
Find hotels in Montegrossi from $78
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Go beyond your typical stay in Montegrossi
Pet friendly
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Apartment
Apart hotel
Cottage
Farm
Family friendly
Waterpark
Check prices for these dates
Tonight
Sep 18 - Sep 19Tomorrow
Sep 19 - Sep 20This weekend
Sep 18 - Sep 20Next weekend
Sep 25 - Sep 27Our top choices for Montegrossi hotels




1. Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the WorldGaiole in Chianti
Rama
$394 nightly
$445 total
Oct 19 - Oct 20
Total with taxes and fees




2. Chapter Chianti, a Member of Design Hotels
Chapter Chianti, a Member of Design HotelsCavriglia
Samay
$275 nightly
$310 total
Oct 6 - Oct 7
Total with taxes and fees




3. Ultimo Mulino Wellness Country Hotel
Ultimo Mulino Wellness Country HotelGaiole in Chianti
Hannah
$112 nightly
$132 total
Oct 19 - Oct 20
Total with taxes and fees




4. Castello di Tornano Wine Resort
Castello di Tornano Wine ResortGaiole in Chianti
Sanja
$153 nightly
$177 total
Oct 19 - Oct 20
Total with taxes and fees




5. Agriturismo San Sano
Agriturismo San SanoGaiole in Chianti
Ernesto
$66 nightly
$78 total
Oct 18 - Oct 19
Total with taxes and fees




6. Relais Vignale & Spa
Relais Vignale & SpaRadda in Chianti
Ali
$188 nightly
$214 total
Oct 18 - Oct 19
Total with taxes and fees




7. La Certosa di Pontignano
La Certosa di PontignanoCastelnuovo Berardenga
Roberto
$91 nightly
$109 total
Oct 5 - Oct 6
Total with taxes and fees




8. Villa Sassolini Country Boutique Hotel
Villa Sassolini Country Boutique HotelMontevarchi
Peter
$203 nightly
$223 total
Oct 7 - Oct 8
Total with taxes and fees




9. Podere L'Aquila
Podere L'AquilaGaiole in Chianti
$409 nightly
$455 total
Oct 5 - Oct 6
Total with taxes and fees




10. Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & SpaRadda in Chianti
Elizabeth
$200 nightly
$227 total
Oct 18 - Oct 19
Total with taxes and fees




11. Dievole Wine Resort
Dievole Wine ResortCastelnuovo Berardenga
Marissa
$356 nightly
$401 total
Oct 14 - Oct 15
Total with taxes and fees




12. Hotel Villa Campomaggio
Hotel Villa CampomaggioRadda in Chianti
Krishna
$187 nightly
$213 total
Oct 19 - Oct 20
Total with taxes and fees




13. Hotel Palazzo San niccolò & Spa
Hotel Palazzo San niccolò & SpaRadda in Chianti
Afeefa
$168 nightly
$191 total
Oct 18 - Oct 19
Total with taxes and fees




14. Belvedere di San Leonino
Belvedere di San LeoninoCastellina in Chianti
Seong Won
$126 nightly
$146 total
Oct 7 - Oct 8
Total with taxes and fees




15. Tenuta CorteDomina
Tenuta CorteDominaRadda in Chianti
Dustin
$246 nightly
$275 total
Oct 17 - Oct 18
Total with taxes and fees




16. Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPAFigline e Incisa Valdarno
Jason
$111 nightly
$125 total
Oct 18 - Oct 19
Total with taxes and fees




17. Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco SalivolpiCastellina in Chianti
Monica
$107 nightly
$121 total
Sep 20 - Sep 21
Total with taxes and fees




18. Villa Montarioso
Villa MontariosoMontarioso
Michael
$82 nightly
$96 total
Oct 8 - Oct 9
Total with taxes and fees




19. Castello La Leccia
Castello La LecciaCastellina in Chianti
Eva
$266 nightly
$297 total
Oct 9 - Oct 10
Total with taxes and fees




20. Il Verreno
Il VerrenoAmbra
Minna
$225 nightly
$253 total
Oct 12 - Oct 13
Total with taxes and fees
Top Montegrossi Hotel Reviews
Hotel Chiusarelli
10/10 Excellent
"Perfect hotel. Quiet, safe, great location, staff was fabulous, breakfast was very good. This hotel had it all. Highly recommend."
Villa Scacciapensieri Boutique Hotel
10/10 Excellent
"The villa is amazing and the perfect little world in itself. Its closeness to Siena makes it easier to visit the city. The patio is the perfect place to view Siena at sunset. The staff was very courteous and ready to help. This hotel is a gem."
Fattoria di Vegi
10/10 Excellent
"What an amazing hotel. The attention to detail on the refurb of the property is phenomenal. Once the tennis court, spa etc are completed this will easily be high hundreds per night. We visited all the other properties in the surrounding area and nothing came close to this hotel. The food and drinks were also brilliant - best meal we had in Tuscany was in the hotel. My only suggestions would be to rotate the staff more - they seemed slightly over worked. Easily one of the best hotels I have stayed in."
La Certosa di Pontignano
10/10 Excellent
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
Grand Hotel Continental Siena – Starhotels Collezione
8/10 Good
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."
Palazzo Ravizza
10/10 Excellent
"We had a wonderful time at this hotel. Everything was excellent and everyone so helpful. Great room ,that had a wonderful view of the gardens . The room was very clean and well equipt with all you need to enjoy your stay. Walkable access to the centre with some lovely shops ,bars and restaurants on the way. A massive thank you to Francesca who was brilliant. So knowledgable about the area and friendly and helpful. Her and the team are doing a wonderful job. Would highly recommend and I would visit again."
Castello di Spaltenna- Small Luxury Hotels of the World
10/10 Excellent
"The experience was exceptional, the dinners in both restaurants on site were spectacular. The staff was amazing, friendly, and made our stay very memorable. We are planning to return soon."
Hotel Italia
8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Hotel Athena
10/10 Excellent
"We had a wonderful stay at Hotel Athena in Siena. The service was exceptional, the staff were warm, welcoming and genuinely helpful throughout our visit. The location was fantastic for exploring Siena, with everything within walking distance, while the hotel itself provided a comfortable and relaxing place to come back to after a day of exploring. We also loved the beautiful views from the terrace which was the perfect spot to unwind with a drink and take in the scenery. Sunset was especially beautiful and I would recommend calling the terrace staff themselves to reserve your seat. They are VERY busy up there so please exercise patience and kindness to the server and bartender as they work so hard to get your orders to you as quickly as possible. Self parking our car was a huge bonus as we rented a vehicle to explore Tuscany. A lovely hotel, a great location and wonderful service. We would happily stay here again when visiting Siena!"
More cheap stays in Montegrossi

Cannon d'Oro
Via Montanini 28 Siena SI
$89 nightly
$103 total
Sep 24 - Sep 25
Total with taxes and fees
7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria
Via delle Donzelle, 3 Siena SI
$108 nightly
$124 total
Oct 18 - Oct 19
Total with taxes and fees
7.8/10 Good! (437 reviews)

Albergo Centrale
Via Cecco Angiolieri 26 Siena SI
$145 nightly
$166 total
Oct 16 - Oct 17
Total with taxes and fees
8.8/10 Excellent! (108 reviews)

Torre del Fuggisole
Via di Fieravecchia 7 Siena SI
$148 nightly
$169 total
Sep 30 - Oct 1
Total with taxes and fees
10/10 Exceptional! (49 reviews)

Antico Borgo Poggiarello
Strada Di San Monti 12 Monteriggioni SI
$160 nightly
$179 total
Oct 18 - Oct 19
Total with taxes and fees
9/10 Wonderful! (20 reviews)
Hotels in Montegrossi with star-rating

3 Star Hotels
92 properties
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- Visit Starda
- Visit Volpaia
- Visit Cavriglia
- Visit Moncioni
- Church of San Sigismondo
- Visit Montegonzi
- Visit Rietine
- Visit Castelnuovo dei Sabbioni
- Castello di Radda Winery
- Gaiole in Chianti Stadium
- Visit Nusenna
- Visit Lecchi in Chianti
- Castello di Albola
- Visit Chianti Region
- Gianfranco Carla Fineschi Botanical Rose Garden
- Medieval Tower of Barbischio
- Visit Poggio Alle Monache
- Visit Vertine
- Visit Gaiole in Chianti
- Visit Radda in Chianti
- Badia a Coltibuono
- Cantalici Winery
- Castle of Brolio
- Visit San Sano
- Meleto Castle

