Roccastrada Vacation Packages

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Your Roccastrada Vacation

When you choose a Roccastrada vacation package, it's all about letting go and enjoying your getaway to the fullest. Discover the sights and sounds of this exciting city knowing that all the travel planning has been organized before you go. If taking in sights is part of the program during your trip to Roccastrada, stop by top attractions like Podere Ristella Vineyards and Winery, I Canaloni del Torrente Farma and Castello del Belagaio. Expedia will help you escape your daily routine. Tailor your vacation to Roccastrada to suit your travel style, whatever that may be.

Top Roccastrada Vacation Deals

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
Price was CA $3,150, price is now CA $1,884 per person
CA $1,884
per person
Oct 18 - Oct 24
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
9.6/10 Exceptional! (469 reviews)
The hotel is located a 25 min walk away from the heart of Florence so very easy to access the main attractions within the city. The hotel itself is immaculate and the staff are extremely helpful with dealing with any questions you may have. Being able to access the spa everyday for 1 and 30 minutes is an excellent perk as the facilities are well worth a visit, you are also able to book massages for an extra fee. The breakfast also gives a variety of options to start each day and the room itself is spacious, with the shower particularly being very comfortable.

Reviewed on Aug. 13, 2025

Palazzo Firenze by Baglioni Hotels & Resorts

Palazzo Firenze by Baglioni Hotels & Resorts

5 out of 5
Historic Centre of Florence
Price was CA $5,934, price is now CA $3,957 per person
CA $3,957
per person
Oct 18 - Oct 24
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
9.4/10 Exceptional! (230 reviews)
Gorgeous boutique hotel, like museum Beautiful rooms!!! Thank you Giovanni for all ur help and knowledge organizing everything for us, and breakfast waiters were great!!!

Reviewed on Aug. 21, 2025

Collegio alla Querce - Auberge Resorts

Collegio alla Querce - Auberge Resorts

5 out of 5
Le Cure
Price was CA $12,357, price is now CA $8,498 per person
CA $8,498
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
10/10 Exceptional! (2 reviews)
Dimora Palanca Boutique & SPA

Dimora Palanca Boutique & SPA

5 out of 5
Historic Centre of Florence
Price was CA $3,295, price is now CA $2,344 per person
CA $2,344
per person
Oct 18 - Oct 24
found 17 hours ago
Roundtrip flight included
Ottawa (YOW) to Florence (FLR)
9.6/10 Exceptional! (44 reviews)
The staff went out of their way to be helpful with all queries

Reviewed on Jun. 21, 2025

NH Collection Firenze Porta Rossa

NH Collection Firenze Porta Rossa

5 out of 5
Historic Centre of Florence
Price was CA $7,888, price is now CA $5,635 per person
CA $5,635
per person
Oct 1 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Florence (FLR)
9.4/10 Exceptional! (1,001 reviews)
Perfect location in Florence.

Reviewed on Nov. 24, 2024

Ready to book your vacation to Roccastrada?

 

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Roccastrada Hotel Deals

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundable
The price is CA $230 per night from Aug 28 to Aug 29
CA $230
CA $261 total
Aug 28 - Aug 29
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"I can’t say enough good things about this hotel. The property is not quite as rustic as some of the others in Siena - it looks like it was updated inside about 10-15 years ago but it’s still in wonderful shape - just not quite rustic or very modern. Coming from a hotel the night before that was also ..."

Reviewed on Aug. 22, 2025

Hotel Athena
Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is CA $198 per night from Sep 1 to Sep 2
CA $198
CA $225 total
Sep 1 - Sep 2
includes taxes & fees
9.2/10 Wonderful! (689 reviews)
Just beautiful
"The building, the views, the staff, the food, everything was just incredible. It was so quiet we felt like we were the only people there until we went for breakfast and realised there were others in the hotel. The view from the our room at the back of the hotel over the Tuscan hills will live with ..."

Reviewed on Aug. 9, 2025

Palazzo Ravizza
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
The price is CA $167 per night from Aug 28 to Aug 29
CA $167
CA $192 total
Aug 28 - Aug 29
includes taxes & fees
8.2/10 Very Good! (994 reviews)
"Everything good !"

Reviewed on Aug. 11, 2025

NH Siena
See all 4,971 properties in Roccastrada
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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What to do in Roccastrada

Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany

CA $56
per adult
Rocca di Frassinello Winery: Tour & Wine Tasting in Tuscany
The Private Challenge of the Crus

The Private Challenge of the Crus

CA $121
per adult
The Private Challenge of the Crus
Welcome to Casale del Bosco

Welcome to Casale del Bosco

CA $56
per adult
Welcome to Casale del Bosco
See all activities in Roccastrada

Frequently asked questions

How much does a Roccastrada vacation package cost?
Offering great value package deals from CA $1,884 on Expedia, you'll be thrilled with how little a vacation to Roccastrada costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Roccastrada?
To score cheap Roccastrada vacation packages, organize your trip outside of peak times such as public holidays. You'll generally find better availability and lower prices for hotels and flights.
How many days is enough for Roccastrada?
With a well-organized schedule, you can easily hit the most popular Roccastrada sights in a few days. But if you'd like to discover hidden gems or take day trips, think about booking your Roccastrada vacation for longer.
How to find the best Roccastrada package deals?
Use Expedia's filter tool to help you find some fabulous Roccastrada package deals. When you begin your search, just set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Roccastrada 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 typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Roccastrada vacation as a package?
You can enjoy significant savings on your next Roccastrada escape by booking a tailored vacation package. Click on the "Package" heading, then enter your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may land a better deal.
When to book a vacation package to Roccastrada?
If you're considering an impromptu Roccastrada trip, browse 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 terrific deals on your hotels and flights by booking ahead.
How to plan a trip to Roccastrada?

  1. Choose the right time to travel: Your schedule, favourite season and the type of weather you enjoy can all impact your decision on when to go to Roccastrada.
  2. Figure out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and experiences. Your hotel will likely be the largest expense during your trip to Roccastrada.
  3. Decide how long to go for: Now that you're up to speed on Roccastrada, you can work out the perfect length of your break. Pull together a draft itinerary and allocate enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your hotels, car rental, flights and more into a customized Roccastrada vacation package.

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