Hotels in Montegrossi

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Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
10.0 out of 10, Exceptional, (93 reviews)
Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.
The price is $107
$123 total
includes taxes & fees
Jun 11 - Jun 12
Agriturismo San Sano

Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (42 reviews)
Nestled in Monteriggioni, this countryside hotel offers free breakfast, WiFi, and parking. The onsite restaurant and bar provide authentic flavors after exploring nearby Monteriggioni Castle or Lilliano Estate Winery, just a short drive from Badesse Station.
The price is $120
$138 total
includes taxes & fees
Jul 8 - Jul 9
Hotel Ristorante La Dama nella Vigna

Palace Hotel Due Ponti

Palace Hotel Due Ponti
3.0 star property
Due Ponti
8.4 out of 10, Very Good, (60 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
Jun 14 - Jun 15
Palace Hotel Due Ponti

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 $87
$100 total
includes taxes & fees
Jun 21 - Jun 22
Castello

Precise House Montaperti Siena

Precise House Montaperti Siena
4.0 star property
Asciano
8.4 out of 10, Very Good, (612 reviews)
Panoramic vistas await at this Asciano hotel where an indoor pool, rooftop terrace, and spa massages refresh travel-weary bodies. Just minutes from Siena Circuit, enjoy free breakfast before exploring nearby attractions.
The price is $113
$132 total
includes taxes & fees
Jun 14 - Jun 15
Precise House Montaperti Siena

La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (543 reviews)
The price is $141
$164 total
includes taxes & fees
Jun 29 - Jun 30
La Certosa di Pontignano

Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (343 reviews)
Set in Poggibonsi near San Lucchese Convent, this family-friendly hotel offers a seasonal outdoor pool, tennis courts, and poolside bar. Just 6 minutes from the train station, it's perfectly positioned for exploring picturesque towns across Tuscany.
The price is $131
$151 total
includes taxes & fees
Jun 21 - Jun 22
Villa San Lucchese

Villa Sabolini

Villa Sabolini
4.0 star property
Colle di Val d'Elsa
9.2 out of 10, Wonderful, (208 reviews)
Peaceful sanctuary near Alta Val d'Elsa River Park with a stunning rooftop terrace and outdoor pool. Enjoy drinks at the poolside bar or unwind in the quiet atmosphere after a free breakfast. Near Le Caldane Thermal Baths with easy parking.
The price is $169
$191 total
includes taxes & fees
Jun 21 - Jun 22
Villa Sabolini

Il Gentiluomo Hotel & SPA

Il Gentiluomo Hotel & SPA
4.0 star property
Arezzo
8.6 out of 10, Excellent, (157 reviews)
This Arezzo hotel features a full-service spa offering massages and facials. Enjoy drinks at the bar, snacks at the deli, or meals at the café. Located near Arezzo Equestrian Centre with free WiFi and parking for convenient exploration.
The price is $67
$81 total
includes taxes & fees
Jun 17 - Jun 18
Il Gentiluomo Hotel & SPA

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, (87 reviews)
Located in Colle di Val d'Elsa, this welcoming hotel offers 2 restaurants including Portanova Hosteria Enotec serving Italian cuisine, plus a wine bar. Explore Art in Color and the Ranuccio Bianchi Bandinelli Archeological Museum nearby.
The price is $80
$91 total
includes taxes & fees
Jul 2 - Jul 3
Hotel Palazzo Renieri - 3stelle S

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (387 reviews)
Set in Greve in Chianti, this charming property offers regional cuisine at restaurant Vicchiomaggio plus complimentary WiFi and parking. Explore nearby Verrazzano Castle and Piazza Matteotti, then return to enjoy the terrace and garden views celebrated by guests.
The price is $207
$228 total
includes taxes & fees
Jun 12 - Jun 13
Castello Vicchiomaggio

Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (204 reviews)
Escape to this Tuscan retreat with an inviting outdoor pool and poolside bar. Enjoy regional specialties at the hotel restaurant after exploring nearby Fashion Groove and The Mall Luxury Outlet. Free breakfast, WiFi, and parking complete your family-friendly stay.
The price is $89
$102 total
includes taxes & fees
Jun 19 - Jun 20
Hotel Tenuta Il Burchio

Hotel Palazzo dei Priori

Hotel Palazzo dei Priori
4.0 star property
Siena
8.8 out of 10, Excellent, (418 reviews)
The price is $90
$115 total
includes taxes & fees
Jun 11 - Jun 12
Hotel Palazzo dei Priori

Hotel Fattoria degli Usignoli

Hotel Fattoria degli Usignoli
4.0 star property
Reggello
8.2 out of 10, Very Good, (166 reviews)
In the scenic Tuscan countryside, this family-friendly hotel offers 2 outdoor pools, tennis courts, and a poolside bar. Explore nearby Masaccio Museum and Abbazia di Vallombrosa after enjoying lunch at the onsite restaurant. Free WiFi and parking complete your stay.
The price is $109
$127 total
includes taxes & fees
Jul 1 - Jul 2
Hotel Fattoria degli Usignoli

Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (120 reviews)
The price is $104
$118 total
includes taxes & fees
Jun 28 - Jun 29
Hotel Colle Etrusco Salivolpi

Castello di Leonina Relais

Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (132 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 $199
$225 total
includes taxes & fees
Jun 27 - Jun 28
Castello di Leonina Relais

Hotel Toscana Ambassador

Hotel Toscana Ambassador
4.0 star property
Poggibonsi
8.2 out of 10, Very Good, (341 reviews)
Conveniently located near Poggibonsi-San Gimignano Station, this hotel offers a relaxing terrace and bar. Enjoy complimentary WiFi and parking while exploring nearby Archeodromo di Poggibonsi and Poggio Imperiale Fortress.
The price is $68
$82 total
includes taxes & fees
Jun 21 - Jun 22
Hotel Toscana Ambassador

Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Barberino Tavarnelle
9.0 out of 10, Wonderful, (262 reviews)
Surrounded by Chianti's rolling hills, this hotel offers a refreshing seasonal pool with poolside bar. Explore nearby Antinori vineyards and Abbey of Passignano using free bike rentals, then unwind at the lounge after a day of adventures.
The price is $127
$147 total
includes taxes & fees
Jun 29 - Jun 30
Park Hotel Chianti

Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (218 reviews)
Just steps from Montevarchi-Terranuova Station, this cozy hotel offers free breakfast and WiFi. Enjoy drinks at the bar after visiting nearby Il Cassero, or maintain your workout routine in the 24-hour fitness center.
The price is $123
$135 total
includes taxes & fees
Jun 11 - Jun 12
Hotel Valdarno

Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
4.0 star property
Gaiole in Chianti
8.8 out of 10, Excellent, (157 reviews)
Experience pure relaxation at this Tuscan retreat with an outdoor pool and poolside bar. The on-site spa offers indulgent treatments while Ristorante Ultimo Mulino serves local cuisine. Near Gaiole in Chianti Stadium and Castello di Meleto Cantina, with free breakfast and parking.
The price is $148
$172 total
includes taxes & fees
Jun 29 - Jun 30
Ultimo Mulino Wellness Country Hotel
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.