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

Find Romantic Hotels in Chianti Region

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chianti Region Romantic Hotels

This weekend
6 Nov - 8 Nov
Next weekend
13 Nov - 15 Nov

Our top choices for Chianti Region romantic hotels

A candle on a tray with corks, a glass with a drink and an orange slice, and a table with chairs in an outdoor setting with arches in the background.

1. La Certosa di Pontignano - Place of Charme

La Certosa di Pontignano - Place of Charme
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (580 reviews)
"Great location amazing place"
United States
Rodolfo
The price is AED 265
AED 324 total
includes taxes & fees
4 Nov - 5 Nov
La Certosa di Pontignano - Place of Charme
A spa area with a stone ceiling, a pool, and two sun loungers.

2. Hotel Palazzo San niccolò & Spa

Hotel Palazzo San niccolò & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (198 reviews)
"Great stay!"
United States
Afeefa
The price is AED 267
AED 318 total
includes taxes & fees
2 Dec - 3 Dec
Hotel Palazzo San niccolò & Spa
A modern bedroom with a wooden floor, a bed with a headboard, a window with curtains, and a shower area with a towel rack.

3. Park Hotel Chianti

Park Hotel Chianti
4.0 star property
Tavarnelle Val di Pesa
9.0 out of 10, Wonderful, (280 reviews)
"The staff are very helpful and kind."
Canada
Manuel
The price is AED 215
AED 261 total
includes taxes & fees
18 Nov - 19 Nov
Park Hotel Chianti
An indoor courtyard with stone flooring, arched columns, and tables set up for dining.

4. Villa Casagrande Resort & SPA

Villa Casagrande Resort & SPA
4.0 star property
Figline e Incisa Valdarno
9.2 out of 10, Wonderful, (414 reviews)
"Restaurant was great. Towels have too much use"
United States
Ana
The price is AED 395
AED 443 total
includes taxes & fees
10 Nov - 11 Nov
Villa Casagrande Resort & SPA
A rustic cellar with brick walls, wooden barrels, and a stone ceiling. There is a wooden table with a wine bottle and glasses, and a television mounted on the wall.

5. Belvedere di San Leonino

Belvedere di San Leonino
4.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (211 reviews)
"Brautiful scenery, convenient location. Parking was great."
Canada
Kevork
The price is AED 393
AED 457 total
includes taxes & fees
11 Nov - 12 Nov
Belvedere di San Leonino
A person pouring a liquid from a bottle into a glass.

6. Moody smart & comfy Hotel

Moody smart & comfy Hotel
3.0 star property
Terranuova Bracciolini
9.6 out of 10, Exceptional, (13 reviews)
"Alles was perfect!"
Belgium
Rocco
The price is AED 356
AED 466 total
includes taxes & fees
5 Nov - 6 Nov
Moody smart & comfy Hotel
A table set for two with a view of a distant landscape, a chandelier, and a tablecloth.

7. Castello Di Montemasso

Castello Di Montemasso
Greve in Chianti
9.8 out of 10, Exceptional, (28 reviews)
"The Castello Di Montemasso is a beautiful place with nice staffs. Their breakfast is awesome."
United States
Quan
The price is AED 386
AED 429 total
includes taxes & fees
29 Nov - 30 Nov
Castello Di Montemasso
An outdoor dining area with a table and chairs, surrounded by greenery and a view of a building in the background.

8. Chiantirooms Guesthouse

Chiantirooms Guesthouse
Greve in Chianti
9.8 out of 10, Exceptional, (53 reviews)
"Friendly host and great place to stay. "
Canada
Pasquale
The price is AED 342
AED 393 total
includes taxes & fees
10 Nov - 11 Nov
Chiantirooms Guesthouse
An outdoor patio with round tables and chairs, set against a backdrop of mountains and a cloudy sky.

9. Villa San Lucchese

Villa San Lucchese
4.0 star property
Poggibonsi
9.4 out of 10, Exceptional, (360 reviews)
"Very nice"
United Kingdom
James
The price is AED 350
AED 385 total
includes taxes & fees
29 Nov - 30 Nov
Villa San Lucchese
A stone house with a tiled roof, large glass doors, and a stone pathway leading to it.

10. The Club House

The Club House
5.0 star property
Castelnuovo Berardenga
10.0 out of 10, Exceptional, (23 reviews)
"Beautiful property excellent staff great spa loved everything about it!!"
United States
Natalyn
The price is AED 1,280
AED 1,449 total
includes taxes & fees
9 Nov - 10 Nov
The Club House
A person sitting by a swimming pool with a stone building in the background.

11. Hotel Borgo di Cortefreda Relais - Place of Charme

Hotel Borgo di Cortefreda Relais - Place of Charme
4.0 star property
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (531 reviews)
"It was a beautiful place. Location was perfect to travel around. It was very clean. Restaurant is decent and food was good. Breakfast was ok."
United States
Rahul
The price is AED 371
AED 433 total
includes taxes & fees
27 Nov - 28 Nov
Hotel Borgo di Cortefreda Relais - Place of Charme
A narrow stone pathway leading to a rustic building with a wooden door and a window.

12. Castello di Fonterutoli Wine Resort

Castello di Fonterutoli Wine Resort
Castellina in Chianti
9.4 out of 10, Exceptional, (234 reviews)
"The staff and experience staying at Castello Di Fonterutoli was amazing! Everyone was so kind and welcoming! Cannot wait to go back☺️"
United States
Micaela
The price is AED 661
AED 743 total
includes taxes & fees
16 Nov - 17 Nov
Castello di Fonterutoli Wine Resort
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.

13. Hotel Villa San Giorgio

Hotel Villa San Giorgio
3.0 star property
Poggibonsi
9.0 out of 10, Wonderful, (116 reviews)
"Very buetifull hotel with magnificent view on Tuscany hills. Very kind staff, clean room and Very good breakfast."
United States
Arik
The price is AED 220
AED 242 total
includes taxes & fees
8 Nov - 9 Nov
Hotel Villa San Giorgio
A buffet with various food items and utensils.

14. Hotel Il Viandante

Hotel Il Viandante
3.0 star property
Terranuova Bracciolini
9.2 out of 10, Wonderful, (172 reviews)
"I always stay here when in town. The staff are lovely. The hotel is cozy. And the breakfast is the best you will find!"
United States
jessica
The price is AED 334
AED 449 total
includes taxes & fees
8 Nov - 9 Nov
Hotel Il Viandante
A poolside area with outdoor seating and umbrellas, overlooking a scenic landscape.

15. Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa
4.0 star property
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (480 reviews)
"A nice place to relax for a few days and visit some castles and vineyards nearby."
Canada
Haris
The price is AED 267
AED 318 total
includes taxes & fees
4 Dec - 5 Dec
Villa I Barronci Resort & Spa
An outdoor patio with tables and chairs, string lights, and hanging glass globes.

16. Bed & Breakfast Le Terrazze del Chianti

Bed & Breakfast Le Terrazze del Chianti
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (45 reviews)
"Unique was the Terrasse… wonderful view on the village and surroundings"
Germany
Janine und Thomas
The price is AED 321
AED 370 total
includes taxes & fees
3 Dec - 4 Dec
Bed & Breakfast Le Terrazze del Chianti
A couple dining at an outdoor table with a view of the countryside.

17. Palazzo Leopoldo Dimora Storica & Spa

Palazzo Leopoldo Dimora Storica & Spa
4.0 star property
Radda in Chianti
9.2 out of 10, Wonderful, (305 reviews)
"Very helpful and friendly staff, beautiful and spacious room, and wonderful location in the most lovely town in Tuscany. We loved our stay!"
Canada
Elizabeth
The price is AED 380
AED 442 total
includes taxes & fees
23 Nov - 24 Nov
Palazzo Leopoldo Dimora Storica & Spa
An outdoor dining area with tables and chairs, surrounded by greenery and a stone pathway.

18. Hotel Bellavista Impruneta

Hotel Bellavista Impruneta
3.0 star property
Impruneta
9.2 out of 10, Wonderful, (135 reviews)
"We had a great stay at this hotel, staff was amazing and very helpful, room was excellent, clean and made us feel safe and comfortable!"
United States
NORMA
The price is AED 217
AED 255 total
includes taxes & fees
5 Nov - 6 Nov
Hotel Bellavista Impruneta
A cobblestone street lined with historic stone buildings, some with ivy, and large terracotta pots with flowers.

19. Hotel Borgo San Luigi

Hotel Borgo San Luigi
4.0 star property
Monteriggioni
9.2 out of 10, Wonderful, (456 reviews)
"It was definitely a place we will return too."
United States
JOHN
The price is AED 412
AED 482 total
includes taxes & fees
5 Nov - 6 Nov
Hotel Borgo San Luigi
An outdoor patio with stone flooring, tables, chairs, string lights, and potted plants.

20. Agriturismo Montemagni di Sopra

Agriturismo Montemagni di Sopra
Greve in Chianti
9.6 out of 10, Exceptional, (22 reviews)
"Amazing stay. Will be coming back next time I'm in the area."
United States
Abel
The price is AED 489
AED 554 total
includes taxes & fees
4 Nov - 5 Nov
Agriturismo Montemagni di Sopra
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Top Chianti Region Hotel Reviews

Borgo Vescine

Borgo Vescine

10/10 Excellent
"There are no words to describe our experience at this incredibly beautiful and wonderful charming several century old village resort in Chianti. It was everything you imagined Italy to be in wine country. Probably one of my favorite places I have ever stayed at, and I’ve stayed at hundreds of of places around the world. The staff was wonderful, the accommodations were just super cool. It was once a village dating back over 100+ years. It was truly remarkable that the owner discovered it and restored it, creating a truly wonderful experience and beautiful Tuscany. We definitely will stay here every time we go to Tuscany in the future. This is a must-stay place!"
James 2-night trip
Posted 2 days ago
Borgo Vescine

Explore a world of travel with Expedia