Montegrossi Hotel & Accommodation Deals 2026 from NZ$123 - Fully Refundable Options

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Our top choices for Montegrossi hotels

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

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

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

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

Gaiole in Chianti

Rama

NZ$670

includes taxes & fees

30 Oct - 31 Oct

A bedroom with a canopy bed, a bedside table, a chair, a potted plant, and a large mirror.

A rustic outdoor setting with a stone building, round tables, and outdoor seating.

A reception area with a wooden ceiling, a reception desk, and seating.

An aerial view of a rural village with traditional stone buildings, terraced fields, and a prominent villa with a swimming pool.

2. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

NZ$542

includes taxes & fees

6 Oct - 7 Oct

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.

An indoor dining area with tables set for two, large windows, and potted plants.

An outdoor dining area with tables and chairs, overlooking a scenic view of a coastal town during sunset.

3. Villa Sassolini Country Boutique Hotel

Montevarchi

Peter

NZ$426

includes taxes & fees

11 Oct - 12 Oct

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

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

An aerial view of a castle with a swimming pool, surrounded by dense forest and vineyards.

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

4. Castello di Tornano Wine Resort

Gaiole in Chianti

Austin

NZ$294

includes taxes & fees

29 Oct - 30 Oct

A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.

A cozy seating area with two chairs and a table, a stone wall, and a clock on a pedestal.

A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.

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

5. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

Samantha

NZ$181

includes taxes & fees

25 Oct - 26 Oct

A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

A stone building with a wooden door, outdoor seating, and a pergola with vines.

A pool surrounded by lush greenery and vineyards, with a stone building in the background.

A stone building with a window and a light fixture.

6. Agriturismo San Sano

Gaiole in Chianti

Glen

NZ$151

includes taxes & fees

18 Oct - 19 Oct

A couple dining at an outdoor table with a view of the countryside.

A room with a view of a valley, a stone shelf with flowers, a wooden bench, and a fireplace.

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.

7. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

NZ$371

includes taxes & fees

25 Oct - 26 Oct

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 restaurant with a table set for two, overlooking a scenic landscape.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

8. Relais Vignale & Spa

Radda in Chianti

Ali

NZ$379

includes taxes & fees

26 Oct - 27 Oct

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 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.

9. Dievole Wine Resort

Castelnuovo Berardenga

Marissa

NZ$558

includes taxes & fees

28 Oct - 29 Oct

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 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.

10. La Certosa di Pontignano

Castelnuovo Berardenga

Leslie

NZ$207

includes taxes & fees

19 Oct - 20 Oct

A rustic outdoor dining area with a stone wall, wooden benches, and a table set for two.

A white vehicle parked in front of a building with a stone facade and arched windows, surrounded by gravel and greenery.

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.

11. Tenuta CorteDomina

Radda in Chianti

Dustin

NZ$516

includes taxes & fees

11 Oct - 12 Oct

A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.

A courtyard with a stone building, wooden pergola, and raised garden beds with various plants.

A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

12. Hotel Villa Campomaggio

Radda in Chianti

Dario

NZ$374

includes taxes & fees

18 Oct - 19 Oct

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.

13. Hotel Casafrassi

Castellina in Chianti

Rita

NZ$130

includes taxes & fees

6 Oct - 7 Oct

A buffet with various food items and utensils.

A covered outdoor seating area with wicker furniture and a potted plant.

A hotel room with a large bed, bedside tables, a nightstand, a vase with flowers, a tray with pastries, a teapot, and a glass of orange juice.

A hotel entrance with a sign reading "HOTEL il Viandante".

14. Hotel Il Viandante

Terranuova Bracciolini

Michelle

NZ$206

includes taxes & fees

18 Oct - 19 Oct

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 spa area with multiple white massage chairs arranged in a row, a brick ceiling, and a staircase in the background.

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

15. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

NZ$308

includes taxes & fees

25 Oct - 26 Oct

A stone building with arched windows, a grassy courtyard, and outdoor seating.

A person relaxing in a clear pool surrounded by natural scenery.

An aerial view of a residential property with multiple buildings, a swimming pool, and landscaped gardens.

A cozy living room with a sofa, a dining table with chairs, a hanging lamp, and a mirror on the wall.

16. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Paul

NZ$724

includes taxes & fees

25 Oct - 26 Oct

A historic stone building with multiple windows and a courtyard.

A stone building with outdoor seating and a garden with roses.

A pool area with lounge chairs and a service person attending to a guest.

An outdoor dining area with tables set for two, covered by large umbrellas, and a brick wall in the background.

17. Borgo San Felice Resort

Castelnuovo Berardenga

Cynthia

NZ$1,397

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with a reception desk, seating area, and a large vase.

A patio with a round table and chairs, potted plants, and a view of the building's interior.

A hotel room with a large bed, two armchairs, a small table with a tray of breakfast items, a television, and curtains.

A modern hotel lobby with a curved reception desk, seating area, and a bar.

18. Hotel Valdarno

Montevarchi

Emmanuel

NZ$227

includes taxes & fees

24 Oct - 25 Oct

A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

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.

A modern kitchen with a built-in microwave, sink, and stove. There is a dining area with a table and chairs, and a window with blinds.

19. Delta Hotel

Montevarchi

weixing

NZ$225

includes taxes & fees

18 Oct - 19 Oct

A clear swimming pool with a view of a lush green landscape and distant hills.

A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

A garden with pink roses, a lawn, and a white umbrella.

A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

20. Villa Le Barone

Greve in Chianti

Tereza

NZ$487

includes taxes & fees

17 Oct - 18 Oct

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Top Montegrossi Hotel Reviews

Recent Reviews in Montegrossi

Fattoria di Vegi

10/10 Excellent

"10/10 - we loved every bit of our stay at Fattoria di Vegi. The hotel is beautiful with great views across the Tuscan hills, an amazing pool, the rooms and decor are wonderful and we also loved the food at the restaurant. We would highly recommend this hotel to anybody visiting the area and will definitely be coming back."

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."

Borgo Scopeto Wine & Country Relais

8/10 Good

"Staff are nice!"

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."

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."

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."

La Certosa di Pontignano

10/10 Excellent

"Everything about this property is wonderful from the lodging to the staff!"

Hotel Athena

10/10 Excellent

"Excellent location with free. And easy parking. Great breakfast, extremely kind and helpful staff, small but adequate shower. Would definitely stay here in the future!!"

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent

"Beautiful hotel that is close to a bus line to get into the city. The views and accommodations make this a wonderful place to stay."

More cheap accommodation in Montegrossi

Cannon d'Oro

Via Montanini 28 Siena SI

NZ$123

25 Oct - 26 Oct

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

NZ$227

30 Sept - 1 Oct

includes taxes & fees

7.8/10 Good! (442 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

NZ$294

22 Oct - 23 Oct

includes taxes & fees

8.8/10 Excellent! (108 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

NZ$304

30 Sept - 1 Oct

includes taxes & fees

10/10 Exceptional! (50 reviews)

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI

NZ$309

20 Oct - 21 Oct

includes taxes & fees

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

Frequently asked questions

Where is the best place to stay in Montegrossi?

Located 9.1 mi (14.6 km) from the heart of Montegrossi, La Certosa di Pontignano is a top choice for your stay, based on our traveller data. Two other options for your visit to the area are Hotel Athena and Hotel Executive. See all available top hotels, or vacation rentals in Montegrossi.

What are some of the best holiday rentals that Montegrossi has to offer?

Borgo Argiano: This holiday home rental outside of Montegrossi is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library. See all vacation rentals in Montegrossi.

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

Yes, the majority of hotel reservations are fully refundable provided that you cancel before the accommodation's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If you have a non-refundable reservation, it may still be possible to cancel it and be given a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Montegrossi.

What are some hotels with pools in Montegrossi?

Castello di Spaltenna- Small Luxury Hotels of the World: Offers an indoor pool, an outdoor pool and 2 restaurants. Hotel Borgo di Cortefreda Relais and Four Points by Sheraton Siena are two additional hotels that feature an on-site pool. View all hotels with pools in Montegrossi.

How is it to stay in Montegrossi?

Visitors to Montegrossi will definitely find plenty to explore and enjoy. In Montegrossi, there are 4 hotels and other accommodation options to choose from. Find out more about Montegrossi.

What are the top places to visit in Montegrossi?

Places to visit in the wider area include Badia a Coltibuono, Meleto Castle and Cantalici Winery. You'll also find Castello di Albola and Castello di Radda Winery in the area. Take a look at what more there is to see and do in Expedia's Montegrossi guide.

What's the seasonal weather like in Montegrossi?

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 Montegrossi is 946 mm.

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Car hire Greve in Chianti

Book Hotels in Montegrossi on Expedia.it

Search Montegrossi hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montegrossi

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Montegrossi hotels

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

2. Chapter Chianti, a Member of Design Hotels

3. Villa Sassolini Country Boutique Hotel

4. Castello di Tornano Wine Resort

5. Ultimo Mulino Wellness Country Hotel

6. Agriturismo San Sano

7. Palazzo Leopoldo Dimora Storica & Spa

8. Relais Vignale & Spa

9. Dievole Wine Resort

10. La Certosa di Pontignano

11. Tenuta CorteDomina

12. Hotel Villa Campomaggio

13. Hotel Casafrassi

14. Hotel Il Viandante

15. Hotel Palazzo San niccolò & Spa

16. Pieve Aldina - Relais & Châteaux

17. Borgo San Felice Resort

18. Hotel Valdarno

19. Delta Hotel

20. Villa Le Barone

Top Montegrossi Hotel Reviews

Recent Reviews in Montegrossi

Fattoria di Vegi

Hotel Minerva

Borgo Scopeto Wine & Country Relais

Four Points by Sheraton Siena

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

La Certosa di Pontignano

Hotel Athena

Villa Ermellina Siena, a Tribute Portfolio Hotel

More cheap accommodation in Montegrossi

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Castello di Bossi

Porta Pispini Residence

Frequently asked questions

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