Hotels in San Leonino

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in San Leonino?

Castello La Leccia
Castello La Leccia
Castellina in Chianti
10.0 out of 10, Exceptional, (96 reviews)
The price is $180
$203 total
includes taxes & fees
Mar 12 - Mar 13
Castello La Leccia
Belvedere di San Leonino
Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (177 reviews)
Surrounded by Chianti countryside, this serene hotel with winery charms visitors with Italian cuisine at Il Cortile restaurant. Cool off in the outdoor pool, unwind in the hot tub, or sample local vintages at the bar after exploring nearby attractions.
The price is $111
$130 total
includes taxes & fees
Mar 8 - Mar 9
Belvedere di San Leonino
Hotel Ristorante La Dama nella Vigna
Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (33 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 $106
$125 total
includes taxes & fees
Mar 9 - Mar 10
Hotel Ristorante La Dama nella Vigna
La Certosa di Pontignano
La Certosa di Pontignano
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (509 reviews)
The price is $97
$111 total
includes taxes & fees
Mar 1 - Mar 2
La Certosa di Pontignano
Villa Montarioso
Villa Montarioso
Montarioso
8.6 out of 10, Excellent, (134 reviews)
Escape to a tranquil guesthouse near Monteriggioni with free WiFi, parking, and daily buffet breakfast. Discover nearby hiking and biking trails, then relax in the garden or terrace after visiting Casalvento's Wines, just moments away.
The price is $84
$99 total
includes taxes & fees
Mar 11 - Mar 12
Villa Montarioso
Castello di Fonterutoli Wine Resort
Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (201 reviews)
Nestled in Castellina in Chianti, this B&B offers an attached winery and Italian cuisine at Osteria di Fonterutoli restaurant. Mazzei Winery sits nearby, with Walls of Monteriggioni just a short drive from this charming retreat.
Castello di Fonterutoli Wine Resort
Albergo Il Colombaio
Albergo Il Colombaio
3.0 star property
Castellina in Chianti
8.4 out of 10, Very Good, (58 reviews)
Immerse yourself in Chianti's charm at this tranquil retreat offering a refreshing outdoor pool and convenient bar. Located minutes from Casa Vinicola Luigi Cecchi and Castellina Fortress, enjoy daily housekeeping and free breakfast after exploring nearby vineyards.
The price is $146
$164 total
includes taxes & fees
Feb 27 - Feb 28
Albergo Il Colombaio
Sangallo Park Hotel
Sangallo Park Hotel
3.0 star property
Vico Alto
9.0 out of 10, Wonderful, (596 reviews)
Escape to this Siena hotel near the train station, featuring a refreshing seasonal outdoor pool and complimentary breakfast. After exploring nearby Casalvento's Wines, unwind with a drink at the bar. Free WiFi and parking enhance your Italian getaway.
The price is $83
$97 total
includes taxes & fees
Mar 15 - Mar 16
Sangallo Park Hotel
One Belvedere Tuscany
One Belvedere Tuscany
Poggibonsi
Discover Tuscan charm at this farm stay featuring an outdoor pool and rooftop terrace. Rejuvenate with deep-tissue massages at the spa, sip local wines, and savor breakfast before exploring nearby Rock of Staggia and Lilliano Estate Winery.
The price is $456
$507 total
includes taxes & fees
Mar 7 - Mar 8
One Belvedere Tuscany
Hotel Colle Etrusco Salivolpi
Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (116 reviews)
The price is $123
$138 total
includes taxes & fees
Mar 11 - Mar 12
Hotel Colle Etrusco Salivolpi
Hotel Palazzo San niccolò & Spa
Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (181 reviews)
Escape to Radda in Chianti, where this spa hotel offers rejuvenating hot stone treatments and facials near Castello di Radda Winery. Enjoy 2 restaurants, a poolside bar, and fitness center after exploring Volpaia.
The price is $90
$106 total
includes taxes & fees
Mar 12 - Mar 13
Hotel Palazzo San niccolò & Spa
Four Points by Sheraton Siena
Four Points by Sheraton Siena
4.0 star property
Scacciapensieri
8.8 out of 10, Excellent, (582 reviews)
Step into the vibrant heart of Siena at this business-friendly hotel with free breakfast, parking, and WiFi. The seasonal outdoor pool offers a refreshing escape after exploring nearby Palasport Mens Sana and Siena Stadium, while IL PALIO serves Italian cuisine all day.
The price is $109
$124 total
includes taxes & fees
Feb 27 - Feb 28
Four Points by Sheraton Siena
Hotel Executive
Hotel Executive
4.0 star property
Scacciapensieri
8.4 out of 10, Very Good, (527 reviews)
Escape to this welcoming hotel near Siena's train station, featuring an on-site restaurant serving local flavors. Enjoy the garden, convenient bar/lounge, and helpful staff. Palasport Mens Sana and Siena Stadium are just minutes away, with free WiFi and parking for easy exploration.
The price is $90
$102 total
includes taxes & fees
Feb 27 - Feb 28
Hotel Executive
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)
Relax on the rooftop terrace overlooking the Chianti countryside at this historic hotel with indoor and outdoor pools. After a spa treatment, savor local cuisine at La Perla del Palazzo restaurant or visit nearby wineries.
The price is $112
$130 total
includes taxes & fees
Feb 26 - Feb 27
Palazzo Leopoldo Dimora Storica & Spa
Hotel Il Piccolo Castello
Hotel Il Piccolo Castello
4.0 star property
Monteriggioni
8.6 out of 10, Excellent, (339 reviews)
Immerse yourself in Monteriggioni's charm at this serene hotel near Monteriggioni Castle. Enjoy the outdoor pool with poolside bar, relax with spa treatments, and savor Italian cuisine at La Ducareccia restaurant while exploring medieval Tuscan treasures.
The price is $104
$123 total
includes taxes & fees
Feb 17 - Feb 18
Hotel Il Piccolo Castello
Hotel Chiusarelli
Hotel Chiusarelli
3.0 star property
Siena City Centre
8.8 out of 10, Excellent, (1,000 reviews)
Wake up to a celebrated breakfast at this Tuscan treasure, just a 10-minute walk from Piazza del Campo and near Stadio Artemio Franchi. The garden, terrace, and attentive staff create a refreshing retreat after exploring Siena's medieval marvels.
The price is $87
$101 total
includes taxes & fees
Mar 2 - Mar 3
Hotel Chiusarelli
Relais Castel Bigozzi
Relais Castel Bigozzi
4.0 star property
Monteriggioni
8.8 out of 10, Excellent, (242 reviews)
The price is $92
$110 total
includes taxes & fees
Mar 1 - Mar 2
Relais Castel Bigozzi
Domus il Palio B&B
Domus il Palio B&B
Ravacciano
9.2 out of 10, Wonderful, (82 reviews)
Wake up to medieval charm at this inviting B&B near Siena Station. Just an 11-minute walk from transport connections, with easy access to Porta Camollia and Frateria di Padre Eligio. Enjoy room service and free parking during your stay.
Domus il Palio B&B
Hotel Alma Domus
Hotel Alma Domus
1.0 star property
Siena City Centre
8.8 out of 10, Excellent, (778 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.
Hotel Alma Domus
Castello di Meleto
Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (93 reviews)
Experience authentic Tuscan charm at this farm stay featuring its own winery and restaurant. Take a refreshing dip in the seasonal pool, stroll through lush gardens, or enjoy local wines on the terrace. Free WiFi and parking make exploring nearby Meleto Castle effortless.
Castello di Meleto
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 San Leonino hotels guests love

Frequently asked questions

What hotels do travelers recommend in San Leonino?
Can I book refundable accommodations in San Leonino?
If you need the flexibility to change your travel plans to San Leonino, most hotels provide refundable* bookable rates. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.
What will the weather in San Leonino be like during my visit?
The warmest months in San Leonino are usually August and July with an average temp of 72°F. January and February are the chilliest months when the average temp is 44°F. The rainiest months are November and October.
Why should I book my San Leonino hotel with Hotels.com?
There are plenty of reasons to book your San Leonino 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.