Skip to main content

Romantic Hotels in Castellina in Chianti

Find the romantic hotels that appeal to you the most

The best romantic hotels in Castellina in Chianti

Check out our pick of great romantic hotels in Castellina in Chianti

Filter by:

Review score

Querceto Di Castellina

Castellina in Chianti

Located 5 km from Castellina In Chianti, Querceto Di Castellina is a 14th-century building and offers an outdoor pool, garden and accommodation with a patio.

B
Brian
From
Italy
Wonderful place, perfectly located in the heart of Chianti. Fantastic hosts. The views from the property are incredible. Ther wine program is at a very high level, all organic and well made.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 221 reviews
Price from
US$247.80
1 night, 2 adults

Hotel Palazzo Squarcialupi

Hotel in Castellina in Chianti

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.

F
Frederik
From
Belgium
Beautiful hotel and rooms, not too crowded even in peak season (it was always easy to have a table outside for breakfast to enjoy the magnificent view), great value for money, nice location in a street with lots of restaurants and shops, welcoming to children even though it's not primarily intended as a family hotel (baby cots and baby chairs are available).
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 530 reviews
Price from
US$256.92
1 night, 2 adults

Villa Di Capovento

Castellina in Chianti

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.

A
Anneliese
From
Australia
There are no words to describe how wonderful our stay was… everything was perfect. From the moment we drove in, our bodies just relaxed and almost taken to fairy land! The rooms were wonderful, the food was magic and everything was simply a 10/10. Cannot wait to stay there again and cannot recommend highly enough x
Scored out of 10, guest rating 9.9
Exceptional - What previous guests thought, 129 reviews
Price from
US$526.84
1 night, 2 adults

Locanda Le Piazze

Hotel in Castellina in Chianti

A former 16th-century farmhouse surrounded by vineyards, Locanda Le Piazze is now a small, luxurious, boutique hotel 6 km from Castellina in Chianti.

E
Emmanuel
From
France
A fantastic location to discover the Chianti valley and Sienna. The hotel is really nicely decorated and relaxing with a fantastic view on the hills & vine fields. The bistrot is really good (book a table in any restaurant of the hotel). Castellina in Chianti and Radda are the closest villages on the Strada del Chianti with nice restaurants.
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 275 reviews
Price from
US$331.48
1 night, 2 adults

Hotel Belvedere Di San Leonino

Hotel in Castellina in Chianti

Surrounded by vineyards, Belvedere Di San Leonino is located in Castellina in Chianti, in the heart of the Chianti area.

J
Jóhanna
From
Iceland
We love this villa so much, this was the second time there
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 454 reviews
Price from
US$138.41
1 night, 2 adults

Hotel Colle Etrusco Salivolpi

Hotel in Castellina in Chianti

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.

J
Jade Anais
From
France
The hotel is surrounded by Tuscan lovely landscapes, so it is a perfect place for those looking for a quiet and peaceful holiday. The rooms are spacious and confortable, with ancient decoration that reminds you that you are in the middle of the Tuscany. Staff was friendly and gave enough detailed information. In 5 min by car you can reach the Castellina in Chianti center with good restaurants and some boutiques.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 615 reviews
Price from
US$164.70
1 night, 2 adults

Castello di Fonterutoli Wine Resort

Castellina in Chianti

Castello di Fonterutoli Wine Resort is a medieval country village in Tuscany's Chianti wine district 5 km outside Castellina in Chianti. It offers a restaurant and wine cellar to visit.

S
Stephanie
From
Croatia
This place was amazing! We booked a superior room, which was so romantic and cozy - we couldn’t have asked for more. The staff were incredibly nice and friendly, and we thoroughly enjoyed the breakfast, which included everything from homemade bread and cakes to delicious fruit, salami, and cheese. There are many scenic roads nearby, perfect for walking while taking in the fresh air, stunning views, and beautiful autumn colors. During our stay, we also booked a wine tasting tour, which was lovely - such great wines! We tried the wine pairing dinner as well, but we felt it could have been better. While it started off strong, it ended on a slightly average note (we often eat out, so our standards are quite high). All in all, this place was fantastic - 10/10, we highly recommend it!
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 999 reviews
Price from
US$230.93
1 night, 2 adults

Castello di Volpaia

Radda in Chianti (Near Castellina in Chianti)

Featuring pool with a view and views of garden, Castello di Volpaia is a country house situated in a historic building in Radda in Chianti, 22 km from Piazza Matteotti.

T
Tomas
From
Czech Republic
Everything perfect, great location, spectacular view from our room! Very pleasant communication with the owners!
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 537 reviews
Price from
US$293.59
1 night, 2 adults

Villa Campomaggio Resort & SPA

Radda in Chianti (Near Castellina in Chianti)

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

s
sara
From
Hungary
The villa is like a dream with its amazing garden and swimming pool plus the spa! The staff is super friendly, the restaurants are great, there is a winery at 200m with winetasting so you have everything at one place. We also did cycle around, it is great, beautiful and exciting but very hilly. Be prepared to climb a lot by bike.
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 623 reviews
Price from
US$249.50
1 night, 2 adults

Wine Resort Dievole

Vagliagli (Near Castellina in Chianti)

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.

M
Marko
From
Serbia
You can’t say much more than just exceptional. Everything is amazing, the wine the rooms the view, you can’t find anything that is wrong here.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 595 reviews
Price from
US$396.87
1 night, 2 adults
All romantic hotels in Castellina in Chianti

Looking for a romantic hotel?

Spoil your other half with a romantic getaway in a hotel that’s 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 luxury touches like champagne room service and private hot tubs.

Most booked romantic hotels in Castellina in Chianti and surroundings in the past month

See all

Great access to the city centre. Check these romantic hotels in Castellina in Chianti and nearby

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 181 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 8.4
    Very good - What previous guests thought, 187 reviews

    With a pool, Villa Casalecchi is a 19th-century property 2.5 km 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 9.5
    Exceptional - What previous guests thought, 65 reviews

    Situated just 16 km from Piazza Matteotti, Nittardi features accommodation in Castellina in Chianti with access to a garden, barbecue facilities, as well as luggage storage space.

Enjoy breakfast in Castellina in Chianti and nearby

  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 1,103 reviews

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

    From US$176.50 per night
  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 595 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.

    From US$434.01 per night
  • Scored out of 10, guest rating 7.0
    Good - What previous guests thought, 419 reviews

    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.

    From US$140.11 per night
  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 512 reviews

    Featuring a garden, Agriturismo Oliviera Winery is located in Vagliagli in the Tuscany region, 13 km from Piazza del Campo and 30 km from Piazza Matteotti.

    From US$126.50 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 1,195 reviews

    Located in the western part of the Chianti area, Hotel Villa San Giorgio is surrounded by beautiful vineyards and overlooks the Elsa Valley.

    From US$91.68 per night
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 328 reviews

    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.

  • Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 318 reviews

    Surrounded by forests, vines and olive groves, the Borgo Livernano offers historic accommodation in the heart of the Chianti Hills, close to both Siena and Florence.

  • Mancino

    Poggibonsi
    Breakfast options
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 421 reviews

    Offering a garden and garden view, Mancino is set in Poggibonsi, 27 km from Piazza del Campo and 32 km from Piazza Matteotti.

Highly rated romantic hotels in Castellina in Chianti and nearby

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 623 reviews

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

    From US$230.93 per night
  • Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 506 reviews

    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 9.5
    Exceptional - What previous guests thought, 372 reviews

    Set on a working farm producing olive oil and wine, Agriturismo Le Gallozzole offers rustic-style apartments with wood beams and a garden with outdoor pool. Monteriggioni is 20 minutes’ drive away.

  • Borgo Carpineto

    Vagliagli
    8.0+ review score
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 510 reviews

    Borgo Carpineto features a hot tub and free private parking, and is within 16 km of Piazza del Campo and 30 km of Piazza Matteotti.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 583 reviews

    Set in a medieval mill, Mulino Di Quercegrossa overlooks the Chianti hills. It features free WiFi and 7 interconnected outdoor pools, which recreate the ancient path of the natural waters.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 12 reviews

    Boasting pool with a view and views of garden, Quercia Al Poggio is a farm stay set in a historic building in Barberino di Val dʼElsa, 25 km from Piazza Matteotti.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 149 reviews

    Situated within 21 km of Piazza Matteotti and 40 km of Piazza del Campo, Podere Terreno alla via della volpaia features rooms with air conditioning and a private bathroom in Radda in Chianti.

  • Scored out of 10, guest rating 8.5
    Very good - What previous guests thought, 808 reviews

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

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

  • Castello di Volpaia

    Radda in Chianti
    Budget options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 537 reviews

    Featuring pool with a view and views of garden, Castello di Volpaia is a country house situated in a historic building in Radda in Chianti, 22 km from Piazza Matteotti.

    From US$303.81 per night
  • Relais Fattoria Valle

    Panzano
    Budget options available
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 336 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 7.9
    Good - What previous guests thought, 2,624 reviews

    Located in Quercegrossa, 8.7 km from Piazza del Campo, La Loggia - Villa Gloria -Adults Only provides accommodation with a garden, free private parking, a shared lounge and a terrace.

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 1,230 reviews

    Set within 24 km of Piazza del Campo and 29 km of Piazza Matteotti, Agriturismo San Sano offers rooms with air conditioning and a private bathroom in Gaiole in Chianti.

    From US$80.07 per night
  • Fattoria di Cinciano

    Poggibonsi
    Budget options available
    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 1,006 reviews

    Offering an outdoor pool and a restaurant, Fattoria di Cinciano is located in Poggibonsi, a 10-minute drive from the centre. Free WiFi access is available in all areas.

    From US$184.51 per night
  • Fattoria Poggerino

    Radda in Chianti
    Budget options available
    Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 415 reviews

    Located in Radda in Chianti, Fattoria Poggerino is housed in an 18th-century building with swimming pool. It features free WiFi access and free private parking.

FAQ about romantic hotels in Castellina in Chianti

Romantic hotels that guests love in Castellina in Chianti

See all
  • Avg. price/night: US$265.74
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 310 reviews
    Very friendly and welcoming staff. The accommodation itself was lovely with an amazing view of the Tuscany landscape. Breakfast was amazing and there were some variations in the selection of food between the days. The swimming pool looked inviting but because the weather was still cold, we did not use it. Instead, we spent time in the private sauna which was relaxing and therapeutic.
    Guest review by
    WEN SHEN
    Young couple
  • Avg. price/night: US$283.27
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 221 reviews
    perfect location with stunning views of the vineyards. perfect for a romantic getaway like wedding anniversary celebration.
    Guest review by
    Timothy Batchelder
    Young couple
  • Avg. price/night: US$265.74
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 310 reviews
    Everything! Beautiful estate - immaculate, sophisticated, exceptional attention to detail, delicious food, great wine tour and tasting, lovely pool and gardens, relaxing and staff that go above and beyond to ensure you have a memorable stay. Short distance to the charming village of Castellini in Chianti. Planning my return already!
    Guest review by
    Alicia
    Group