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Sep 18 - Sep 19
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Sep 19 - Sep 20
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Sep 18 - Sep 20
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Our top choices for Montegrossi hotels

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
$394 nightly
$445 total
Oct 19 - Oct 20
Total with taxes and fees
Castello di Spaltenna- Small Luxury Hotels of the World

2. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
$275 nightly
$310 total
Oct 6 - Oct 7
Total with taxes and fees
Chapter Chianti, a Member of Design Hotels

3. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
United States
Hannah
$112 nightly
$132 total
Oct 19 - Oct 20
Total with taxes and fees
Ultimo Mulino Wellness Country Hotel

4. Castello di Tornano Wine Resort

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

5. Agriturismo San Sano

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

6. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Ali
$188 nightly
$214 total
Oct 18 - Oct 19
Total with taxes and fees
Relais Vignale & Spa

7. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Roberto
$91 nightly
$109 total
Oct 5 - Oct 6
Total with taxes and fees
La Certosa di Pontignano

8. Villa Sassolini Country Boutique Hotel

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

9. Podere L'Aquila

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

10. Palazzo Leopoldo Dimora Storica & Spa

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

11. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
Canada
Marissa
$356 nightly
$401 total
Oct 14 - Oct 15
Total with taxes and fees
Dievole Wine Resort

12. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Krishna
$187 nightly
$213 total
Oct 19 - Oct 20
Total with taxes and fees
Hotel Villa Campomaggio

13. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
$168 nightly
$191 total
Oct 18 - Oct 19
Total with taxes and fees
Hotel Palazzo San niccolò & Spa

14. Belvedere di San Leonino

Belvedere di San Leonino
Castellina in Chianti
United States
Seong Won
$126 nightly
$146 total
Oct 7 - Oct 8
Total with taxes and fees
Belvedere di San Leonino

15. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Dustin
$246 nightly
$275 total
Oct 17 - Oct 18
Total with taxes and fees
Tenuta CorteDomina

16. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
Figline e Incisa Valdarno
United States
Jason
$111 nightly
$125 total
Oct 18 - Oct 19
Total with taxes and fees
Villa Casagrande Resort & SPA

17. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
Castellina in Chianti
United States
Monica
$107 nightly
$121 total
Sep 20 - Sep 21
Total with taxes and fees
Hotel Colle Etrusco Salivolpi

18. Villa Montarioso

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

19. Castello La Leccia

Castello La Leccia
Castellina in Chianti
United States
Eva
$266 nightly
$297 total
Oct 9 - Oct 10
Total with taxes and fees
Castello La Leccia

20. Il Verreno

Il Verreno
Ambra
Canada
Minna
$225 nightly
$253 total
Oct 12 - Oct 13
Total with taxes and fees
Il Verreno
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Top Montegrossi Hotel Reviews

Hotel Chiusarelli

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."
Shannon 3-night trip
Posted 2 days ago
Hotel Chiusarelli
Villa Scacciapensieri Boutique Hotel

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."
Federica 1-night trip
Posted 2 days ago
Villa Scacciapensieri Boutique Hotel
Fattoria di Vegi

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."
David 4-night trip
Posted 2 days ago
Fattoria di Vegi
La Certosa di Pontignano

La Certosa di Pontignano

10/10 Excellent
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"
Roberto 2-night trip
Posted 2 days ago
La Certosa di Pontignano
Grand Hotel Continental Siena – Starhotels Collezione

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."
Lilianne 2-night trip
Posted 2 days ago
Grand Hotel Continental Siena – Starhotels Collezione
 Palazzo Ravizza

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."
Diana 2-night trip
Posted 2 days ago
Palazzo Ravizza
Castello di Spaltenna- Small Luxury Hotels of the World

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."
David 3-night trip
Posted 3 days ago
Castello di Spaltenna- Small Luxury Hotels of the World
Hotel Italia

Hotel Italia

8/10 Good
"Clean, well maintained property that you’ll feel safe spending the night."
Shaji 1-night trip
Posted 6 days ago
Hotel Italia
Hotel Athena

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!"
stacy 3-night trip
Posted 7 days ago
Hotel Athena

More cheap stays in Montegrossi

Cannon d'Oro

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)
Cannon d'Oro
Piccolo Hotel Etruria

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)
Piccolo Hotel Etruria
Albergo Centrale

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)
Albergo Centrale
Torre del Fuggisole

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)
Torre del Fuggisole
Antico Borgo Poggiarello

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)
Antico Borgo Poggiarello
Porta Pispini Residence

Porta Pispini Residence

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

Hotels in Montegrossi with star-rating

Frequently asked questions

Where is the best place for a 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 traveler data. Two other choices for your visit to the area are Hotel Athena and Hotel Executive. See all available top hotels, or vacation rentals in Montegrossi.
What's the top vacation rental in Montegrossi?
Borgo Argiano: This vacation home rental outside of Montegrossi is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation 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 bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Montegrossi.
Where can I learn more about changing or cancelling my trip to Montegrossi?
To find more details about rescheduling or cancelling your trip to Montegrossi, head over to our customer service page.
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 onsite pool. View all hotels with pools in Montegrossi.
What's it like to stay in Montegrossi?
Visitors to Montegrossi are sure to find plenty to explore and enjoy. In Montegrossi, there are 4 hotels and other accommodations 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. Check out what more 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 temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montegrossi is 37 inches.

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