Title: Visit Montegrossi: Best of Montegrossi Tourism | Expedia Travel Guide - Expedia.ca

[Hotels in Montegrossi](https://expedia.ca/Montegrossi-Hotels.d553248622859355230.Travel-Guide-Hotels)[Vacation Rentals in Montegrossi](https://expedia.ca/Montegrossi-Vacation-Rentals.d553248622859355230.Travel-Guide-VacationRentals)[Montegrossi Car Rentals](https://expedia.ca/Car-Rentals-In-Montegrossi.d553248622859355230.Car-Rental-Guide)[Montegrossi Vacation Packages](https://expedia.ca/Montegrossi.d553248622859355230.Destination-Travel-Guides)

# Montegrossi

## Travel Guide

## Visit Montegrossi

Things to do

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=DX_SPRING_PROMO_553248622859355230)

- Montegrossi Hotel Deals
- Vacation Rentals in Montegrossi

![Hotel Athena](https://images.trvl-media.com/lodging/1000000/870000/866600/866580/ab5ee3fb_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Athena

P Mascagni 55 Siena SI

CA $127

CA $148 total

Mar 3 - Mar 4

includes taxes & fees

Book a stay at this business-friendly hotel in Siena. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the breakfast and the helpful staff ...

9.2/10 Wonderful! (999 reviews)

Great hotel, beautiful view and excellent service from the personnel.

Reviewed on Jan 28, 2026

[](https://expedia.ca/Hotel-Search?startDate=03%2F03%2F2026&endDate=04%2F03%2F2026&selected=866580&PinnedHotelID=866580&HadPinnedHotel=true&regionId=553248622859355230)

![Hotel Ristorante Alcide](https://images.trvl-media.com/lodging/2000000/1410000/1402100/1402058/d779a567_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Ristorante Alcide

Viale Marconi, 67/A Poggibonsi SI

CA $67

CA $74 total

Feb 22 - Feb 23

includes taxes & fees

Book a stay at this business-friendly hotel in Poggibonsi. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our ...

8/10 Very Good! (462 reviews)

I highly recommended

Reviewed on Oct 14, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F02%2F2026&endDate=23%2F02%2F2026&selected=1402058&PinnedHotelID=1402058&HadPinnedHotel=true&regionId=553248622859355230)

![Grand Hotel Continental Siena – Starhotels Collezione](https://images.trvl-media.com/lodging/1000000/800000/796700/796662/8b42326b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI

CA $406

CA $462 total

Mar 2 - Mar 3

includes taxes & fees

Book a stay at this luxury hotel in Siena. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...

9.2/10 Wonderful! (579 reviews)

Room, bathroom and breakfast were wonderful. WiFi was not great. Lovely location and pretty property.

Reviewed on Jan 27, 2026

[](https://expedia.ca/Hotel-Search?startDate=02%2F03%2F2026&endDate=03%2F03%2F2026&selected=796662&PinnedHotelID=796662&HadPinnedHotel=true&regionId=553248622859355230)

[See all 5,816 properties in Montegrossi](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&startDate=17%2F02%2F2026&endDate=18%2F02%2F2026&regionId=553248622859355230)

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.

![Relais Villa Olmo](https://images.trvl-media.com/lodging/1000000/800000/797300/797278/c9efa80f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Relais Villa Olmo

Via Imprunetana Per Tavarnuzze 19 Impruneta FI

Book a stay at this golf residence in Impruneta. Enjoy free breakfast, free parking, and an outdoor pool. Popular attractions Piazzale Michelangelo and Pitti ...

9.4/10 Exceptional! (228 reviews)

This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend ...

Reviewed on Oct 7, 2025

[](https://expedia.ca/Impruneta-Hotels-Relais-Villa-Olmo.h797278.Hotel-Information)

![Il Battistero Siena - Residenza d'Epoca](https://images.trvl-media.com/lodging/11000000/10540000/10536200/10536156/ea8090b4_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Il Battistero Siena - Residenza d'Epoca

Piazza San Giovanni, 13 Siena SI

Stay at this residence in Siena. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions ...

9.6/10 Exceptional! (195 reviews)

Excellent service! Great communication. A beautiful set up for our family with two rooms. Very accommodating and we loved the slippers. Elevator was great for luggage. A must stay in a beautiful and centrally located area.

Reviewed on Dec 31, 2025

[](https://expedia.ca/Siena-Hotels-Il-Battistero-Siena-Residenza-DEpoca.h10536156.Hotel-Information)

![Riserva di Fizzano Residence](https://images.trvl-media.com/lodging/4000000/3530000/3522800/3522769/e2d4f39b_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Riserva di Fizzano Residence

Localita Fizzano Castellina in Chianti SI

Book a stay at this family-friendly residence in Castellina in Chianti. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Lilliano Estate ...

9.8/10 Exceptional! (25 reviews)

Perfect location on the top of a hill surrounded by the beautiful vineyards of Chianti. Enjoy the view by the pool or the fabulous sunset with a glass of wine. The staff were friendly and the restaurant was 5 star. I highly recommend a stay to fulfill all your Tuscan dreams.

Reviewed on Oct 11, 2025

[](https://expedia.ca/Castellina-In-Chianti-Hotels-Riserva-Di-Fizzano-Residence.h3522769.Hotel-Information)

[See all properties in Montegrossi](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.DestinationExperience&regionId=553248622859355230&sort=VACATION_RENTAL)

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 Montegrossi hotel availability

[Tonight

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248622859355230&startDate=2026-02-16&endDate=2026-02-17)[Feb 16 - Feb 17](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248622859355230&startDate=2026-02-16&endDate=2026-02-17)

[Tomorrow night

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248622859355230&startDate=2026-02-17&endDate=2026-02-18)[Feb 17 - Feb 18](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248622859355230&startDate=2026-02-17&endDate=2026-02-18)

[This weekend

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248622859355230&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)[Feb 20 - Feb 22](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248622859355230&startDate=20%2F02%2F2026&endDate=22%2F02%2F2026)

[Next weekend

](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248622859355230&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)[Feb 27 - Mar 1](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.CheckPrices.DestinationExperience&adults=2&openPlayBack=true&regionId=553248622859355230&startDate=27%2F02%2F2026&endDate=01%2F03%2F2026)

### Popular places to visit

#### Castle of Brolio

4.5/5(3 reviews)

You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and wineries in this walkable area. 

[](https://expedia.ca/Castle-Of-Brolio-Gaiole-in-Chianti.d6249465.Vacation-Attraction)

#### Meleto Castle

Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours. 

[](https://expedia.ca/Meleto-Castle-Gaiole-in-Chianti.d6186842.Vacation-Attraction)

#### Cantalici Winery

You can enjoy a tasting or tour at Cantalici Winery during your travels to Gaiole in Chianti. Discover the beautiful countryside in this walkable area, or enjoy its local tours. 

[](https://expedia.ca/Cantalici-Winery-Gaiole-in-Chianti.d553248621562144630.Vacation-Attraction)

#### Badia a Coltibuono

You can enjoy a tasting or tour at Badia a Coltibuono during your travels to Badia Coltibuono. Discover the beautiful countryside in this relaxing area, or enjoy its local tours. 

[](https://expedia.ca/Badia-A-Coltibuono-Gaiole-in-Chianti.d6292126.Vacation-Attraction)

#### Medieval Tower of Barbischio

Find out about the history of Gaiole in Chianti when you take a trip to Medieval Tower of Barbischio. Discover the beautiful countryside in this quaint area, or enjoy its local tours. 

[](https://expedia.ca/Medieval-Tower-Of-Barbischio-Gaiole-in-Chianti.d6238143.Vacation-Attraction)

#### Castello di Meleto Cantina

You can enjoy a tasting or tour at Castello di Meleto Cantina during your travels to Gaiole in Chianti. Visit the spas in this quaint area, or simply enjoy its wineries. 

[](https://expedia.ca/Castello-Di-Meleto-Cantina-Gaiole-in-Chianti.d873868973899513856.Vacation-Attraction)

### Things to do

![Siena, San Gimignano, Monteriggioni & Chianti from Florence](https://mediaim.expedia.com/localexpert/553041/def47daa-d183-43ae-81a6-3355ec60f5c9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Siena, San Gimignano, Monteriggioni & Chianti from Florence

CA $84

per adult

**86%** of travellers recommend

[](https://expedia.ca/things-to-do/siena.a553041.activity-details)

![Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine](https://mediaim.expedia.com/localexpert/329818/151bf7bf-958a-43e4-8bc4-b332a2585668.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

CA $112

per adult

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/florence-san-gimignano.a329818.activity-details)

![Siena: Civic Museum and Palazzo Pubblico Entry Ticket](https://mediaim.expedia.com/localexpert/50461757/3e831945-ea8c-42c0-99b8-ad639429e34c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Siena: Civic Museum and Palazzo Pubblico Entry Ticket

CA $16

per adult

[](https://expedia.ca/things-to-do/siena-civic-museum-and-palazzo-pubblico-entry-ticket.a50461757.activity-details)

![Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards](https://mediaim.expedia.com/localexpert/3575311/34d2cee2-49d7-407c-92ae-12e02671c095.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Organic Wine Tour&Tasting overlooking Chianti Classico Vineyards

CA $39

per adult

[](https://expedia.ca/things-to-do/organic-wine-tourtasting-overlooking-chianti-classico-vineyards.a3575311.activity-details)

![Chianti Half Day Wine Tour from Florence](https://mediaim.expedia.com/localexpert/510796/711ec9bb-4d40-40e5-a110-59519c36ce6d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Chianti Half Day Wine Tour from Florence

CA $79

per adult

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/chianti-half-day-wine-tour-from-florence.a510796.activity-details)

![Panoramic view of Siena ](https://mediaim.expedia.com/localexpert/337428/6b2c0863-1851-485b-8c80-cc63a04939b1.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Skip the Line: Siena City and Duomo Walking Tour

CA $64

per traveller

**98%** of travellers recommend

[](https://expedia.ca/things-to-do/skip-the-line-siena-city-and-duomo-walking-tour.a337428.activity-details)

[See all activities in Montegrossi](https://expedia.ca/Things-To-Do-In-Montegrossi.d553248622859355230.Travel-Guide-Activities)

## Cities near Montegrossi

![Radda in Chianti which includes heritage architecture](https://images.trvl-media.com/place/601693/84216199-6a1f-439d-9bcf-6662aca51d50.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Radda in Chianti

![View over the hills from the Brolio Castle](https://images.trvl-media.com/place/603149/c6d3b602-5ecb-46fa-8174-b38eecda296b.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Gaiole in Chianti

- Cities near Montegrossi
- Places of interest

[Radda in Chianti](https://expedia.ca/Radda-In-Chianti.dx601693)[Gaiole in Chianti](https://expedia.ca/Gaiole-In-Chianti.dx603149)

- [Arno River ](https://expedia.ca/Arno-River-Tuscany.d553248621532501484.Vacation-Attraction)
- [Tenuta Torciano Winery ](https://expedia.ca/Tenuta-Torciano-Winery-San-Gimignano.d6252546.Vacation-Attraction)
- [Fortezza Medicea ](https://expedia.ca/Fortezza-Medicea-Siena-Historical-Center.d6287282.Vacation-Attraction)
- [Monteriggioni Castle ](https://expedia.ca/Monteriggioni-Castle-Monteriggioni.d6258231.Vacation-Attraction)
- [Buondonno Winery ](https://expedia.ca/Buondonno-Winery-Castellina-in-Chianti.d553248635823420151.Vacation-Attraction)

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