Mesaria Vacations from $714

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Your Mesaria Vacation

Book a custom vacation package to Mesaria and start looking forward to your next epic adventure. Consider staying in the neighborhood of Delfini, which is great for views and walking, for a real taste of this captivating city. Love to venture out and explore? Ermoupolis Town Square, Galissas Beach and Kini Beach are just a few of the best places to visit during your trip to Mesaria. No matter your travel plans or budget, organizing a tailored Mesaria vacation is a breeze with Expedia.

The Latest Mesaria vacation packages

Price found within the past 48 hours. Click for updated prices.
Diogenis Hotel

Diogenis Hotel

4 out of 5
Price was $719, price is now $714 per person
$714
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Ermoupolis (JSY)
9.4/10 Exceptional! (107 reviews)
Great property. Wonderful staff. Very clean rooms. It was quite noisy at night from within the hotel which was a distraction. Also, the beds are much too hard for anyone with back issues. Finally, the toilets in the basement should have toilet seats to accommodate travellers from around the world. Thank you!

Reviewed on Oct 2, 2025

Guesthouse Lila

Guesthouse Lila

4 out of 5
Price was $767, price is now $739 per person
$739
per person
Dec 12 - Dec 16
found 1 day ago
Roundtrip flight included
Chicago (CHI) to Ermoupolis (JSY)
10/10 Exceptional! (23 reviews)
Generous, warm, beautiful building.

Reviewed on Apr 29, 2024

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Mesaria Hotel Deals

Syrou Melathron

Syrou Melathron

4 out of 5
Babagiotou 5, Vaporia, Ermoupolis, Syros
$111 nightly
The price is $138 total per night from Oct 28 to Oct 29
$138 total
Oct 28 - Oct 29
Total with taxes and fees
8.8/10 Excellent! (69 reviews)
This hotel is historic and beautiful. An easy walk to restaurants and shops. The staff was great.

Reviewed on Oct 18, 2025

Syrou Melathron
Diogenis Hotel

Diogenis Hotel

4 out of 5
Plateia Papagou, Ermoupolis, Syros, Syros Island
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $99 total per night from Oct 28 to Oct 29
$99 total
Oct 28 - Oct 29
Total with taxes and fees
9.2/10 Wonderful! (106 reviews)
Clean modern room, good breakfast and helpfull staff.

Reviewed on Oct 13, 2025

Diogenis Hotel
Alma Syros

Alma Syros

OLYMPIOU DIOS 0, Syros, KYKLADON
$86 nightly
The price is $100 total per night from Nov 5 to Nov 6
$100 total
Nov 5 - Nov 6
Total with taxes and fees
10/10 Exceptional! (11 reviews)
Beautiful hotel in a convenient central location in Syros. Very friendly and helpful staff. Great facilities and felt extra special and comfortable for my entire stay.

Reviewed on Oct 22, 2025

Alma Syros
See all 891 properties in Mesaria
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.

Find the Best Mesaria Vacation Packages

Mesaria Essential Information

Language
Greek
Currency
Euros
Local Welcome
Ya su
Local Goodbye
Yiá sou
Closest Airport
Mykonos Island National Airport (JMK)
Top Sights
Agathopes Beach, Finikas Beach and Kini Beach

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Frequently asked questions

How much does a Mesaria vacation package cost?
You'll find cheap prices from $714 on Expedia for your Mesaria getaway. However, factors like the length of stay, the season and your choice of hotel will influence how much your vacation to Mesaria costs.
What are the cheapest months to go to Mesaria?
October, November and December are the best times to search for cheap Mesaria vacation packages. Opting to travel in quieter months means you can usually find better prices on hotels and flights.
How many days is enough for Mesaria?
Usually, a handful of days is enough to check out the main attractions during your Mesaria vacation. But if you'd like to have time to kick back or take day tours, consider extending your itinerary.
How to find the best Mesaria package deals?
Landing a cheap Mesaria package deal is a cinch with Expedia. Once you've entered your destination and travel dates under our "Packages" tab, set your budget range, apply a few filters and browse what's available. You can tailor your search by "Area," "Amenities," "Property type" and more. Order the results by "Price: low to high" to view the most wallet-friendly Mesaria package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are typically lower.
Is it cheaper to book a Mesaria vacation as a package?
You can enjoy significant savings on your Mesaria break by booking a customized vacation package. Click on the "Package" heading, then enter your destination and travel dates to see some great hotel prices and airfares. Bundle everything into a great-value 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 Mesaria?
If you're considering a spontaneous Mesaria vacation, browse our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can score awesome deals on your flights and hotels by booking ahead.
How to plan a trip to Mesaria?

  1. Pick your travel dates: What you plan to do in Mesaria and your favorite season will help you decide when to go.
  2. Set a budget: Factor in expenses like transportation, flights and meals when working out how much to set aside for your trip to Mesaria. Then, pick a property that suits your budget, whether that's a low-cost option or a more upscale getaway.
  3. Use our trip planning tool to discover Mesaria: Research every aspect of your trip to Mesaria with this comprehensive planner. Invite family or friends to collaborate on a group getaway, search for stays or things to do and make bookings.
  4. Decide your trip length: Consider how much time you want to spend discovering Mesaria. Plan your days so you can get to all the attractions and experiences you're interested in without rushing.
  5. Bundle your flights and hotel: Epic destination, check. Length of stay, check. All that's left is to choose a Mesaria vacation package that brings all your bookings together.
  6. Book any activities or excursions: Here's the fun part — organizing everything you want to see and do. Browse some of the top things to do in Mesaria and reserve your tickets early to save time (and maybe some spending money too!).

Does Expedia offer Book Now, Pay Later Mesaria vacation packages?
If you're anything like us, you love traveling but don't love the price tag that can come with it. That's why we offer Book Now, Pay Later vacations. With help from online lender Affirm, you can spread the total cost of your Mesaria break over 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can snap up great vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.