Strada in Chianti Vacations from $743

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Your Strada in Chianti Vacation

Say goodbye to the worries of planning and hello to a Strada in Chianti vacation package. With the finer details organized before you take off, you can focus on discovering this city, starting with Bagno a Ripoli, which is good for families, bars and pubs and nature. Fill up your itinerary with visits to Verrazzano Castle, Piazza Matteotti and Sezzate Castle, some of the attractions you shouldn't miss during a trip to Strada in Chianti. Expedia is here to help you escape your daily routine. Tailor your vacation to Strada in Chianti to match your travel style, whatever that may look like.

The Latest Strada in Chianti vacation packages

Price found within the past 48 hours. Click for updated prices.
Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,265, price is now $743 per person
$743
per person
Nov 3 - Nov 8
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,000 reviews)
Wi-Fi worked, sitcom worked, plenty of hot water, lovely helpful staff, central & convenient. Basic but very clean. Basic breakfast. We would stay there again.

Reviewed on Sep 17, 2025

Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

5 out of 5
Cortona Old Town
Price was $1,314, price is now $1,026 per person
$1,026
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (232 reviews)
Great hotel but room 114 is too close to the bar area and as such very noisy if there are loud guests in there. I’d suggest a room away from the bar if you want a good nights sleep but everything else is fantastic

Reviewed on Sep 16, 2025

The Club House

The Club House

5 out of 5
Price was $1,502, price is now $1,192 per person
$1,192
per person
Nov 1 - Nov 5
found 1 day ago
Roundtrip flight included
New York (NYC) to Florence (FLR)
10/10 Exceptional! (2 reviews)
Excellent overall. Amenities. Service. Food. Vibe. All top notch

Reviewed on Sep 2, 2025

Villa Cora

Villa Cora

5 out of 5
Oltrarno
Save 100% on your flight
Price was $2,054, price is now $1,219 per person
$1,219
per person
Dec 7 - Dec 12
found 22 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.8/10 Exceptional! (458 reviews)
Villa Cora was delightful in every way. The only negative thing I have to say is that I am not currently still there. Alas, I would highly recommend Villa Cora as a jumping off point for your Tuscan or Firenze adventures.

Reviewed on Sep 6, 2025

Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Save 100% on your flight
Price was $1,686, price is now $1,145 per person
$1,145
per person
Dec 6 - Dec 12
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.4/10 Exceptional! (48 reviews)
Property is beautiful and quiet. Would stay there again.

Reviewed on Sep 13, 2025

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Discover the most popular places to visit in Strada in Chianti

Panzano in Chianti which includes heritage architecture

Church of Santa Maria Assunta

Learn about the local history of Panzano in Chianti when you take a trip to Church of Santa Maria Assunta. Discover the beautiful countryside in this quaint area, or enjoy its local tours.

Church of Santa Maria Assunta

Verrazzano Castle

You can find out about the history of Greve in Chianti with a trip to Verrazzano Castle. Discover the area's countryside and wineries.

Verrazzano Castle

Il Molino di Grace Winery

You can enjoy a tasting or tour at Il Molino di Grace Winery during your travels to Lucarelli. Discover the beautiful countryside and wineries in this quaint area.

Il Molino di Grace Winery

What to do in Strada in Chianti

Chianti Wineries Tour with 7 Wine Tastings from Florence

Chianti Wineries Tour with 7 Wine Tastings from Florence

$100
per adult
Chianti Wineries Tour with 7 Wine Tastings from Florence
Chinati vineyard

Essence of Chianti Small Group Tour with Lunch and Tastings from Florence

$174
per adult
100% of travellers recommend
Essence of Chianti Small Group Tour with Lunch and Tastings from Florence
Chianti Wineries Tour with Food and Wine Tasting from Florence

Chianti Wineries Tour with Food and Wine Tasting from Florence

$100
per adult
Chianti Wineries Tour with Food and Wine Tasting from Florence
See all activities in Strada in Chianti

Strada in Chianti Hotel Deals

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

4 out of 5
Viale Spartaco Lavagnini 70 72, Florence, FI
Fully refundable
$155 nightly
The price is $188 total per night from Sep 21 to Sep 22
$188 total
Sep 21 - Sep 22
Total with taxes and fees
8.8/10 Excellent! (1,214 reviews)
"Amazing location, very convenient and loved the staff Bar & restaurant were great, room entertainment could be use improvement, other than that we enjoyed our stay :)"

Reviewed on Sep 15, 2025

The Social Hub Florence Lavagnini
Hotel Machiavelli Palace

Hotel Machiavelli Palace

3 out of 5
Via Nazionale 10, Florence, FI
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $193 total per night from Sep 20 to Sep 21
$193 total
Sep 20 - Sep 21
Total with taxes and fees
8.4/10 Very Good! (88 reviews)
"Great location. Nice roof top lounge."

Reviewed on Sep 12, 2025

Hotel Machiavelli Palace
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3, Florence, FI
Fully refundableReserve now, pay when you stay
$215 nightly
The price is $253 total per night from Oct 12 to Oct 13
$253 total
Oct 12 - Oct 13
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
"Check in check out was very quick friendly staff breakfast was brilliant and staff helped with gluten free options"

Reviewed on Sep 14, 2025

c-hotels Ambasciatori
See all 12,024 properties in Strada in Chianti
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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Frequently asked questions

How much does a Strada in Chianti vacation package cost?
You'll find cheap prices from $743 on Expedia for your Strada in Chianti getaway. However, factors like the season, length of stay and your choice of hotel will influence how much your vacation to Strada in Chianti costs.
What are the cheapest months to go to Strada in Chianti?
October, November and December are great times to look for cheap Strada in Chianti vacation packages. Traveling in less busy months means you'll typically find better prices on accommodations and flights.
How many days is enough for Strada in Chianti?
Typically, a handful of days is enough to tick off the major attractions during your Strada in Chianti vacation. But if you want to have some time to chill out or go on day tours, think about extending your trip.
How to find the best Strada in Chianti package deals?
Use Expedia's handy filters to find some unbeatable Strada in Chianti package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or search for Strada in Chianti package deals in the off-season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to lock in your vacation package as soon as possible.
Is it cheaper to book a Strada in Chianti vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still get the flexibility to create a tailored Strada in Chianti vacation by choosing your preferred airline, accommodation type and car class.
When to book a vacation package to Strada in Chianti?
If you're planning a spontaneous Strada in Chianti getaway, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can find sensational deals on your flights and hotels by booking well in advance.
How to plan a trip to Strada in Chianti?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to go to Strada in Chianti.
  2. Plan your budget wisely: On top of the price of your stay, you should factor in other expenses too. These include food, flights and transportation. Also, set aside a little extra for unexpected costs that may come up during your trip to Strada in Chianti.
  3. Use Expedia's trip planning tool to discover Strada in Chianti: Research every part of your trip to Strada in Chianti with this comprehensive planner. Invite family or friends to collaborate on a group trip, search for stays or things to do and make bookings.
  4. Decide how long to go away for: Now that you're more familiar with Strada in Chianti, you can work out the perfect length of your break. Put together a rough plan and allocate enough time to get through everything on your must-do list.
  5. Bundle your bookings: With your travel dates in place, you can combine your hotels, flights, car rental and more into a tailored Strada in Chianti vacation package.
  6. Book experiences or activities ahead of time: Whether it's entrance to a big attraction or a day trip in nature, you won't have to worry about missing out on the highlights of Strada in Chianti. Find all the fun things to do in Strada in Chianti with our dedicated travel guide.

Does Expedia offer Book Now, Pay Later Strada in Chianti vacation packages?
Jet off on your dream escape to Strada in Chianti with Expedia's Book Now, Pay Later vacations. There's no need to save up or wait for your next paycheck — we've joined forces with online lender Affirm to give you flexibility with your finances. Our vacation packages with payment plans let you spread the total cost over 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stay on budget and snag great deals while they last.

Explore a world of travel with Expedia

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.