Province of Arezzo Vacations & Trips from $1,040

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Your Province of Arezzo Vacation

With all the details organized before you leave home, our Province of Arezzo vacation packages let you focus on what's important — having fun. Known for its bars and pubs, walking trails and views, the only thing you'll need to do is relax and enjoy every unforgettable moment. Begin your trip to Province of Arezzo with some time in Cortona visiting popular attractions like Villa Bramasole and Isola Maggiore. Loro Ciuffenna is another city that draws travelers from all over. San Pietro a Gropina and Mulino Ad Acqua are two of the leading places to see here. Whether you plan to travel on a budget or in the lap of luxury, Expedia are here to help you customize your next dream Province of Arezzo vacation.

Top destinations in Province of Arezzo

A hillside town with historic buildings, a church, and vineyards.

Cortona

Cortona
A historic square with a prominent tower, a church with a bell tower, and a café area.

Arezzo

Arezzo
A historic town with colorful buildings, a prominent clock tower, and terracotta-tiled roofs.

Loro Ciuffenna

Loro Ciuffenna
A historic church with a prominent clock tower, arched windows, and a stone facade.

Bucine

Bucine
A mountainous landscape with vineyards, scattered houses, and a distant city.

Cavriglia

Cavriglia
A historic stone castle with a tall tower, arched windows, and a statue on a pedestal.

Poppi

Poppi
A historic town with a prominent church tower, surrounded by rolling hills and vineyards.

Castiglion Fiorentino

Castiglion Fiorentino
A mountainous landscape with a valley shrouded in mist, surrounded by dense forest and rocky outcrops.

Terranuova Bracciolini

Terranuova Bracciolini

The Latest Province of Arezzo Vacation Packages

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

Aurum Firenze

Historic Centre of Florence
$1,040
per person
Oct 26 - Nov 1
found 2 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
7.6/10 Good! (1,006 reviews)
The room was clean, staff reasonably friendly, breakfast breads were stale, air conditioning worked well. Conveniently located for train station

Reviewed on Sep 2, 2026

Hotel Duomo Firenze

Hotel Duomo Firenze

Historic Centre of Florence
$1,770
per person
Nov 21 - Nov 28
found 7 hours ago
Roundtrip non-stop flight included
New York (JFK) to Florence (FLR)
9.2/10 Wonderful! (1,004 reviews)
.

Reviewed on Aug 31, 2026

Residenza Florentia

Residenza Florentia

Historic Centre of Florence
Save 100% on your flight
$1,871
per person
Oct 4 - Oct 13
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
8.4/10 Very Good! (53 reviews)
Staff was helpful, the property was not very well maintained.

Reviewed on Jun 1, 2026

Villa Cora

Villa Cora

Oltrarno
Save 100% on your flight
$5,499
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Florence (FLR)
9.8/10 Exceptional! (482 reviews)
Hotel Unicorno

Hotel Unicorno

Historic Centre of Florence
$1,915
per person
Oct 5 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Florence (FLR)
8.2/10 Very Good! (510 reviews)
No frills hotel.

Reviewed on Aug 31, 2026

Find the Best Province of Arezzo Vacation Packages

Province of Arezzo Essential Information

Language
Italian
Currency
Euros
Local Welcome
Ciao
Local Goodbye
Ciao
Closest Airport
Galileo Galilei Airport (PSA)
Population
76,300
Top Sights
Arezzo Equestrian Centre, Valle dellInferno e Bandella and Poppi Zoo

Province of Arezzo Hotel Deals

Villa di Piazzano - Small Luxury Hotel of the World

Villa di Piazzano - Small Luxury Hotel of the World

Localita Piazzano, C.P. 6 Cortona AR
$652 nightly
$726 total
Sep 12 - Sep 13
Total with taxes and fees
9.8/10 Exceptional! (246 reviews)
"It was a spectacular stay and so peaceful! All the staff were super helpful and the quality of service, amenities, and food really shined. Before we actually arrived, the staff would check in with us leading up to make sure we were all set up and all our requests answered. They also helped us prepare ..."

Reviewed on Sep 1, 2026

Villa di Piazzano - Small Luxury Hotel of the World
Monastero di Cortona Hotel & Spa

Monastero di Cortona Hotel & Spa

Via del Salvatore Cortona AR
Fully refundableReserve now, pay when you stay
$360 nightly
$406 total
Sep 13 - Sep 14
Total with taxes and fees
10/10 Exceptional! (321 reviews)
"Unique and beautifully appointed hotel. We loved our stay here. The spa is lovely and the food was fabulous. The staff are wonderful especially Allesandro, Federico, Orlando, Matteo and all the lovely staff at breakfast. The housekeeping staff were very friendly and we had an amazing time here. We ..."

Reviewed on Sep 2, 2026

Monastero di Cortona Hotel & Spa
Hotel Continentale

Hotel Continentale

Piazza Guido Monaco, 7 Arezzo AR
Fully refundableReserve now, pay when you stay
$117 nightly
$140 total
Sep 8 - Sep 9
Total with taxes and fees
8.6/10 Excellent! (486 reviews)
"Great location. Walking distance from central train station."

Reviewed on Aug 20, 2026

Hotel Continentale
See all 4,216 properties in Province of Arezzo
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.

Frequently asked questions

How much does a Province of Arezzo vacation package cost?
Get set to book, because a trip to Province of Arezzo starts from an affordable $1,040. When you bundle your flights, hotels and more into a package, you'll pick up great deals.
How do I get a cheap travel package to Province of Arezzo?
Browse and book everything all in one place with our Province of Arezzo vacation packages. You'll discover bargains on flights, hotels, tours and more that'll keep your budget happy and adventurous side satisfied. And, with more than 550 air carriers and 1,000,000 hotel options around the world to select from, you have countless opportunities to mix and match as you want.
What are the top hotels in Province of Arezzo?
For properties in Cortona with comfy beds and friendly service, you can't go past Monastero di Cortona Hotel & Spa and Hotel San Michele. If you're visiting Bucine as well, you'll get a good night's sleep at Hotel Borgo di Cortefreda Relais or Villa I Barronci Resort & Spa.
How far in advance should I book my Province of Arezzo vacation?
It can be hard to know exactly when is the perfect time to book your Province of Arezzo trip. But typically the earlier you book, the better the prices. In some cases, you can secure your flights and hotels nearly a year prior to your departure date. If you're thinking of a last-minute getaway, no need to fret! There are plenty of fantastic bargains featured on Expedia all the time.
What does an Expedia Province of Arezzo travel package include?
You can select from a combination of hotels, flights and rental cars. Once you've made your booking, you can add the fun stuff like activities and experiences. Want to pick your fare class? That's also possible. The choice is yours when it comes to creating your perfect Province of Arezzo escape.
What should I know before booking a Province of Arezzo travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like sightseeing tours or experiences. Your next awesome adventure is only a few clicks away.
Can I choose my airline with a Province of Arezzo Expedia vacation package?
Most definitely. We offer more than 550 airlines throughout the world, so you can design your Province of Arezzo adventure according to your budget and style.
Does Expedia offer Book Now, Pay Later Province of Arezzo vacation packages?
With one of our vacation packages, you can customize both your trip and a payment schedule. Expedia can help reduce financial stress relating to your travel with a Book Now, Pay Later booking, thanks to our proud partnership with online lender Affirm. That way, all you have to concentrate on is packing to jet off into the sunset.
If I'm not able to travel, can I cancel my Province of Arezzo vacation package?
Whether it's your hotel, flight or rental car, you can cancel or amend it. Booked your Province of Arezzo vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. If it's been longer than that, you may incur a charge from your hotel, airline or car rental company. For further information, head to our Customer Service Portal. We're here to help you every step of the way.

Stay near popular Province of Arezzo attractions

A historic building with multiple flags and a tower.

Piazza Grande

9.4/10 (160 reviews)
See the city’s famous annual medieval jousting festival in this sloping red-brick plaza, which houses some of Arezzo’s most historic buildings.
See properties
A historic stone church on a hill surrounded by autumn-colored trees.

Sanctuary of La Verna

9.4/10 (19 reviews)
Learn about the local history of Chiusi della Verna with a stop at Sanctuary of La Verna. Amble around the area's forest or visit its spas.
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A detailed stone carving of a religious scene within an ornate Gothic arch.

Cathedral of Saints Peter and Donato

9.2/10 (174 reviews)
Marvel at exquisite stained-glass windows and stunning frescos in this historic hilltop church, which overlooks the Tuscan city of Arezzo.
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Valdichiana Outlet Village

8.8/10 (60 reviews)
You can find the perfect gifts to bring home at Valdichiana Outlet Village during your trip to Foiano della Chiana. While you're here, you can savor the wineries.
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Arezzo Equestrian Centre

9.0/10 (54 reviews)
You can take time to visit Arezzo Equestrian Centre during your travels to San Zeno. Discover the area's countryside and wineries.
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Villa Bramasole

9.2/10 (20 reviews)
You can learn about the history of Cortona with a trip to Villa Bramasole. You can enjoy the wineries while in the area.
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Camaldoli Hermitage

8.8/10 (6 reviews)
Find out about the history of Poppi when you spend time at Camaldoli Hermitage. Amble around the area's forest or visit its spas.
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Monastery of Camaldoli

9.0/10 (12 reviews)
After visiting Monastery of Camaldoli, make a plan to see the other sights and activities in Camaldoli. Amble around the area's forest or visit its spas.
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What to do in Province of Arezzo

Montepulciano Wine Tasting in the Tuscan Countryside

Montepulciano Wine Tasting in the Tuscan Countryside

$29
per adult
Montepulciano Wine Tasting in the Tuscan Countryside
Montepulciano: Winery Tour and Tasting

Montepulciano: Winery Tour and Tasting

$41
per adult
100% of travellers recommend
Montepulciano: Winery Tour and Tasting
Tasting Tour in One of The Most Beautiful Cellars in the World

Tasting Tour in One of The Most Beautiful Cellars in the World

$38
per adult
100% of travellers recommend
Tasting Tour in One of The Most Beautiful Cellars in the World
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.