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Montegrossi Hotels

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Check prices for these dates

Tonight
Sep 10 - Sep 11
Tomorrow
Sep 11 - Sep 12
This weekend
Sep 11 - Sep 13
Next weekend
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
P25,025
P28,255 total
includes taxes & fees
Oct 5 - Oct 6
Castello di Spaltenna- Small Luxury Hotels of the World

2. Borgo Vescine

Borgo Vescine
Radda in Chianti
United States
Gabrielle
P57,199
P63,502 total
includes taxes & fees
Sep 19 - Sep 20
Borgo Vescine

3. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
Cavriglia
United Kingdom
Samay
P17,478
P19,662 total
includes taxes & fees
Oct 6 - Oct 7
Chapter Chianti, a Member of Design Hotels

4. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Malena
P8,619
P10,063 total
includes taxes & fees
Sep 30 - Oct 1
La Certosa di Pontignano

5. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
United States
Karamjit
P24,131
P27,127 total
includes taxes & fees
Sep 15 - Sep 16
Dievole Wine Resort

6. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
United States
Dustin
P15,912
P17,794 total
includes taxes & fees
Sep 30 - Oct 1
Tenuta CorteDomina

7. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
Radda in Chianti
United States
Afeefa
P12,481
P14,166 total
includes taxes & fees
Oct 5 - Oct 6
Hotel Palazzo San niccolò & Spa

8. Relais Vignale & Spa

Relais Vignale & Spa
Radda in Chianti
United States
Maaya
P11,227
P14,586 total
includes taxes & fees
Oct 8 - Oct 9
Relais Vignale & Spa

9. Moody smart & comfy Hotel

Moody smart & comfy Hotel
Terranuova Bracciolini
Belgium
Rocco
P7,388
P8,346 total
includes taxes & fees
Sep 18 - Sep 19
Moody smart & comfy Hotel

10. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
P14,538
P16,429 total
includes taxes & fees
Oct 5 - Oct 6
Palazzo Leopoldo Dimora Storica & Spa

11. Podere L'Aquila

Podere L'Aquila
Gaiole in Chianti
P10,725
P29,784 total
includes taxes & fees
Sep 15 - Sep 16
Podere L'Aquila

12. Hotel Valdarno

Hotel Valdarno
Montevarchi
United States
Emmanuel
P7,745
P8,520 total
includes taxes & fees
Sep 11 - Sep 12
Hotel Valdarno

13. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Krishna
P14,717
P16,625 total
includes taxes & fees
Sep 29 - Sep 30
Hotel Villa Campomaggio

14. Hotel Le Fontanelle

Hotel Le Fontanelle
Castelnuovo Berardenga
Canada
Briana
P35,654
P39,948 total
includes taxes & fees
Oct 5 - Oct 6
Hotel Le Fontanelle

15. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
Italy
Jane
P3,906
P4,734 total
includes taxes & fees
Sep 11 - Sep 12
Hotel Casafrassi

16. The Club House

The Club House
Castelnuovo Berardenga
United States
Karla
P56,329
P62,690 total
includes taxes & fees
Sep 27 - Sep 28
The Club House

17. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
United States
Hannah
P7,256
P8,564 total
includes taxes & fees
Oct 6 - Oct 7
Ultimo Mulino Wellness Country Hotel

18. Borgo Scopeto Wine & Country Relais

Borgo Scopeto Wine & Country Relais
Castelnuovo Berardenga
United States
Hannah
P38,993
P43,621 total
includes taxes & fees
Oct 7 - Oct 8
Borgo Scopeto Wine & Country Relais

19. Villa Sassolini Country Boutique Hotel

Villa Sassolini Country Boutique Hotel
Montevarchi
United Kingdom
Peter
P14,465
P15,912 total
includes taxes & fees
Oct 7 - Oct 8
Villa Sassolini Country Boutique Hotel

20. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Switzerland
Ernesto
P6,098
P6,999 total
includes taxes & fees
Oct 7 - Oct 8
Agriturismo San Sano
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Top Montegrossi Hotel Reviews

Borgo Vescine

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 !!!!"
Anna 3-night trip
Posted 10 hours ago
Borgo Vescine
Villa Pitiana

Villa Pitiana

10/10 Excellent
"We spent our honeymoon here and it was absolutely beautiful"
Rochelle 3-night trip
Posted 11 hours ago
Villa Pitiana
Villa Scacciapensieri Boutique Hotel

Villa Scacciapensieri Boutique Hotel

10/10 Excellent
"The staff were very friendly and helpful. The bar service is the best."
Harley 1-night trip
Posted 1 day ago
Villa Scacciapensieri Boutique Hotel
Grand Hotel Continental Siena – Starhotels Collezione

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."
Richard 2-night trip
Posted 1 day ago
Grand Hotel Continental Siena – Starhotels Collezione
Hotel Chiusarelli

Hotel Chiusarelli

10/10 Excellent
"Great location. Wonderful staff, very helpful and polite."
Mark 1-night trip
Posted 2 days ago
Hotel Chiusarelli
Hotel Athena

Hotel Athena

10/10 Excellent
"Clean, well located, friendly staff, wonderful views"
Jared 3-night trip
Posted 2 days ago
Hotel Athena
Borgo San Felice Resort

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! 🇮🇹🍷✨"
Yael 2-night trip
Posted 4 days ago
Borgo San Felice Resort
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"Amazing! I wish I could have stayed forever!"
Christopher 1-night trip
Posted 5 days ago
Fattoria di Vegi
Dievole Wine Resort

Dievole Wine Resort

10/10 Excellent
"Amazing hotel with the most unreal views. Staff were super friendly. Would definitely recommend!"
Tia 3-night trip
Posted 6 days ago
Dievole Wine Resort

More cheap stays in Montegrossi

Cannon d'Oro

Cannon d'Oro

Via Montanini 28 Siena SI
P6,044
P7,012 total
Sep 24 - Sep 25
includes taxes & fees
7.8/10 Good! (258 reviews)
Cannon d'Oro
Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
P7,070
P8,142 total
Sep 10 - Sep 11
includes taxes & fees
7.8/10 Good! (435 reviews)
Piccolo Hotel Etruria
Torre del Fuggisole

Torre del Fuggisole

Via di Fieravecchia 7 Siena SI
P8,443
P9,651 total
Sep 10 - Sep 11
includes taxes & fees
10/10 Exceptional! (49 reviews)
Torre del Fuggisole
Albergo Centrale

Albergo Centrale

Via Cecco Angiolieri 26 Siena SI
P8,848
P10,097 total
Sep 10 - Sep 11
includes taxes & fees
8.8/10 Excellent! (106 reviews)
Albergo Centrale
Porta Pispini Residence

Porta Pispini Residence

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

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
Get rates
9/10 Wonderful! (20 reviews)
Antico Borgo Poggiarello

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 Grand Hotel Continental Siena – Starhotels Collezione. 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.
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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