Thessaly Holidays

Book a Hotel + Flight or Car together to unlock savings

Top destinations in Thessaly

The abandoned fortress of Kastro in Skiathos island, Sporades, Greece.
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Skiathos

Skiathos

Where to stay in Thessaly

Find the best Thessaly areas and neighborhoods for the activities you enjoy most. Learn more about Thessaly
Wide panoramaof Volos city at twilight. Magnesia - Greece.

Volos City Centre

1 out of top 10 points of interest in this area
4.5/5(9 area reviews)

Waterfront views, beaches and bars are some highlights of Volos City Centre. Make a stop by Volos Port or Archaeological Museum of Volos while you're exploring.

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Top hotels in Thessaly

Theatro Hotel Odysseon

Theatro Hotel Odysseon

4 out of 5
54, Patriarchou Dimitriou St. Kalabaka Trikala
The price is 1.568.775 ₫ per night from 29 Mar to 30 Mar
1.568.775 ₫
1.872.943 ₫ total
29 Mar - 30 Mar
includes taxes & fees
9.4/10 Exceptional! (732 reviews)
Good value for money, really great staff and amazing breakfast

Reviewed on 15 Mar 2026

Theatro Hotel Odysseon
Aeolos Hotel

Aeolos Hotel

4 out of 5
Skopelos Beach Skopelos Thessalia
8.4/10 Very Good! (75 reviews)
It was a lovely property!

Reviewed on 3 Oct 2025

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Aeolos Hotel
Petra Nera Skiathos

Petra Nera Skiathos

4 out of 5
Agia Paraskevi Skiathos Magnisias
10/10 Exceptional! (12 reviews)
The staff are what make this hotel special. They are so friendly and helpful. We stayed in a superior sea view room which was lovely, and the views breath-taking. The grounds are average and pool very small. Breakfast ingredients were low quality, and could be better.

Reviewed on 10 Sept 2025

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Petra Nera Skiathos
See all 2,313 properties in Thessaly
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 Thessaly holiday package cost?
Be ready to book, because a trip to Thessaly starts from an enticing . When you combine your flights, hotels and car rentals into a holiday package, you'll pick up the best deals.
How do I get a cheap travel package to Thessaly?
Just think of all the fun things you could do in Thessaly with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your hotel and airfare bookings into a Thessaly holiday package. You have plenty of choice when you book your trip with Expedia too. In fact, you can pick from more than 550 airlines and 1null000null000 hotels around the globe. Whether you're heading away with the whole family or travelling on your own, exploring Thessaly is better with a package.
What are the top hotels in Thessaly?
Check out Divani Meteora Hotel and Theatro Hotel Odysseon. They're the first choice for many travellers headed to Pelion. If South Pelion features on your itinerary, Tsikeli Boutique Hotel Meteora - Adults Friendly and Hotel Aegli are a couple of top-notch options.
How far in advance should I book my Thessaly holiday?
It can be difficult to know when is the perfect time to book your trip to Thessaly. But generally the earlier you book, the more affordable the prices. In some cases, you can book your flights and hotels up to a year before departure. If you're hoping for a last-minute getaway, no need to worry! There are fabulous bargains announced on Expedia all the time.
What does an Expedia Thessaly travel package include?
From hotels and airfares to car rentals, Expedia can help you put together a Thessaly package that's ideal for you. Holidaying for a week or longer? Consider a rental car, flight and hotel bundle. If you're taking a short break, an airfare and hotel deal could be more your style. Experiences can also be added after you've booked. Our packages make it easy to plan and save.
What should I know before booking a Thessaly travel package?
Locking in all the parts of your trip together is a simple way to save. Combine car rentals, airfares and hotels into one package. But you're not restricted to hotels. Expedia offers all kinds of properties, including holiday rentals like beach villas and short-term homes. You've got choices galore!
Can I choose my airline with a Thessaly Expedia holiday package?
With a holiday package, you're the one in charge. Whether you're looking to fly to Thessaly in coach or business class, simply pick from the available airline options. Expedia has access to over 550 partner airlines all over the world.
If I'm not able to travel, can I cancel my Thessaly holiday package?
Whether it's your flight or hotel, you can cancel and rebook it. Booked your Thessaly holiday package in the last 24 hours? You may be able to make any changes for free. For older bookings, you may incur a charge from your airline, hotel or car rental company. For more details, check out our Customer Service Portal. We'll help you each step of the way.

Popular places to visit

Monastery of the Holy Trinity in Meteora, Greece

Meteora

5/5(6 reviews)

Learn about the history of Meteora, a well-known monument in Kalabaka. Discover the mountain views and temples in this quaint area.

Meteora
Panoramic view of the beautiful town of Skopelos island with white houses and red roofs, Sporades, Greece

Port of Skopelos

4.5/5(19 reviews)

Explore the waterfront in Skopelos Town with a trip to Port of Skopelos. Wander the beaches and seaside in the area.

Port of Skopelos
Agia Kiriaki is a traditional fishing village and harbor of Trikeri, Magnesia, Pelion, Greece.

Volos Port

4/5(6 reviews)

Explore the waterfront in Volos with a trip to Volos Port. Stroll along this quaint area's beaches or simply enjoy its cafes.

Volos Port