About Radda in Chianti

What are the best hotels in Radda in Chianti?

Radda in Chianti is a charming medieval hilltop town in the heart of Tuscany’s Chianti Classico wine country, surrounded by vineyards, olive groves and wooded hills. Days here are best spent touring wineries, sampling local produce and unwinding over long lunches on sunny terraces. The best places to stay make the most of this beautiful setting, from traditional country houses to historic wine estates. Borgo Vescine is our top pick, with its atmospheric stone buildings, excellent regional cooking, wine tastings and peaceful hamlet setting. It’s a lovely spot for a proper Tuscan countryside escape.

Scroll down the page for our full selection of recommended hotels in Radda in Chianti or, for a look at different areas, read our guide to the best places to stay in Tuscany.

The Best Places to Stay in Radda in Chianti

For a Rural Escape

  • Relais Vignale is an 18th century country house, carefully restored to its traditional elegance, and transformed into a 42 room country hotel. Rooms have terracotta-tiled floors, whitewashed walls, and exposed beams on the ceilings, plus a collection of simple, locally made antiques. Outside there are gardens, a lovely outdoor pool, and a Tuscan terrace restaurant with vineyard and olive grove views. 
  • Borgo Vescine is a collection of 13th century stone buildings in a hamlet, now turned charming hotel. There’s plenty of privacy, space and peace, but also the opportunity to enjoy the company of fellow guests in the restaurant or on the terrace, where local cuisine is served, paired with local wines. You’re just 20 minutes from Siena, but there’s plenty to do onsite, including wine tastings, cooking classes, horse riding, using the gym and pool, or exploring the grounds. Explore further afield on the hotels' bikes.
  • Set among rolling vineyards and olive groves, Pieve Aldina is made for slowing down. Expect stone walls, terracotta floors, antique touches and fireplaces, alongside an outdoor pool and a soothing spa with a hammam and sauna. The restaurant serves fine dining, with local wines to match, while complimentary bikes make exploring the countryside easy.

For Great Value

  • Palazzo Leopoldo is a traditional Tuscan hilltop hotel with just 14 rooms and suites, and a beautiful restaurant with incredible valley views and a welcoming terrace. The decor is perfectly Tuscan, with terracotta-tiled floors, exposed beams on high ceilings, and a collection of antiques. There are hot tubs on the terrace, and an indoor pool in the cellars, along with a luxurious spa. An affordable base.

Prefer a Private Apartment or Villa?

  • If you'd prefer the privacy of a self-catering option then browse through the wide variety available online with our partner, Booking.com.

Travel Information

  • The closest international airport to Radda in Chianti is Florence Airport, Amerigo Vespucci, which is about an hour away by car, taxi or transfer, or about two hours away by rail. Pisa Airport is Tuscany’s largest, so it’s also worth considering, at about an hour and a half away by car or taxi, or about two and a half hours away by rail.
  • If you want to hire a car we recommend you visit our online partner, Rentalcars.
  • Chianti is busiest — and hottest — during July and August. If you’re interested in doing some wine tastings plan for July rather than August, because it’s cooler in the hills of Chianti, and you’ll be able to test the white and rose wines while watching the workers cutting the leaves back on the red vines. Some of the cellar doors close during August — the workers there go on holidays too!
  • September and October are the harvest months, and this is when the vine leaves are at their most colourful. It’s a great time for foodies, or anyone planning to do any walking. Spring, or April and May are lovely for walkers too, and Easter is a huge colourful celebration in Tuscany. Winter is cooler and darker, but there’s plenty to recommend Chianti around Christmas as well.

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The best hotels in Radda in Chianti

Palazzo Leopoldo

Radda in Chianti

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
  • Restaurant - Traditional Tuscan cuisine
from $166 for 1 room, 1 night including taxes & fees
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Relais Vignale

Radda in Chianti

18th century country house which has been sympathetically restored and now offers traditional rooms and suites with terra-cotta floors and exposed wooden beams. Lovely outdoor pool and terrace restaurant with glorious views of surrounding vineyards and olive trees. Stunning, remote and romantic.

  • Wine tasting - Tasting room on site, plus many local wineries close by. Bang in the heart of Chianti country.
  • Restaurant - The restaurant specialises in traditional Tuscan cuisine
  • Views - Glorious views over the surrounding area
  • Great walks - Walking tours around Radda in Chianti
from $278 for 1 room, 1 night including taxes & fees
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Borgo Vescine

Radda in Chianti

This stunning 5 star hotel comprises a series of medieval stone buildings with tiled roofs connected by cobbled paths. Bedrooms have high ceilings and terracotta tiled floors. The restaurant serves traditional Tuscan and Chianti cuisine paired with local wines. A quiet spot with glorious views.

  • Local exploring - Explore the local wine region of Chianti
  • Cooking classes - Tuscan cooking courses at the hotel
  • Sights nearby - Siena is just 20 km away
  • Great walks - Walk the local wineries
from $465 for 1 room, 1 night including taxes & fees
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Pieve Aldina

Radda in Chianti (Tuscany)

A secluded retreat in Tuscany's Chianti region, perfect for a peaceful getaway. The interiors blend rustic stone walls with contemporary comfort - think terracotta floors, soft linens, and cosy fireplaces. With a serene pool, a spa, and a fine dining restaurant, it's all about laid-back luxury.

  • Cycling - Cycle through the Chianti countryside on one of the hotel’s complimentary bikes, discovering hidden paths and serene landscapes
  • Sights nearby - Explore the ancient hilltop town of Radda, a short drive away, with its charming medieval streets & authentic Tuscan atmosphere
  • Foodies - Immerse yourself in cooking classes, indulge in wine tastings of local produce, & savour fine dining at the on-site restaurant
  • Country Escape - Set in stunning Tuscan countryside, this retreat blends rustic charm with luxury, perfect for nature walks and vineyard views
from $631 for 1 room, 1 night including taxes & fees
Book for less on Snaptrip