Montegrossi Hotels from €65 - Fully Refundable Options

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Spa

Hot tub

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Cottage

Farm

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Our top choices for Montegrossi hotels

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

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

1. Ultimo Mulino Wellness Country Hotel

Gaiole in Chianti

"Ultimo Mulino Hotel was amazing! The property is so peaceful and beautiful. We had breakfast both mornings and ate at their on site restaurant both evenings. The food was delicious and the staff was incredible. Leno was our server both nights- she was amazing and so helpful making suggestions on food and wines. We also enjoyed the spa for the wellness package and a couples massage for our honeymoon. We highly recommend this to everyone! It was so relaxing and worth the cost."

Hannah

€118

includes taxes & fees

6 Oct - 7 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 window and a light fixture.

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

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

2. Agriturismo San Sano

Gaiole in Chianti

Ernesto

€96

includes taxes & fees

7 Oct - 8 Oct

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

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

An outdoor dining area with stone buildings and a tower, illuminated by ambient lighting.

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

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

Gaiole in Chianti

Rama

€388

includes taxes & fees

5 Oct - 6 Oct

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

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

A bar area with a high ceiling, wooden beams, and a bar counter with stools.

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

4. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

€270

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.

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

A cozy living room with a fireplace, wooden bookshelves, and a decorative mirror.

A four-poster bed with a view of the outdoors, a desk with a chair, and a sofa in a room with wooden beams on the ceiling.

5. Villa Sassolini Country Boutique Hotel

Montevarchi

Peter

€219

includes taxes & fees

7 Oct - 8 Oct

An outdoor dining area with a pool, potted plants, and umbrellas.

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

An outdoor dining area with a table set for two, overlooking a pool and vineyard.

A villa with a swimming pool, outdoor seating, and a garden.

6. Relais Vignale & Spa

Radda in Chianti

Maaya

€200

includes taxes & fees

8 Oct - 9 Oct

A terrace with stone arches, green plants, and a table set for dining with a scenic mountain view.

A stone-walled room with a sofa, a coat rack, and a window with curtains.

A rectangular swimming pool with a view of mountains in the background.

A stone building with a balcony, potted plants, and a view of distant hills.

7. Podere L'Aquila

Gaiole in Chianti

€409

includes taxes & fees

15 Sept - 16 Sept

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.

8. La Certosa di Pontignano

Castelnuovo Berardenga

Edyta

€138

includes taxes & fees

30 Sept - 1 Oct

A person pouring a liquid from a bottle into a glass.

A modern building with a glass facade, a car parked in front, and a well-lit entrance area.

A modern interior with a yellow sofa, blue armchair, and a dining area with chairs and a table.

A modern interior with a blue chair, a yellow chair, and a brown sofa. There is a glass door leading to an outdoor area with chairs and plants.

9. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

€115

includes taxes & fees

18 Sept - 19 Sept

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

A table set with wine glasses and a candle, viewed through a window with string lights.

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.

10. Tenuta CorteDomina

Radda in Chianti

Alexander

€254

includes taxes & fees

10 Oct - 11 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 courtyard with outdoor seating, stone walls, and a staircase.

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

11. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

€195

includes taxes & fees

5 Oct - 6 Oct

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

A hotel room with two beds, a desk with a computer, a chair, and a tray of breakfast items.

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

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

12. Hotel Valdarno

Montevarchi

Emmanuel

€117

includes taxes & fees

10 Sept - 11 Sept

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 bar area with brick arches, wooden barrels, leather seating, and a wine rack.

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

13. Hotel Casafrassi

Castellina in Chianti

Jane

€65

includes taxes & fees

11 Sept - 12 Sept

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

A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.

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.

14. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

€226

includes taxes & fees

5 Oct - 6 Oct

A well-maintained garden with geometric hedges and a pathway leading to a building with multiple windows and outdoor seating.

A restaurant with tables set for dining, large umbrellas, and a view of the landscape.

A stone building with a large wooden door and arched entrance, flanked by potted plants.

A room with a large window offering a view of a vineyard and distant hills.

15. Palagina la Dimora

Figline e Incisa Valdarno

Tarek

€110

includes taxes & fees

13 Sept - 14 Sept

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

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

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

A bedroom with a wooden ceiling, a stone wall, a bed, a desk, a chair, a sofa, and a window with curtains.

16. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Anthony

€361

includes taxes & fees

30 Sept - 1 Oct

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

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

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.

17. Hotel Colle Etrusco Salivolpi

Castellina in Chianti

Monica

€111

includes taxes & fees

20 Sept - 21 Sept

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

A breakfast buffet with pastries and a coffee machine.

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

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

18. Villa Montarioso

Montarioso

Michael

€84

includes taxes & fees

8 Oct - 9 Oct

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

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

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.

19. Hotel Villa Campomaggio

Radda in Chianti

Krishna

€228

includes taxes & fees

29 Sept - 30 Sept

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

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

20. Dievole Wine Resort

Castelnuovo Berardenga

Karamjit

€372

includes taxes & fees

15 Sept - 16 Sept

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Top Montegrossi Hotel Reviews

Borgo Vescine

10/10 Excellent

"This place is simply perfection From the moment you check in to the moment you leave , you feel like royalty . Staff is impressive how polite , accommodating and welcoming Thank you Lorenzo at the bar ! Honestly no words besides EXCELLENT Anna /Canada !!!!"

Villa Pitiana

10/10 Excellent

"We spent our honeymoon here and it was absolutely beautiful"

Villa Scacciapensieri Boutique Hotel

10/10 Excellent

"The staff were very friendly and helpful. The bar service is the best."

Grand Hotel Continental Siena – Starhotels Collezione

10/10 Excellent

"All the staff in the hotel were very helpful and we would like to stay there again."

Hotel Chiusarelli

10/10 Excellent

"Great location. Wonderful staff, very helpful and polite."

Hotel Athena

10/10 Excellent

"Clean, well located, friendly staff, wonderful views"

Borgo San Felice Resort

10/10 Excellent

"An unforgettable stay in Tuscany!** Our stay at Borgo San Felice was truly incredible from beginning to end. From the moment our private driver picked us up at the train station and brought us through the beautiful Tuscan countryside to the resort, everything felt seamless and special. The property itself is absolutely breathtaking pictures truly don’t do it justice. We enjoyed dinner on the property, a wonderful couples massage, a private wine tour and tasting, and a relaxing pool day. We especially loved the live piano music in the evenings; it added such a romantic and elegant touch to the entire experience. The service was one of the highlights of our stay. A special shout-out to **Herman at the pool**, who was always attentive and completely on point with everything we needed. We also had an amazing experience at **Poggio Rosso**, where **Matia provided top-notch service** and made our Michelin-starred dinner feel even more memorable. Every detail from the beautiful grounds and peaceful atmosphere to the food, wine, spa, and exceptional hospitality—made our time here unforgettable. Borgo San Felice gave us exactly the Tuscany experience we were hoping for and more. We absolutely loved our stay and would return in a heartbeat. Highly recommend! 🇮🇹🍷✨"

Fattoria di Vegi

10/10 Excellent

"Amazing! I wish I could have stayed forever!"

Dievole Wine Resort

10/10 Excellent

"Amazing hotel with the most unreal views. Staff were super friendly. Would definitely recommend!"

More cheap stays in Montegrossi

Cannon d'Oro

Via Montanini 28 Siena SI

€96

24 Sept - 25 Sept

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

€112

10 Sept - 11 Sept

includes taxes & fees

7.8/10 Good! (435 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

€139

10 Sept - 11 Sept

includes taxes & fees

8.8/10 Excellent! (106 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

€140

10 Sept - 11 Sept

includes taxes & fees

10/10 Exceptional! (49 reviews)

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI

Get rates

9.4/10 Exceptional! (23 reviews)

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI

Get rates

9/10 Wonderful! (20 reviews)

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 Grand Hotel Continental Siena – Starhotels Collezione. 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 Castello di Albola. You'll also find Castello di Radda Winery and Castle of Brolio 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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Things to do in Greve in Chianti

Montegrossi Hotels

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Montegrossi

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Montegrossi hotels

1. Ultimo Mulino Wellness Country Hotel

2. Agriturismo San Sano

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

4. Chapter Chianti, a Member of Design Hotels

5. Villa Sassolini Country Boutique Hotel

6. Relais Vignale & Spa

7. Podere L'Aquila

8. La Certosa di Pontignano

9. Moody smart & comfy Hotel

10. Tenuta CorteDomina

11. Hotel Palazzo San niccolò & Spa

12. Hotel Valdarno

13. Hotel Casafrassi

14. Palazzo Leopoldo Dimora Storica & Spa

15. Palagina la Dimora

16. Pieve Aldina - Relais & Châteaux

17. Hotel Colle Etrusco Salivolpi

18. Villa Montarioso

19. Hotel Villa Campomaggio

20. Dievole Wine Resort

Top Montegrossi Hotel Reviews

Borgo Vescine

Villa Pitiana

Villa Scacciapensieri Boutique Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Hotel Chiusarelli

Hotel Athena

Borgo San Felice Resort

Fattoria di Vegi

Dievole Wine Resort

More cheap stays in Montegrossi

Cannon d'Oro

Piccolo Hotel Etruria

Albergo Centrale

Torre del Fuggisole

Porta Pispini Residence

Antico Borgo Poggiarello

Frequently asked questions

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