Find and compare 2 Star hotels in Chianti Region

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Oct 13 - Oct 14
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Oct 17 - Oct 19
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Oct 24 - Oct 26

Top Chianti Region 2 Star hotels

Villa Castiglione

Villa Castiglione

2 out of 5
Via Colle Ramole 20, Impruneta, FI
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $106 total per night from Oct 26 to Oct 27
$106 total
Oct 26 - Oct 27
Total with taxes and fees
This hotel features a restaurant, an outdoor pool, and a bar/lounge. There's fun for all ages with a children's pool and a playground. Enjoy the a rooftop terrace ...
8.4/10 Very Good! (249 reviews)
Lovely hotel
"Lovely friendly hotel with a gorgeous courtyard for dinner and aperitivo! Great view of Florence?"

Reviewed on Jul 10, 2025

Opens in a new windowVilla Castiglione
Hotel Albergo Italia

Hotel Albergo Italia

2 out of 5
Via Trento, 36, Poggibonsi, SI
Fully refundableReserve now, pay when you stay
A bar/lounge and laundry facilities are featured at this hotel, along with free self parking. WiFi in public areas is free. Luggage storage and a safe deposit ...
8.4/10 Very Good! (43 reviews)
"Staff were great! They allowed me to park my motorcycle in their garage. The breakfast was appropriate and staff friendly. My concerns were that the hotel room was very old and dated. The bathroom was not that clean and there was no air conditioning (it was very hot). The staff alone are worth staying ..."

Reviewed on Jun 29, 2025

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Opens in a new windowHotel Albergo Italia
Villa Norcenni Aparthotel

Villa Norcenni Aparthotel

2 out of 5
Via Norcenni 7, Figline e Incisa Valdarno, FI
This smoke-free apartment features free water park access, an attached winery, and a full-service spa. There's fun for all ages with a lazy river and a children's ...
7.4/10 Good! (21 reviews)
"Horrible customer service, doesn’t care about customers and has horrible hour accommodations being at the top of the mountain with no shuttles or buses"

Reviewed on May 31, 2024

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Opens in a new windowVilla Norcenni Aparthotel
Agriturismo Il Caggio di Sotto

Agriturismo Il Caggio di Sotto

2 out of 5
Loc. Il Caggio di Sotto, 26, Colle di Val d'Elsa, SI
This farm stay doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden and barbecue grills are also provided.
9.4/10 Exceptional! (16 reviews)
"Monica helped us retrieve lost car license and credit card from volterra 40 min away. Super helpful!"

Reviewed on Oct 4, 2025

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Opens in a new windowAgriturismo Il Caggio di Sotto
Calzaiolo

Calzaiolo

2 out of 5
Via Cassia Per Siena 32, San Casciano in Val di Pesa, FI
A bar/lounge and a garden are featured at this hotel, along with free self parking. WiFi in public areas is free. A library and luggage storage are also ...
8.2/10 Very Good! (16 reviews)
"Hotel Calzaiolo is WONDERFUL! I had a very restful time there. Antonietta is a kind, charming owner, and was so sweet and helpful to me. She even had a taxi deliver a work bag for me after I forgot it in my hotel room! Speaking of the room, it was charming and perfect, with a very cool wardrobe, ..."

Reviewed on Sep 9, 2024

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Opens in a new windowCalzaiolo
Castello di Pratelli

Castello di Pratelli

2 out of 5
Via Di Pratelli 1/a, Figline e Incisa Valdarno, FI
This farm stay features a seasonal outdoor pool and a rooftop terrace. Guests will appreciate free perks like free self parking and WiFi in public areas. A terrace, ...
"We had a wonderful stay. The host, Luca, was great to communicate with prior to check in and met us at the property despite our arrival being a bit delayed. He provided a brief history of the area and the farm and gave instructions regarding the property. He also provided recommendations on restaurants ..."

Reviewed on Oct 7, 2024

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Opens in a new windowCastello di Pratelli
Tenuta La Pieve Casale Presciano

Tenuta La Pieve Casale Presciano

2 out of 5
Via di Migliari, Pergine Valdarno, AR
An attached winery and an outdoor pool are featured at this smoke-free farm stay. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. ...
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Opens in a new windowTenuta La Pieve Casale Presciano
Tenuta La Pieve Casale La Valle

Tenuta La Pieve Casale La Valle

2 out of 5
Via Giovanni XXII, Pergine Valdarno, AR
An attached winery and an outdoor pool are featured at this smoke-free farm stay. Enjoy the seasonal outdoor pool and perks like free self parking and free WiFi. ...
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Opens in a new windowTenuta La Pieve Casale La Valle
Quercia Al Poggio

Quercia Al Poggio

2 out of 5
Strada Di Quercia Al Poggio 4, Barberino Tavarnelle, FI
$702 nightly
The price is $777 total per night from Oct 28 to Oct 29
$777 total
Oct 28 - Oct 29
Total with taxes and fees
This farm stay features an outdoor tennis court and a seasonal outdoor pool. Guests will appreciate free perks like free self parking and WiFi in public areas. ...
8.6/10 Excellent! (3 reviews)
Opens in a new windowQuercia Al Poggio
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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.

2 Star Hotels Chianti Region

Looking to break out of your routine for some much needed rest and relaxation? Or maybe you’ve already decided it’s time for a trip and are trying to find affordable hotels in Chianti Region that won’t bust your travel budget?

Chianti Region 2 star hotels will give you everything you need to enjoy the city like a local, saving a ton of money so you can hit all the hot spots in town.

Have a delicious breakfast at your hotel to fuel up for your day of sightseeing, then enjoy amenities like fresh towels and linens, as well as a nice hot shower to unwind after a busy day of experiencing everything the city has to offer.

As you explore a new locale, or one you love to visit over and over, you can rest easy knowing you’re staying in a great hotel that lets you discover Chianti Region and welcomes you back to a clean, comfortable room at night.

Browse Travelocity’s wide selection of 2 star hotels in Chianti Region and find one that’s perfectly priced and places you next to all the best activities and sights. The town is your oyster, and we can help you seek out its secrets while sticking to your budget.

Recent Chianti Region hotel reviews by fellow wanderers

Castello di Spaltenna- Small Luxury Hotels of the World

Castello di Spaltenna- Small Luxury Hotels of the World

5 out of 5
Posted 4 days ago
Travelocity Verified Review
"An incredible stay for anyone who wants to disconnect in pure luxury. Pure beauty and a very detailed luxury hotel."
A verified traveler stayed at Castello di Spaltenna- Small Luxury Hotels of the World
Castello di Spaltenna- Small Luxury Hotels of the World

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