Hotels in Montecastelli
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Palazzo delle Erbe
Palazzo delle Erbe
Casole d'Elsa
10.0 out of 10, Exceptional, (2)
10/10
Exceptional
(2)
- Immerse in the Tuscan countryside with a daily free breakfast at this B&B.
The price is $116
$116
$130 total
includes taxes & fees
Dec 27 - Dec 28
Relax Hotel Acquaviva
Relax Hotel Acquaviva
Casole d'Elsa
The price is $547
$547
$611 total
includes taxes & fees
Dec 26 - Dec 27
Agriturismo Nerbona
Agriturismo Nerbona
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (18)
9.6/10
Exceptional
(18)
- Tuscan farm stay featuring an outdoor pool and mountain biking in Colle di Val d'Elsa.
The price is $98
$98
$110 total
includes taxes & fees
Dec 26 - Dec 27
Albergo Etruria
Albergo Etruria
3.0 star property
Volterra
9.6 out of 10, Exceptional, (168)
9.6/10
Exceptional
(168)
- Escape to historic Volterra with rooftop terrace views and personalized service.
The price is $90
$90
$105 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Tenuta Decimo
Tenuta Decimo
San Gimignano
8.2 out of 10, Very Good, (47)
8.2/10
Very Good
(47)
- Experience the Tuscan countryside with a massage and dinner at Locanda del Borgo.
Hotel Volterra In Superior
Hotel Volterra In Superior
3.0 star property
Volterra
9.6 out of 10, Exceptional, (73)
9.6/10
Exceptional
(73)
- Tuscan retreat in the heart of Volterra with a welcoming terrace and café.
The price is $147
$147
$167 total
includes taxes & fees
Dec 27 - Dec 28
Villa Nencini
Villa Nencini
Volterra
8.4 out of 10, Very Good, (56)
8.4/10
Very Good
(56)
- Soak in Tuscan views from this Volterra hotel's scenic rooftop and seasonal pool.
The price is $76
$76
$90 total
includes taxes & fees
Jan 7 - Jan 8, 2026
UNA Hotels Monterufoli Wine Country
UNA Hotels Monterufoli Wine Country
Monteverdi Marittimo
9.0 out of 10, Wonderful, (4)
9.0/10
Wonderful
(4)
- Tuscany wine country farm stay with outdoor pool and authentic restaurant.
The price is $193
$193
$212 total
includes taxes & fees
Dec 29 - Dec 30
Il Sogno di Annalisa
Il Sogno di Annalisa
Volterra
8.0 out of 10, Very Good, (15)
8.0/10
Very Good
(15)
- Experience Volterra's charm at this guesthouse near alabaster museums and art.
Casale San Galgano
Casale San Galgano
Chiusdino
10.0 out of 10, Exceptional, (20)
10/10
Exceptional
(20)
- Rustic farm stay in Tuscany with terrace views near Abbazia di San Galgano.
Hotel Borgo San Luigi
Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (405)
9.2/10
Wonderful
(405)
- Rustic Tuscan retreat with tennis court and scenic rooftop terrace awaits in Monteriggioni.
The price is $99
$99
$118 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Torraccia di Chiusi
Torraccia di Chiusi
San Gimignano
10.0 out of 10, Exceptional, (97)
10/10
Exceptional
(97)
The price is $193
$193
$218 total
includes taxes & fees
Dec 27 - Dec 28
Agriturismo San Galgano
Agriturismo San Galgano
Chiusdino
9.0 out of 10, Wonderful, (43)
9.0/10
Wonderful
(43)
- Tuscan farmhouse retreat near historic Abbazia di San Galgano offers Italian cuisine.
The price is $110
$110
$125 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hotel Palazzo San Lorenzo & SPA
Hotel Palazzo San Lorenzo & SPA
4.0 star property
Colle di Val d'Elsa
9.4 out of 10, Exceptional, (432)
9.4/10
Exceptional
(432)
Relais Castel Bigozzi
Relais Castel Bigozzi
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (242)
8.8/10
Excellent
(242)
The price is $128
$128
$149 total
includes taxes & fees
Dec 27 - Dec 28
Arnolfo B&B
Arnolfo B&B
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (26)
9.8/10
Exceptional
(26)
- Charming Tuscany B&B with free WiFi and breakfast, ideal for hiking adventures.
The price is $101
$101
$113 total
includes taxes & fees
Dec 28 - Dec 29
San Sebastiano Suite & Luxury
San Sebastiano Suite & Luxury
Colle di Val d'Elsa
8.6 out of 10, Excellent, (7)
8.6/10
Excellent
(7)
- Journey to beautiful medieval Colle di Val d'Elsa in a cozy B&B near museums.
The price is $86
$86
$97 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Molino di Foci
Molino di Foci
1.0 star property
San Gimignano
9.4 out of 10, Exceptional, (47)
9.4/10
Exceptional
(47)
Hotel Palazzo Renieri - 3stelle S
Hotel Palazzo Renieri - 3stelle S
3.0 star property
Colle di Val d'Elsa
8.6 out of 10, Excellent, (82)
8.6/10
Excellent
(82)
- Experience charming Tuscany at a historic hotel close to captivating art museums.
The price is $99
$99
$112 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Relais Le Macine di Stigliano
Relais Le Macine di Stigliano
4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
10/10
Exceptional
(15)
- Enjoy the Tuscan countryside views from a relaxing rooftop terrace and pool.
The price is $134
$134
$153 total
includes taxes & fees
Dec 27 - Dec 28
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 Montecastelli and vicinity
8.4 out of 10, Very Good, (46)
8.4/10
Very Good
(46)
ApartHotel Anghel
ApartHotel AnghelSiena
8.4 out of 10, Very Good, (335)
8.4/10
Very Good
(335)
The price is $66
$66
$77 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.0 out of 10, Very Good, (478)
8.0/10
Very Good
(478)
The price is $53
$53
$58 total
includes taxes & fees
Jan 7 - Jan 8, 2026
8.0 out of 10, Very Good, (248)
8.0/10
Very Good
(248)
9.2 out of 10, Wonderful, (1001)
9.2/10
Wonderful
(1001)
The price is $67
$67
$77 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Villa Fiorita
Villa FioritaCamollia
8.2 out of 10, Very Good, (183)
8.2/10
Very Good
(183)
The price is $68
$68
$79 total
includes taxes & fees
Jan 7 - Jan 8, 2026
B&B Poggiobonizio
B&B PoggiobonizioPoggibonsi
9.2 out of 10, Wonderful, (62)
9.2/10
Wonderful
(62)
Hotel Vico Alto Siena
Hotel Vico Alto SienaVico Alto
8.0 out of 10, Very Good, (17)
8.0/10
Very Good
(17)
The price is $80
$80
$91 total
includes taxes & fees
Jan 7 - Jan 8, 2026
B&B da Nada Locanda Toscana
B&B da Nada Locanda ToscanaRoccastrada
9.4 out of 10, Exceptional, (16)
9.4/10
Exceptional
(16)
The price is $65
$65
$71 total
includes taxes & fees
Jan 6 - Jan 7, 2026
8.2 out of 10, Very Good, (317)
8.2/10
Very Good
(317)
The price is $70
$70
$77 total
includes taxes & fees
Jan 2 - Jan 3, 2026
8.4 out of 10, Very Good, (203)
8.4/10
Very Good
(203)
8.8 out of 10, Excellent, (182)
8.8/10
Excellent
(182)
L'Antico Borgo di Torri
L'Antico Borgo di TorriSovicille
8.0 out of 10, Very Good, (1)
8.0/10
Very Good
(1)
Villa Nencini
Villa NenciniVolterra
8.4 out of 10, Very Good, (56)
8.4/10
Very Good
(56)
The price is $76
$76
$90 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Riparbella Country Suite
Riparbella Country SuiteRiparbella
9.2 out of 10, Wonderful, (9)
9.2/10
Wonderful
(9)
The price is $118
$118
$130 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Il Sogno di Annalisa
Il Sogno di AnnalisaVolterra
8.0 out of 10, Very Good, (15)
8.0/10
Very Good
(15)
8.6 out of 10, Excellent, (42)
8.6/10
Excellent
(42)
9.6 out of 10, Exceptional, (168)
9.6/10
Exceptional
(168)
The price is $90
$90
$105 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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 Montecastelli
Apart hotel
Apartment
Pet friendly
Farm
Family friendly
Check out reviews of Montecastelli hotels guests love
Hotel Italia
10/10 Excellent
"Nice clean room. Close to train/bus station. Very good breakfast "
Hotel Borgo San Luigi
10/10 Excellent
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
Residenza d'Epoca Palazzo Buonaccorsi
10/10 Excellent
"Lovely room, great hosts, convenient location!"
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 Sovestro
10/10 Excellent
"Great Hotel"
Castello di Casole, A Belmond Hotel, Tuscany
10/10 Excellent
"Amazing hotel - friendly staff - top of hotel world "
Hotel Palazzo San Lorenzo & SPA
10/10 Excellent
"Beautiful hotel and spa. Excellent amenities and modern luxuries. "
Cappuccina Country Resort
10/10 Excellent
"Great stay. Very good experience. "
il Casale del Cotone
10/10 Excellent
"Beautiful gardens and room was clean. Breakfast was nice. Friendly service. "
Frequently asked questions
What accommodations do travelers like in Montecastelli?
Guests like Castello di Casole, A Belmond Hotel, Tuscany.
Can I book a refundable accommodation in Montecastelli?
If you're looking for the flexibility to change your plans to Montecastelli, most accommodations offer refundable* bookable rates. You can see these properties by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Montecastelli if I want a vacation rental instead of a hotel?
Browse 14 vacation homes on our site. In addition, you can choose from 11 apartments.
What will the weather in Montecastelli be like during my visit?
August and July are typically the warmest months in Montecastelli 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 Montecastelli accommodation with Hotels.com?
There are lots of reasons to book your Montecastelli trip with us: our free cancellations on selected hotels gives you flexibility, 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.