Hotels in Montegrossi

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Check prices for these dates

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Where to stay in Montegrossi?

A spa area with a stone ceiling, a pool, and two sun loungers.

1. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (198 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 $92
$108 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Palazzo San niccolò & Spa
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.

2. Agriturismo San Sano

Agriturismo San Sano
3.0 star property
Gaiole in Chianti
9.8 out of 10, Exceptional, (116 reviews)
Immerse yourself in Tuscan charm at this family-friendly hotel featuring its own winery. Enjoy complimentary breakfast before exploring nearby Chianti Sculpture Park and Meleto Castle. Return for a refreshing dip in the seasonal pool or unwind at the bar.
The price is $72
$84 total
includes taxes & fees
Nov 4 - Nov 5
Agriturismo San Sano
A couple dining at an outdoor table with a view of the countryside.

3. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (305 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 $103
$120 total
includes taxes & fees
Nov 23 - Nov 24
Palazzo Leopoldo Dimora Storica & Spa
A building with a stone facade, a central arched doorway, and a window with a decorative frame.

4. Dievole Wine Resort

Dievole Wine Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (219 reviews)
Escape to Chianti's wine country at this elegant resort featuring 2 outdoor pools and an onsite winery. After tasting local vintages, enjoy meals at the restaurant or drinks on the terrace. Near Chianti Sculpture Park with free breakfast, WiFi, and parking.
The price is $271
$307 total
includes taxes & fees
Nov 16 - Nov 17
Dievole Wine Resort
A person pouring a liquid from a bottle into a glass.

5. Moody smart & comfy Hotel

Moody smart & comfy Hotel
3.0 star property
Terranuova Bracciolini
9.6 out of 10, Exceptional, (13 reviews)
Moody's free breakfast fuels adventures to nearby Il Cassero and Ganghereto House of Prayer. After exploring Terranuova Bracciolini's charms, return to comfortable rooms with complimentary WiFi and parking.
The price is $97
$127 total
includes taxes & fees
Nov 5 - Nov 6
Moody smart & comfy Hotel
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

6. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (414 reviews)
Set in Figline e Incisa Valdarno, this villa offers both indoor and outdoor pools, plus a spa with massages and scrubs. Visit the on-site winery, dine at Terrae Casagrande, and walk just 12 minutes to Figline Valdarno Station.
The price is $105
$118 total
includes taxes & fees
Nov 8 - Nov 9
Villa Casagrande Resort & SPA
A spacious lobby with a reception desk, seating area, and a large vase.

7. Hotel Valdarno

Hotel Valdarno
4.0 star property
Montevarchi
8.8 out of 10, Excellent, (220 reviews)
Just steps from Montevarchi-Terranuova Station, this cozy hotel offers free breakfast and WiFi. Enjoy drinks at the bar after visiting nearby Il Cassero, or maintain your workout routine in the 24-hour fitness center.
The price is $119
$131 total
includes taxes & fees
Nov 4 - Nov 5
Hotel Valdarno
A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

8. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (580 reviews)
The price is $72
$88 total
includes taxes & fees
Nov 4 - Nov 5
La Certosa di Pontignano - Place of Charme
A staircase with a modern design, featuring a combination of stone steps and a carpeted landing.

9. Delta Hotel

Delta Hotel
3.0 star property
Montevarchi
8.4 out of 10, Very good, (173 reviews)
Discover this Montevarchi hotel just 5 minutes from the train station, offering free WiFi and parking. After a workout at the fitness center, unwind on the terrace or grab a bite at the café. Il Cassero and Accademia Valdarnese are nearby.
The price is $128
$141 total
includes taxes & fees
Nov 3 - Nov 4
Delta Hotel
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.

10. Hotel Villa Campomaggio

Hotel Villa Campomaggio
4.0 star property
Radda in Chianti
9.4 out of 10, Exceptional, (196 reviews)
Surrounded by vineyards, this countryside hotel offers a full-service spa, outdoor pool, and local cuisine at La Gabbia Tuscany Lounge. After wine tasting at nearby Borgo di Vescine, unwind in the sauna or bar.
The price is $164
$187 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Villa Campomaggio
A dining area with a table and chairs, a view of a landscape through an arched window, and a large umbrella providing shade.

11. Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
8.4 out of 10, Very good, (23 reviews)
The price is $268
$301 total
includes taxes & fees
Nov 3 - Nov 4
Chapter Chianti, a Member of Design Hotels
A narrow stone pathway leading to a rustic building with a wooden door and a window.

12. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 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.
The price is $182
$204 total
includes taxes & fees
Nov 15 - Nov 16
Castello di Fonterutoli Wine Resort
A spacious lobby with a stone archway, wooden ceiling beams, a bar area with a wine rack, and a reception desk.

13. Hotel Colle Etrusco Salivolpi

Hotel Colle Etrusco Salivolpi
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (130 reviews)
The price is $103
$116 total
includes taxes & fees
Nov 3 - Nov 4
Hotel Colle Etrusco Salivolpi
A room with a large window, a bed, and a robe hanging by the window.

14. Tenuta CorteDomina

Tenuta CorteDomina
Radda in Chianti
9.8 out of 10, Exceptional, (148 reviews)
Immerse in Chianti country at this farm stay featuring a winery where you can savor local vintages. Near Castello di Radda Winery and Volpaia, this retreat offers international cuisine, garden spaces, and complimentary breakfast that guests consistently praise.
The price is $213
$239 total
includes taxes & fees
Nov 3 - Nov 4
Tenuta CorteDomina
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

15. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 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 $107
$124 total
includes taxes & fees
Nov 13 - Nov 14
Belvedere di San Leonino
An outdoor patio area with a brick archway, potted plants, and wicker furniture.

16. Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (209 reviews)
Escape to this Tuscan retreat with an inviting outdoor pool and poolside bar. Enjoy regional specialties at the hotel restaurant after exploring nearby Fashion Groove and The Mall Luxury Outlet. Free breakfast, WiFi, and parking complete your family-friendly stay.
The price is $81
$91 total
includes taxes & fees
Nov 10 - Nov 11
Hotel Tenuta Il Burchio
A modern bedroom with a wooden headboard, a large bed with white linens, a bedside table with a lamp, and a sliding glass door leading to an outdoor patio with a table and chairs.

17. Hotel Ristorante La Dama nella Vigna

Hotel Ristorante La Dama nella Vigna
Monteriggioni
9.4 out of 10, Exceptional, (59 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 $105
$121 total
includes taxes & fees
Nov 18 - Nov 19
Hotel Ristorante La Dama nella Vigna
A rustic stone interior with a dining area, two armchairs, a table with a lamp, and a view through an arched doorway.

18. Castello di Volpaia

Castello di Volpaia
3.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (75 reviews)
Immerse in Chianti charm at this farm stay featuring outdoor and indoor pools, plus acclaimed wine tours at the property's own winery. Osteria Volpaia serves Italian cuisine, while nearby Castello di Albola offers exploration opportunities after enjoying free WiFi and parking.
The price is $258
$288 total
includes taxes & fees
Nov 8 - Nov 9
Castello di Volpaia
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

19. The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (23 reviews)
Escape to this luxurious Castelnuovo Berardenga retreat featuring 2 restaurants and a welcoming bar. Enjoy complimentary breakfast, WiFi, and parking while indulging in spa services like deep-tissue massages near Chianti Sculpture Park.
The price is $356
$402 total
includes taxes & fees
Nov 9 - Nov 10
The Club House
A pathway lined with trees and a large pot in the center.

20. Villa Montarioso

Villa Montarioso
Montarioso
8.8 out of 10, Excellent, (144 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 $76
$89 total
includes taxes & fees
Nov 15 - Nov 16
Villa Montarioso
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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Check out reviews of Montegrossi hotels guests love

La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme

10/10 Excellent
"It is a beautiful and well maintained property. The room was outdated but spacious"
Ryan 1-night trip
Posted 21 hours ago
La Certosa di Pontignano - Place of Charme

Frequently asked questions

What hotels do travelers like in Montegrossi?
Guests like La Certosa di Pontignano, Castello di Spaltenna- Small Luxury Hotels of the World and Borgo Scopeto Wine & Country Relais.
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.