A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

Find Cheap Hotels in Chianti Region from CA $105

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Check availability on Chianti Region Cheap Hotels

Tonight
Sep 30 - Oct 1
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Oct 1 - Oct 2
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Oct 2 - Oct 4
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Oct 9 - Oct 11

Our top choices for Chianti Region cheap hotels

An aerial view of a villa with a swimming pool, surrounded by lush greenery and a hilly landscape.
A building with arched windows, a courtyard with a pond, and a metal fence.
A view through a wooden-framed window with a stone archway, a brick wall, and a tiled roof.
A bar area with brick arches, wooden barrels, leather seating, and a wine rack.

1. Hotel Casafrassi

Hotel Casafrassi
Castellina in Chianti
United States
Rita
CA $86
CA $105 total
includes taxes & fees
Oct 18 - Oct 19
Hotel Casafrassi
A stone-walled dining area with a table set for four, a bench, and a view through an open doorway to the outside.
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and lush greenery, overlooking a valley.
A cozy living room with a stone fireplace, striped sofas, and a coffee table.
A dining area with a stone wall, wooden beams, and a table set for four with wine glasses and plates.

2. Borgo di Pietrafitta Relais

Borgo di Pietrafitta Relais
Castellina in Chianti
United States
Alejandro
CA $119
CA $137 total
includes taxes & fees
Oct 25 - Oct 26
Borgo di Pietrafitta Relais
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.
An interior corridor with arches, columns, and a brick wall.
A restaurant setting with wooden chairs, a white tablecloth, and a waiter attending to a table.
A corridor with a wooden door at the end, a metal railing on one side, and a light fixture above.

3. La Certosa di Pontignano

La Certosa di Pontignano
Castelnuovo Berardenga
United States
Leslie
CA $139
CA $166 total
includes taxes & fees
Oct 19 - Oct 20
La Certosa di Pontignano
A stone pillar with carvings, a glass door leading outside, and a person sitting on a lounge chair.
A landscaped garden with a swimming pool, a vineyard in the background, and a stone pathway.
An aerial view of a property with a swimming pool, a sun terrace, and a vineyard in the background.
A spa area with stone flooring, wooden chairs, a table with amenities, and a view of a garden through a glass door.

4. Hotel Villa Campomaggio

Hotel Villa Campomaggio
Radda in Chianti
United States
Dario
CA $270
CA $307 total
includes taxes & fees
Oct 28 - Oct 29
Hotel Villa Campomaggio
A couple dining at an outdoor table with a view of the countryside.
A narrow street with buildings on either side, a flag, and a bench.
A woman in a blue bikini in a spa pool with a stone wall and a blue light fixture.
A spacious room with high arched ceilings, a wooden dining table, chairs, and a bookshelf.

5. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
Radda in Chianti
Canada
Elizabeth
CA $262
CA $298 total
includes taxes & fees
Oct 25 - Oct 26
Palazzo Leopoldo Dimora Storica & Spa
A stone staircase leading to a door, surrounded by stone walls and a potted plant with green leaves and purple flowers.
A rustic interior with a stone fireplace, wooden beams, and a staircase leading to an upper level.
A stone building with a window and a light fixture.
A stone building with a wooden door, outdoor seating, and a pergola with vines.

6. Agriturismo San Sano

Agriturismo San Sano
Gaiole in Chianti
Australia
Glen
CA $96
CA $112 total
includes taxes & fees
Oct 18 - Oct 19
Agriturismo San Sano
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.
A rectangular swimming pool with lounge chairs and umbrellas, surrounded by trees and greenery.
A modern hotel room with a bed, a desk, a chair, and a TV.
A modern living room with leather furniture, a glass coffee table, and a white brick wall.

7. Park Hotel Chianti

Park Hotel Chianti
Tavarnelle Val di Pesa
Canada
Manuel
CA $118
CA $139 total
includes taxes & fees
Oct 29 - Oct 30
Park Hotel Chianti
A stone-walled room with a table set for breakfast, featuring pastries, fruits, and a coffee station.
An outdoor dining area with stone walls, tables, and chairs, surrounded by greenery and a stone building in the background.
A poolside area with lounge chairs and umbrellas, surrounded by stone flooring and greenery.
A bedroom with a large bed, wooden beams, stone wall, and a stone fireplace.

8. Ultimo Mulino Wellness Country Hotel

Ultimo Mulino Wellness Country Hotel
Gaiole in Chianti
Canada
Samantha
CA $134
CA $160 total
includes taxes & fees
Oct 21 - Oct 22
Ultimo Mulino Wellness Country Hotel
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
A stone building with a rustic exterior, surrounded by lush greenery and outdoor seating areas.
An outdoor patio area with tables and chairs, a reception desk, and potted plants.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.

9. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
United States
Arik
CA $108
CA $126 total
includes taxes & fees
Oct 14 - Oct 15
Hotel Villa San Giorgio
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.
A table with breakfast items, a clear view of the countryside, and a white umbrella.
A pathway lined with wooden fences and benches, leading to a covered seating area with tables and chairs.
A bedroom with a large bed, a view of a green landscape through a sliding door, and a potted plant on the windowsill.

10. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
San Casciano in Val di Pesa
Canada
Haris
CA $124
CA $146 total
includes taxes & fees
Oct 30 - Oct 31
Villa I Barronci Resort & Spa
View all properties

Top Chianti Region Hotel Reviews

Hu Norcenni Girasole Village

Hu Norcenni Girasole Village

10/10 Excellent
"My family and I had such a great time. Such a kid friendly place and at check in they even had a little playground while you waiting and gave the kids bubbles. So great to be in nature and all of the amenities were lovely. The waterparks that were padded on the ground were genius and we did a family wine tasting which was such a lovely memory. Our stay was so nice with the deck and the grocery store is so affordable for dinners in. Love love love! My toddler played all day and there were so many times we got to relax because they had everything that we wanted or needed right on property."
Maya 4-night trip
Posted 3 days ago
Hu Norcenni Girasole Village
Park Hotel Chianti

Park Hotel Chianti

10/10 Excellent
"The staff are very helpful and kind."
Manuel 2-night trip
Posted 11 days ago
Park Hotel Chianti

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