Thessaly Vacations & Trips

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Your Thessaly Vacation

With a Thessaly vacation package, you can forget about the hassle of planning and instead focus on experiencing all this interesting destination has on offer. Your trip to Thessaly wouldn't be complete without getting to some of its most renowned cities, starting with Kastraki. Some of the most popular attractions here include Meteora and Theopetra Cave. Volos should also be on the itineraries of all Thessaly travelers. Visitors to this destination enjoy Pelion Ski Centre and Path of the Centaurs. Expedia has everything you need when it comes to organizing your Thessaly vacation. From hotels and flights, to activities and more, we're here to help you create a travel experience like no other.

Top destinations in Thessaly

Monday evening 9-4-2018
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South Pelion

South Pelion

Where to stay in Thessaly

Get a lay of the land and find the perfect place to stay Learn more about Thessaly
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Volos City Centre

1 out of top 10 points of interest in this area
4.5/5(19 area reviews)

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

Find hotels in Volos City Centre

Best Places to Vacation in Thessaly

1. Explore Skiathos with a vacation package

Skiathos, located in Thessaly, Greece, offers a perfect atmosphere for a beach vacation. With its beautiful sandy beaches, marinas, and hilly landscapes, it is an ideal destination for those seeking relaxation and adventure. Whether you want to indulge in water sports, go boating, or simply soak up the sun on the beach, Skiathos has it all. The trendy and vibrant atmosphere of the island, along with its bustling port and ferry connections, ensures that you will have a memorable and enjoyable vacation. Make sure to explore the destination activities and things to do while you're here!

  • The peak season is from May to July
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in Skiathos

2. Discover Skopelos with our vacation deals

Skopelos, Thessaly, Greece, offers a delightful beach vacation experience. With its beautiful islands and sandy beaches, this destination is perfect for sunbathing and swimming. The marina provides opportunities for boat trips and water activities. Immerse yourself in the local culture by visiting the museums, cathedral, and churches, which showcase the rich history and art of the area. Skopelos offers a laid-back atmosphere where you can relax and enjoy the stunning natural beauty. Whether you're seeking adventure or simply want to unwind by the sea, Skopelos is the ideal destination for a beach vacation.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 4 days in Skopelos

3. Experience Skiathos Town with a travel package

Kalabaka, located in Thessaly, Greece, offers an incredible outdoor vacation experience. Its stunning natural beauty includes majestic mountains, picturesque scenery, and breathtaking temples. Visitors can explore the area through various sightseeing tours and enjoy the charming atmosphere of this small historical town. Kalabaka also boasts a vibrant cafe and dining scene, where travelers can indulge in delicious Greek cuisine. Whether you're seeking adventure or relaxation, Kalabaka's diverse offerings make it the perfect destination for outdoor enthusiasts looking to immerse themselves in Greece's rich culture and natural wonders.

4. Escape to Kalabaka with a vacation package

Skiathos Town, located in the heart of Skiathos island in Thessaly, Greece, offers a vibrant and lively atmosphere perfect for a beach vacation. With its beautiful sandy beaches, marina, and port, visitors can enjoy a variety of water activities such as boating, sailing, and ferry rides. The town is also known for its hilly landscape, offering breathtaking views and opportunities for hiking and exploring. Alongside the natural beauty, Skiathos Town boasts a rich cultural heritage with its numerous churches and historic sites. Whether you're looking for relaxation or adventure, Skiathos Town has something for everyone.

  • The peak season is from March to May
  • The off-peak season is from October to December
  • Travelers tend to stay 2 days in Kalabaka

6. Enjoy Volos with a travel package

Volos, located in Thessaly, Greece, offers a charming atmosphere for outdoor vacation experiences. With its proximity to the sea, visitors can indulge in fresh seafood and enjoy the cozy ambiance of local cafes. The city also boasts beautiful beaches for swimming and exploring ancient ruins. Volos has a small-town feel, perfect for those seeking a relaxed and authentic experience. For adventure enthusiasts, there are opportunities for outdoor activities, while the marina and port offer a lively atmosphere with cocktail bars. Vacation packages are popular, ensuring a well-rounded and enjoyable vacation in Volos.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Volos

5. Find your perfect Alonissos vacation

Alonissos offers a unique and picturesque atmosphere for a beach vacation in Greece. Located in the region of Thessaly, this island is known for its stunning marinas, sandy beaches, and crystal-clear waters. Visitors can enjoy sailing, swimming, and sunbathing on the beautiful beaches, as well as exploring the charming port town. Alonissos also has a rich cultural heritage, with opportunities to experience local cheese and immerse oneself in the island's unique culture. Whether arriving by ferry or seeking a relaxing beach getaway, Alonissos provides the perfect destination for a memorable vacation.

  • Travelers tend to stay 4 days in Alonissos

Best months to visit Thessaly

Looking for the best time to visit Thessaly? Our table will help you. Thessaly boasts a year-round average temperature of 60.3°F, reaching a peak of 79.7°F in July, its warmest month, and dropping to an average low of 40.8°F in January, the coolest month. The annual rainfall averages 69.9mm, with December experiencing the heaviest showers, while August is the driest month.

MonthTemperature (Fahrenheit)RainfallCloud coverage
January40.8Light RainMostly Sunny
February43.9Light RainMostly Sunny
March51.6Light RainMostly Sunny
April55.8Light RainMostly Sunny
May64.8No Rain (Dry)Mostly Sunny
June73.4No Rain (Dry)Sunny
July79.7No Rain (Dry)Sunny
August79.2No Rain (Dry)Sunny
September71.1Light RainSunny
October61.2Light RainMostly Sunny
November52.7Light RainMostly Sunny
December49.1Light RainMostly Sunny

How to save money on a vacation to Thessaly

  • Combine your flights with hotels or car rentals to save money with Expedia's OneKey program.
  • Take advantage of Expedia's OneKey program to collect points and save money on your Thessaly trip.
  • Utilize the helpful search filters on Expedia to find the perfect accommodation within your budget.
  • Consider traveling during the off-peak season in Thessaly for more affordable options.
  • Use the price limits search filter on Expedia to find a package deal that suits your budget.
  • Discover the best vacation experience for you by using the travel experience filter on Expedia, whether it's a family, romantic, or adventurous getaway.

Thessaly Essential Information

Language
Greek
Currency
Euros
Local Welcome
Ya su
Local Goodbye
Yiá sou
Closest Airport
Skiathos Island National Airport (JSI)
Top Sights
Koukounaries Beach, Theopetra Cave and Megali Ammos Beach

Thessaly Hotel Deals

Divani Meteora Hotel

Divani Meteora Hotel

4 out of 5
National Rd, Trikala - Ioannina, Kalabaka, Thessalia
Fully refundable
$146 nightly
The price is $177 total per night from Oct 31 to Nov 1
$177 total
Oct 31 - Nov 1
Total with taxes and fees
9/10 Wonderful! (479 reviews)
"Nice hotel, bed and pillows very comfortable. They have a nice sauna and steam that is included in your price. Free parking on site. About a 8 min drive to meteora site. 5 min drive to town. The staff is very friendly and helpful. Great staff. Overall nice hotel a true 4 star hotel."

Reviewed on Oct 8, 2025

Divani Meteora Hotel
Theatro Hotel Odysseon

Theatro Hotel Odysseon

4 out of 5
54, Patriarchou Dimitriou St., Kalabaka, Trikala
$56 nightly
The price is $67 total per night from Nov 16 to Nov 17
$67 total
Nov 16 - Nov 17
Total with taxes and fees
9.2/10 Wonderful! (686 reviews)
"I had a great room with a big balcony and spectacular view (room 210). Sizeable room with artsy ambiance. A little tired but I liked it. The shower over the hot tub was awkward. The hot tub leaked. Linen etc was clean but towels were a little musty. Staff were excellent. I would stay again."

Reviewed on Oct 12, 2025

Theatro Hotel Odysseon
Amalia Hotel Meteora

Amalia Hotel Meteora

4 out of 5
Theopetra, Kalabaka, Thessalia
$103 nightly
The price is $120 total per night from Nov 7 to Nov 8
$120 total
Nov 7 - Nov 8
Total with taxes and fees
8.8/10 Excellent! (266 reviews)
"This hotel is huge! Set up for large tour groups and run efficiently for that but it’s good to be aware in advance as an individual traveler gets a bit lost. The rooms are nice and beds comfortable. The pool area with the bar is great. Nice breakfast too. The major drawback of this place is that ..."

Reviewed on Oct 1, 2025

Amalia Hotel Meteora
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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 Thessaly vacation package cost?
We make it simple to travel the world, with Thessaly packages starting from as little as . You'll have the flexibility to combine your favorite hotels, airlines and car rental. For the ultimate getaway, why not add a couple of tours and activities to your travel itinerary?
How do I get a cheap travel package to Thessaly?
Bundle your flights and hotels, throw in extras such as activities or a rental car, and save with a Thessaly vacation package. You won't just pick up awesome discounts on your trip — you'll have lots of choice at your fingertips too. When you book with Expedia, you can choose from more than 550 air carriers and 1,000,000 hotels globally. Your dream vacation starts right here, right now!
What are the top hotels in Thessaly?
When it comes to hotels in Pelion, Divani Meteora Hotel and Theatro Hotel Odysseon are two great options. If you're visiting South Pelion, Alsos House and Tsikeli Boutique Hotel Meteora - Adults Friendly are waiting to welcome you.
How far in advance should I book my Thessaly vacation?
While not all air carriers advertise tickets early, customers are usually able to look up international flights on Expedia up to 12 months in advance. This is the time when you can score some fantastic bargains. If you're booking last minute, you might still be in luck. Low prices occasionally emerge only weeks prior to departure.
What does an Expedia Thessaly travel package include?
That depends on you. You can select from a range of Thessaly bundles, such as a hotel, rental car and flight. You can also book a flight and a hotel, or a rental car with a flight. Once you've made your booking, you can add the fun stuff like experiences and tours. Whatever your ideal Thessaly vacation looks like, get ready to save!
What should I know before booking a Thessaly travel package?
When you book your hotels, flights and car rentals together, you'll nab awesome discounts. Whether you're planning an outdoor getaway in a chalet or want to stay in a convenient hotel in the city, Expedia will help make it happen.
Can I choose my airline with a Thessaly Expedia vacation package?
With a vacation package, you're the boss. Whether you're eager to fly to Thessaly in coach or business class, simply pick from the available airline options. Expedia has access to more than 550 partner airlines around the world.
Does Expedia offer Book Now, Pay Later Thessaly vacation packages?
Pay the total cost of your package booking when you lock it in or split the cost over a number of installments — the choice is yours. Each wanderer has their own unique financial circumstances. It's for that reason Expedia has joined forces with online lender Affirm to offer a Book Now, Pay Later option for all package bookings.
If I'm not able to travel, can I cancel my Thessaly vacation package?
You can. We totally understand that life doesn't always go to plan, so we're here to help if you have to make changes to your Thessaly vacation package. You may be able to amend or cancel your itinerary for free if you've booked within 24 hours. Your airline, hotel or car rental company may charge you a fee if you booked more than 24 hours ago. Take a look at our Customer Service Portal for further information. Also, be sure to check your itinerary for the nitty-gritty on change fees.

Discover the most popular places to visit in Thessaly

Meteora

Meteora

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

Meteora
Sun setting over skiathos

Port of Skianthos

Explore the waterfront in Skiathos with a trip to Port of Skianthos. While you're in the area, stroll along the beautiful beaches.

Port of Skianthos
Achladias beach, Skiathos island - one of the most beautiful Greece islands #BVSBlue #blue

Achladies Beach

If a restful vacation is part of your travel plans, Achladies Beach might be the perfect place to seek out during your trip to Katsarou. While you're in the area, stroll along the seaside.

Achladies Beach

What to do in Thessaly

Meteora DayTrip English or Spanish, option Lunch by Local agency

Meteora Monasteries & Caves DayTrip from Athens with Greek Lunch

$83
per adult
90% of travellers recommend
Meteora Monasteries & Caves DayTrip from Athens with Greek Lunch
Picture 19 for Activity Meteora: Panoramic Morning Small Group Tour with Local Guide

Meteora: Panoramic Morning Small Group Tour with Local Guide

$35
per adult
100% of travellers recommend
Meteora: Panoramic Morning Small Group Tour with Local Guide
Kalabaka: Meteora Small-Group Hiking Tour w/ Monastery Visit

Kalabaka: Meteora Small-Group Hiking Tour w/ Monastery Visit

$35
per adult
Kalabaka: Meteora Small-Group Hiking Tour w/ Monastery Visit
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