San Polo in Chianti Vacations from $834

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Your San Polo in Chianti Vacation

The hassle-free way to experience this vibrant city is with a custom-made San Polo in Chianti vacation package. Stay in the neighborhood of Bagno a Ripoli, which is great for families, bars and pubs and nature or go someplace else — our package deals are all about you. There's plenty to add to your must-do list during a trip to San Polo in Chianti, starting with top sights such as Verrazzano Castle and Sezzate Castle. Expedia is here to help you escape the everyday. Tailor your vacation to San Polo in Chianti to suit your style of travel, whatever that may look like.

The Latest San Polo in Chianti vacation packages

Price found within the past 48 hours. Click for updated prices.
The Moon Boutique Hotel & Spa

The Moon Boutique Hotel & Spa

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.6/10 Exceptional! (462 reviews)
Hands down the best place we have stayed. They accommodated to go breakfasts for our tours, arranged taxis, made cappuccino when we were heading out the door. Wonderful experience

Reviewed on Jun 6, 2025

Tenuta di Artimino Member of Meliá Collection

Tenuta di Artimino Member of Meliá Collection

4 out of 5
per person
Sep 19 - Sep 22
found 16 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.2/10 Wonderful! (124 reviews)
Property is beautiful everywhere you turn, straight out of a movie! Hotel is located at the top of a mountain and you get to over see the vineyards and cities., absolutely beautiful views. The only downside is the hotel only has 2 restaurants that offer diner and they alternate on which night they are opened, you also need reservations in advance and even then tables with a view are not guaranteed.

Reviewed on Jul 25, 2025

Aurum Uffizi

Aurum Uffizi

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Sep 25 - Sep 30
found 19 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.8/10 Good! (1,001 reviews)
I initially felt concerned about the hotel's location, but quickly realized it's in an old, historical part of town, where narrow alleys are the norm. We never felt unsafe, nor did we experience noise during our stay. This is a no-frills hotel, and an excellent deal for this being Florence. The breakfast was good. It is within walking distance to eateries, shopping, and museums. It met the needs of our family, including our son who gets around in a wheelchair. We will definitely continue to stay here when we return to Florence.

Reviewed on Aug 4, 2025

Aurum Firenze

Aurum Firenze

4 out of 5
Historic Centre of Florence
Save 100% on your flight
per person
Oct 9 - Oct 15
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,000 reviews)
Very small rooms and bathrooms. Breakfast and breakfast staff were awesome and on the top floor. Hotel room small and nothing special. Great location and quiet…but good luck getting out of a car with luggage.

Reviewed on Aug 4, 2025

LHP River Club

LHP River Club

5 out of 5
Santa Croce
Save 100% on your flight
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
10/10 Exceptional! (1 review)
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Discover the most popular places to visit in San Polo 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 relaxing area.

Il Molino di Grace Winery

What to do in San Polo in Chianti

Skip-the-Line Duomo: Priority-Access 30-Minute Guided Tour

Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour

$25
per adult
78% of travellers recommend
Skip-the-Line Florence Duomo: Priority-Access Express Guided Tour
Florence half day combo tour with David, Uffizi & Duomo

Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia

$45
per adult
90% of travellers recommend
Florence Half Day Tour with Uffizi, Michelangelo’s David & Accademia
Florence: Reserved Entry Ticket to Bargello Museum

Florence: Reserved Entry Ticket to Bargello Museum

$18
per adult
Florence: Reserved Entry Ticket to Bargello Museum
See all activities in San Polo in Chianti

San Polo 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
$87 nightly
The price is $112 total per night from Aug 24 to Aug 25
$112 total
Aug 24 - Aug 25
Total includes taxes and fees
8.8/10 Excellent! (1,100 reviews)
Nice, clean, modern, convenient. Great!
"We really enjoyed our stay at this hotel. It was much newer, cleaner, and more spacious than many other hotels we've stayed at in Italy. The style and layout felt more like an American hotel — modern, comfortable, and very functional. The amenities were excellent. We especially appreciated the free ..."

Reviewed on Aug 5, 2025

The Social Hub Florence Lavagnini
Grand Hotel Baglioni

Grand Hotel Baglioni

4 out of 5
Piazza Unita Italiana 6, Florence, FI
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $170 total per night from Aug 17 to Aug 18
$170 total
Aug 17 - Aug 18
Total includes taxes and fees
9/10 Wonderful! (1,004 reviews)
"The rooftop amazing, the staffs, the location everything amazing"

Reviewed on Aug 3, 2025

Grand Hotel Baglioni
c-hotels Ambasciatori

c-hotels Ambasciatori

4 out of 5
Via Luigi Alamanni 3, Florence, FI
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $128 total per night from Aug 31 to Sep 1
$128 total
Aug 31 - Sep 1
Total includes taxes and fees
8.2/10 Very Good! (1,000 reviews)
"Good location near train station"

Reviewed on Aug 3, 2025

c-hotels Ambasciatori
See all 11,736 properties in San Polo 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 San Polo in Chianti vacation package cost?
You can snap up a vacation package to this destination from $834 on Expedia. But how much your vacation to San Polo in Chianti costs will depend on factors like the length of stay, hotel choice and season.
What are the cheapest months to go to San Polo in Chianti?
If you're hoping to snag a cheap San Polo in Chianti vacation package, consider planning a trip in October, November and December. You're likely to find better prices on flights and hotels during these quieter months — perfect for a budget-friendly getaway.
How many days is enough for San Polo in Chianti?
With a well-organized schedule, you can easily tick off the top San Polo in Chianti sights in a handful of days. But if you want to venture off the beaten track or go on day trips, consider booking your San Polo in Chianti vacation for longer.
How to find the best San Polo in Chianti package deals?
Bagging a cheap San Polo in Chianti package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can fine-tune your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most pocket-friendly San Polo in Chianti package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a San Polo in Chianti vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging hotels and flights separately. Better still, you can personalize your San Polo in Chianti escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to San Polo in Chianti?
If you've got your San Polo in Chianti vacation dates locked in, book as early as you can to grab some unbeatable deals. With Expedia, you can generally reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for traveling on a whim.
How to plan a trip to San Polo in Chianti?

  1. Pick your travel dates: What you want to do in San Polo in Chianti and your preferred season can help you decide when to travel.
  2. Calculate your budget: Make sure you have enough money to cover everything from transportation and meals to activities and airfares. Your hotel will probably be the largest expense during your trip to San Polo in Chianti.
  3. Organize your San Polo in Chianti getaway with our trip planning tool: Search for and book accommodations and experiences all in one place. You can also collaborate with family and friends to plan an unforgettable trip to San Polo in Chianti together.
  4. Decide how many days away: Start by listing all the activities and attractions you'd like to get to in San Polo in Chianti. Then, estimate how long you'll need for each, along with any travel time.
  5. Combine your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a San Polo in Chianti vacation package that brings all your bookings together.
  6. Book any activities or excursions: Now to the fun part — organizing everything you want to do and see. Explore some of the exciting things to do in San Polo in Chianti and reserve your tickets early to save time (and maybe some money too!).

Does Expedia offer Book Now, Pay Later San Polo in Chianti vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your San Polo in Chianti trip across 3, 6 or 12 months. There are also no late payment fees or hidden costs, so you can snap up cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.