Hotels in Montegrossi
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Le Lappe
Le Lappe
Cavriglia
9.6 out of 10, Exceptional, (32)
9.6/10
Exceptional
(32)
Castello di Meleto
Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (90)
8.8/10
Excellent
(90)
Hotel Palazzo San niccolò & Spa
Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (177)
9.2/10
Wonderful
(177)
The price is $106
$106
$123 total
includes taxes & fees
Dec 21 - Dec 22
Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (275)
9.2/10
Wonderful
(275)
The price is $95
$95
$112 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Hotel Il Viandante
Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (162)
9.2/10
Wonderful
(162)
The price is $105
$105
$139 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Hotel Valdarno
Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (216)
8.8/10
Excellent
(216)
Delta Hotel
Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very Good, (159)
8.4/10
Very Good
(159)
The price is $163
$163
$180 total
includes taxes & fees
Jan 1 - Jan 2, 2026
La Certosa di Pontignano
La Certosa di Pontignano
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
9.6/10
Exceptional
(503)
The price is $63
$63
$73 total
includes taxes & fees
Dec 21 - Dec 22
Villa La Borghetta Resort
Villa La Borghetta Resort
4.0 star property
Figline e Incisa Valdarno
7.8 out of 10, Good, (88)
7.8/10
Good
(88)
Hotel Michelangelo
Hotel Michelangelo
3.0 star property
Terranuova Bracciolini
8.8 out of 10, Excellent, (75)
8.8/10
Excellent
(75)
The price is $111
$111
$126 total
includes taxes & fees
Dec 21 - Dec 22
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (201)
9.4/10
Exceptional
(201)
The price is $187
$187
$210 total
includes taxes & fees
Dec 18 - Dec 19
La Pensione di Vignamaggio
La Pensione di Vignamaggio
Panzano in Chianti
9.6 out of 10, Exceptional, (117)
9.6/10
Exceptional
(117)
Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (375)
9.2/10
Wonderful
(375)
The price is $107
$107
$120 total
includes taxes & fees
Jan 16 - Jan 17, 2026
La Rocca della Magione
La Rocca della Magione
Monteriggioni
9.4 out of 10, Exceptional, (6)
9.4/10
Exceptional
(6)
Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (114)
9.6/10
Exceptional
(114)
Terre di Baccio
Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (71)
9.8/10
Exceptional
(71)
Casa al Sole
Casa al Sole
3.0 star property
Greve in Chianti
8.2 out of 10, Very Good, (54)
8.2/10
Very Good
(54)
Hotel Toscana
Hotel Toscana
3.0 star property
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (29)
9.0/10
Wonderful
(29)
Four Points by Sheraton Siena
Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (579)
8.8/10
Excellent
(579)
The price is $117
$117
$132 total
includes taxes & fees
Dec 22 - Dec 23
Castel Monastero - The Leading Hotels of the World
Castel Monastero - The Leading Hotels of the World
5.0 star property
Castelnuovo Berardenga
8.8 out of 10, Excellent, (144)
8.8/10
Excellent
(144)
The price is $634
$634
$709 total
includes taxes & fees
Dec 20 - Dec 21
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Budget hotels in Montegrossi and vicinity
Relais La Corte Dei Cavalieri
Relais La Corte Dei CavalieriSiena City Centre
8.0 out of 10, Very Good, (89)
8.0/10
Very Good
(89)
The price is $52
$52
$62 total
includes taxes & fees
Dec 18 - Dec 19
7.8 out of 10, Good, (250)
7.8/10
Good
(250)
9.2 out of 10, Wonderful, (122)
9.2/10
Wonderful
(122)
8.0 out of 10, Very Good, (478)
8.0/10
Very Good
(478)
The price is $53
$53
$59 total
includes taxes & fees
Dec 21 - Dec 22
La Certosa di Pontignano
La Certosa di PontignanoCastelnuovo Berardenga
9.6 out of 10, Exceptional, (503)
9.6/10
Exceptional
(503)
The price is $63
$63
$73 total
includes taxes & fees
Dec 21 - Dec 22
ApartHotel Anghel
ApartHotel AnghelSiena
8.4 out of 10, Very Good, (335)
8.4/10
Very Good
(335)
The price is $67
$67
$78 total
includes taxes & fees
Dec 19 - Dec 20
8.0 out of 10, Very Good, (248)
8.0/10
Very Good
(248)
B&B San Francesco
B&B San FrancescoSiena City Centre
9.4 out of 10, Exceptional, (46)
9.4/10
Exceptional
(46)
The price is $61
$61
$72 total
includes taxes & fees
Dec 18 - Dec 19
Villa Fiorita
Villa FioritaCamollia
8.2 out of 10, Very Good, (183)
8.2/10
Very Good
(183)
The price is $67
$67
$79 total
includes taxes & fees
Jan 7 - Jan 8, 2026
9.2 out of 10, Wonderful, (1001)
9.2/10
Wonderful
(1001)
The price is $66
$66
$76 total
includes taxes & fees
Jan 11 - Jan 12, 2026
9.0 out of 10, Wonderful, (105)
9.0/10
Wonderful
(105)
The price is $58
$58
$63 total
includes taxes & fees
Dec 18 - Dec 19
8.6 out of 10, Excellent, (147)
8.6/10
Excellent
(147)
The price is $79
$79
$94 total
includes taxes & fees
Jan 9 - Jan 10, 2026
8.4 out of 10, Very Good, (526)
8.4/10
Very Good
(526)
The price is $87
$87
$100 total
includes taxes & fees
Dec 19 - Dec 20
8.6 out of 10, Excellent, (198)
8.6/10
Excellent
(198)
The price is $74
$74
$83 total
includes taxes & fees
Jan 11 - Jan 12, 2026
8.8 out of 10, Excellent, (182)
8.8/10
Excellent
(182)
8.4 out of 10, Very Good, (203)
8.4/10
Very Good
(203)
8.2 out of 10, Very Good, (50)
8.2/10
Very Good
(50)
The price is $66
$66
$76 total
includes taxes & fees
Jan 7 - Jan 8, 2026
8.2 out of 10, Very Good, (317)
8.2/10
Very Good
(317)
The price is $69
$69
$76 total
includes taxes & fees
Dec 21 - Dec 22
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Go beyond your typical stay in Montegrossi
Pet friendly
Farm
Family friendly
Check out reviews of Montegrossi hotels guests love
Hotel Certosa Di Maggiano
10/10 Excellent
"The best in Siena."
Hotel Athena
10/10 Excellent
"Great location, very friendly staff"
Hotel Minerva
10/10 Excellent
"Helpful staff and overall vibe. "
Hotel Italia
10/10 Excellent
"This was a short stay for us in Siena. A great hotel. Friendly staff and the best bargain best breakfast we have had in Italy. Highly recommended"
Hotel Borgo San Luigi
10/10 Excellent
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
Palazzo Ravizza
10/10 Excellent
"Ideal in every way."
Hotel Borgo di Cortefreda Relais
10/10 Excellent
"The hotel and services exceeded my expectations."
Hotel Toscana Ambassador
10/10 Excellent
"We recommend the Toscana Ambassador to everyone, as we had a great experience with its cleanliness, hospitality, friendliness, and an extraordinary breakfast, with excellent service from Ada & Julia and the rest of the crew, from the front desk to room service.
If you ever visit Poggibonsi, Tuscany, stay here with no hesitation.
"
Hotel Chiusarelli
10/10 Excellent
"The room was very clean and the bathroom was nice.
The staff was very helpful especially because we had personal issues to deal with and places we had to get to for resolution. They helped us navigate several things that we could not have done on our own. We are grateful! "
Frequently asked questions
What hotels do travelers like in Montegrossi?
Can I book a refundable hotel in Montegrossi?
If you're looking for the flexibility to change your travel plans to Montegrossi, most properties offer refundable* bookable rates. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Montegrossi be like during my trip?
August and July are typically the warmest months in Montegrossi when the average temp is 72°F. January and February are the coldest months when the average temperature is 44°F. November and October are the months with the most rain.
Why should I book my Montegrossi accommodation with Hotels.com?
There are plenty of reasons to book your Montegrossi travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.