Hotels in Montegrossi

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Castello
Castello
3.0 star property
Sovicille
8.6 out of 10, Excellent, (73 reviews)
Immerse in the charm of this Tuscan hotel featuring regional dishes at Ai Girasoli restaurant. The property offers a welcoming bar, garden terrace, and 24-hour room service. Near Porta Tufi with free WiFi and parking, it's a short drive from Asciano Arbia Station.
The price is $88
$102 total
includes taxes & fees
May 24 - May 25
Castello
Villa Le Caggia
Villa Le Caggia
Sovicille
The price is $1,246
$1,375 total
includes taxes & fees
May 15 - May 16
Villa Le Caggia
Best Western Hotel San Marco
Best Western Hotel San Marco
3.0 star property
Siena
9.0 out of 10, Wonderful, (465 reviews)
This business-friendly hotel sits near Fisiocritici Onlus Academy Natural History Museum and Santa Maria della Scala. Unwind at the bar after exploring or grab a bite at the coffee shop. Convenient free parking and WiFi make day trips around Tuscany effortless.
The price is $120
$138 total
includes taxes & fees
Jun 11 - Jun 12
Best Western Hotel San Marco
ApartHotel Anghel
ApartHotel Anghel
Siena
8.4 out of 10, Very Good, (338 reviews)
Experience authentic Siena living in this cozy apartment, a 5-minute drive from iconic Piazza del Campo. Enjoy home comforts with a kitchenette and laundry facilities while staying near Santa Maria della Scala and the National Museum of Archaeology.
The price is $73
$85 total
includes taxes & fees
May 17 - May 18
ApartHotel Anghel
Hotel Palazzo dei Priori
Hotel Palazzo dei Priori
4.0 star property
Siena
9.0 out of 10, Wonderful, (414 reviews)
The price is $92
$117 total
includes taxes & fees
May 15 - May 16
Hotel Palazzo dei Priori
Palazzo di Valli
Palazzo di Valli
3.0 star property
Siena
9.6 out of 10, Exceptional, (422 reviews)
Perched near Porta Romana and Porta Tufi, this charming hotel invites you to savor Tuscan sunsets from its rooftop terrace or garden. Enjoy a morning cooked-to-order breakfast, then explore Siena with helpful staff recommendations and free parking.
The price is $175
$199 total
includes taxes & fees
Jun 10 - Jun 11
Palazzo di Valli
Il Chiostro del Carmine
Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (895 reviews)
This former monastery B&B offers free daily buffet breakfast and complimentary WiFi in a central location. Near Pinacoteca Nazionale and the Natural History Museum, Il Chiostro del Carmine's helpful staff ensures a memorable cultural getaway.
The price is $129
$147 total
includes taxes & fees
May 17 - May 18
Il Chiostro del Carmine
Hotel Santa Caterina
Hotel Santa Caterina
3.0 star property
Siena
9.2 out of 10, Wonderful, (470 reviews)
Housed in a 18th-century building near Piazza del Campo, this hotel offers a peaceful rooftop garden and terrace. Enjoy complimentary breakfast at the café before exploring Porta Romana and Basilica di Santa Maria dei Servi, both just minutes away.
The price is $179
$203 total
includes taxes & fees
Jun 7 - Jun 8
Hotel Santa Caterina
Hotel Athena
Hotel Athena
4.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (1,009 reviews)
Steps from Santa Maria della Scala, this hotel offers local cuisine at Mangia restaurant, free WiFi and parking. Guests love the delicious breakfast and helpful staff. Florence Airport is just 66 minutes away.
The price is $237
$266 total
includes taxes & fees
Jun 3 - Jun 4
Hotel Athena
Palazzo Ravizza
Palazzo Ravizza
4.0 star property
Siena Historical Center
9.4 out of 10, Exceptional, (797 reviews)
Unwind in a garden setting with panoramic views across Siena. This hotel offers room service and a delicious breakfast praised by guests. Visit nearby Pinacoteca Nazionale gallery or stroll to the Museum of Archaeology.
The price is $193
$218 total
includes taxes & fees
Jun 9 - Jun 10
Palazzo Ravizza
Castello di Leonina Relais
Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (125 reviews)
This restored castle relais offers an enchanting escape with an outdoor pool and hot tub. Enjoy Italian cuisine at Il Balcone di Leonina restaurant, then unwind with deep-tissue massages. Just 9 minutes from Asciano Arbia Station and near Siena Circuit.
The price is $121
$140 total
includes taxes & fees
May 19 - May 20
Castello di Leonina Relais
Palace Hotel Due Ponti
Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (57 reviews)
Immerse yourself in Siena's culture at this comfortable retreat, where complimentary breakfast fuels your adventures. Just minutes from Porta Romana and Basilica di Santa Maria dei Servi, with a restaurant and bar for evening relaxation and free WiFi and parking.
The price is $84
$98 total
includes taxes & fees
May 24 - May 25
Palace Hotel Due Ponti
Hotel Certosa Di Maggiano
Hotel Certosa Di Maggiano
5.0 star property
Siena
9.8 out of 10, Exceptional, (197 reviews)
Surrounded by Tuscan beauty, this tranquil retreat offers tennis courts, an outdoor pool with poolside bar, and complimentary breakfast. Just minutes from Siena Station and local attractions, enjoy free WiFi and parking while the attentive staff ensures a memorable stay.
The price is $468
$526 total
includes taxes & fees
May 18 - May 19
Hotel Certosa Di Maggiano
Villa Elda Boutique Hotel
Villa Elda Boutique Hotel
3.0 star property
San Prospero
9.0 out of 10, Wonderful, (185 reviews)
Morning breakfast on a rooftop terrace overlooking Siena's historic landscape sets the tone at this Tuscan haven. Minutes from Fontebranda and Santa Maria della Scala, the hotel offers hiking trails, garden relaxation, and a welcoming bar for evening unwinding.
The price is $147
$167 total
includes taxes & fees
Jun 9 - Jun 10
Villa Elda Boutique Hotel
Villa del Sole Siena
Villa del Sole Siena
Siena City Centre
9.8 out of 10, Exceptional, (651 reviews)
Escape to this charming hotel with a rooftop terrace and garden in Siena. Enjoy a drink at the bar or a bite from the cafe, with free breakfast included. Near All'Orto de' Pecci and Piazza del Mercato, the friendly staff ensure a memorable stay.
The price is $225
$253 total
includes taxes & fees
Jun 12 - Jun 13
Villa del Sole Siena
PALAZZO DEL PAPA
PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (100 reviews)
Wake up to historic charm in this welcoming Siena affittacamere near Museum of Torture and Palazzo Chigi-Saracini. The helpful staff receives consistent praise from travelers, while amenities include daily housekeeping, free WiFi, and in-room coffeemakers.
The price is $216
$242 total
includes taxes & fees
May 28 - May 29
PALAZZO DEL PAPA
Siena Vip
Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (437 reviews)
Escape to this walkable Siena retreat with garden spaces and in-room conveniences like refrigerators and microwaves. Just minutes from Piccolomini Library and close to Siena Station, guests love the helpful staff and immaculate rooms.
The price is $146
$165 total
includes taxes & fees
May 29 - May 30
Siena Vip
La Villa di STR
La Villa di STR
3.0 star property
Siena Historical Center
9.2 out of 10, Wonderful, (429 reviews)
Enchanting retreat within a 15-minute walk of Siena's historic Piazza del Campo. Unwind at the hotel's bar after exploring nearby Enoteca Italiana and Fortezza Medicea. Just a 3-minute drive from Siena Station with daily housekeeping and breakfast available.
The price is $165
$187 total
includes taxes & fees
Jun 8 - Jun 9
La Villa di STR
La Perla
La Perla
1.0 star property
Siena City Centre
7.8 out of 10, Good, (301 reviews)
Tucked in the heart of Siena, this hotel provides easy access to Teatro dei Rozzi. Enjoy comfortable pillowtop beds after exploring nearby attractions. The convenient location and free WiFi make day trips around Tuscany seamless.
The price is $103
$119 total
includes taxes & fees
May 28 - May 29
La Perla
Hotel Alma Domus
Hotel Alma Domus
1.0 star property
Siena City Centre
8.8 out of 10, Excellent, (799 reviews)
Soak in the beauty of Siena from this hotel near Casa di Santa Caterina and Fontebranda. Enjoy a complimentary buffet breakfast each morning, connect with free WiFi, and get local tips from the highly praised staff at the 24-hour front desk.
The price is $96
$111 total
includes taxes & fees
May 26 - May 27
Hotel Alma Domus
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.

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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.