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Our top choices for Trappola hotels

Chapter Chianti, a Member of Design Hotels

Chapter Chianti, a Member of Design Hotels
5.0 star property
Cavriglia
The price is CA $422
CA $473 total
includes taxes & fees
Aug 1 - Aug 2
Chapter Chianti, a Member of Design Hotels

Castello Vicchiomaggio

Castello Vicchiomaggio
Greve in Chianti
9.4 out of 10, Exceptional, (400 reviews)
"The hotel is beautiful."
United States
Ruth
The price is CA $337
CA $371 total
includes taxes & fees
Jul 28 - Jul 29
Castello Vicchiomaggio

Castello di Tornano Wine Resort

Castello di Tornano Wine Resort
Gaiole in Chianti
9.2 out of 10, Wonderful, (112 reviews)
"Great breakfast options, amazing views, peaceful atmosphere, great lunch and dinner, and of course amazing wine."
United States
Austin
The price is CA $311
CA $355 total
includes taxes & fees
Aug 6 - Aug 7
Castello di Tornano Wine Resort

Casa Ruffino

Casa Ruffino
Bagno a Ripoli
10.0 out of 10, Exceptional, (20 reviews)
"The best stay of my life "
United States
Oleksandr
The price is CA $383
CA $426 total
includes taxes & fees
Aug 3 - Aug 4
Casa Ruffino

Azienda agricola la camporena

Azienda agricola la camporena
Greve in Chianti
The price is CA $202
CA $229 total
includes taxes & fees
Jul 23 - Jul 24
Azienda agricola la camporena

Castello Di Montemasso

Castello Di Montemasso
Greve in Chianti
9.8 out of 10, Exceptional, (21 reviews)
"The Castello Di Montemasso is a beautiful place with nice staffs. Their breakfast is awesome."
United States
Quan
The price is CA $175
CA $194 total
includes taxes & fees
Aug 2 - Aug 3
Castello Di Montemasso

Torre a Cona Wine Estate

Torre a Cona Wine Estate
Rignano sull'Arno
9.6 out of 10, Exceptional, (104 reviews)
"Everything from the welcome at the start of our stay, until the moment we checked out was fantastic. The location is breathtaking, the rooms and pool were amazing."
United Kingdom
Tom
The price is CA $499
CA $553 total
includes taxes & fees
Jul 22 - Jul 23
Torre a Cona Wine Estate

Castello di Meleto

Castello di Meleto
Gaiole in Chianti
8.8 out of 10, Excellent, (100 reviews)
"Great property, only if you like a royal treatment..."
Canada
Vinesh
The price is CA $262
CA $301 total
includes taxes & fees
Jul 17 - Jul 18
Castello di Meleto

Fondaco del Moro

Fondaco del Moro
Civitella in Val di Chiana
9.6 out of 10, Exceptional, (52 reviews)
"Beautiful setting, felt like we were staying in a castle! The beds were comfortable and the property was amazing. Highly recommend this place."
Canada
Heather
The price is CA $99
CA $109 total
includes taxes & fees
Jul 19 - Jul 20
Fondaco del Moro

Casale La Gora

Casale La Gora
Figline e Incisa Valdarno
9.6 out of 10, Exceptional, (26 reviews)
"My wife and 3 young (8 and under) children stayed here and we loved it. It was the perfect B&B experience and very child friendly. Mrs Francesca was a sweetheart and prepared amazing cakes and treats for every breakfast. The beautiful property was like an Italian fairy tale and close to many must see sites. "
United States
Caleb
The price is CA $169
CA $189 total
includes taxes & fees
Aug 3 - Aug 4
Casale La Gora

La Pecora e l'Agnello

La Pecora e l'Agnello
Caprese Michelangelo
10.0 out of 10, Exceptional, (8 reviews)
"The best b&b i visited "
Germany
Lea
The price is CA $140
CA $155 total
includes taxes & fees
Jul 21 - Jul 22
La Pecora e l'Agnello

Agriturismo Fattoria Lavacchio

Agriturismo Fattoria Lavacchio
Pontassieve
9.6 out of 10, Exceptional, (84 reviews)
"Stunning views, delicious food, excellent wines, and amazing staff!"
Canada
GIOVANNI
The price is CA $385
CA $427 total
includes taxes & fees
Jul 31 - Aug 1
Agriturismo Fattoria Lavacchio

B&B Country House Poggio del Drago

B&B Country House Poggio del Drago
Civitella in Val di Chiana
9.8 out of 10, Exceptional, (63 reviews)
"Stunning location! I wish we had been able to stay another night and spend a day by the beautiful pool. The drive to Arezzo was short, which allowed for exploring and dinner in the old part of the city!"
United States
Kristen
The price is CA $176
CA $193 total
includes taxes & fees
Jul 22 - Jul 23
B&B Country House Poggio del Drago

Hotel Tenuta Il Burchio

Hotel Tenuta Il Burchio
3.0 star property
Figline e Incisa Valdarno
8.6 out of 10, Excellent, (206 reviews)
"Amazing experience in nature and cozy atmosphere, breakfast is super, restaurant as well. "
Netherlands
OY
The price is CA $127
CA $144 total
includes taxes & fees
Jul 20 - Jul 21
Hotel Tenuta Il Burchio

Hotel Le Capanne

Hotel Le Capanne
3.0 star property
Arezzo
9.4 out of 10, Exceptional, (60 reviews)
"A very nice stay. Friendly and helpfull staff. Very nice Pool. Good breakfast outside. "
United States
Georg
The price is CA $158
CA $183 total
includes taxes & fees
Jul 29 - Jul 30
Hotel Le Capanne

Corte di Valle Wine and Resort

Corte di Valle Wine and Resort
Greve in Chianti
9.4 out of 10, Exceptional, (33 reviews)
"Clean room, beautiful views and the best staff! Loved this property and hope to return"
United States
Megan
The price is CA $395
CA $441 total
includes taxes & fees
Jul 24 - Jul 25
Corte di Valle Wine and Resort

Locanda Il Gallo

Locanda Il Gallo
3.0 star property
Greve in Chianti
9.4 out of 10, Exceptional, (53 reviews)
"The property owner was very helpful explaining wineries location and local food! The in-house restaurant was excellent and convenient! "
United States
Santina
The price is CA $173
CA $195 total
includes taxes & fees
Jul 19 - Jul 20
Locanda Il Gallo

Castello di Volpaia

Castello di Volpaia
3.0 star property
Radda in Chianti
9.6 out of 10, Exceptional, (68 reviews)
"It is a beautiful setting and a wonderful experience to stay in an authentic Tuscan village/ winery. Would definitely recommend and come back."
Canada
Mark
The price is CA $368
CA $412 total
includes taxes & fees
Aug 12 - Aug 13
Castello di Volpaia

Agriturismo il Casolare - Villa Vettori

Agriturismo il Casolare - Villa Vettori
Poppi
9.6 out of 10, Exceptional, (7 reviews)
"Really nice place highly recommend "
United States
Mahboubul
The price is CA $175
CA $193 total
includes taxes & fees
Jul 23 - Jul 24
Agriturismo il Casolare - Villa Vettori

Borgo San Felice Resort

Borgo San Felice Resort
5.0 star property
Castelnuovo Berardenga
9.8 out of 10, Exceptional, (85 reviews)
"Absolutely wonderful!"
Canada
Cynthia
The price is CA $951
CA $1,062 total
includes taxes & fees
Aug 9 - Aug 10
Borgo San Felice Resort
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.
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Top Trappola Hotel Reviews

More cheap stays in Trappola

Frequently asked questions

When is the best time to go to Trappola?
The best time to visit Trappola for pleasant weather and fewer crowds is during the shoulder seasons, specifically late April to early June or September to early October.

During these periods, the weather is typically mild and sunny, great for exploring the Tuscan countryside without the intense heat of mid-summer. You'll find the vineyards and olive groves at their most picturesque, either bursting with spring blossoms or rich with autumn colours. This is also when many local festivals celebrating food and wine take place.

Couples often find these times ideal for a romantic getaway. The cooler evenings are great for enjoying al fresco dining, and the quieter atmosphere allows for more intimate experiences at local wineries and historic sites. You'll avoid the peak summer tourist rush, making for a more relaxed trip.

For those planning activities like hiking or cycling through the rolling hills, the spring and autumn temperatures are much more comfortable than the height of summer.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Trappola.
How can I save on a Trappola hotel booking with Expedia?
Members always get our best prices. Find our best Trappola hotel deals by joining Expedia's free travel rewards program today. As a member, you can unlock instant savings and member perks when you're logged in to your account. Another tip is to book your hotel and flights together on Expedia, where bundling can result in significant savings.
How much is the nightly rate at a Trappola hotel?
Prices for hotels in Trappola often vary, but you can find a great deal from CA $72 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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