𝗧𝗢𝗣 𝟭𝟬 𝗛𝗼𝘁𝗲𝗹𝘀 𝗶𝗻 Montegrossi (2026)

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Spa

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Farm

Waterpark

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Tomorrow

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Our top choices for Montegrossi hotels

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

Gaiole in Chianti

Rama

S$571

includes taxes & fees

5 Oct - 6 Oct

2. Chapter Chianti, a Member of Design Hotels

Cavriglia

Samay

S$397

includes taxes & fees

6 Oct - 7 Oct

3. 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

S$173

includes taxes & fees

6 Oct - 7 Oct

4. Villa Sassolini Country Boutique Hotel

Montevarchi

Peter

S$321

includes taxes & fees

7 Oct - 8 Oct

5. Agriturismo San Sano

Gaiole in Chianti

Ernesto

S$140

includes taxes & fees

7 Oct - 8 Oct

6. Relais Vignale & Spa

Radda in Chianti

Maaya

S$295

includes taxes & fees

8 Oct - 9 Oct

7. Tenuta CorteDomina

Radda in Chianti

Dustin

S$359

includes taxes & fees

30 Sept - 1 Oct

8. La Certosa di Pontignano

Castelnuovo Berardenga

Malena

S$186

includes taxes & fees

10 Oct - 11 Oct

9. Palazzo Leopoldo Dimora Storica & Spa

Radda in Chianti

Elizabeth

S$332

includes taxes & fees

5 Oct - 6 Oct

10. Pieve Aldina - Relais & Châteaux

Radda in Chianti

Anthony

S$531

includes taxes & fees

30 Sept - 1 Oct

11. Podere L'Aquila

Gaiole in Chianti

S$592

includes taxes & fees

15 Sept - 16 Sept

12. Dievole Wine Resort

Castelnuovo Berardenga

Karamjit

S$526

includes taxes & fees

15 Sept - 16 Sept

13. Hotel Palazzo San niccolò & Spa

Radda in Chianti

Afeefa

S$286

includes taxes & fees

5 Oct - 6 Oct

14. Hotel Casafrassi

Castellina in Chianti

Jane

S$96

includes taxes & fees

11 Sept - 12 Sept

15. Hotel Valdarno

Montevarchi

Emmanuel

S$157

includes taxes & fees

10 Sept - 11 Sept

16. Hotel Villa Campomaggio

Radda in Chianti

Krishna

S$336

includes taxes & fees

29 Sept - 30 Sept

17. Castello La Leccia

Castellina in Chianti

Samuel

S$456

includes taxes & fees

9 Oct - 10 Oct

18. Il Verreno

Ambra

Minna

S$338

includes taxes & fees

7 Oct - 8 Oct

19. Palagina la Dimora

Figline e Incisa Valdarno

Tarek

S$147

includes taxes & fees

13 Sept - 14 Sept

20. Moody smart & comfy Hotel

Terranuova Bracciolini

Rocco

S$169

includes taxes & fees

19 Sept - 20 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

S$142

24 Sept - 25 Sept

includes taxes & fees

7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI

S$164

10 Sept - 11 Sept

includes taxes & fees

7.8/10 Good! (435 reviews)

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI

S$189

10 Sept - 11 Sept

includes taxes & fees

10/10 Exceptional! (49 reviews)

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI

S$204

10 Sept - 11 Sept

includes taxes & fees

8.8/10 Excellent! (106 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.

Montegrossi Hotels from S$96

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. Castello di Spaltenna- Small Luxury Hotels of the World

2. Chapter Chianti, a Member of Design Hotels

3. Ultimo Mulino Wellness Country Hotel

4. Villa Sassolini Country Boutique Hotel

5. Agriturismo San Sano

6. Relais Vignale & Spa

7. Tenuta CorteDomina

8. La Certosa di Pontignano

9. Palazzo Leopoldo Dimora Storica & Spa

10. Pieve Aldina - Relais & Châteaux

11. Podere L'Aquila

12. Dievole Wine Resort

13. Hotel Palazzo San niccolò & Spa

14. Hotel Casafrassi

15. Hotel Valdarno

16. Hotel Villa Campomaggio

17. Castello La Leccia

18. Il Verreno

19. Palagina la Dimora

20. Moody smart & comfy Hotel

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

Torre del Fuggisole

Albergo Centrale

Porta Pispini Residence

Antico Borgo Poggiarello

Frequently asked questions

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