Chianti Region Historic Hotels, Tuscany: Chianti Region Hotel Guide

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

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Our top choices for Chianti Region historic hotels

An outdoor dining area with a pool, potted plants, and umbrellas.

An outdoor dining area with a table set for two, overlooking a pool and vineyard.

A restaurant with a table set for two, overlooking a scenic landscape.

A spa area with a brick archway leading to a circular hot tub surrounded by mosaic tiles.

1. Relais Vignale & Spa

Radda in Chianti

Maaya

€200

includes taxes & fees

8 Oct - 9 Oct

A clear swimming pool with a view of a lush green landscape and distant hills.

A courtyard with outdoor seating, a gravel path, and a building covered in ivy.

A bar area with a fireplace, bar stools, a table with bottles, and a shelf with glasses.

A restaurant with multiple tables set for dining, featuring wooden beams and a chandelier.

2. Villa Le Barone

Greve in Chianti

Aditi

€229

includes taxes & fees

11 Oct - 12 Oct

A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.

A bedroom with a bed under a canopy, wooden beams on the ceiling, and a white door.

An outdoor patio with a round table and chairs, surrounded by stone walls and a tall tree.

A rustic dining area with a wooden table, blue chairs, a brick floor, a sofa, and a fireplace.

3. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

€164

includes taxes & fees

15 Sept - 16 Sept

A stone building with a terrace, a table with chairs, and a red umbrella.

A living room with a tiled floor, a blue sofa, a beige armchair, a small round table, a television, and a wooden ceiling beam.

A courtyard with stone buildings, a gravel path, and potted plants.

A vineyard with terracotta pots and stone walls, overlooking a hilly landscape with vineyards and distant hills.

4. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

Ruffoli

Lorna M.

€275

includes taxes & fees

15 Sept - 16 Sept

A narrow stone alley with arched doorways, potted plants, and hanging flower baskets.

A bedroom with a stone wall, a bed with a headboard, a chair, and two bedside lamps.

A staircase with a stone wall on one side and a dark wooden door on the other.

A cozy living room with a stone wall, a staircase, and a view of the outside through a window.

5. Old medieval apartment

Tavarnelle Val di Pesa

Kathleen F.

A rectangular swimming pool with a wooden deck, surrounded by lush greenery and a clear sky.

A stone pathway leading to a building with a yellow facade and green shutters.

A two-story building with a balcony, surrounded by palm trees and a well-maintained garden with red flowers.

A hot tub with two glasses of champagne and a tray of strawberries.

6. Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

Terranuova Bracciolini

Lynn P.

€141

includes taxes & fees

19 Sept - 20 Sept

A hot tub area with a covered seating area and a pool.

A bedroom with a bed, a sofa, a patterned rug, a chandelier, and a window with curtains.

A hallway with a wooden archway, a bench, a rug, and a table with a book and flowers.

7. Suite Rosso di Sera with A/C and Private bathroom- Villa le Facezie B&B

Terranuova Bracciolini

€190

includes taxes & fees

18 Sept - 19 Sept

A spiral staircase with a metal railing, a white chair, and framed pictures on the wall.

A buffet table with various food items, plates, and utensils.

8. Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B

Terranuova Bracciolini

€157

includes taxes & fees

24 Sept - 25 Sept

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Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"Kindness of the people. Spectacular environment."

Relais Vignale & Spa

10/10 Excellent

"Very nice property"

Castello Vicchiomaggio

10/10 Excellent

"Clean, comfortable, upgraded, true a/c, and beautiful"

COMO Castello Del Nero

10/10 Excellent

"The most beautiful hotel in the heart of Chianti. The service was above and beyond. Everything about this charming hotel was amazing. We cannot wait to go back."

Borgo Vescine

10/10 Excellent

"⭐️⭐️⭐️⭐️⭐️ We genuinely did not want to leave Borgo Vescine was everything we hoped a stay in Tuscany would be. The property is absolutely stunning, incredibly peaceful, and so beautifully cared for that once we arrived, we honestly didn’t want to leave. What made the experience even more special was the staff. Everyone we encountered was warm, welcoming and genuinely delightful. The hospitality never felt forced or overly formal. We simply felt very well taken care of throughout our stay. We had dinner at the property and the restaurant was excellent, which made staying in for the evening an easy decision. Breakfast was included with our stay and was such a delicious treat each morning. Being able to wake up somewhere this beautiful, have a wonderful breakfast and then simply enjoy the property was exactly the kind of Tuscan experience we were looking for. The grounds themselves are gorgeous and meticulously maintained, with beautiful views and so many quiet little areas to sit and take everything in. Despite everything the property offers, it still feels serene, intimate and wonderfully quiet. Borgo Vescine is the kind of place that makes you reconsider whatever plans you had for the day because you would rather just stay there. One of our favorite stays in Tuscany and a property I would happily return to. Highly recommend."

Villa Le Barone

10/10 Excellent

"Excellent stay with wonderful , friendly staff!"

Hotel Villa Campomaggio

10/10 Excellent

"This resort is one of the most beautiful properties I have ever stayed in. Free use of the spa just was icing on the cake! Great breakfast spread and our dinner in the restaurant was delicious! We will be back!!"

Hotel Toscana Ambassador

10/10 Excellent

"Room was clean, staff was helpful and easy to park."

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Things to do in Greve in Chianti

Chianti Region Hotel Guide - Historic Hotels in Chianti Region, Tuscany

Change your mind

Treat yourself

Be picky

Check availability on Chianti Region Historic Hotels

Our top choices for Chianti Region historic hotels

1. Relais Vignale & Spa

2. Villa Le Barone

3. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

4. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

5. Old medieval apartment

6. Deluxe Room Nero su Bianco with A/C and Private Bathroom in Villa le Facezie B&B

7. Suite Rosso di Sera with A/C and Private bathroom- Villa le Facezie B&B

8. Superior Settimo Cielo with A/C and Private Bathroom in Villa le Facezie B&B

Top Chianti Region Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Relais Vignale & Spa

Castello Vicchiomaggio

COMO Castello Del Nero

Borgo Vescine

Villa Le Barone

Hotel Villa Campomaggio

Hotel Toscana Ambassador

Explore a world of travel with Expedia