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25 Dec - 26 Dec
Tomorrow
26 Dec - 27 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

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Our top choices for Lupompesi hotels

Exterior
Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta

Terre di GIORGIO - Agriturismo Villa la Palazzetta
Castiglione d'Orcia
9.6 out of 10, Exceptional, (9)
Immerse yourself in Tuscan beauty at this tranquil guesthouse featuring a seasonal outdoor pool and restaurant. After exploring nearby Garden of Daniel Spoerri, unwind with a drink at the bar or relax on the terrace. Free breakfast, WiFi, and parking enhance your countryside escape.
"Beautiful property, clean and nice rooms. Our hosts were very helpful and the food amazing! Breakfast containing fresh fruits, local products and freshly baked cakes was fantastic. Pool and relaxing area with a view of Monte Amiata. "
Switzerland
Alexandra
The price is ฿3,827
฿4,356 total
includes taxes & fees
28 Dec - 29 Dec
Terre di GIORGIO - Agriturismo Villa la Palazzetta
Interior entrance
Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia

Hotel Osteria Dell Orcia
4.0 star property
Castiglione d'Orcia
9.6 out of 10, Exceptional, (46)
Experience Italian charm at this family-friendly hotel with an outdoor pool and poolside bar. Located in Castiglione d'Orcia near Piazza delle Sorgenti, it offers free breakfast, WiFi, and parking. Guests can enjoy massages and meals at La Vecchia Posta restaurant.
"Beautiful place in the Tuscan countryside. Excellent food and service. We had a lovely 2 night stay."
Denmark
Nick
Hotel Osteria Dell Orcia
Front of property – evening/night
Relais Le Macine di Stigliano

Relais Le Macine di Stigliano

Relais Le Macine di Stigliano
4.0 star property
Sovicille
10.0 out of 10, Exceptional, (15)
Located near Val di Merse, this Sovicille hotel offers a hot tub and sauna alongside elegant dining options. Enjoy complimentary breakfast, WiFi, and parking while exploring nearby attractions from this serene countryside retreat.
"Amazing staff. Beautiful views and facilities. Treated like friends. "
United States
Josh
The price is ฿5,756
฿6,515 total
includes taxes & fees
5 Jan - 6 Jan 2026
Relais Le Macine di Stigliano
Aerial view
La Rocca della Magione

La Rocca della Magione

La Rocca della Magione
Monteriggioni
9.4 out of 10, Exceptional, (6)
"Lovely property in a 13th century convent. Situated on a hill overlooking a valley. Family owned, very sweet staff. Visitors (esp Americans) should know the owners speak little to no English, so come with your google translate or try and learn a little Italian prior. One major thing I learned in Italy is the importance of communicating your arrival plan with your host prior to arrival as many establishments are family owned and operated. Owner was very accommodating even though we were...
United States
Jennifer
La Rocca della Magione
Lobby sitting area
Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa

Poggio Paradiso Resort & Spa
Torrita di Siena
10.0 out of 10, Exceptional, (14)
Unwind at this charming resort featuring a seasonal outdoor pool, on-site restaurant, and bar. Located in Torrita di Siena with free breakfast, WiFi, and parking, it offers easy access to Via Ricci and Colonna del Marzocco attractions.
"Excellent room and food. Great location!"
United States
Saurabh
The price is ฿8,368
฿9,399 total
includes taxes & fees
29 Dec - 30 Dec
Poggio Paradiso Resort & Spa
Luxury Double or Twin Room | Premium bedding, memory-foam beds, individually decorated
Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile

Residenza d'Epoca Le Aquile
Siena City Centre
10.0 out of 10, Exceptional, (83)
Immerse in Siena's medieval heart at this intimate guesthouse. Free WiFi and daily housekeeping complement comfortable rooms with cable TV. Museum of Torture and Palazzo Chigi-Saracini await nearby, with Siena Station just a 15-minute drive away.
"Beautiful area, very walkable! "
United States
Anita
Residenza d'Epoca Le Aquile
2 outdoor pools, open 8:30 AM to 6:30 PM, pool umbrellas, pool loungers
Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel
5.0 star property
Montalcino
10.0 out of 10, Exceptional, (70)
Nestled in Montalcino, this lavish hotel offers Italian dining at Campo del Drago restaurant, rejuvenating spa treatments, and an exclusive golf course. Enjoy the poolside bar and rooftop terrace while nearby wineries beckon exploration.
"Wonderful stay "
United States
Talib
The price is ฿42,122
฿46,701 total
includes taxes & fees
4 Jan - 5 Jan 2026
Castiglion del Bosco, A Rosewood Hotel
Courtyard
L'Antico Borgo di Torri

L'Antico Borgo di Torri

L'Antico Borgo di Torri
Sovicille
8.0 out of 10, Very good, (1)
Set in picturesque Sovicille, this guesthouse offers cooked-to-order breakfast and free WiFi. Explore nearby Val di Merse and San Leonardo al Lago attractions, with room service adding extra comfort to your Italian countryside escape.
"Appartamento confortevole, Lorenzo oste disponibile e molto simpatico. Faceva molto caldo e l'aria condizionata sarebbe gradita. Borgo piccolo ma interessante, ottimo ristorante vicinissimo. Ci torneremo!"
Italy
Anonymous traveller
L'Antico Borgo di Torri
Front of property
LaChiusa Tuscany

LaChiusa Tuscany

LaChiusa Tuscany
3.0 star property
Torrita di Siena
9.2 out of 10, Wonderful, (66)
Situated in picturesque Torrita di Siena, this welcoming hotel offers a seasonal outdoor pool with poolside bar. Enjoy free breakfast, parking, and WiFi while exploring nearby Via Ricci and Triacca Winery. The helpful staff ensures a memorable Italian escape.
"This is such a cute fun traditional Tuscan place to stay! Everywhere you look is an amazing view. The dinner was fantastic. The breakfast was delicious. The bed was super comfortable. The room, while rustic and vintage, was very nice. It was so peaceful and quiet! We thoroughly enjoyed our stay and the drive through Tuscany to get there. Bonus that it’s near Maximus’s house from the gladiator movie sights!"
United States
Brent
The price is ฿7,054
฿7,760 total
includes taxes & fees
27 Dec - 28 Dec
LaChiusa Tuscany
Bar (on property)
Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (193)
Enchanting Siena accommodation with a welcoming restaurant and bar/lounge for evening relaxation. Located near the historic Siena Baptistry and Crypt, this residence offers comfortable rooms with free WiFi and room service.
"Great location and friendly staff. "
United States
Parissa
Il Battistero Siena - Residenza d'Epoca
Exterior
PALAZZO DEL PAPA

PALAZZO DEL PAPA

PALAZZO DEL PAPA
Siena City Centre
9.6 out of 10, Exceptional, (96)
Located steps from Siena's main square, this accommodation offers easy access to Museum of Torture and Palazzo Chigi-Saracini. Enjoy free WiFi and daily housekeeping, plus in-room coffeemakers. Travellers consistently praise the helpful staff.
"Hamza was so wonderful and accommodating, would definitely stay here again!"
United States
Elise
The price is ฿5,990
฿6,735 total
includes taxes & fees
27 Dec - 28 Dec
PALAZZO DEL PAPA
Villa, Valley View | Garden view
Drogheria & Locanda Franci

Drogheria & Locanda Franci

Drogheria & Locanda Franci
Montalcino
9.8 out of 10, Exceptional, (16)
Embrace the Tuscan atmosphere at this welcoming B&B in Montalcino. Enjoy complimentary full breakfast and WiFi, plus convenient access to 2 restaurants. Just minutes from the iconic Fortress and Civic Museum, with Buonconvento Station a short drive away.
"Would stay here again."
United States
Martin
The price is ฿7,614
฿8,741 total
includes taxes & fees
8 Jan - 9 Jan 2026
Drogheria & Locanda Franci
View from property
Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery
5.0 star property
Montalcino
9.0 out of 10, Wonderful, (340)
Immerse in Castello di Velona's sensory escape featuring 3 restaurants, multiple pools, and a rejuvenating thermal spa. Near Abbazia di Sant'Antimo and Museum of Brunello, this winery hotel offers complimentary breakfast, WiFi, and parking.
"The property was exquisite. The view spectacular and the staff top notch. The indoor and outdoor thermal pools and sauna made our stay very relaxing. The buffet breakfast was amazing."
United States
Jose
Castello di Velona Resort Thermal SPA & Winery
Panoramic Suite, City View | View from room
Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (116)
This charming business residence combines old-world elegance with modern amenities. Sip local wines at the attached winery or take in city views from the rooftop terrace. Located near Pinacoteca Nazionale and the National Museum of Archaeology for cultural exploration.
"We enjoyed our stay here. Convenient, clean, central to city center, shops, and restaurants. We would stay here again."
United States
Linda
The price is ฿5,790
฿6,516 total
includes taxes & fees
23 Jan - 24 Jan 2026
Residenza d'Epoca Palazzo Borghesi
Dining
Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence

Valdonica Winery & Vineyard Residence
Roccastrada
9.4 out of 10, Exceptional, (28)
Immerse yourself in wine country at this Roccastrada farmhouse featuring an on-site winery and restaurant. Enjoy complimentary breakfast before relaxing by the seasonal outdoor pool or scheduling a massage at the spa. The bar, terrace, and free WiFi enhance your Tuscan retreat.
"pretty setting"
Canada
ed
Valdonica Winery & Vineyard Residence
Exterior
ADLER Spa Resort Thermae

ADLER Spa Resort Thermae

ADLER Spa Resort Thermae
5.0 star property
San Quirico d'Orcia
9.4 out of 10, Exceptional, (68)
Immerse in ADLER Spa Resort Thermae's elegant ambiance in San Quirico d'Orcia. The luxury hotel offers 2 outdoor pools, indoor swimming, and a winery. Rejuvenate with deep-tissue massages while children enjoy the free kids' club.
"Wonderful stay in Tuscany - marvellous staff and great food."
Germany
Anonymous traveller
ADLER Spa Resort Thermae
Local cuisine
Casale San Galgano

Casale San Galgano

Casale San Galgano
Chiusdino
10.0 out of 10, Exceptional, (20)
Tucked near the historic Abbazia di San Galgano, this rural retreat offers local cuisine at Antico Tempio. Unwind with massages, enjoy drinks at the bar, or relax on the terrace. Free WiFi and parking make exploring the scenic Tuscan countryside effortless.
"Peace and nature at its best"
United States
Jose Manuel
Casale San Galgano
Birthday party area
Siena Vip

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (422)
Set adjacent to a golf course with easy access to Fontebranda and Piccolomini Library. This hotel offers refrigerators and microwaves in rooms, plus free WiFi and room service. Guests love the helpful staff and clean accommodation.
"A great location!"
Canada
Cheryl
The price is ฿4,367
฿4,950 total
includes taxes & fees
4 Jan - 5 Jan 2026
Siena Vip
Exterior
Capanna Suites

Capanna Suites

Capanna Suites
Montalcino
9.8 out of 10, Exceptional, (132)
Italian elegance meets vineyard charm at this countryside retreat with on-site winery. After savouring local wines at the poolside bar, indulge in Italian cuisine at Il Passaggio by Capanna restaurant before relaxing with rejuvenating spa treatments.
"Absolutely amazing resort with amazing staff and service. Great food and beautiful spa experience. Highly reccommend anyone going to Tuscany to book here - you will not be disappointed ! "
Canada
Megan
Capanna Suites
Spa
Mastrojanni Relais

Mastrojanni Relais

Mastrojanni Relais
Montalcino
10.0 out of 10, Exceptional, (61)
Surrounded by Montalcino vineyards, this farm stay offers a seasonal outdoor pool and fitness centre. Dine at the on-site restaurant after exploring nearby Abbazia di Sant'Antimo. Free breakfast, WiFi and parking enhance your Tuscan countryside retreat.
"This is the most magical and beautiful property in Tuscany with amazing food and service. The guests talk about how they come back every year to this resort The views from the pool are the best in this area. "
United States
Laura
The price is ฿15,601
฿17,528 total
includes taxes & fees
8 Jan - 9 Jan 2026
Mastrojanni Relais
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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Top Lupompesi Hotel Reviews

Hotel Borgo San Luigi

Hotel Borgo San Luigi

10/10 Excellent
"Beautiful location with clean rooms and wonderful staff. Really enjoyed the breakfast too! Recommended! "
Allyson 3-night trip
Posted 3 weeks ago
Hotel Borgo San Luigi

More cheap stays in Lupompesi

Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3 Siena SI
The price is ฿2,596 per night from 27 Dec to 28 Dec
฿2,596
฿2,965 total
27 Dec - 28 Dec
includes taxes & fees
7.8/10 Good! (389 reviews)

Frequently asked questions

Where is the best place for a stay in Lupompesi?
Hotel Athena, located 10.1 mi (16.3 km) from the heart of Lupompesi, is a top choice for your stay, based on our traveller data. Two other options for your trip to the area are Borgo Grondaie and Palazzo Ravizza. See all available top hotels, or vacation rentals in Lupompesi.
What are some of the best holiday rentals that Lupompesi has to offer?
Borgo Argiano: This holiday home rental outside of Lupompesi is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and an electric kettle. You can relax into your holiday with a garden and a library. See all vacation rentals in Lupompesi.
If I need to cancel my hotel reservation in Lupompesi, will I receive a refund?
Yes, you'll find most hotel bookings are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Lupompesi.
What is staying in Lupompesi like?
Visitors can enjoy all that Lupompesi has to offer, including its restaurants. The scenic and rural setting also entices those visiting the city. In Lupompesi, there are 2 hotels and other accommodation options to choose from. Find out more about Lupompesi.
What are the top places to visit in Lupompesi?
Places to visit in the wider area include Castello di Montepescini, Castiglion del Bosco Winery and Monte Oliveto Maggiore Abbey. You'll also find Val di Merse and Terme Petriolo in the area. Take a look at what more there is to see and do in Expedia's Lupompesi guide.
What's the seasonal weather like in Lupompesi?
The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Lupompesi is 944 mm.

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