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Romantic Hotels in Radda in Chianti

Find the romantic hotels that appeal to you the most

August 2026

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The best romantic hotels in Radda in Chianti

Check out our selection of great romantic hotels in Radda in Chianti

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Castello di Volpaia

Radda in Chianti

Providing garden views, Castello di Volpaia in Radda in Chianti provides accommodations, pool with a view, a garden, a bar, and barbecue facilities.

D
Debbie
From
United States
Volpaia immerses travelers in the best of Tuscany. Set atop a hill wrapped in luscious vineyards and olive groves, the grounds are elegantly rustic. We definitely recommend the wine and olive tasting to learn more about the history of this gem that dates to the 1,100s. All staff were friendly and accommodating and we enjoyed some of our best meals in Italy at the restaurants in the village. The “made-to-order” hot breakfast each morning was also scrumptious. I felt like I was in my grandma’s kitchen again and she was cooking eggs and bacon just for me. I dream of visiting Volpaia again one day.
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 487 reviews
Price from
$315.01
1 night, 2 adults

Villa Campomaggio Resort & SPA

Hotel in Radda in Chianti

Just outside the town of Radda, Villa Campomaggio Resort & SPA is surrounded by vineyards in the heart of the Chianti wine area.

N
Naif
From
Saudi Arabia
The staff and the service were outstanding.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 647 reviews
Price from
$278.12
1 night, 2 adults

Palazzo Leopoldo Dimora Storica & Spa

Hotel in Radda in Chianti

Palazzo Leopoldo is a majestic property made of a formerly a patrician villa dating back to 1310 and, adjacent to this, two historical buildings.

L
LEVI
From
Israel
Great place great town Great stuff great spa , good breakfast everything great.
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 1,040 reviews
Price from
$154.91
1 night, 2 adults

Villa Sant’Uberto Country Inn

Radda in Chianti

If you are looking for a relaxing break in a peaceful location where the only sound is the birds singing, Villa Sant’Uberto is perfect.

L
Lenka
From
United States
This is a perfect escape - a quiet historical villa in the middle of Chianti hills, with a pool and a big terrace with sweeping views. It was amazing. The rooms were huge, and comfortable! The breakfast offered lots of options, including the desserts made by the host, which were some of the best we tasted during our stay in Italy. We wish we had stayed longer.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 334 reviews
Price from
$111.67
1 night, 2 adults

Relais Vignale & Spa

Hotel in Radda in Chianti

Relais Vignale is a charming historic 18th-century villa located in the heart of the Chianti Classico area, with panoramic views across the Tuscan countryside and Chianti vineyards.

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 472 reviews
Price from
$248.99
1 night, 2 adults

Relais Santa Cristina

Radda in Chianti

The Relais Santa Cristina is a renovated country house in the heart of the Chianti wine country, outside Siena. It offers panoramic views, an outdoor pool and free parking.

D
Deborah
From
Canada
We loved this off the beaten track hotel - which more like a Pensione - its old, but clean, its quirky but has everything you need, the owner is charming and her son owns the local restaurant/bar in the village - good food, wine and hospitality. Surrounded by vineyards it looks across the valley and way into the Tuscan hills.
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 372 reviews
Price from
$129.72
1 night, 2 adults

Agriturismo San Sano

Gaiole in Chianti (Near Radda in Chianti)

Agriturismo San Sano offers a solarium and air-conditioned accommodations in Gaiole in Chianti, 15 miles from Piazza del Campo. This property offers a pool with a view and free private parking.

J
Justin W
From
Belgium
We absolutely loved this place! My family stayed in two rooms: one superior room with a terrace overlooking the vineyard, and one in the tower. It was incredible. The tower rooms actually let you see into the bird nests of the old dovecote. Breakfast was amazing, huge, and so delicious! Everything is local or from Italy. Just so good. Their wine is also exceptional. They even do a spritz with their vin santo!
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,131 reviews
Price from
$137.38
1 night, 2 adults

Agriturismo Oliviera Winery

Vagliagli (Near Radda in Chianti)

Providing a garden, Agriturismo Oliviera Winery offers accommodations in Vagliagli. This property offers access to a terrace, free private parking, and free Wifi.

A
Ayşegül
From
Turkey
The hotel was very charming, and the view was amazing. We watched a beautiful sunset. Breakfast could have had a bit more variety. The staff were very friendly and extremely helpful. We did a wine tasting as well.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 421 reviews
Price from
$121.14
1 night, 2 adults

Mariani Bed&Breakfast

Castellina in Chianti (Near Radda in Chianti)

Mariani Bed&Breakfast in Castellina in Chianti provides adults-only accommodations with a garden, a terrace, and a shared lounge.

V
Vicki
From
United States
We loved everything about this B and B. Serena was lovely, the location was perfect, the view from our room, and we already miss our morning breakfast time chatting with Serena!
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 130 reviews
Price from
$115.44
1 night, 2 adults

Querceto Di Castellina

Castellina in Chianti (Near Radda in Chianti)

Located 3.1 mi from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodations with a patio.

c
corinne
From
United States
location, scenery, authenticity, Felt like I belonged there. Felt like home!
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 204 reviews
Price from
$266.53
1 night, 2 adults
All romantic hotels in Radda in Chianti

Looking for a romantic hotel?

Treat that special someone to a romantic getaway at a hotel designed with lovers in mind. Whether it’s somewhere stylish in the city or a remote countryside retreat, romantic hotels offer couples all the space they need, with luxurious touches like champagne, room service, and private hot tubs.

Most booked romantic hotels in Radda in Chianti and surrounding area in the past month

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Popular with guests booking romantic hotels in Radda in Chianti

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 1,040 reviews

Popular with guests booking romantic hotels in Radda in Chianti

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 647 reviews

Popular with guests booking romantic hotels in Radda in Chianti

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 303 reviews

Popular with guests booking romantic hotels in Radda in Chianti

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 334 reviews

Popular with guests booking romantic hotels in Radda in Chianti

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 472 reviews

Popular with guests booking romantic hotels in Radda in Chianti

Scored out of 10, guest rating 7.4
Good - What previous guests thought, 372 reviews

Popular with guests booking romantic hotels in Radda in Chianti

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 421 reviews

Popular with guests booking romantic hotels in Radda in Chianti

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 487 reviews

Popular with guests booking romantic hotels in Radda in Chianti

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 162 reviews

Popular with guests booking romantic hotels in Cavriglia

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 958 reviews

Highly rated romantic hotels in Radda in Chianti and nearby

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Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 134 reviews

Set in the Chianti area, in the middle of the Tuscan countryside, Villa Di Capovento is an antique stone villa with outdoor pool. It is a 30-minute drive from Siena.

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 97 reviews

The Residenzia Del Sogno is in the heart of the Chianti region, surrounded by vineyards and gardens with barbecue facilities. It offers free parking and free Wi-Fi.

Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 209 reviews

With a pool, Villa Casalecchi is a 19th-century property 1.6 mi from Castellina in Chianti. It features free Wi-Fi and a sun terrace overlooking the vineyards and olive groves.

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 130 reviews

Mariani Bed&Breakfast in Castellina in Chianti provides adults-only accommodations with a garden, a terrace, and a shared lounge.

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 867 reviews

Located in Gaiole in Chianti, the ‘most beautiful place to live’ according to Forbes magazine, Ultimo Mulino lives up to this reputation.

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 178 reviews

Set in Tuscany's countryside, Castello di Spaltenna Exclusive Resort & Spa is an ancient monastery from the 10th century.

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 204 reviews

Located 3.1 mi from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodations with a patio.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 958 reviews

Set in the Tuscan countryside a 10-minute drive from central Cavriglia, Camping Village Orlando in Chianti offers a spacious garden with swimming pool, hot tub and sports facilities.

Save money on romantic in Radda in Chianti and nearby – budget options available

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Borgo Casa al Vento

Gaiole in Chianti
Budget options available
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 328 reviews

Borgo Casa Al Vento is in the Tuscan countryside, 1.9 mi from Gaiole In Chianti. It offers sport activities and a panoramic pool.

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 459 reviews

Managed directly by the owner, Albergo Palazzo Squarcialupi is a 15th-century building in Castellina in Chianti. It offers a garden with outdoor swimming pool, and a spa.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 1,131 reviews

Agriturismo San Sano offers a solarium and air-conditioned accommodations in Gaiole in Chianti, 15 miles from Piazza del Campo. This property offers a pool with a view and free private parking.

La FIABA

Castellina in Chianti
Budget options available
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 135 reviews

Providing garden views, La FIABA in Castellina in Chianti provides accommodations, a garden, a terrace, and barbecue facilities.

Wine Resort Dievole

Vagliagli
Budget options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 583 reviews

Set in 600 hectares of beautiful Chianti countryside 20 minutes from Siena, Wine Resort Dievole offers different types of recently renovated apartment-suites and rooms in a large complex.

Borgo Carpineto

Vagliagli
Budget options available
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 458 reviews

Borgo Carpineto features a hot tub and free private parking, and is within 12 miles of Piazza del Campo and 19 miles of Piazza Matteotti.

Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 591 reviews

Hotel Colle Etrusco Salivolpi is a recently converted farmhouse in the heart of Tuscany, near Castellina in Chianti. It is surrounded by a private garden with swimming pool and free Wi-Fi.

Rocca Di Castagnoli

Gaiole in Chianti
Budget options available
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 195 reviews

Rocca di Castagnoli is surrounded by its vineyards and features a restaurant and free WiFi. It offers guest rooms and independent apartments.

Enjoy breakfast in Radda in Chianti and nearby

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Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 949 reviews

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 3.1 mi outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 215 reviews

Podere Palazzolo is a country farmhouse set outside Castellina in Chianti. It has large gardens with swimming pool overlooking the Chianti Valley. Parking and Wi-Fi are free.

Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 317 reviews

Relais Fattoria Valle is set just outside the town of Panzano in Chianti, in the hills of the Chianti wine district. Rooms are unique, and the swimming pool has panoramic views across the valley.

Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 6 reviews

Casolese di Vignamaggio offers unique accommodations in the Tuscan countryside. Casolese di Vignamaggio's grounds feature everything you could ask for from a holiday in the Tuscan countryside.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 57 reviews

A good location for a stress-free getaway in Castellina in Chianti, Nittardi is a farm stay surrounded by views of the garden.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 374 reviews

Castello La Leccia is a restored medieval hamlet, featuring an 11th-century castle, an outdoor swimming pool, and free Wi-Fi.

Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 421 reviews

Providing a garden, Agriturismo Oliviera Winery offers accommodations in Vagliagli. This property offers access to a terrace, free private parking, and free Wifi.

Romantic Hotels That Guests Love in Radda in Chianti

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Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 487 reviews
A unique place! Beautiful and romantic. Everything is the greatest here. Beautifully decorated rooms, lovely staff, good food and wine. Idyllic surroundings. I want to come back.
Guest review bykatarzyna
Young couple
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 487 reviews
It is hard to think of a more beautiful spot - both the hilltop buildings themselves and the location - stunning countryside with beautiful views from our bedroom window. Great choice of restaurants and a lovely wine/pizza bar. Lots of places to sit and relax. The estate wine, both red and white, is good.
Guest review byDeborah
Group
Avg. price/night: $315.86
Scored out of 10, guest rating 8.8
Excellent - What previous guests thought, 1,040 reviews
The location was great. The staff was amazing. We had a car and drove to vineyards and other towns. The hotel was comfortable and beautiful. We actually booked this last minute due to an incident with another accommodation and the staff was so great. It was our honeymoon and for a couple that booked an hour before arriving we were upgraded with complimentary champagne in the room. I would recommend this to anyone. Pool was clean and relaxing, we booked the pool area just for ourselves one evening. Fantastic experience!
Guest review byBrian
Young couple
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 647 reviews
Beautiful hotel in a fantastic setting. Extremely relaxing and a simply fabulous place to spend a romantic, tranquil time. If you are looking to relax and recharge - I highly recommend Villa Campomaggio as it not only has a big outdoor pool but also a very good spa. The garden, surrounding area (note: you need a car as its quite a drive to the nearest villages) and the views of the hills and vineyards are breathtaking. The staff was great and accommodated all our needs before and during our stay. A five-star experience
Guest review byPiotr
Young couple