The Best Romantic Hotels in Castellina in Chianti from AED 577 in 2026

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

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Our top choices for Castellina in Chianti romantic hotels

1 bedroom, iron/ironing board, WiFi (free), bed sheets

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

Ruffoli

"This is truly a unique and special property providing incredible value . One of the most beautiful views in a spectacular setting hidden away in the Tuscan hills above Panzano. A perfect location for day trips to vinyards, restaurants and the Chianti area. Our apartment was extremely well appointed and beautifully decorated. Spacious and varied outdoor sitting areas and patios with a very nice pool area. Our hostess Babette was extremely accomodating and informative which added to our overall...

James

AED 340

AED 676 total

includes taxes & fees

29 Sep - 30 Sep

2. CHIANTI VINEYARDS OLIVE GROVES FOOD TASTINGS SCENIC VIEWS

Ruffoli

Lorna M.

AED 530

AED 1,118 total

includes taxes & fees

28 Sep - 29 Sep

1 bedroom, iron/ironing board, travel crib, WiFi (free)

Coffee/tea maker, fridge, microwave, oven

3. Old medieval apartment

Tavarnelle Val di Pesa

Kathleen F.

AED 484

AED 577 total

includes taxes & fees

8 Oct - 9 Oct

1 bedroom, in-room safe, travel crib, WiFi (free)

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

Colle di Val d'Elsa

ALLAN

AED 336

AED 635 total

includes taxes & fees

11 Oct - 12 Oct

4 bedrooms, iron/ironing board, WiFi, bed sheets

5. Farmhouse in Chianti

gaiole in chianti

"This location provided our blended family an authentic experience in a small village on top of a mountain in Chianti. The house is surrounded by olive groves and wine grapes. The pool was great and the village, literally less than a city block up the road. Folks are incredibly friendly and helpful. Two of the rooms had their own bathrooms and the other two share a bathroom. There is a common kitchen for cooking and eating. We cooked most nights and ate on the outside terrace. Allesandra is a...

Lara W.

AED 1,706

AED 2,070 total

includes taxes & fees

30 Sep - 1 Oct

2 bedrooms, iron/ironing board, WiFi, bed sheets

Smart TV, fireplace, video-game console, DVD player

6. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

Siena

Robyn D.

AED 500

AED 786 total

includes taxes & fees

4 Oct - 5 Oct

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

Tavarnelle Val di Pesa

Joe M.

AED 615

AED 615 total

includes taxes & fees

19 Oct - 20 Oct

In-room safe, desk, WiFi (free), bed sheets

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

San Gimignano City Centre

Marilyn H.

AED 416

AED 643 total

includes taxes & fees

24 Sep - 25 Sep

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Top Castellina in Chianti Hotel Reviews

Hotel Delle Nazioni

8/10 Good

"Clean room, nice thick slippers, staff helpful. Walking distance from Termini, laundry etc."

Hotel Santa Maria Novella

10/10 Excellent

"Great location. Hotel was nice and maintained. Rooms were spacious for a family of 3. Bathrooms were nice as well with a big window that I was able to see the plaza. Bed was comfortable. Bar was nice and outdoor seating was great as well. Will stay here again."

Hotel Albani Firenze

10/10 Excellent

"Hotel was very nice. Breakfast was great. Location is very convenient. Champagne, upon checking was great. I highly recommend this place a lot of history in the building as well"

Bernini Palace

10/10 Excellent

"Beautiful, historic property in the very heart of Florence. The staff makes you feel special. The room was very nice, silent and had a very comfortable bed."

Art Hotel Villa Agape

10/10 Excellent

"Great staff! Food was excellent"

Grand Hotel Cavour

10/10 Excellent

"Lovely hotel and great position in Florence. Staff were friendly and helpful. Breakfast was lovely plenty of choice. Wouldn’t hesitate to stay there again. Perfect for the usual sightseeing !"

Frequently asked questions

Searching for romantic hotels in Castellina in Chianti?

If you and your partner need a romantic vacation, we've got just the thing. 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 Lilliano Estate Winery. If you're interested in staying near a particular destination, you can sort by neighborhood or distance to top sights, so you'll be able to see everything on your list.

What's the best hotel for couples in Castellina in Chianti?

Lovely country house in the Chianti region, for 4 persons, near Siena is a favorite country house for couples, and features free WiFi and a garden. Another good option for your romantic getaway is Farmhouse in the Chianti "La Foresta 1" with swimming pool.

How many romantic hotels will we find 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, check out these details about year-round temperatures in Castellina in Chianti: The hottest months are usually August and July with an average temp of 72°F, while the coldest months are January and February with an average of 44°F. Average annual precipitation for Castellina in Chianti is 37 inches.

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 Lilliano Estate Winery 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 Florence Airport, Peretola (FLR), which is the closest major airport located 23.2 mi (37.4 km) from the city center. If you'd like to explore around the area, consider renting a car to take in more sights.

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Check availability on Castellina in Chianti Romantic Hotels

Our top choices for Castellina in Chianti romantic hotels

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