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Check prices for these dates

Tonight
15 Aug - 16 Aug
Tomorrow
16 Aug - 17 Aug
Next weekend
21 Aug - 23 Aug
In two weeks
28 Aug - 30 Aug

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Our top choices for Montegrossi hotels

Breakfast included
Pieve di Spaltenna
Hotel
Reserve now, pay later
Pet-friendly

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

Castello di Spaltenna- Small Luxury Hotels of the World
Gaiole in Chianti
United States
Rama
NZ$762
includes taxes & fees
6 Sept - 7 Sept
Castello di Spaltenna- Small Luxury Hotels of the World

2. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
United States
Hannah
NZ$308
includes taxes & fees
9 Sept - 10 Sept
Ultimo Mulino Wellness Country Hotel

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
NZ$244
includes taxes & fees
24 Aug - 25 Aug
Palazzo Leopoldo Dimora Storica & Spa

4. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
United States
Paula
NZ$270
includes taxes & fees
27 Aug - 28 Aug
Agriturismo San Sano

5. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
NZ$746
includes taxes & fees
30 Aug - 31 Aug
Chapter Chianti, a Member of Design Hotels

6. Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
United States
Austin
NZ$435
includes taxes & fees
24 Aug - 25 Aug
Castello di Tornano Wine Resort

7. Hotel Il Viandante

Hotel Il Viandante
Terranuova Bracciolini
United States
Michelle
NZ$214
includes taxes & fees
16 Aug - 17 Aug
Hotel Il Viandante

8. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
Canada
tera
NZ$423
includes taxes & fees
21 Aug - 22 Aug
Relais Vignale & Spa

9. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Edyta
NZ$142
includes taxes & fees
8 Sept - 9 Sept
La Certosa di Pontignano

10. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
United States
Rory
NZ$628
includes taxes & fees
15 Sept - 16 Sept
Dievole Wine Resort

11. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
NZ$803
includes taxes & fees
31 Aug - 1 Sept
Podere L'Aquila

12. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
gary
NZ$246
includes taxes & fees
23 Aug - 24 Aug
Hotel Palazzo San niccolò & Spa

13. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
NZ$210
includes taxes & fees
22 Aug - 23 Aug
Hotel Valdarno

14. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
United States
Giancarlo
NZ$348
includes taxes & fees
18 Aug - 19 Aug
Castello di Fonterutoli Wine Resort

15. Il Verreno

Il Verreno
Ambra
United Kingdom
Ji Young
NZ$491
includes taxes & fees
20 Aug - 21 Aug
Il Verreno

16. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Gregory
NZ$454
includes taxes & fees
6 Sept - 7 Sept
Hotel Villa Campomaggio

17. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Scott
NZ$211
includes taxes & fees
21 Aug - 22 Aug
Hotel Colle Etrusco Salivolpi

18. Palagina la cascina

Palagina la cascina
Figline e Incisa Valdarno
United States
Peter
NZ$109
includes taxes & fees
23 Aug - 24 Aug
Palagina la cascina

19. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Jason
NZ$297
includes taxes & fees
23 Aug - 24 Aug
Villa Casagrande Resort & SPA

20. Pieve Aldina - Relais & Châteaux

Pieve Aldina - Relais & Châteaux
Radda in Chianti
Italy
Matteo
NZ$1,142
includes taxes & fees
17 Aug - 18 Aug
Pieve Aldina - Relais & Châteaux
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Top Montegrossi Hotel Reviews

Recent Reviews in Montegrossi

Villa Casagrande Resort & SPA

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!"
C 3-night trip
Posted 16 hours ago
Villa Casagrande Resort & SPA
Hotel Chiusarelli

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."
Joseph 1-night trip
Posted 18 hours ago
Hotel Chiusarelli
Hotel Athena

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"
Richard 7-night trip
Posted 8 days ago
Hotel Athena
Borgo Scopeto Wine & Country Relais

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."
Nicholas 7-night trip
Posted 10 days ago
Borgo Scopeto Wine & Country Relais
Castello di Spaltenna- Small Luxury Hotels of the World

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"
Ashley 2-night trip
Posted 10 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
La Certosa di Pontignano

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."
Frederic 4-night trip
Posted 11 days ago
La Certosa di Pontignano
Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful hotel and helpful staff Excellent food and amenities"
Onix 2-night trip
Posted 11 days ago
Hotel Borgo San Luigi
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"Very enjoyable stay"
Nigel 3-night trip
Posted 12 days ago
Villa Scacciapensieri Boutique Hotel
Castello di Leonina Relais

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."
Anthony 2-night trip
Posted 1 month ago
Castello di Leonina Relais

More cheap accommodation in Montegrossi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
NZ$189
20 Aug - 21 Aug
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
NZ$191
19 Aug - 20 Aug
includes taxes & fees
Piccolo Hotel Etruria
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
NZ$193
18 Aug - 19 Aug
includes taxes & fees
8.8/10 Excellent! (104 reviews)
Albergo Centrale
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
NZ$232
23 Aug - 24 Aug
includes taxes & fees
10/10 Exceptional! (48 reviews)
Torre del Fuggisole
Castello di Bossi

Castello di Bossi

Località Bossi Castelnuovo Berardenga SI
NZ$422
8 Sept - 9 Sept
includes taxes & fees
Castello di Bossi
Porta Pispini Residence

Porta Pispini Residence

Via Baldassarre Peruzzi 33 Siena SI
Get rates
9.4/10 Exceptional! (23 reviews)
Porta Pispini Residence

Frequently asked questions

Where is the best place to stay in Montegrossi?
Located 12.7 mi (20.5 km) from the heart of Montegrossi, Grand Hotel Continental Siena – Starhotels Collezione 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 Borgo Scopeto Wine & Country Relais. 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 an espresso maker. 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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