Hotels in Montegrossi

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

This weekend
Next weekend

Where to stay in Montegrossi?

Castello di Meleto
Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (93 reviews)
  • cleanliness
    Stay at a historic castle vineyard with a seasonal outdoor pool in Gaiole in Chianti.
Castello di Meleto
Borgo Casa al Vento
Borgo Casa al Vento
Gaiole in Chianti
8.6 out of 10, Excellent, (38 reviews)
  • cleanliness
    Savor Tuscan countryside from two pools, winery, and spa at this tranquil farmhouse.
The price is $192
$221 total
includes taxes & fees
Feb 4 - Feb 5
Borgo Casa al Vento
Hotel Palazzo San niccolò & Spa
Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (180 reviews)
  • cleanliness
    Unwind in charming Chianti with stone massages and a swim in the indoor pool.
The price is $93
$109 total
includes taxes & fees
Feb 2 - Feb 3
Hotel Palazzo San niccolò & Spa
Palazzo Leopoldo Dimora Storica & Spa
Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (277 reviews)
  • cleanliness
    Immerse in Tuscan tranquility and views at this historic spa retreat in Radda in Chianti.
The price is $119
$137 total
includes taxes & fees
Feb 2 - Feb 3
Palazzo Leopoldo Dimora Storica & Spa
Delta Hotel
Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very Good, (159 reviews)
  • cleanliness
    Experience the heart of Tuscany by Montevarchi Station with modern comfort.
The price is $125
$138 total
includes taxes & fees
Jan 29 - Jan 30
Delta Hotel
La Pensione di Vignamaggio
La Pensione di Vignamaggio
Panzano in Chianti
9.6 out of 10, Exceptional, (119 reviews)
  • cleanliness
    Tuscan retreat with free breakfast, outdoor pool, and well-maintained gardens.
La Pensione di Vignamaggio
Hotel Il Viandante
Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (162 reviews)
  • cleanliness
    Escape to a charming spot in Terranuova Bracciolini with cafe and friendly staff.
The price is $106
$140 total
includes taxes & fees
Feb 15 - Feb 16
Hotel Il Viandante
Villa La Borghetta Resort
Villa La Borghetta Resort
4.0 star property
Figline e Incisa Valdarno
7.8 out of 10, Good, (88 reviews)
Villa La Borghetta Resort
Hotel Valdarno
Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (217 reviews)
  • cleanliness
    Explore Tuscany from this Montevarchi hotel with 24-hour fitness and room service.
Hotel Valdarno
Hotel Michelangelo
Hotel Michelangelo
3.0 star property
Terranuova Bracciolini
8.8 out of 10, Excellent, (76 reviews)
  • cleanliness
    Escape to Tuscany with a workout in the 24-hour health club and drinks in the garden.
The price is $112
$127 total
includes taxes & fees
Feb 1 - Feb 2
Hotel Michelangelo
La Certosa di Pontignano
La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (509 reviews)
The price is $108
$124 total
includes taxes & fees
Feb 15 - Feb 16
La Certosa di Pontignano
Villa Casagrande Resort & SPA
Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (378 reviews)
  • cleanliness
    Enjoy a Tuscan retreat with a winery, spa, and dual dining experiences nearby.
The price is $100
$113 total
includes taxes & fees
Feb 8 - Feb 9
Villa Casagrande Resort & SPA
Albergo Il Colombaio
Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very Good, (58 reviews)
  • cleanliness
    Tuscany countryside escape with poolside relaxation and local vineyard access.
The price is $145
$163 total
includes taxes & fees
Feb 9 - Feb 10
Albergo Il Colombaio
Casa al Sole
Casa al Sole
3.0 star property
Greve in Chianti
8.2 out of 10, Very Good, (54 reviews)
  • cleanliness
    Scenic vineyard retreat in Chianti with garden terrace and complimentary breakfast.
The price is $97
$110 total
includes taxes & fees
Feb 6 - Feb 7
Casa al Sole
Terre di Baccio
Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (71 reviews)
  • cleanliness
    Traditional Tuscan winery estate with enchanting views and wellness amenities.
Terre di Baccio
Chiantirooms Guesthouse
Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (35 reviews)
  • cleanliness
    Peaceful Tuscan getaway with vineyard views and daily breakfast in Greve in Chianti.
Chiantirooms Guesthouse
Hotel Toscana
Hotel Toscana
3.0 star property
Figline e Incisa Valdarno
9.0 out of 10, Wonderful, (29 reviews)
  • cleanliness
    Stay near Figline Valdarno Station in this hotel with regional cuisine and a terrace.
Hotel Toscana
Four Points by Sheraton Siena
Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (581 reviews)
  • cleanliness
    Modern Siena hotel near the train station with seasonal outdoor pool and Italian dining.
The price is $115
$130 total
includes taxes & fees
Feb 1 - Feb 2
Four Points by Sheraton Siena
Hotel Ristorante Piccolo Chianti
Hotel Ristorante Piccolo Chianti
3.0 star property
Acquacalda
8.6 out of 10, Excellent, (42 reviews)
  • cleanliness
    Experience Tuscan charm at this family hotel near Siena Station.
Hotel Ristorante Piccolo Chianti
Relais La Corte Dei Cavalieri
Relais La Corte Dei Cavalieri
Siena City Centre
8.0 out of 10, Very Good, (93 reviews)
  • cleanliness
    Florence-style comfort minutes from Siena Station with free WiFi and easy access.
Relais La Corte Dei Cavalieri
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.

Check out reviews of Montegrossi hotels guests love

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.