Hotels in Monticchiello
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Affitacamere Maria Gabriella
Affitacamere Maria Gabriella
Pienza
9.8 out of 10, Exceptional, (51)
9.8/10
Exceptional
(51)
Albergo San Biagio
Albergo San Biagio
3.0 star property
Montepulciano
8.6 out of 10, Excellent, (201)
8.6/10
Excellent
(201)
- Elegant Belle Époque retreat near San Biagio with rooftop views and spa indulgences.
The price is $640
$640
$709 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Hotel Relais II Chiostro di Pienza
Hotel Relais II Chiostro di Pienza
4.0 star property
Pienza
8.8 out of 10, Excellent, (630)
8.8/10
Excellent
(630)
- Enjoy picturesque Tuscan views at this restored historic property with a seasonal pool.
The price is $77
$77
$92 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Hotel San Gregorio
Hotel San Gregorio
3.0 star property
Pienza
9.4 out of 10, Exceptional, (134)
9.4/10
Exceptional
(134)
- Unwind in this Tuscan residence, a tranquil retreat with a seasonal outdoor pool.
The price is $195
$195
$222 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Meublé Il Riccio
Meublé Il Riccio
Montepulciano
9.8 out of 10, Exceptional, (86)
9.8/10
Exceptional
(86)
- Enjoy scenic Tuscan vistas from a rooftop terrace with garden and lounge service.
Hotel La Terrazza di Montepulciano
Hotel La Terrazza di Montepulciano
2.0 star property
Montepulciano
9.2 out of 10, Wonderful, (200)
9.2/10
Wonderful
(200)
- Discover Tuscan treasures from this cozy retreat with complimentary breakfast and parking.
The price is $118
$118
$134 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Hotel Corsignano
Hotel Corsignano
4.0 star property
Pienza
9.4 out of 10, Exceptional, (330)
9.4/10
Exceptional
(330)
- Relax in charming Pienza with two hot tubs and a terrace garden to enjoy.
The price is $199
$199
$227 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Vento Dorcia
Vento Dorcia
Pienza
10.0 out of 10, Exceptional, (23)
10/10
Exceptional
(23)
The price is $166
$166
$187 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Agriturismo Il Macchione
Agriturismo Il Macchione
Pienza
9.6 out of 10, Exceptional, (56)
9.6/10
Exceptional
(56)
- Idyllic Tuscan farmhouse with winery and pool near historic Pienza attractions.
Borgo Sant'Ambrogio Resort
Borgo Sant'Ambrogio Resort
5.0 star property
Trequanda
9.8 out of 10, Exceptional, (98)
9.8/10
Exceptional
(98)
The price is $154
$154
$173 total
includes taxes & fees
Dec 27 - Dec 28
La Locanda di San Francesco
La Locanda di San Francesco
Montepulciano
9.8 out of 10, Exceptional, (131)
9.8/10
Exceptional
(131)
- Tuscan escape with rooftop terrace and local cuisine in Montepulciano.
The price is $182
$182
$205 total
includes taxes & fees
Jan 18 - Jan 19, 2026
Palazzo Nobile di San Donato
Palazzo Nobile di San Donato
Montepulciano
9.4 out of 10, Exceptional, (70)
9.4/10
Exceptional
(70)
- Stroll through Tuscan charm at this historic B&B in the heart of Montepulciano.
The price is $217
$217
$244 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Palazzo Carletti
Palazzo Carletti
Montepulciano
9.8 out of 10, Exceptional, (241)
9.8/10
Exceptional
(241)
- Historic B&B in Montepulciano offers free WiFi and parking near key attractions.
Albergo Duomo
Albergo Duomo
3.0 star property
Montepulciano
8.8 out of 10, Excellent, (253)
8.8/10
Excellent
(253)
- Quaint Tuscan escape near historic Montepulciano landmarks and wine country.
The price is $104
$104
$119 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Rossellino
Rossellino
Pienza
8.6 out of 10, Excellent, (56)
8.6/10
Excellent
(56)
- Escape to charming Pienza with premium comforts and exceptional breakfast service.
The price is $130
$130
$148 total
includes taxes & fees
Dec 27 - Dec 28
Bed & Breakfast Vicolo dell'Oste
Bed & Breakfast Vicolo dell'Oste
Montepulciano
9.6 out of 10, Exceptional, (128)
9.6/10
Exceptional
(128)
- Perfect Tuscan retreat with hiking trails, golf access, and a central location.
Hotel I Due Cigni
Hotel I Due Cigni
3.0 star property
Montepulciano
9.4 out of 10, Exceptional, (432)
9.4/10
Exceptional
(432)
- Experience Montepulciano charm with a garden retreat and on-site dining options.
Palazzo Mosela Alla Porta
Palazzo Mosela Alla Porta
Montepulciano
9.0 out of 10, Wonderful, (170)
9.0/10
Wonderful
(170)
- Enjoy wine tasting at an attached winery in this historic Montepulciano guesthouse.
The price is $116
$116
$132 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Nobilis Charme Relais
Nobilis Charme Relais
Montepulciano
8.8 out of 10, Excellent, (6)
8.8/10
Excellent
(6)
- Soak in Tuscan landscapes from a charming farm stay with rooftop terrace views.
The price is $165
$165
$186 total
includes taxes & fees
Dec 28 - Dec 29
Meublè Evoè
Meublè Evoè
Montepulciano
9.4 out of 10, Exceptional, (52)
9.4/10
Exceptional
(52)
- Charming Tuscan guesthouse near Cantina Contucci with free breakfast and parking.
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 Monticchiello and vicinity
9.4 out of 10, Exceptional, (30)
9.4/10
Exceptional
(30)
The price is $33
$33
$39 total
includes taxes & fees
Jan 19 - Jan 20, 2026
8.2 out of 10, Very Good, (182)
8.2/10
Very Good
(182)
The price is $48
$48
$57 total
includes taxes & fees
Jan 5 - Jan 6, 2026
8.6 out of 10, Excellent, (201)
8.6/10
Excellent
(201)
The price is $640
$640
$709 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Cordella in Montalcino Wine Resort
Cordella in Montalcino Wine ResortMontalcino
8.4 out of 10, Very Good, (21)
8.4/10
Very Good
(21)
The price is $59
$59
$69 total
includes taxes & fees
Jan 7 - Jan 8, 2026
8.8 out of 10, Excellent, (85)
8.8/10
Excellent
(85)
The price is $92
$92
$105 total
includes taxes & fees
Jan 17 - Jan 18, 2026
7.8 out of 10, Good, (28)
7.8/10
Good
(28)
The price is $60
$60
$69 total
includes taxes & fees
Jan 8 - Jan 9, 2026
8.0 out of 10, Very Good, (63)
8.0/10
Very Good
(63)
The price is $87
$87
$101 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Palazzo Belvedere Chianciano Terme
Palazzo Belvedere Chianciano TermeChianciano Terme
10.0 out of 10, Exceptional, (3)
10/10
Exceptional
(3)
The price is $67
$67
$76 total
includes taxes & fees
Jan 14 - Jan 15, 2026
8.4 out of 10, Very Good, (45)
8.4/10
Very Good
(45)
Antico Granaione
Antico GranaioneRapolano Terme
9.8 out of 10, Exceptional, (60)
9.8/10
Exceptional
(60)
The price is $194
$194
$218 total
includes taxes & fees
Jan 5 - Jan 6, 2026
8.6 out of 10, Excellent, (9)
8.6/10
Excellent
(9)
The price is $90
$90
$99 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Grand Hotel Impero - Wellness & Exclusive SPA
Grand Hotel Impero - Wellness & Exclusive SPA4.0 star property
Castel del Piano
9.2 out of 10, Wonderful, (82)
9.2/10
Wonderful
(82)
The price is $85
$85
$98 total
includes taxes & fees
Jan 8 - Jan 9, 2026
8.0 out of 10, Very Good, (45)
8.0/10
Very Good
(45)
The price is $128
$128
$146 total
includes taxes & fees
Dec 27 - Dec 28
8.4 out of 10, Very Good, (114)
8.4/10
Very Good
(114)
8.2 out of 10, Very Good, (223)
8.2/10
Very Good
(223)
Hotel Stellamiata
Hotel StellamiataAbbadia San Salvatore
8.0 out of 10, Very Good, (1)
8.0/10
Very Good
(1)
The price is $95
$95
$105 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Albergo Villa Gaia
Albergo Villa GaiaChianciano Terme
10.0 out of 10, Exceptional, (4)
10/10
Exceptional
(4)
The price is $75
$75
$114 total
includes taxes & fees
Jan 12 - Jan 13, 2026
9.4 out of 10, Exceptional, (432)
9.4/10
Exceptional
(432)
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 Monticchiello
Family friendly
Apartment
Farm
Pet friendly
Villa
Learn more about Monticchiello
The region around Monticchiello is home to attractions such as Art Studio di Adelina Quadri and Pienza Cathedral.
Check out reviews of Monticchiello hotels guests love
Abbadia Sicille Relais
10/10 Excellent
"Room was beyond expectations. Helpful staff and overall great experience. "
Relais Villa Grazianella - UNA Esperienze
10/10 Excellent
"Everything was perfect. Warm welcome, comfortable and spacious rooms, great breakfast. The staff was very kind and friendly. I also recommend the wine tasting experience. Highly recommended!"
Albergo San Biagio
10/10 Excellent
"gorgeous spot below the town, what an incredible view from the balcony "
Mastrojanni Relais
10/10 Excellent
"This was heaven on earth!! Completely over-exceeded my expectations! Room was so nice, comfortable, and relaxing. A perfect retreat to our busy trip. Also, the wine tour and restaurant can't be missed!! "
Borgo Sant'Ambrogio Resort
10/10 Excellent
"It was very clean, excellent service and communication with every staff member was great, location was incredible, and overall a very pleasant stay. If you have the opportunity, the stay is great!"
Palazzo Brandano
10/10 Excellent
"Room and breakfast is great but a 20 minute drive to Pienza very cute area"
Hotel Corsignano
10/10 Excellent
"Wonderful stay. Very welcoming staff and check in was quick and simple. Very convenient as parking provided. Room was spacious especially bathroom with great bathtub
Breakfast was perfect"
Rosewood Castiglion del Bosco
10/10 Excellent
"Wonderful stay "
Castello di Velona Resort Thermal SPA & Winery
10/10 Excellent
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
Frequently asked questions
What accommodations do travelers like in Monticchiello?
Affitacamere Maria Gabriella is a property that our guests really like.
Where can I find free parking with my stay in Monticchiello?
Park your car for free at In Toscana Affittacamere.
Can I book a refundable hotel in Monticchiello?
If you need the flexibility to change your plans to Monticchiello, most hotels offer refundable* rates you can book. 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 Monticchiello if I want a vacation rental instead of a hotel?
If you're looking for a good alternative to a hotel, browse our selection of 8 vacation homes. You can also book one of 12 apartments or 6 villas.
What will the weather in Monticchiello be like during my vacation?
August and July are typically the warmest months in Monticchiello when the average temp is 69°F. January and February are the coldest months when the average temperature is 42°F. November and May are the months with the most rain.
Why should I book my Monticchiello accommodation with Hotels.com?
There are lots of reasons to book your Monticchiello 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.