Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the best price available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Chianti Region 5 Star Hotels

See all 743 Hotels in Chianti Region
Villa I Barronci

Villa I Barronci

Via Sorripa 10, San Casciano in Val di Pesa
5.0 out of 5.0
4.6 out of 5 (122 reviews)
Beautiful hotel near centerTall ceilings and windows, though our 15* Euro room did not have valley view. Driving in town very difficult. GPS does not work perfectly so a paper map in advance will help.
  27 Sep 2017

£97

£97
Castello di Spaltenna

Castello di Spaltenna

Via Spaltenna 13, Gaiole in Chianti
5.0 out of 5.0
4.7 out of 5 (100 reviews)
Amazing hotel with an amazing view! Came here for our honeymoon, great staff, amazing restaurant, clean rooms, great landscaping, beautiful facilities
  4 Oct 2017
Villa Le Calvane

Villa Le Calvane

Via Castiglioni 1,3,5, Montespertoli
5.0 out of 5.0
5.0 out of 5 (6 reviews)
Best Place in Tuscany Region!Villa Le CalVane is incredible 5 Star for sure, view is 10 Star, but real Star is the staff!! Previous to arrival were we lost and when we arrived greeted by a beautiful smile of Valentina, wonderful person, Max runs a tight ship very fun and personable, Alesso Very accomaditing and friendly, never ...
  17 Sep 2017
Castello del Nero Hotel & Spa

Castello del Nero Hotel & Spa

Strada Spicciano 7, Tavarnelle Val Di Pesa
5.0 out of 5.0
4.8 out of 5 (48 reviews)
Everything from food to the pillows are 5 star at Nero. We were amazed at the attention to detail and beautiful grounds
  6 Nov 2017

£279

£279
Hotel Borgo San Felice

Hotel Borgo San Felice

San Felice, Castelnuovo Berardenga
5.0 out of 5.0
5.0 out of 5 (26 reviews)
An incredible place in the middle of Tuscany. First rate service, hospitality and food in an amazing setting. Definitely one to go back to.
  27 May 2017
Map

Pocket Guide: 5 Star Hotels in Chianti Region

Search for hotels in Chianti Region on Expedia.co.uk. You can easily find your hotels in Chianti Region using one of the methods below:

  • View our selection of featured hotels in Chianti Region
  • Use the map to find hotels in the Chianti Region neighborhood you prefer
  • Use the filters to see hotels in a specific area of Chianti Region, select a specific theme, brand, or hotel class from basic (1 Star) to luxury hotels (5 Stars) in Chianti Region
  • Enter your travel dates to view the best deals on hotels in Chianti Region - while they last