
Hotels in Lupompesi
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 Lupompesi?




Castiglion del Bosco, A Rosewood Hotel
Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (70)
10/10
Exceptional
(70)
The price is $1,501
$1,501
$1,663 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Capanna Suites
Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (132)
9.8/10
Exceptional
(132)
cleanliness Authentic Tuscan winery escape with seasonal pool and Italian cuisine on-site.




Villa Sant Andrea
Villa Sant Andrea
Siena
9.2 out of 10, Wonderful, (33)
9.2/10
Wonderful
(33)
cleanliness Tuscan escape near Siena's iconic attractions with hiking trails and gardens.




Relais Le Macine di Stigliano
Relais Le Macine di Stigliano
4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
10/10
Exceptional
(15)
cleanliness Enjoy the Tuscan countryside views from a relaxing rooftop terrace and pool.
The price is $185
$185
$210 total
includes taxes & fees
Jan 4 - Jan 5, 2026




Hotel Certosa Di Maggiano
Hotel Certosa Di Maggiano
4.0 star property
Siena
9.8 out of 10, Exceptional, (186)
9.8/10
Exceptional
(186)
cleanliness Experience rustic charm at a Siena golf hotel near Porta Romana and tennis courts.
The price is $660
$660
$729 total
includes taxes & fees
Jan 1 - Jan 2, 2026




Castello di Leonina Relais
Castello di Leonina Relais
4.0 star property
Asciano
9.0 out of 10, Wonderful, (121)
9.0/10
Wonderful
(121)
cleanliness Tuscan castle with panoramic views and spa services in Asciano's countryside.
The price is $318
$318
$357 total
includes taxes & fees
Dec 30 - Dec 31




Mercure Petriolo Siena Terme Spa Hotel
Mercure Petriolo Siena Terme Spa Hotel
5.0 star property
Civitella Paganico
8.8 out of 10, Excellent, (235)
8.8/10
Excellent
(235)
The price is $82
$82
$91 total
includes taxes & fees
Jan 13 - Jan 14, 2026




L'Antico Borgo di Torri
L'Antico Borgo di Torri
Sovicille
8.0 out of 10, Very Good, (1)
8.0/10
Very Good
(1)
cleanliness Unwind in scenic Sovicille at this charming guesthouse with free daily breakfast.




Drogheria & Locanda Franci
Drogheria & Locanda Franci
Montalcino
9.8 out of 10, Exceptional, (16)
9.8/10
Exceptional
(16)
cleanliness Charming B&B in the heart of Montalcino with twin restaurants and daily breakfast.
The price is $245
$245
$281 total
includes taxes & fees
Jan 8 - Jan 9, 2026




Residenza d'Epoca Palazzo Borghesi
Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (116)
9.6/10
Exceptional
(116)
cleanliness Wake up in a historic Italian palace with a rooftop terrace and winery on site.
The price is $186
$186
$210 total
includes taxes & fees
Jan 23 - Jan 24, 2026




PALAZZO DEL PAPA
PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (96)
9.6/10
Exceptional
(96)
cleanliness Stroll right into Siena's heart with a cozy stay just steps from the main square.
The price is $193
$193
$217 total
includes taxes & fees
Dec 30 - Dec 31




La Dimora Dei Monaci
La Dimora Dei Monaci
Siena City Centre
10.0 out of 10, Exceptional, (86)
10/10
Exceptional
(86)
cleanliness Beautifully preserved medieval lodging near Piazza del Campo offers cultural immersion.




Il Chiostro del Carmine
Il Chiostro del Carmine
Siena Historical Center
8.6 out of 10, Excellent, (870)
8.6/10
Excellent
(870)
cleanliness Discover historic charm and attentive service in the heart of Siena's culture district.




La Terrazza Sul Campo Rooming House
La Terrazza Sul Campo Rooming House
Siena City Centre
9.8 out of 10, Exceptional, (239)
9.8/10
Exceptional
(239)
cleanliness Rooftop residence with magnificent Campo views in the heart of Siena.




Torre del Fuggisole
Torre del Fuggisole
2.0 star property
Siena City Centre
10.0 out of 10, Exceptional, (39)
10/10
Exceptional
(39)
cleanliness Scenic Siena retreat with mountain biking nearby and wellness amenities.




Siena Vip
Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (422)
9.2/10
Wonderful
(422)
cleanliness Stay near Fontebranda at a welcoming golf-adjacent property with refreshing terrace views.
The price is $140
$140
$159 total
includes taxes & fees
Dec 30 - Dec 31




Residenza d'Epoca San Martino 29
Residenza d'Epoca San Martino 29
Siena City Centre
9.8 out of 10, Exceptional, (30)
9.8/10
Exceptional
(30)
cleanliness Charming retreat just steps from Siena's historic Piazza del Campo.
The price is $111
$111
$126 total
includes taxes & fees
Jan 7 - Jan 8, 2026




Regis Condo
Regis Condo
Siena City Centre
9.4 out of 10, Exceptional, (65)
9.4/10
Exceptional
(65)




Residenza d'Epoca Relais Campo Regio
Residenza d'Epoca Relais Campo Regio
Siena City Centre
9.8 out of 10, Exceptional, (90)
9.8/10
Exceptional
(90)
cleanliness Tranquil B&B in Siena offers massages and room service near historic attractions.
The price is $219
$219
$246 total
includes taxes & fees
Jan 2 - Jan 3, 2026




Tuscany View, Montalcino
Tuscany View, Montalcino
Montalcino
8.6 out of 10, Excellent, (8)
8.6/10
Excellent
(8)
cleanliness Charming hillside retreat in Montalcino with free WiFi and scenic surroundings.
The price is $129
$129
$152 total
includes taxes & fees
Jan 5 - Jan 6, 2026
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 Lupompesi
Apart hotel
Apartment
Pet friendly
Farm
Family friendly
Check out reviews of Lupompesi hotels guests love
Frequently asked questions
What accommodations do travelers recommend in Lupompesi?
Guests like Hotel Certosa Di Maggiano and Castiglion del Bosco, A Rosewood Hotel.
Can I book refundable accommodations in Lupompesi?
If you're looking for the flexibility to change your travel plans to Lupompesi, most accommodations offer refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
What will the weather in Lupompesi be like during my visit?
August and July are typically the warmest months in Lupompesi 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 Lupompesi hotel through Hotels.com?
There are lots of reasons to book your Lupompesi 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.