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

Things to do in Thessaly

Thessaly, Greece, is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and a variety of activities. Visitors can enjoy sightseeing tours, explore the breathtaking Meteora, and indulge in archaeological tours. For those seeking winter sports, the region's ski fields provide excellent skiing opportunities. Don't miss the chance to experience the charming island of Skiathos. With a mix of nature and culture, Thessaly promises an unforgettable vacation.

Shopping

In the heart of Thessaly, explore the vibrant market of Larissa, where local artisans showcase unique crafts. For a more modern shopping experience, visit the Cosmos Shopping Center, featuring a variety of international brands and local boutiques perfect for finding gifts and souvenirs.

Recreation

Experience the charm of the Theatre of Larissa, where culture and family vibes blend seamlessly with entertainment. At the Volos Municipal Theatre, enjoy captivating performances in a romantic setting. For sports enthusiasts, Karditsa Stadium offers exhilarating events that immerse you in the local sports culture.

Adventure

The Pelion Ski Centre offers thrilling skiing experiences with stunning mountain views, perfect for snow sports enthusiasts. For those seeking adventure, the Path of the Centaurs provides a picturesque hiking trail surrounded by breathtaking scenery. Meanwhile, Pertouli Ski Center promises exhilarating skiing and outdoor excitement amidst beautiful landscapes.

Nightlife

Thessaly’s nightlife offers a vibrant mix of bars and clubs. Start your evening at the lively La Pasteria for cocktails, then dance the night away at the energetic Club 22. For a more laid-back vibe, relax at the cozy Ouzeri, savoring local drinks and snacks.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in Thessaly

Thessaly, Greece, offers a perfect blend of outdoor adventure and stunning scenery, making it an ideal vacation spot. Explore its beautiful beaches, historic monasteries, and even nudist beaches. Whether you're seeking relaxation or a cultural experience, Thessaly has a variety of attractions and tourist destinations to discover, including top sites both within the region and across Greece. Don't miss the chance to immerse yourself in the vibrant local culture and breathtaking landscapes.

  • Meteora: Experience the breathtaking beauty of Meteora, where ancient monasteries perch atop towering rock formations. The serene atmosphere and rich cultural heritage offer a unique glimpse into Orthodox Christian history, making it a spiritual haven for visitors.
  • Koukounaries Beach: Relax on the stunning Koukounaries Beach, known for its soft golden sands and crystal-clear waters. This picturesque spot is perfect for sunbathing and swimming, providing a laid-back vibe with beautiful natural surroundings.
  • Theopetra Cave: Venture into Theopetra Cave for an adventurous experience filled with history and natural wonders. This archaeological site showcases fascinating formations and offers insight into prehistoric human life, making it an exciting destination for outdoor enthusiasts.

Best time to go to Thessaly

The best time to visit Thessaly can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Thessaly falls in July, when visitor numbers are high and weather is sunny with no rain. The coolest average temperature in Thessaly falls in January, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January40.8°F (4.9°C)Light RainMostly SunnyLowAverage
February43.9°F (6.6000000000000005°C)Light RainMostly SunnyLowSlightly Low
March51.6°F (10.9°C)Light RainMostly SunnyLowAverage
April55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
May64.8°F (18.2°C)No RainMostly SunnyAverageAverage
June73.4°F (23.0°C)No RainSunnyAverageSlightly High
July79.7°F (26.5°C)No RainSunnyHighSlightly High
August79.2°F (26.200000000000003°C)No RainSunnyHighSlightly High
September71.1°F (21.700000000000003°C)Light RainSunnyHighAverage
October61.2°F (16.2°C)Light RainMostly SunnyAverageSlightly Low
November52.7°F (11.5°C)Light RainMostly SunnyAverageSlightly Low
December49.1°F (9.5°C)Light RainMostly SunnyAverageAverage

Tips to save on your trip to Thessaly

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Thessaly during the low season (February and October to November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Thessaly Hotel Deals

Theatro Hotel Odysseon

Theatro Hotel Odysseon

4 out of 5
54, Patriarchou Dimitriou St., Kalabaka, Trikala
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (666 reviews)
Stunning views!
"We absolutely loved the location — as you drive into Kalambaka, the hotel is conveniently located on the left with stunning views. The staff were incredibly welcoming, and the entire hotel was spotless. We only wish we had stayed a few more nights!"

Reviewed on Jul 26, 2025

Get rates
Theatro Hotel Odysseon
Grecotel Larissa Imperial

Grecotel Larissa Imperial

5 out of 5
182, Farsalon Str, Larissa, Thessalia
Fully refundableReserve now, pay when you stay
$118 nightly
The price is $152 total per night from Aug 23 to Aug 24
$152 total
Aug 23 - Aug 24
Total includes taxes and fees
8.6/10 Excellent! (172 reviews)
"Great staff and Service. The best buffet breakfast we have ever had with great selection! The gym was above average for a hotel and the pool amenities were top notch. Very close to shopping, restaurants and cafes, but in general, a car is recommended in Larisa, unless you are staying in the city ..."

Reviewed on Aug 17, 2025

Grecotel Larissa Imperial
Radisson Resort Plaza Skiathos

Radisson Resort Plaza Skiathos

4 out of 5
Kanapitsa, Skiathos, Skiathos Island
$173 nightly
The price is $208 total per night from Sep 14 to Sep 15
$208 total
Sep 14 - Sep 15
Total includes taxes and fees
7.8/10 Good! (33 reviews)
"Wonderful staff and clean and quiet. We would return for sure. We had a wonderful stay here"

Reviewed on Aug 1, 2025

Radisson Resort Plaza Skiathos
See all 2,341 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

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: Monasteries Tour, Lunch, and Athens Transfer Option

Meteora: Monasteries Tour, Lunch, and Athens Transfer Option

$41
per adult
92% of travellers recommend
Meteora: Monasteries Tour, Lunch, and Athens Transfer Option
Full day Trip from Athens to Meteora by Train

Full day Trip from Athens to Meteora by Bus

$116
per adult
100% of travellers recommend
Full day Trip from Athens to Meteora by Bus
Meteora DayTrip English or Spanish, option Lunch by Local agency

Meteora Monasteries & Caves DayTrip from Athens with Greek Lunch

$85
per adult
94% of travellers recommend
Meteora Monasteries & Caves DayTrip from Athens with Greek Lunch
See all activities in Thessaly
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.