A stone building with a clock tower, steps leading up to it, and people walking around.

Romantic Hotels & Resorts in Castellina in Chianti from NZ$251

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Check availability on Castellina in Chianti Romantic Hotels

Tonight
13 Oct - 14 Oct
Tomorrow
14 Oct - 15 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Castellina in Chianti romantic hotels

A narrow stone alley with arched doorways, potted plants, and hanging flower baskets.
A bedroom with a stone wall, a bed with a headboard, a chair, and two bedside lamps.
A modern kitchen with white cabinets, a gas stove, a microwave, and a dining area with a table and chairs.
A cozy living room with a stone wall, a staircase, and a view of the outside through a window.

1. Old medieval apartment

Old medieval apartment
Tavarnelle Val di Pesa
United States
Kathleen F.
NZ$251
includes taxes & fees
20 Oct - 21 Oct
Old medieval apartment
A stone building with a gated entrance, terracotta pots with flowers, and a staircase leading up to the door.
An outdoor patio with a round table and chairs, surrounded by stone walls and a tall tree.
A rustic dining area with a wooden table and chairs, a fireplace, and a brick floor.
A bedroom with a bed under a canopy, wooden beams on the ceiling, and a white door.

2. UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK

UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
Ruffoli
Canada
James
NZ$317
includes taxes & fees
15 Oct - 16 Oct
UNIQUE LARGE TERRACE WITH VIEWS TO CHAINTI VALLEY AND DRINK
A stone building with a terrace, a table with chairs, and a red umbrella.
A vineyard with terracotta pots and stone walls, overlooking a hilly landscape with vineyards and distant hills.
A living room with a high wooden ceiling, a blue sofa, a white armchair, a small table with a candle, and a desk with a lamp and candlesticks.
A courtyard with stone buildings, a gravel path, and potted plants.

3. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
Ruffoli
United States
Caleb M.
NZ$521
includes taxes & fees
20 Oct - 21 Oct
CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS
A narrow cobblestone street with historic buildings, a chain-link fence, and a wooden door with a number plaque.
A modern bathroom with a bidet, toilet, and glass-enclosed shower.
A modern kitchen with white cabinets, a microwave, and a glass dining table with blue chairs.
A bedroom with a bunk bed, a flat-screen TV mounted on the wall, a bedside table, and a window with curtains.

4. Colle di Val d'Elsa - Siena - Blue Apartment - C

Colle di Val d'Elsa - Siena - Blue Apartment - C
Colle di Val d'Elsa
United States
ALLAN
NZ$291
includes taxes & fees
14 Oct - 15 Oct
Colle di Val d'Elsa - Siena - Blue Apartment - C
A two-story stone house with a swimming pool, surrounded by greenery and a clear sky.
A bedroom with a metal bed frame, two bedside tables with lamps, a wooden window with shutters, and a wall-mounted light fixture.
A stone wall with potted plants and flowers, surrounded by greenery and a stone building in the background.
A lush garden with a pool, a gazebo, and a view of distant trees and hills.

5. APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM

APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM
Monteriggioni
Italy
giuseppe z.
NZ$509
includes taxes & fees
6 Nov - 7 Nov
APARTMENT OF CHARME WITH POOL IN CHIANTI-SHIRE-FLORENCE 40 KM-SIENA 20 KM
A view through a large arched window of a stone patio with a table and chairs, an umbrella, and lush greenery.
A kitchen with a large window, wooden cabinets, and a dining table with chairs.
A rustic dining area with a stone wall, wooden door, and a wooden table with chairs.
A two-story building with a yellow facade, multiple windows, and a garden in front.

6. Glicini 1, holiday home with pool 30' from Florence

Glicini 1, holiday home with pool 30' from Florence
Tavarnelle Val di Pesa
United States
Joe M.
NZ$292
includes taxes & fees
20 Oct - 21 Oct
Glicini 1, holiday home with pool 30' from Florence
A narrow alleyway with brick walls, wooden barrels, and potted plants.
A courtyard with a hanging planter, potted plants, and a brick wall.
A wooden door with a plaque, an arched doorway, a checkered floor, a sofa, and a chair.
A historic town with medieval towers and buildings.

7. San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service

San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
San Gimignano City Centre
United States
Marilyn H.
NZ$304
includes taxes & fees
14 Oct - 15 Oct
San Gimignano Apartment in the Heart of Town for 4 People with Fast Wi-Fi and Concierge Service
A swimming pool with a colorful inflatable ring and a water fountain.
A kitchen with wooden cabinets, a microwave, and a stove.
A landscaped garden with a swimming pool, a rock formation, and a fence.
A rustic villa with a gravel driveway, surrounded by olive trees and a clear blue sky.

8. Farmhouse in Chianti

Farmhouse in Chianti
gaiole in chianti
Germany
Johanna K.
NZ$983
includes taxes & fees
20 Oct - 21 Oct
Farmhouse in Chianti
A stone-walled room with a window overlooking a landscape.
A kitchen with wooden cabinets, a stone wall, and a built-in shelf with glassware.
A staircase with a metal railing leading to a higher level, a wooden barrel, and a stone wall.
A brick building with a large arched doorway and a small window.

9. Medieval Tower experience with Panoramic Rooftop, San Gimignano

Medieval Tower experience with Panoramic Rooftop, San Gimignano
San Gimignano City Centre
United States
mark M.
NZ$1,000
includes taxes & fees
7 Nov - 8 Nov
Medieval Tower experience with Panoramic Rooftop, San Gimignano
A large, arched wooden door with a sign above it reading "AXA ASSICURAZIONI AGENZIA GENERALE".
A modern bedroom with a curved bed, a framed picture on the wall, and a hanging light fixture.
A modern kitchen with white cabinets, a black countertop, a sink, and a coffee maker.
A modern kitchen with a wooden dining table, black chairs, and a black countertop.

10. THE EATER'S NEST - Unique in the Piazza del Campo

THE EATER'S NEST - Unique in the Piazza del Campo
Siena City Centre
United States
Benjamin C.
NZ$307
includes taxes & fees
20 Oct - 21 Oct
THE EATER'S NEST - Unique in the Piazza del Campo
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Top Castellina in Chianti Hotel Reviews

Hotel Albani Firenze

Hotel Albani Firenze

10/10 Excellent
"We enjoyed staying here. Everything was lovely. We especially enjoyed the balconies of our rooms, and encourage future guests to splurge for them!"
Eleanor 3-night trip
Posted 16 hours ago
Hotel Albani Firenze
Plus Florence - Hostel

Plus Florence - Hostel

10/10 Excellent
"Facilities are very nice. Easy access to everything. Staff is friendly and helpful. Would stay here again anytime!"
Noah 4-night trip
Posted 19 hours ago
Plus Florence - Hostel
The Market Urban Hotel

The Market Urban Hotel

10/10 Excellent
"Service was impeccable. Location was great coming from the train and only staying in Florence for a short time. Would recommend."
Natasha 1-night trip
Posted 23 hours ago
The Market Urban Hotel
Grand Hotel Baglioni

Grand Hotel Baglioni

10/10 Excellent
"Rooms were huge. Staff was great. The rooftop bar had the most beautiful view of anywhere in the city."
Holly 2-night trip
Posted 1 day ago
Grand Hotel Baglioni
Grand Hotel Cavour

Grand Hotel Cavour

10/10 Excellent
"Staff was friendly and accommodating! Rooms were very clean and SPACIOUS! Would definitely return!"
Suzette 1-night trip
Posted 8 days ago
Grand Hotel Cavour

Frequently asked questions

Searching for romantic hotels in Castellina in Chianti?
If you and your partner need a romantic escape, we'd like to help you plan for it. Our guests also enjoy Castellina in Chianti for its wineries and countryside. You might consider checking out some of the nearby sights and attractions such as Castellina Fortress, Archaeological Museum of Chianti or Walls of Monteriggioni. If you'd like to stay close to a particular destination, you can sort by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.
What's the best accommodation for a romantic holiday in Castellina in Chianti?
Lovely country house in the Chianti region, for 4 persons, near Siena is a favourite country house for couples, and features free WiFi and a garden. Another good option for a stay with your sweetheart is Farmhouse in the Chianti "La Foresta 1" with swimming pool.
How many romantic hotels are there in Castellina in Chianti?
Expedia has 5 romantic Castellina in Chianti hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Castellina in Chianti?
If you're hoping to get lost in the rain on your romantic getaway, take a look at these details about year-round temperatures in Castellina in Chianti: The hottest months are usually August and July, with an average temperature of 22°C, while the coldest months are January and February, with an average of 6°C. Average annual precipitation for Castellina in Chianti is 935 mm.
What is there to do in Castellina in Chianti?
There's nothing better than experiencing a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Castellina in Chianti. If you and your partner are interested in sampling the area's cuisine, you'll enjoy Castellina in Chianti for its wineries. Castellina Fortress, Archaeological Museum of Chianti and Walls of Monteriggioni are worth a stop when you're out and about.
What's the best way to get to Castellina in Chianti and around town during my romantic getaway?
These transportation options in Castellina in Chianti might help your romantic trip get off to a smooth start: Make your way to Castellina in Chianti with a flight to Peretola Airport (FLR), which is the closest major airport located 23.2 mi (37.4 km) from the city centre. If you'd like to explore around the area, consider renting a car to explore more sights.

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