbrellas, surrounded by stone tiles and trees.

An aerial view of a property with a swimming pool, multiple buildings, and a well-maintained lawn.

A stone structure with a tiled roof, surrounded by lush greenery and purple wisteria vines.

1. Agriturismo Nerbona

Colle di Val d'Elsa

Laura

S$137

includes taxes & fees

18 Oct - 19 Oct

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

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

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

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

2. Villa Sabolini

Colle di Val d'Elsa

Patricia

S$127

includes taxes & fees

11 Nov - 12 Nov

A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.

A swimming pool at night with a stone building in the background.

A stone building with a tiled roof, a gravel path, and potted plants.

A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

3. Tenuta Decimo

San Gimignano

Troy

S$77

includes taxes & fees

25 Oct - 26 Oct

A courtyard with outdoor seating, potted plants, and a building with a tiled roof.

A hotel room with a large bed, a bedside table with a lamp, a small desk, and a chair.

A residential area with houses, a parking lot, and a street lamp.

A historic building with a central tower and arched windows.

4. Hotel Foresteria Volterra

Volterra

Vince

S$122

includes taxes & fees

20 Oct - 21 Oct

A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.

An outdoor patio with stone walls, a stone lamp post, and a table with chairs.

A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.

A hotel lobby with a wooden reception desk, a black leather sofa, and a dining area in the background.

5. Hotel San Lino

Volterra

Paul

S$149

includes taxes & fees

16 Oct - 17 Oct

A clear pool with visible mineral deposits, a pebble beach, and a mountainous landscape in the background.

An interior with a brick archway, stone walls, and modern seating.

A table set outdoors with a view of rolling hills and a tall tree in the background.

An open window with a view of a mountainous landscape and a flower box on the windowsill.

6. VIN Hotel - La Meridiana

Montieri

Tatyana

S$185

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio with wicker furniture, a stone staircase, and a view of a historic building in the background.

A hotel entrance with a glass door, a welcome mat, and two potted plants.

A bar area with shelves of liquor bottles, a coffee machine, and a tray with tea sets and pastries.

A narrow street with historic buildings, a clear sky, and pedestrians.

7. Albergo Etruria

Volterra

Michelle

S$148

includes taxes & fees

18 Oct - 19 Oct

A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.

A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.

A swimming pool with a stone building in the background, surrounded by trees and outdoor seating.

A large estate with a swimming pool, surrounded by lush greenery and rolling hills.

8. Hotel Casolare Le Terre Rosse

San Gimignano

Jodie

S$209

includes taxes & fees

25 Oct - 26 Oct

A swimming pool with lounge chairs and a stone building with a view of the mountains at sunset.

A stone building with a staircase leading to a second floor, surrounded by a stone wall and a paved area with steps.

A bedroom with a brick ceiling, a large bed with a red bedspread, a wooden headboard, a TV mounted on the wall, and a window with curtains.

A covered patio with outdoor seating, stone walls, and a view of the landscape.

9. Albergo Villa Rioddi

Volterra

Matthew

S$116

includes taxes & fees

27 Oct - 28 Oct

A stone building with a sign reading "Vin Hotel." There are potted plants in front of the entrance.

A dining area with two ornate chairs, a table with a vase of red flowers, and a wall-mounted television.

A dining area with a stone wall, a spiral staircase, and floral upholstered chairs.

A lobby with a round table, a cream-colored sofa, and a decorative lamp.

10. Hotel Volterra In Superior

Volterra

Ralph

S$162

includes taxes & fees

1 Nov - 2 Nov

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

A stone building with a large archway, a tree in the foreground, and outdoor seating.

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.

11. Arnolfo B&B

Colle di Val d'Elsa

Elsa

S$114

includes taxes & fees

2 Nov - 3 Nov

A garden with a stone pathway, wooden benches, and various potted plants.

A patio area with outdoor furniture, a table set for dining, and a large umbrella providing shade.

A room with two beds, a desk with a chair, a television, and a window with curtains.

An aerial view of a residential area with a large house, a swimming pool, and surrounding greenery.

12. Antico Borgo il Cardino

San Gimignano

Craig

S$195

includes taxes & fees

13 Oct - 14 Oct

A hotel entrance with a glass facade, a brown awning, and a garden with pink flowers.

A spacious lobby with a reception desk, a staircase with a glass railing, and a wooden floor.

A hotel room with a bed, a desk, a chair, and a window with curtains.

A spacious living area with a sofa, a coffee table, and a view of buildings through large windows.

13. Hotel La Vecchia Cartiera

Colle di Val d'Elsa

Sheila

S$120

includes taxes & fees

13 Oct - 14 Oct

A courtyard with a statue, stone walls, and a reception sign.

A spacious room with a high ceiling, wooden beams, and a chandelier. There are tables and chairs arranged for dining, and a wine rack filled with bottles.

A narrow cobblestone street flanked by stone buildings with arched windows and a central potted plant.

A wooden pathway leading to a pool area with a gazebo and potted plants.

14. Relais Della Rovere

Colle di Val d'Elsa

Megan

S$256

includes taxes & fees

16 Oct - 17 Oct

A narrow stone-walled staircase leading to a round table with chairs, set in a dimly lit room.

A hotel lobby with a reception desk, seating area, television, and potted plants.

A tented outdoor dining area with tables and chairs, surrounded by potted plants and a staircase leading up.

A building with a green ivy-covered exterior, multiple windows with shutters, and a well-maintained lawn.

15. Hotel Palazzo Renieri - 3stelle S

Colle di Val d'Elsa

Giulio

S$122

includes taxes & fees

6 Nov - 7 Nov

A rustic stone building with a covered patio area featuring outdoor seating.

An outdoor courtyard with a stone archway, a tiled pathway, and a view of a building in the background.

A restaurant with multiple tables set for dining, featuring a rustic wooden ceiling and stone walls.

A swimming pool with white lounge chairs and a view of rolling hills.

16. Agrihotel Il Palagetto

Volterra

Patrick

S$139

includes taxes & fees

20 Oct - 21 Oct

A gated entrance with steps leading up to a gate, surrounded by greenery and potted plants.

A two-story building with a balcony, potted plants, and a gravel driveway.

A garden patio with outdoor seating, potted plants, and a lamp post.

A window with curtains, a view of a green landscape with hills and a stone structure.

17. Villa Porta all'Arco

Volterra

Conor

S$235

includes taxes & fees

17 Oct - 18 Oct

A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

An outdoor patio with stone flooring, a table with chairs, and potted plants.

A lobby with a marble reception desk, a vase with pampas grass, and a view of the garden through a large window.

18. Hotel Borgo San Luigi

Monteriggioni

Raman

S$160

includes taxes & fees

8 Nov - 9 Nov

A cozy living room with large windows, a dining area, and a kitchen.

A swimming pool with clear blue water, surrounded by lounge chairs and umbrellas, with tall trees in the background.

An arched doorway leading to a courtyard with stone flooring, potted plants, and a building with a tiled roof.

An outdoor dining area with wicker furniture, a table set for two, and a view of a mountainous landscape.

19. Torraccia di Chiusi

San Gimignano

James

S$265

includes taxes & fees

14 Oct - 15 Oct

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

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

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

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

20. Hotel Palazzo San Lorenzo & SPA

Colle di Val d'Elsa

Maria

S$168

includes taxes & fees

8 Nov - 9 Nov

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Top Montecastelli Hotel Reviews

Tenuta Sovestro - Agriturismo e Winery

10/10 Excellent

"We loved our stay! The winery is beautiful, and you can see the vineyards and cypress trees from your room. Beautiful views! The stay includes the best breakfast buffet in all of Italy with fresh food and coffee. The dinner restaurant is great for a cozy meal. The shuttle into town is very convenient if you don't want to walk uphill. The walk back to tenuto sovestro from town is gorgeous and enjoyable (all downhill.) We enjoyed the brief wine tasting and stories of what makes this winery special. Would definitely stay here again!"

Hotel Italia

10/10 Excellent

"Staff and hotel was great."

Hotel Borgo San Luigi

10/10 Excellent

"The staff were very nice . Beautiful setting ."

Hotel Leon Bianco

8/10 Good

"This hotel was right in the main square, which was nice, and it was the only one of 5 that we stayed in on this trip that included breakfast, which was very nice, but the room felt dated. I mean, the town IS from the 13th century, so gees, what can I expect, but I expected the room to be a little nicer. I have a feeling we got a lesser room because we booked through Expedia, because I saw a few other rooms in my brother's travel group who booked directly with the hotel and theirs were much nicer. Also, do know that the walk from the P2 recommended parking to the hotel is quite an uphill, so bring small luggage!"

La Cisterna

10/10 Excellent

"The room was clean & staff at the desk was helpful with eating choices & travel options to other communities"

Mormoraia

10/10 Excellent

"This place is stunningly beautiful a heaven on Earth. I’ve traveled all over Italy and"

Hotel La Colonna

10/10 Excellent

"Staff and front desk really helpful Breakfast excellent choices Free Parking near hotel in nearby lot(private parking is $7/ night however) Easy city access and near historic center"

Hotel Toscana Ambassador

8/10 Good

"Close to train station"

Best Western Hotel San Marco

10/10 Excellent

"Property was clean and comfortable. Enjoyed our stay"

More cheap stays in Montecastelli

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI

S$243

14 Oct - 15 Oct

includes taxes & fees

9/10 Wonderful! (20 reviews)

Hotel Massa Vecchia

Massa Vecchia, 23 Massa Marittima GR

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8.6/10 Excellent! (11 reviews)

Borgo Tignano

Località Tignano Volterra PI

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Rinidia Bio

loc. Colombaie snc, San Rocco a Pilli Sovicille SI

Get rates

10/10 Exceptional! (5 reviews)

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI

Get rates

9.6/10 Exceptional! (16 reviews)

Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI

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9.2/10 Wonderful! (5 reviews)

Frequently asked questions

What's the best place for a stay in Montecastelli?

Hotel Italia, located 18.7 mi (30.2 km) from the heart of Montecastelli, is a top choice for your stay, based on our traveller data. Other good choices for your visit to the area are Poderi Arcangelo and Hotel Casolare Le Terre Rosse. See all available top hotels, or vacation rentals in Montecastelli.

If I need to cancel my hotel reservation in Montecastelli, will I receive a refund?

Yes, the majority of hotel reservations are refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of check in. If you have a non-refundable reservation, you might still have the option to cancel and receive a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Montecastelli.

What are some accommodation options with pools in Montecastelli?

Poderi Arcangelo: Offers a snack bar/deli, 3 outdoor swimming pools and free self parking. Hotel Casolare Le Terre Rosse and Villa Ermellina Siena, a Tribute Portfolio Hotel are two additional hotels with an on-site pool. View all hotels with pools in Montecastelli.

What's it like to stay in Montecastelli?

Visitors to Montecastelli will definitely find plenty to explore and enjoy. In Montecastelli, there are 36 hotels and other accommodation options to choose from. Find out more about Montecastelli.

What should I do while I'm visiting Montecastelli?

Places to visit in the wider area include Medici Fortress, Porta all'Arco and Palazzo dei Priori. You'll also find Cathedral of Volterra and Roman Theatre in the area. Take a look at what more there is to see and do in Expedia's Montecastelli guide.

What's the seasonal weather like in Montecastelli?

The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Montecastelli is 935 mm.

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Flights from Singapore (SIN) to Siena (SAY)

Montecastelli Hotels from S$77

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montecastelli

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Montecastelli hotels

1. Agriturismo Nerbona

2. Villa Sabolini

3. Tenuta Decimo

4. Hotel Foresteria Volterra

5. Hotel San Lino

6. VIN Hotel - La Meridiana

7. Albergo Etruria

8. Hotel Casolare Le Terre Rosse

9. Albergo Villa Rioddi

10. Hotel Volterra In Superior

11. Arnolfo B&B

12. Antico Borgo il Cardino

13. Hotel La Vecchia Cartiera

14. Relais Della Rovere

15. Hotel Palazzo Renieri - 3stelle S

16. Agrihotel Il Palagetto

17. Villa Porta all'Arco

18. Hotel Borgo San Luigi

19. Torraccia di Chiusi

20. Hotel Palazzo San Lorenzo & SPA

Top Montecastelli Hotel Reviews

Tenuta Sovestro - Agriturismo e Winery

Hotel Italia

Hotel Borgo San Luigi

Hotel Leon Bianco

La Cisterna

Mormoraia

Hotel La Colonna

Hotel Toscana Ambassador

Best Western Hotel San Marco

More cheap stays in Montecastelli

Antico Borgo Poggiarello

Hotel Massa Vecchia

Borgo Tignano

Rinidia Bio

Agriturismo Il Caggio di Sotto

Agriturismo Belmonte Vacanze

Frequently asked questions

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