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Oct 31 - Nov 1
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Nov 1 - Nov 2
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Compare 5,957 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Sauna, hot tub, steam room, Turkish bath, body treatments
Il Gentiluomo Hotel & SPA
Il Gentiluomo Hotel & SPA
4.0 star property
8.6 out of 10, Excellent, (145)
"Great hotel and awesome spa. The staff was super helpful. They helped with booking our taxis and tolerated our attempts at Italian. The room was clean and comfortable. "
United States
Todd
Il Gentiluomo Hotel & SPA
Seasonal outdoor pool, pool umbrellas
La Loggia Villa Gloria - Adults Only
La Loggia Villa Gloria - Adults Only
3.0 star property
8.4 out of 10, Very Good, (285)
"Amazing property in the country side. Grocery store 10 min drive away. Check in and parking was easy and the views were worth it."
United States
Nicholas
The price is ￥10,390
￥12,138 total
includes taxes & fees
Nov 2 - Nov 3
La Loggia Villa Gloria - Adults Only
Exterior
Borgo Del Cabreo
Borgo Del Cabreo
10.0 out of 10, Exceptional, (267)
"Beautiful location, great staff"
United States
Jeffrey
Borgo Del Cabreo
Exterior detail
La Certosa di Pontignano
La Certosa di Pontignano
9.6 out of 10, Exceptional, (495)
"Excellent place to stay even for the next time. "
Canada
Xuejie
The price is ￥11,596
￥14,173 total
includes taxes & fees
Nov 2 - Nov 3
La Certosa di Pontignano
Seasonal outdoor pool, open 9:00 AM to 7:00 PM, pool umbrellas
Hotel Borgo di Cortefreda Relais
Hotel Borgo di Cortefreda Relais
4.0 star property
9.4 out of 10, Exceptional, (471)
"Beautiful property and helpful staff. "
Canada
MaryAnn
The price is ￥14,152
￥16,630 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Borgo di Cortefreda Relais
Seasonal outdoor pool
Torre a Cona Wine Estate
Torre a Cona Wine Estate
9.6 out of 10, Exceptional, (90)
"Beautiful place"
United States
Shariza
The price is ￥53,625
￥59,164 total
includes taxes & fees
Nov 1 - Nov 2
Torre a Cona Wine Estate
2 restaurants, breakfast served
The Club House
The Club House
5.0 star property
10.0 out of 10, Exceptional, (5)
"The nicest and professional staff, cleanless as I never saw, the beauty of the landscape unbelievable..for sure I will go back"
United States
Jacquy
The price is ￥56,471
￥63,890 total
includes taxes & fees
Nov 1 - Nov 2
The Club House
Lobby lounge
Villa Sabolini
Villa Sabolini
4.0 star property
9.2 out of 10, Wonderful, (186)
"Beautiful location and hotel Staff were excellent - thank you"
United Kingdom
Amit
The price is ￥12,053
￥13,789 total
includes taxes & fees
Nov 26 - Nov 27
Villa Sabolini
Terrace/patio
Castello
Castello
3.0 star property
8.6 out of 10, Excellent, (69)
"Great little place to stay overnight. "
United States
Ivona
Castello
Front of property - evening/night
Hotel Toscana Ambassador
Hotel Toscana Ambassador
4.0 star property
8.0 out of 10, Very Good, (304)
"Wonderful breakfast. Good location!"
Canada
Karen
Hotel Toscana Ambassador
2 restaurants, breakfast, lunch, dinner served; international cuisine
COMO Castello Del Nero
COMO Castello Del Nero
5.0 star property
9.6 out of 10, Exceptional, (131)
"Beautiful place to stay and enjoy . "
United States
Maryam
The price is ￥119,729
￥133,119 total
includes taxes & fees
Nov 29 - Nov 30
COMO Castello Del Nero
2 outdoor pools, pool umbrellas, sun loungers
Borgo Scopeto Wine & Country Relais
Borgo Scopeto Wine & Country Relais
5.0 star property
9.2 out of 10, Wonderful, (188)
"This hotel is absolutely gorgeous. The staff, food and grounds are fantastic. Can’t recommend more! Big thanks to Luka and Giuseppe for making our stay so special. Great wine tasting and delicious wine recommendations. Won’t disappoint "
United States
Jennifer
Borgo Scopeto Wine & Country Relais
Exterior
Salvadonica - Borgo del Chianti
Salvadonica - Borgo del Chianti
9.6 out of 10, Exceptional, (254)
"Beautiful setting with delicious food and attentive staff "
United States
Paula
The price is ￥16,412
￥18,762 total
includes taxes & fees
Nov 12 - Nov 13
Salvadonica - Borgo del Chianti
Seasonal outdoor pool, open 10:00 AM to 7:00 PM, pool umbrellas
Albergo Del Chianti
Albergo Del Chianti
3.0 star property
8.6 out of 10, Excellent, (186)
"Very friendly hotel, in a beautiful square. "
United Kingdom
Keith
Albergo Del Chianti
Interior
Hotel Palazzo San Lorenzo & SPA
Hotel Palazzo San Lorenzo & SPA
4.0 star property
9.4 out of 10, Exceptional, (426)
"Lovely pool and grand breakfast helped make our stay enjoyable."
United States
Nancy
Hotel Palazzo San Lorenzo & SPA
Restaurant
A Point Arezzo Park Hotel
A Point Arezzo Park Hotel
4.0 star property
7.8 out of 10, Good, (148)
" cheap, clean, new"
Australia
Dion
A Point Arezzo Park Hotel
Seasonal outdoor pool
Borgo I Vicelli Adults Only Relais
Borgo I Vicelli Adults Only Relais
9.4 out of 10, Exceptional, (46)
"Very nice and well preserved estate in a stunning surrounding. Worth the detour, also because of the fantastic kitchen!"
Netherlands
Lieuwe
Borgo I Vicelli Adults Only Relais
View from room
Hotel Ristorante Alcide
Hotel Ristorante Alcide
4.0 star property
8.0 out of 10, Very Good, (476)
"I highly recommended "
Canada
George
The price is ￥7,298
￥8,028 total
includes taxes & fees
Nov 23 - Nov 24
Hotel Ristorante Alcide
Seasonal outdoor pool
La Pensione di Vignamaggio
La Pensione di Vignamaggio
9.6 out of 10, Exceptional, (115)
"A beautiful location, fantastic view, close to wineries, little shops and local restaurants. "
Canada
Rob
La Pensione di Vignamaggio
Indoor spa tub
Palazzo Squarcialupi
Palazzo Squarcialupi
4.0 star property
9.8 out of 10, Exceptional, (70)
"Friendly staff and felt like family."
United States
Jennifer
The price is ￥31,702
￥35,936 total
includes taxes & fees
Nov 1 - Nov 2
Palazzo Squarcialupi
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 Montegrossi Hotel Reviews

Borgo Grondaie

Borgo Grondaie

10/10 Excellent
"Safe and quiet area. About a 20 minute walk to the heart of Siena. The room felt very Tuscan with more space than expected, the property was very nice as was the pool. We didn't have breakfast included with our "apartment" but it looked great. Major grocery store just a couple minutes drive away."
Julie 4-night trip
Posted 2 days ago
Borgo Grondaie

More cheap stays in Montegrossi

Piccolo Hotel Etruria

Piccolo Hotel Etruria

Via delle Donzelle, 3, Siena, SI
The price is ￥12,562 per night from Nov 2 to Nov 3
￥12,562
￥14,349 total
Nov 2 - Nov 3
includes taxes & fees
8/10 Very Good! (383 reviews)

Frequently asked questions

Where is the best place for a stay in Montegrossi?
Located 13.3 mi (21.3 km) from the heart of Montegrossi, Hotel Athena is a top choice for your stay based on our traveler data. Two other choices for your visit to the area are Castello di Spaltenna- Small Luxury Hotels of the World and Palazzo Ravizza. See all available top hotels, or vacation rentals in Montegrossi.
What's the top vacation rental in Montegrossi?
Borgo Argiano: This vacation home rental outside of Montegrossi is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library. See all vacation rentals in Montegrossi.
If I need to cancel my hotel reservation in Montegrossi, will I receive a refund?
Yes, the majority of hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Montegrossi.
Where can I learn more about changing or cancelling my trip to Montegrossi?
To find more details about rescheduling or cancelling your trip to Montegrossi, head over to our customer service page.
What are some hotels with pools in Montegrossi?
Castello di Spaltenna- Small Luxury Hotels of the World: Offers an indoor pool, an outdoor pool, and 2 restaurants. Hotel Borgo di Cortefreda Relais and Four Points by Sheraton Siena are two additional hotels that feature an onsite pool. View all hotels with pools in Montegrossi.
What's it like to stay in Montegrossi?
Visitors to Montegrossi are sure to find plenty to explore and enjoy. In Montegrossi, there are 4 hotels and other accommodations to choose from. Find out more about Montegrossi.
What are the top places to visit in Montegrossi?
Places to visit in the wider area include Badia a Coltibuono, Meleto Castle, and Cantalici Winery. You'll also find Castello di Albola and Castello di Radda Winery in the area. Check out what more to see and do in Expedia's Montegrossi guide.
What's the seasonal weather like in Montegrossi?
The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Montegrossi is 37 inches.

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