Hotels in Monti di Sotto

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Where to stay in Monti di Sotto?

An aerial view of a historic building complex with a central courtyard, surrounded by vineyards and greenery.

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.

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.

1. La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

$90

$108 total

includes taxes & fees

Nov 26 - Nov 27

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

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

A room with a view of a forest through a window, a table with a lamp, and a chair.

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

2. Dievole Wine Resort

Castelnuovo Berardenga

$272

$308 total

includes taxes & fees

Nov 16 - Nov 17

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.

A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

3. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

$100

$119 total

includes taxes & fees

Oct 27 - Oct 28

A pathway lined with trees and a large pot in the center.

A white building with a tiled roof, surrounded by lush greenery and a hilly landscape.

A breakfast buffet with pastries and a coffee machine.

A bedroom with a bed, bedside lamps, a wooden table, and a balcony with a view of greenery.

4. Villa Montarioso

Montarioso

$76

$89 total

includes taxes & fees

Nov 15 - Nov 16

A terrace with multiple sun loungers and a scenic view of green fields and hills.

A spacious living area with a wooden coffee table, a large potted plant, and a sofa.

A spa room with a reception desk, a massage chair, and a window with blinds.

A modern hotel room with a bed, a small table with a hat, a red chair, a window with curtains, and a bathroom with a glass shower enclosure.

5. Precise House Montaperti Siena

Asciano

$93

$109 total

includes taxes & fees

Nov 15 - Nov 16

A spacious lobby with a modern white sofa set, a glass coffee table, and a large abstract painting on the wall.

A hotel entrance with a sign reading "HOTEL EXPO".

A modern living room with a glass coffee table, white sofas, and decorative plants.

An outdoor dining area with tables and chairs, covered by a canopy, and surrounded by greenery.

6. Hotel Executive

Scacciapensieri

$90

$103 total

includes taxes & fees

Nov 22 - Nov 23

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.

A traditional villa with a tiled roof, surrounded by lush greenery and hills.

A building with arched windows, a courtyard with a pond, and a metal fence.

A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.

7. Hotel Casafrassi

Castellina in Chianti

$57

$69 total

includes taxes & fees

Oct 29 - Oct 30

A villa with a swimming pool, outdoor seating, and a tennis court.

An aerial view of a property with a swimming pool, tennis court, and vineyard.

A lobby with a stone archway, a reception desk, and a seating area with a sofa and armchairs.

A pool area with lounge chairs and umbrellas, a stone planter with flowers, and a building with balconies in the background.

8. Villa Curina Resort

Castelnuovo Berardenga

$146

$165 total

includes taxes & fees

Oct 27 - Oct 28

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.

A poolside area with lounge chairs and a view of the night sky.

A rustic stone building with a garden in front.

9. Belvedere di San Leonino

Castellina in Chianti

$107

$124 total

includes taxes & fees

Oct 29 - Oct 30

A modern hotel lobby with a high ceiling and a glass roof, featuring wooden paneling, comfortable seating, and a large wall mural.

A swimming pool with lounge chairs and umbrellas, surrounded by trees and buildings.

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

A reception area with a wooden reception desk, two chairs, a vase with flowers, and a large pillar.

10. Four Points by Sheraton Siena

Scacciapensieri

$131

$147 total

includes taxes & fees

Nov 7 - Nov 8

A spa area with stone walls, a white massage chair, and a potted plant.

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.

11. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

$104

$121 total

includes taxes & fees

Nov 23 - Nov 24

A rustic stone building with a wooden pergola, outdoor seating, and a garden with various plants.

A historic stone building with a large arched window and a small balcony.

A stone building with a tower, surrounded by people dining at tables with candles.

A pool area with a stone wall, a wooden bridge, and a castle-like structure in the background.

12. Castello di Tornano Wine Resort

Gaiole in Chianti

$152

$176 total

includes taxes & fees

Oct 27 - Oct 28

A spa area with a stone ceiling, a pool, and two sun loungers.

A courtyard with outdoor seating, stone walls, and a staircase.

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.

13. Hotel Palazzo San niccolò & Spa

Radda in Chianti

$97

$113 total

includes taxes & fees

Nov 2 - Nov 3

A courtyard with a lemon tree, potted plants, and a building with arched windows.

A large, historic building with a covered patio and a well-maintained garden.

A swimming pool surrounded by lush greenery and a stone pathway.

A building with a symmetrical facade, a central staircase, and a gravel pathway leading to the entrance.

14. Villa Scacciapensieri Boutique Hotel

Scacciapensieri

$132

$151 total

includes taxes & fees

Oct 27 - Oct 28

A swimming pool with a clear blue water, surrounded by well-maintained grass and hedges.

A cozy dining area with a table set for two, a vase of dried flowers, and candles on the table.

A bathroom with a sink, mirror, and shower.

A room with a wooden desk, a laptop, a television displaying a news channel, and a window with curtains.

15. Sangallo Park Hotel

Vico Alto

$106

$120 total

includes taxes & fees

Nov 6 - Nov 7

A stone building with a tiled roof, green shutters, and a small staircase leading to a door.

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

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

A cozy living room with a striped sofa, a wooden coffee table, and a bookshelf.

16. Castello di Fonterutoli Wine Resort

Castellina in Chianti

$178

$200 total

includes taxes & fees

Oct 28 - Oct 29

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

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.

17. Hotel Ristorante La Dama nella Vigna

Monteriggioni

$105

$121 total

includes taxes & fees

Nov 12 - Nov 13

A courtyard with brick buildings, a column, and potted plants.

A spacious dining area with round tables and wicker chairs, a patterned rug, and a wooden ceiling.

A table set for dining with a scenic view of rolling hills and distant mountains.

An aerial view of a property with a swimming pool, surrounded by trees and a view of the countryside.

18. Castello di Leonina Relais

Asciano

$140

$160 total

includes taxes & fees

Nov 5 - Nov 6

A swimming pool with a stone deck, surrounded by trees and a castle-like building in the background.

A stone building with a garden, tall trees, and a clear blue sky.

A sunlit patio with a glass roof, stone walls, and outdoor seating.

A restaurant with stone walls and a high ceiling, featuring tables set for dining.

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

Gaiole in Chianti

$330

$374 total

includes taxes & fees

Oct 30 - Oct 31

A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

An arched stone structure with a view of a landscaped garden and a building with outdoor seating.

A spacious living area with a high arched ceiling, a sofa set, and a glass coffee table.

An indoor dining area with brick arches, tables set for dining, and a view of the outdoors.

20. The Club House

Castelnuovo Berardenga

$357

$404 total

includes taxes & fees

Nov 1 - Nov 2

View all properties

Go beyond your typical stay in Monti di Sotto

Check out reviews of Monti di Sotto hotels guests love

La Certosa di Pontignano - Place of Charme

Castelnuovo Berardenga

10/10 Exceptional

Jeffrey

Dievole Wine Resort

Castelnuovo Berardenga

10/10 Exceptional

Gary

Villa Curina Resort

Castelnuovo Berardenga

10/10 Exceptional

Casey

Belvedere di San Leonino

Castellina in Chianti

10/10 Exceptional

Oh wow, perfect vacation and a real Tuscany atmosphere, the hotel is a magical old yet perfectly renovated property, the room was amazingly clean and equipped with everything we needed, the pool was open until 8pm and it’s never crowded, very peaceful area, almost like a fantasy movie, breakfast was great, especially the cheese , local pastries and coffee , the staff was lovely, very friendly and helpful, but the real deal was DINNER , I cannot say enough about the food and wine they make,...

Lior

The Club House

Castelnuovo Berardenga

10/10 Exceptional

debbie

Castello di Spaltenna- Small Luxury Hotels of the World

Gaiole in Chianti

10/10 Exceptional

Lucas

Castello di Tornano Wine Resort

Gaiole in Chianti

10/10 Exceptional

Arwen

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.

Hotel Colle Etrusco Salivolpi

Castellina in Chianti

10/10 Exceptional

Samantha

Villa Scacciapensieri Boutique Hotel

Scacciapensieri

10/10 Exceptional

Anonymous traveler

Hotel Palazzo San niccolò & Spa

Radda in Chianti

10/10 Exceptional

Drew

Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

10/10 Exceptional

Lawrence

Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

10/10 Exceptional

Anonymous traveler

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

A dining area with a table set for two, featuring wine bottles and bread.

A courtyard with stone buildings, outdoor tables set for dining, and a gravel ground.

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

Castello La Leccia

Castellina in Chianti

10/10 Exceptional

Sarah

A historic estate with a central courtyard, surrounded by lush gardens and vineyards.

A large building with multiple rooms, surrounded by a field of lavender.

An outdoor dining area with tables set for a meal, a sign indicating a wine list, and a view of the landscape.

A swimming pool with lounge chairs and umbrellas, surrounded by stone buildings and trees.

Borgo Scopeto Wine & Country Relais

Castelnuovo Berardenga

10/10 Exceptional

Steven

A table set for breakfast with a scenic view of hills and a cloudy sky.

A two-story building with a central entrance, green shutters, and a brick staircase leading up to the door.

A breakfast buffet with various food items and beverages, set in a room with arched ceilings and yellow walls.

An open wooden door leading to a courtyard with potted plants and a view of buildings in the background.

Palazzo di Valli

Siena

10/10 Exceptional

We stayed 3 nights at Palazzo di Valli in late April 2022. The property is beautiful and located in a quiet residential area just south of the city's center. It sits on a hill overlooking a valley, and has it's own orchard and flower gardens. Instead of waking up to the sound of motorcycles and delivery trucks under your window, we woke up to chirping birds. Hosts Lorenzo and Giancarlo were wonderful, offering us recommendations, and helping arrange reservations and transportation. It's a bit of...

Joan

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

A view of a courtyard with a large tree, outdoor seating, and a building in the background.

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

An arched hallway with a marble reception desk, potted plants, and a staircase in the background.

Hotel Certosa Di Maggiano

Siena

10/10 Exceptional

Anonymous traveler

Villa Montarioso

Montarioso

10/10 Exceptional

Robert

Hotel Ristorante La Dama nella Vigna

Monteriggioni

10/10 Exceptional

Norma

Frequently Asked Questions

What accommodations do travelers like in Monti di Sotto?

Guests like Hotel Athena, La Certosa di Pontignano and Grand Hotel Continental Siena – Starhotels Collezione.

Can I book refundable accommodations in Monti di Sotto?

If you're looking for the flexibility to change your travel plans to Monti di Sotto, most properties offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.

What will the weather in Monti di Sotto be like during my visit?

August and July are typically the warmest months in Monti di Sotto when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.

Why should I book my Monti di Sotto hotel with Hotels.com?

There are lots of reasons to book your Monti di Sotto trip with us: our free cancellations on selected hotels* gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.