
Find hotels in Montegrossi from $83
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Go beyond your typical stay in Montegrossi
Family friendly
Farm
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Waterpark
Pet friendly
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Check prices for these dates
Tonight
Aug 15 - Aug 16Tomorrow
Aug 16 - Aug 17Next weekend
Aug 21 - Aug 23In two weeks
Aug 28 - Aug 30Our top choices for Montegrossi hotels




1. Ultimo Mulino Wellness Country Hotel
Ultimo Mulino Wellness Country HotelGaiole in Chianti
Hannah
$156 nightly
$181 total
Sep 9 - Sep 10
Total with taxes and fees




2. Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the WorldGaiole in Chianti
Rama
$369 nightly
$418 total
Sep 6 - Sep 7
Total with taxes and fees




3. Agriturismo San Sano
Agriturismo San SanoGaiole in Chianti
Paula
$140 nightly
$159 total
Aug 30 - Aug 31
Total with taxes and fees




4. Castello di Tornano Wine Resort
Castello di Tornano Wine ResortGaiole in Chianti
Austin
$211 nightly
$242 total
Aug 25 - Aug 26
Total with taxes and fees




5. La Certosa di Pontignano
La Certosa di PontignanoCastelnuovo Berardenga
Edyta
$67 nightly
$83 total
Sep 8 - Sep 9
Total with taxes and fees




6. Relais Vignale & Spa
Relais Vignale & SpaRadda in Chianti
tera
$203 nightly
$231 total
Aug 24 - Aug 25
Total with taxes and fees




7. Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & SpaRadda in Chianti
Elizabeth
$123 nightly
$143 total
Aug 23 - Aug 24
Total with taxes and fees




8. Chapter Chianti, a Member of Design Hotels
Chapter Chianti, a Member of Design HotelsCavriglia
Samay
$392 nightly
$438 total
Sep 15 - Sep 16
Total with taxes and fees




9. Podere L'Aquila
Podere L'AquilaGaiole in Chianti
$423 nightly
$470 total
Aug 23 - Aug 24
Total with taxes and fees




10. Hotel Il Viandante
Hotel Il ViandanteTerranuova Bracciolini
Michelle
$113 nightly
$130 total
Aug 18 - Aug 19
Total with taxes and fees




11. Hotel Palazzo San niccolò & Spa
Hotel Palazzo San niccolò & SpaRadda in Chianti
gary
$127 nightly
$147 total
Aug 23 - Aug 24
Total with taxes and fees




12. Dievole Wine Resort
Dievole Wine ResortCastelnuovo Berardenga
Rory
$327 nightly
$369 total
Aug 25 - Aug 26
Total with taxes and fees




13. Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine ResortCastellina in Chianti
Giancarlo
$174 nightly
$196 total
Aug 18 - Aug 19
Total with taxes and fees




14. Palagina la cascina
Palagina la cascinaFigline e Incisa Valdarno
Peter
$59 nightly
$67 total
Aug 23 - Aug 24
Total with taxes and fees




15. Hotel Valdarno
Hotel ValdarnoMontevarchi
Emmanuel
$104 nightly
$115 total
Aug 16 - Aug 17
Total with taxes and fees




16. Palagina la Dimora
Palagina la DimoraFigline e Incisa Valdarno
Tarek
$60 nightly
$68 total
Sep 1 - Sep 2
Total with taxes and fees




17. Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco SalivolpiCastellina in Chianti
Scott
$109 nightly
$123 total
Aug 21 - Aug 22
Total with taxes and fees




18. Castello Vicchiomaggio
Castello VicchiomaggioGreve in Chianti
Shane
$158 nightly
$173 total
Sep 1 - Sep 2
Total with taxes and fees




19. Belvedere di San Leonino
Belvedere di San LeoninoCastellina in Chianti
Jess
$137 nightly
$157 total
Aug 26 - Aug 27
Total with taxes and fees




20. Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPAFigline e Incisa Valdarno
Jason
$154 nightly
$174 total
Aug 23 - Aug 24
Total with taxes and fees
Top Montegrossi Hotel Reviews
Villa Casagrande Resort & SPA
10/10 Excellent
"What a wonderful 3 night break at Villa Casagrande! My wife and I had a beautiful stay in this historic villa. There’s a little steep walk up to the pool and restaurant next to it which were perfect and where we spent most of our time relaxing and sunbathing with the view of the trees and the Tuscan mountains. The staff were incredible, so kind, quick to help and made our stay even more pleasant. We both had lovely massages and relaxed in the spa area and one evening did the historic tour and wine tasting which was exceptional. The guides and sommeliers were so knowledgeable and so lovely and the organic Chianti wines they produce are an absolute must to taste and buy. The hotel’s main restaurant was the best in Filigne (the local town) and the food was incredible. One of the nights we had a live musician who was fantastic. We had dinner twice there; mushroom tagliatelle, the lamb, the wild boar gnocchi and paccheri carbonara were to die for! It’s only 50 mins on the train to Florence which is one of our favourite cities to explore in one day and we picked this place especially because it’s only a 12 minute walk from the Filigne Valdarno station and avoids the need to hire a car. We went for the comfort room which was spacious and clean and the air con was great and important for us it had a powerful shower. We truly had a wonderful time and absolutely cannot wait to go back next year! Grazie Villa Casagrande!"
Hotel Chiusarelli
8/10 Good
"It’s a nice enough property, but certainly not four or five star. I did enjoy my stay. The staff were phenomenal. The room was fine. I only was there for one night. The breakfast was so no food at all."
Hotel Athena
10/10 Excellent
"Wonderful hotel in great location just a short walk from the centre but quiet and peaceful in the evening. Fabulous helpful staff. Breakfast always fresh and lots of choice. We used the terrace restaurant once and it was fabulous - what amazing views! Highly recommended for a short or longer stay"
Borgo Scopeto Wine & Country Relais
10/10 Excellent
"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."
Castello di Spaltenna- Small Luxury Hotels of the World
10/10 Excellent
"Just an amazing overall experience, super welcoming and hospitable staff. Vacationing in an estate that is 1100 years old makes it even more memorable. Thank you Spaltena"
La Certosa di Pontignano
10/10 Excellent
"Great property with unique setting being an old monastery. We thought we had booked a room with A/C but there wasn’t. They moved us to a room with A/C at no additional cost."
Hotel Borgo San Luigi
10/10 Excellent
"Beautiful hotel and helpful staff Excellent food and amenities"
Villa Scacciapensieri Boutique Hotel
10/10 Excellent
"Very enjoyable stay"
Castello di Leonina Relais
8/10 Good
"The view from the dining area was perfect. The included breakfast was amazing and the complimentary ebike rentals were perfect to get around outside of the hotel to catch more amazing views! The food at dinner was perfect. The only thing that was lacking was the bathroom showers. Ours was leaking. Other than that it was a perfect stay."
More cheap stays in Montegrossi

Cannon d'Oro
Via Montanini 28 Siena SI
$87 nightly
$101 total
Aug 22 - Aug 23
Total with taxes and fees
7.8/10 Good! (258 reviews)

Piccolo Hotel Etruria
Via delle Donzelle, 3 Siena SI
$97 nightly
$112 total
Aug 20 - Aug 21
Total with taxes and fees

Albergo Centrale
Via Cecco Angiolieri 26 Siena SI
$98 nightly
$114 total
Aug 18 - Aug 19
Total with taxes and fees
8.8/10 Excellent! (104 reviews)

Torre del Fuggisole
Via di Fieravecchia 7 Siena SI
$100 nightly
$116 total
Aug 18 - Aug 19
Total with taxes and fees
10/10 Exceptional! (48 reviews)

Castello di Bossi
Località Bossi Castelnuovo Berardenga SI
$217 nightly
$244 total
Aug 29 - Aug 30
Total with taxes and fees
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

