10 Best Wine hotels in Chianti

Chianti’s borders are as wonderfully fluid as its main export, and the name really refers to the hills and valleys between Florence and Siena where the grapes are grown that go into Chianti and Chianti Classico. An area which covers some of Tuscany’s most scenic spots, including Pisa to the west and Arezzo to the east. As well as providing world class wine tasting opportunities, the 10 best wine hotels in Chianti also offer incredible views of vineyards, medieval hilltop towns, sunburnt wheat fields, rows of poplars and cypresses and olive groves. And now imagine sitting out with a glass of chianti in your hand and taking all of that in…

Certosa di Maggiano

And if you’re thinking “well, that’s nice but I’m a bit peckish”, don’t worry, the best wine hotels in Chianti definitely have the menu sorted as well. Some of our Guru’s picks to be included in our list of the 10 best wine hotels are luxurious - we have a couple of castles in there, and some are on working vineyards, and some are in villas or converted farmhouses - we have also included some of the best value wine hotels in Chianti too.

The best wine hotels in Chianti’s castles

If you have a suspicion that your wine might taste even more delicious if served within the grounds of your own castle accommodation then you’ve come to the right region. Chianti is awash with suitable castello conversions.

Perched on a hilltop with magnificent 360-degree views over vineyards and olive groves, the Castello di Tornano, near Lecce, ticks all the right boxes for a castle: bedrooms in turrets, four-poster beds and beamed ceilings. There are even stables, should you choose to arrive on horseback. There are 11 rooms and eight apartments, and you can self cater or enjoy locally grown local cuisine in the traditional restaurant.

Castello di Tornano

Near Gaiole in the Chianti hills, the Castello di Spaltenna is a stunning country house resort with 37 beautiful rooms, suites and apartments, all decorated traditionally and many with fantastic views over vineyards and sunburnt wheat fields, with the odd popular sprouting along the road. The wine cellar is huge, and they have a very creative Tuscan restaurant on site, as well as two pools and a modern spa and fitness centre.

Castello di Spaltenna

The best Wine hotels in Chianti for foodies

If you want your wine choices served with gourmet cuisine then these are the best wine hotels in Chianti for you.

The Relais Borgo san Felice is a sprawling country house hotel with it’s own vineyards to look out over from its hilltop position. And it’s own billiards room, tennis courts and pool. Plus an extremely well regarded Mediterranean restaurant. Expect plenty of space and a long, long wine list, which they use for their comprehensive tastings.

Relais Borgo san Felice

The Castel Monastero is a magnificently restored 11h century hamlet tucked into the Chianti hills. As well as two restaurants, one overseen by Gordon Ramsay, and an impressive cellar bar, the Monastero has 61 elegant, luxurious rooms and a pool and wellness centre and spa.

Castel Monastero

If you want some tutored wine tastings, or a cookery lesson, the Villa Le Barone, a gorgeous, 14th century Tuscan villa near Panzano, fits the bill. As well a winery, and an impressive kitchen and restaurant, there are 28 rooms and two suites, all carefully decorated with antiques and many of them with beautiful views. Plus there’s a salt water swimming pool.

Villa Le Barone

The Most Romantic Wine Hotels in Chianti

Surrounded by vineyards just outside Siena, Certosa di Maggiano is a former monastery offering peace and great food and wine, and accommodation in the now luxurious former monk’s chambers. There’s also a games room, a cigar room, a library and a fancy restaurant. And a pool. The monks would never recognise it.

Certosa di Maggiano

The Best Wine Hotels in Chianti for an Escape

The Borgo Pignano is a handsome house on a private Tuscan estate turned luxury haven. Take breakfast in the ballroom, enjoy screenings in the private cinema, go truffling, take an art class, or swim in the magical infinity pool. The no-added extras are the beautiful vies, frescoed walls and roll-top baths.

Borgo Pignano

Discreet yet sprawling, the Hotel le Fontanelle is a series of individual, rustic houses, elegantly presented with terracotta tiles, raftered ceilings, archways and private terraces. Surrounded by olive groves, lemon trees and vineyards, it has the timeless feel of a Tuscan hamlet. And the restaurant and spa are fantastic.

Hotel le Fontanelle

The Best Value Wine Hotels in Chianti

The Agriturismo Poggiacolle is a Tuscan farmhouse B&B with its own vineyards and saffron farm near San Gimignano. Rooms are rustic-romantic plus there are tennis courts, a swimming pool, and self-catering apartments, if you prefer. There are just four rooms, which start from only €85 per night including breakfast.

Agriturismo Poggiacolle

L’Ultimo Mulino is a beautiful watermill renovation in the countryside near Gaiole. The 12 rooms are traditionally decorated with original features like fireplaces and private terraces. There’s a pool, views of the surrounding vineyards and olive groves and a conservatory restaurant. Prices from €113 per night B&B.

Ultimo Mulino

The hilltop Palazzo Leopoldo, at Radda, is equally charming, with traditionally furnished rooms with terracotta-tiled floors, exposed rafters and four-poster beds. There’s a terrace restaurant with lovely views over the vineyards. Doubles start from €120 per night.

Palazzo Leopoldo

The 10 Best Wine Hotels in Chianti

  • Villa le Barone 28 rooms from £158

    Panzano in Chianti Greve in Chianti, Tuscany

    Gorgeous Tuscan villa with spectacular views over the surrounding countryside. Traditional, romantic bedrooms and suites with oak floors, soft fabrics and antique furniture. New heated salt water swimming pool for 2017, winery, restaurant, wine tasting and cookery classes.

    Views  -  Stunning views over the Chianti countryside
    Country Escape
    Great walks  -  Fitness trail for walking or jogging, plus many walking and hiking paths close by.
    Recommended by  -  Sawdays
    Check prices
  • Castello di Tornano 11 rooms from £114

    Gaiole in Chianti Siena, Tuscany

    A beautiful castle serenely perched on a hilltop. Traditional rooms and apartments, some in turrets, with oak floors, four poster beds, and magnificent valley views. Ideal for weddings, groups or family holidays.

    Swimming Pool  -  Outdoor pool built into the castle's ancient moat
    Recommended by  -  I Escape
    Check prices
  • Castello di Spaltenna 37 rooms from £190

    Gaiole In Chianti Siena, Tuscany

    A stunning country house resort-style hotel in the hills of Chianti. Beautiful rooms, suites, and apartments decorated with traditional elegance and attractive fabrics. Two pools, fitness centre, spa therapies, excellent Tuscan cuisine and an extensive wine cellar. All the good things in life!

    Families  -  Apartments sleep 4 and have their own kitchens.
    Foodies  -  Large wine cellar and creative Tuscan cuisine.
    Spa breaks
    Check prices
  • Certosa di Maggiano 17 rooms from £292

    Siena, NOT TO SHOW

    A stunning hotel set in a former monastery amongst vineyards. Bespoke rooms are former monks chambers, with chic furnishings and large bathrooms. Games and cigar room, library, garden and pool to enjoy. Outstanding Italian cuisine and views across Siena. A luxurious and relaxed weekend for couples.

    Foodies  -  Il Canto restaurant is internationally awarded; Lella Cesari's cooking school, offers discovery of medieval Tuscan recipes
    Country Escape  -  Set in former Carthusian monastry, offers a real sense of peace, with gardens, pool, spa and Tuscany to explore
    Sights nearby  -  Siena, Chianti, San Gimignano, Volterra, Firenze, Pienza, Montalcino or Montepulciano.
    Views  -  Over Siena
    Recommended by  -  Tablet, Michelin Travel
    Check prices
  • Relais Borgo San Felice 33 rooms from £263


    A stunning country house surrounded by its own vines and parkland. A hilltop position with fantastic valley views. Sumptuous elegant rooms and suites with lots of space and big bath tubs. Fantastic Mediterranean restaurant, billiards, tennis, wine tasting, swimming pool, and views for miles. Wow!

    Good wine list  -  Excellent choice from the hotel's own vintages.
    Wine tasting  -  The hotel is surrounded by its own vineyards.
    Foodies  -  Fantastic Mediterranean cuisine.
    Recommended by  -  Relais & Chateaux, Michelin Travel, Tablet
    Check prices
  • Castel Monastero 61 rooms from £406


    Castel Monastero is a magnificently restored 11th century hamlet turned exclusive hotel and spa, in the peaceful Tuscan hills. Elegant rooms and suites, pool, wellness centre and two restaurants provide the ultimate in luxury relaxation.

    Sights nearby  -  Situated between Siena and Arezzo and ideally located for exploring many Tuscan villages
    Cooking classes  -  Book a class and learn to create the Castel's own gourmet dishes at home
    Swimming Pool  -  There are three swimming pools, both indoor and outdoor
    Full of character
    Recommended by  -  Tablet
    Check prices
  • Campo Regio Relais 6 rooms from £167

    Siena, Tuscany

    Romantic, stylish hotel furnished with antiques and enjoying splendid views over Siena. Elegant and spacious individually decorated bedrooms with parquet floors, four poster beds, antique furniture and beautiful fabrics. Lovely breakfast terrace. A romantic spot from which to explore Siena.

    Sights nearby  -  Conveniently located for the Piazza del Campo, one of Europe's most beautiful and architecturally interesting squares.
    Great walks  -  Wander around the streets of the Medieval town and absorb the architecture and beauty.
    Views  -  Stunning views over the Duomo
    House party feel  -  Be prepared to meet people.
    Recommended by  -  Sawdays
    Check prices
  • Casa Howard, Florence 13 rooms from £98


    Super chic and intimate B&B in an elegant Florentine palazzo, run by textile designers. Each room is unique and follows its own theme with equal style. Centrally located and a truly magical stay.

    Cooking classes  -  The hotel can organise Tuscan cooking classes by an expert chef, with genuine ingredients and traditional recipes.
    Great walks  -  The gardens are perfect for strolling aorund and taking a break from the hustle and bustle of the city streets.
    Sights nearby  -  The hotel is only a 5 minute walk from the beautiful Basilica of Santa Maria Novella.
    Full of character
    Recommended by  -  I Escape
    Check prices
  • Borgo Pignano 17 rooms from £570

    San Gimignano

    A private Tuscan estate and luxury haven set amid 750 acres of organic farmland. Sensitively restored throughout, bedrooms and suites feature original architectural details and traditional Tuscan style interiors plus stunning views. A magical spot for couples, weddings, and family holidays.

    Families  -  With excellent family friendly accommodation and a wide range of activities for all ages it's perfect for family stay
    Views  -  The property enjoys breathtaking views over the surrounding Tuscan countryside
    Kids Club  -  During the summer months there are dedicated staff who organise a wide range of children's activities
    Swimming Pool  -  Salt water outdoor infinity pool plus another smaller one for children under 12.
    Recommended by  -  Sawdays
    Check prices
  • Hotel Le Fontanelle 25 rooms from £307


    A wonderful Five Star property surrounded by olive groves, lemon trees and vineyards. Homely accommodation spread through a hamlet-style setting. Each room and suite is beautifully decorated, some with private balconies and views. Fantastic restaurant and spa facilities.

    Intimate  -  The hotel is built as a hamlet so that accommodations are homely rather than hotel-like.
    Outstanding location  -  Stunning; surrouned by vineyards, rolling hills, and lemon groves.
    Country Escape
    5* Luxury  -  Very high service standards.
    Check prices
  • Agriturismo Poggiacolle 4 rooms from £75

    San Gimignano

    A gorgeous Tuscan farmhouse B&B with its own vineyards and saffron farm. Four separate self-catering apartments occupy the farmhouse. Rustic-romantic rooms, infinity pool, tennis courts, and spectacular views of the surrounding countryside. Ideal for families and groups of friends.

    Groups  -  Some apartments sleep up to 10 people.
    Great walks  -  Plenty of walking on the doorstep
    Sights nearby  -  Just 2km from San Gimignano
    Check prices
  • L'Ultimo Mulino 12 rooms from £99

    Gaiole In Chianti, NOT TO SHOW

    A beautiful water mill renovation in the Chianti countryside surrounded by olive trees and vineyards. Traditional bedrooms have original fireplaces, terracotta floors, and private terraces. Sweeping views from the conservatory restaurant and a lovely pool. Total relaxation without the frills.

    Sights nearby  -  Church of San Sigismondo, Gaiole in Chianti Stadium
    Secluded setting  -  For escaping.
    Local markets  -  Good for local colour.
    Views  -  Great views from hotel
    Recommended by  -  Sawdays
    Check prices
  • Palazzo Leopoldo 14 rooms from £105

    Radda In Chianti, Tuscany

    A traditional hilltop hotel with an excellent terrace restaurant and spa. Bedrooms and suites have fireplaces, stone floors, killim rugs and wooden beams. Stunning valley views, indoor and outdoor pools, and cookery courses. Peaceful, serene, and rustic.

    Swimming Pool  -  Indoor heated pool, or use the outdoor pool for free at a sister property just 5 mins by car.
    Sights nearby  -  Great base for exploring all that Tuscany and the Chianti area has to offer
    Views  -  Stunning views from the terrace
    Cooking classes  -  Check for timings.
    Recommended by  -  Sawdays
    Check prices


Written by Kat Parr Mackintosh