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.
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.
Great weekend hotel deals in Chianti Region
Showing deals for:Aug 15 - Aug 17
Image gallery for Pieve Aldina - Fontenille Collection
Find out about the history of Gaiole in Chianti when you spend time at Meleto Castle. Discover the beautiful countryside in this walkable area, or enjoy its local tours.
Travelers might want a tour of Antinori nel Chianti Classico, just one of the places to visit in the heart of Bargino. Our travelers also like this historical area for its riverfront setting.
If you like shopping, take time out to go to The Mall Luxury Outlet when in Reggello. Our travelers also like this historical area for its riverfront setting. Splash some more cash at Fashion Groove.
You can find out about the history of Gaiole in Chianti with a stop at Castle of Brolio. Discover the beautiful countryside and charming coffeehouses in this walkable area.
Chianti Region, well-known for its wineries and castle, features attractions such as Borgo di Vescine - Tenute di Castelvecchi and Castello di Albola. This relaxing city has something for everyone including restaurants as well as sights like Castello di Radda Winery and Il Molino di Grace Winery. All are within a rural setting.
Check out reviews of Chianti Region hotels guests love
Agriturismo San Sano
10/10 Excellent
"The agriturismo is at the edge of San Sano, and is about a 15 minute drive into Siena. Its an old farm property surrounded by vineyards. It was a lovely resting place with a nice pool. The staff were very welcoming."
"We had a wonderful time! The pool is amazing with an incredible view. The staff went out of their way to make our stay fantastic, especially our server Leonardo. The breakfast was great with eggs to order and everything freshly prepared. Highly recommend!"
"The hotel is lovely, well situated and walking distance from town and good restaurants
Beds were comfortable and quality sheets and towels, breakfast buffet was plentiful and filled with fresh fruit and vegetables, pastries "
"Great afternoon by the pool.
Evening meal menu was odd. I think the chef was trying too hard to be different. The vegetarian chick pea dish was merely a bowl of cooked onions with some vegetable mush- my wife called it baby food. The chicken with truffles was tasty although came with flabby chicken skin. Breakfast was amazingly good in comparison.
We had a room with a view of a 6 foot tall hedge, beyond the hedge was a fantastic view of Tuscany we couldn’t see, really strange. Staff were very good, the pool pleasingly cold and refreshing. Good but not a great stay."
"Beautiful resort! It’s away from crowds and traffic, situated in the countryside. Restaurant is very upscale. Sitting on the restaurant patio and looking at the rolling hills is an excellent way to spend an evening. Breakfast was delicious, varied, and plentiful. The resort is located at the end of a one lane road, so one must stay alert when driving in and out!"
"This is a stunning resort with good food and an excellent wine menu. The rooms are spacious and well renovated. The staff was very attentive and ensured we had everything we needed. They even got us lunch when the restaurant wasn’t really open. They had a stuffed animal for my nephew and we were very pleased with our stay. "
"A highlight during an already excellent vacation!! The service and amenities were top notch. Breakfast was delicious, wine tasting impeccable, and dinner scrumptious. The infinity pool was quiet and so relaxing to spend the day by!!! Could not recommend more highly. Easy to get to by car. Do yourself a favor and book!"
"ABSOLUTELY STUNNING. My husband and I brought our 7-year old for a 10-day trip in Italy. We explored Rome and Florence but the highlight of our entire experience was staying at Villa la Palagina. The surroundings are gorgeous, the food was delicious, and the staff was so warm and gracious. It was the perfect getaway from the busy city centers. We booked a wine/olive oil tasting and we got to bring home a souvenir bottle that our son poured and corked directly from the barrel. While the furnishings in our villa were a bit rustic and outdated, the AC and main pools more than made up for it. Especially on those 95+ degree days. 5 stars across the board and I hope we get the chance to visit again!"
Castello di Spaltenna- Small Luxury Hotels of the World
10/10 Excellent
"This is truly my favorite place in the world—peaceful, beautiful, and filled with the kindest staff. I’m so glad we found it. I didn’t want to leave and joked with my family that I might just run away and stay forever. The location and scenery are absolutely stunning. We enjoyed fantastic meals during our stay—even though the Michelin-starred restaurant wasn’t open, the other dining options were exceptional."
"Gorgeous property. Be prepared to walk a lot. Wear comfortable shoes. Food was amazing. Many different style rooms. Go with friends. We were there for a wedding. "
"The pool area and views were amazing. Also the food was excellent and the ambiance and experience was mesmerizing. We will travel to this location again!!"
"Our stay at Hotel Certaldo could not have been better. The staff were exceptional and enhanced our stay. We loved the breakfast of a wide variety of options & our dinner was amazing. We loved walking to town, rode the funicular for the spectacular view & then returning to our hotel to cool off in the pool. If you want a perfect blend of relaxing in beauty and exploring a sweet town, Hotel Certaldo is your choice."
"This is about 30 minutes outside Florence but a really cool, quiet location! It was nice to be outside of the cities and take a break from the crowds. The hotel had a ton of amenities and the staff was super nice. You would need a car if you are staying here (unless you want to pay for cabs), there is free parking though. "
Borgo Del Cabreo, Locanda Le Boscarecce and Le Cetinelle B&B are all accommodations that are popular with guests.
Can I book a refundable hotel in Chianti Region?
If you need the flexibility to change your plans to Chianti Region, most properties provide refundable* rates you can book. You can find these accommodations by searching our site and using the "fully refundable" filter to narrow down the results.
Which Chianti Region hotels do guests like for their central location?
Our guests love these properties for their convenient location: Hotel Borgo di Cortefreda Relais, Villa Casagrande Resort & SPA and Hotel Palazzo San Lorenzo & SPA.
Where should I stay in Chianti Region if I'm looking for a reasonably priced accommodation?
An inexpensive option worth considering is Hotel Albergo Italia.
Where can I stay in Chianti Region if I want a vacation rental instead of a traditional hotel?
If you want a good alternative to a hotel, review our selection of 1150 vacation homes. In addition, there are 1523 apartments and 12 condos.
Why should I book my Chianti Region accommodation with Hotels.com?
There are lots of reasons to book your Chianti Region trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.
