Costalpino Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Costalpino Vacation

The best way to experience this city is with a custom-made Costalpino vacation package. Base yourself in the neighborhood of Lecchi in Chianti, which is good for walking, cycling and views or go someplace else — our package deals are all about you. Fill your days with visits to Siena Cathedral, Torre del Mangia and Piazza del Campo, some of the things you really should see during a trip to Costalpino. Stop dreaming and start adventuring. Check out the many options on Expedia today and put your Costalpino vacation plans into gear!

Top Costalpino Vacation Deals

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

The Moon Boutique Hotel & Spa

Historic Centre of Florence
CA $1,341
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.6/10 Exceptional! (592 reviews)
Excellent staff. Extremely helpful. Booked reservations for us and always happy to help. Hotel is nice and well maintained. Room was spacious for Italy. Shower was only tight squeeze

Reviewed on Sep 18, 2026

Grand Hotel Cavour

Grand Hotel Cavour

Historic Centre of Florence
Save 100% on your flight
CA $1,709
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
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 !

Reviewed on Sep 15, 2026

Aurum Firenze

Aurum Firenze

Historic Centre of Florence
Save 100% on your flight
CA $1,438
per person
Oct 22 - Oct 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Florence (FLR)
7.6/10 Good! (1,003 reviews)
Brilliant location, no more than 15-20 maximum minutes to walk to all the main sites. The staff worked hard and were very friendly and helpful.

Reviewed on Sep 17, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
CA $1,775
per person
Nov 25 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9.2/10 Wonderful! (1,001 reviews)
I can’t understand how the property even considers selling a room the size I was in under a staircase with a shower which barely trickles.

Reviewed on Sep 19, 2026

Castello di Velona Resort Thermal SPA & Winery

Castello di Velona Resort Thermal SPA & Winery

Save 100% on your flight
CA $3,063
per person
Nov 8 - Nov 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Florence (FLR)
9/10 Wonderful! (367 reviews)

Ready to book your vacation to Costalpino?

Choose your dates

Costalpino Hotel Deals

Hotel Athena

Hotel Athena

P Mascagni 55 Siena SI
Fully refundableReserve now, pay when you stay
CA $328
CA $369 total
Oct 20 - Oct 21
includes taxes & fees
Hotel Athena
La Certosa di Pontignano

La Certosa di Pontignano

loc. Pontignano, 5 Castelnuovo Berardenga SI
Fully refundableReserve now, pay when you stay
CA $141
CA $168 total
Oct 6 - Oct 7
includes taxes & fees
9.4/10 Exceptional! (564 reviews)
"Magical place! We loved jazz night and the amazing wine paired dinner. Fantastic place!"

Reviewed on Sep 16, 2026

La Certosa di Pontignano
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

Banchi Di Sopra 85 Siena SI
Fully refundableReserve now, pay when you stay
CA $811
CA $908 total
Oct 5 - Oct 6
includes taxes & fees
9.2/10 Wonderful! (631 reviews)
"Our stay was just ok. Very noisy streets. And the bread at the breakfast buffet was extremely stale for both mornings. We could not eat it. If you are allergic to dust be warned that their curtains and bed headers are very dusty."

Reviewed on Sep 16, 2026

Grand Hotel Continental Siena – Starhotels Collezione
See all 4,998 properties in Costalpino
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.

What to do in Costalpino

Chianti Half Day Wine Tour from Florence

Chianti Half Day Wine Tour from Florence

CA $36
per adult
88% of travellers recommend
Chianti Half Day Wine Tour from Florence
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine

CA $115
per adult
88% of travellers recommend
Florence: San Gimignano, Siena, Monteriggioni, Chianti & Lunch with Wine
From Siena: Chianti and Castles Tour with Wine Tastings

From Siena: Chianti and Castles Tour with Wine Tastings

CA $137
per adult
88% of travellers recommend
From Siena: Chianti and Castles Tour with Wine Tastings
See all activities in Costalpino

Frequently asked questions

How much does a Costalpino vacation package cost?
You can grab a vacation package to this popular destination from CA $1,341 on Expedia. However, how much your vacation to Costalpino costs will depend on your hotel choice, season and length of stay.
What are the cheapest months to go to Costalpino?
January, February and November are great times to search for cheap Costalpino vacation packages. Opting to travel in less busy periods means you can usually find better prices on flights and hotels.
How many days is enough for Costalpino?
To fully enjoy your Costalpino vacation, we recommend booking for 2 days. Split your time between visiting Siena Stadium, Museo dell'Opera del Duomo and other leading sights, on top of exploring neighbourhoods like Siena Historical Centre and Siena City Centre. If you've got some spare time, include a day trip in your Costalpino vacation itinerary.
How to find the best Costalpino package deals?
Use Expedia's handy filters to help you find some great Costalpino package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Costalpino package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Costalpino vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking flights and hotels separately. Better still, you can tailor your Costalpino getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Costalpino?
Enjoy fantastic discounts by reserving your flights in advance with Expedia. If spontaneity is more your style, snap up one of our last-minute deals for a spur-of-the-moment Costalpino getaway.
How to plan a trip to Costalpino?
  1. Choose when to go: Check your diary and get your bags packed. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Costalpino.
  2. Work out your budget: Ensure you have enough money to pay for everything from food and transportation to experiences and flights. Your hotel will likely be the biggest expense during your trip to Costalpino.
  3. Decide how many days away: Start by compiling a list of the attractions and activities you want to get to in Costalpino. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a personalized Costalpino vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.