Ermoupoli Vacation Packages

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Your Ermoupoli Vacation

Spend less time travel planning and more time having fun adventures with a Ermoupoli vacation package. The neighborhood of Delfini, which is great for views and walking, will make a great base for your city escape. Make your trip to Ermoupoli even more fulfilling by including some sightseeing. Ermoupolis Town Square, Galissas Beach and Kini Beach are among the most popular attractions worth exploring. Expedia is here to help you escape your routine. Tailor your vacation to Ermoupoli to suit your style of travel, whatever that may look like.

Top Ermoupoli Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Guesthouse Lila

Guesthouse Lila

Vaporia
CA $2,832
per person
Dec 31 - Jan 5
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Ermoupolis (JSY)
10/10 Exceptional! (25 reviews)
Everyone was so kind friendly and helpful! What a beautiful guesthouse. And wonderful hosts:)

Reviewed on Sep 29, 2026

Argini Syros

Argini Syros

Vaporia
CA $3,526
per person
Dec 31 - Jan 5
found 5 hours ago
Roundtrip flight included
Toronto (YYZ) to Ermoupolis (JSY)
10/10 Exceptional! (9 reviews)
We were very surprised this is a Michelin key hotel. Yes, it had recently been renovated with lots of marble. Small rooms. Bad breakfast with tiny bufffet. Pool tiny and unclean. Hamman only by appointment. Check in person was arrigant and left us waiting while she did other things. Felt very disrespected.

Reviewed on Sep 6, 2026

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Ermoupoli Hotel Deals

Syrou Melathron

Syrou Melathron

Babagiotou 5, Vaporia Syros
Fully refundable
CA $161
CA $199 total
Oct 31 - Nov 1
includes taxes & fees
9/10 Wonderful! (87 reviews)
"We liked the view it was fantastic. The bed was very comfy, Beautiful high ceilings, the breakfast on the rooftop was very nice. Convenient access to a swimming platform just outside the hotel, It was magical to swim in the Aegean. The wifi was terrible, dropped out every 20 seconds. Had to ask for ..."

Reviewed on Oct 12, 2026

Syrou Melathron
Esperance 2

Esperance 2

Mytilinis 7, Ermoupoli Syros Syros Island
CA $114
CA $132 total
Oct 31 - Nov 1
includes taxes & fees
9/10 Wonderful! (8 reviews)
"We were travelling as a mother & daughter and enjoyed our stay. Checkin was quick and efficient. Our room was spacious with a newish ensuite and we had the use of a large terrace which was pleasant in the evenings. The hotel was conveniently situated to town and the port."

Reviewed on Jun 12, 2024

Esperance 2
Esperance 1

Esperance 1

48 Akti Papagou & Folegantrou Syros Syros Island
Fully refundableReserve now, pay when you stay
CA $93
CA $109 total
Oct 25 - Oct 26
includes taxes & fees
9.2/10 Wonderful! (99 reviews)
"We loved our stay at esperance 1! Beautiful room, front desk was so helpful ❤️ we love syros and loved our stay here"

Reviewed on Oct 4, 2026

Esperance 1
See all 903 properties in Ermoupoli
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.

Stay near popular Ermoupoli attractions

Miaouli Square

9.6/10 (56 reviews)
You can learn about the history of Ermoupoli with a stop at Miaouli Square. Wander the beaches and waterfront in the area.
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Syros Town Hall

9.2/10 (42 reviews)
Syros Town Hall is just one of the places to see in Ermoupoli, so why not enjoy the other things to explore during your travels? Wander the beaches and waterfront in the area.
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Apollon Theater

9.2/10 (32 reviews)
You can enjoy a show at Apollon Theater during your trip to Ermoupoli. Wander the beaches and waterfront in the area.
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St. Nicholas Church

9.4/10 (28 reviews)
St. Nicholas Church is just one of the places to see in Ermoupoli, so why not enjoy the other things to explore during your travels? Wander the beaches and waterfront in the area.
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Neorion Elefsis Shipyard

8.4/10 (21 reviews)
Explore the waterfront in Ermoupoli with a trip to Neorion Elefsis Shipyard. Wander the beaches and waterfront in the area.
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Ermoupoli Industrial Museum

9.0/10 (7 reviews)
You can spend time studying the exhibits at Ermoupoli Industrial Museum during your trip to Ermoupoli. Wander the beaches and waterfront in the area.
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Archaeological Museum of Syros

9.0/10 (18 reviews)
You can spend an afternoon studying the exhibits at Archaeological Museum of Syros during your trip to Ermoupoli. Wander the beaches and waterfront in the area.
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Saint George Cathedral

8.0/10 (1 review)
Find out about the history of Ano Siros when you take a trip to Saint George Cathedral.
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What to do in Ermoupoli

Syros Hiking Exploration in the Untouched Apano Meria

Syros Hiking Exploration in the Untouched Apano Meria

CA $64
per adult
Syros Hiking Exploration in the Untouched Apano Meria
Boat and hike tour to the Hidden Beaches of Syros

Boat and hike tour to the Hidden Beaches of Syros

CA $145
per adult
Boat and hike tour to the Hidden Beaches of Syros
7 Day Cyclades Escape at Syros Tinos and Mykonos

7 Day Cyclades Escape at Syros Tinos and Mykonos

CA $2,570
per adult
7 Day Cyclades Escape at Syros Tinos and Mykonos
See all activities in Ermoupoli

Frequently asked questions

How much does an Ermoupoli vacation package cost?
Offering great value package deals from CA $2,832 on Expedia, you'll be surprised at how little a vacation to Ermoupoli costs! Our packages make travel planning easier and save you more.
What are the cheapest months to go to Ermoupoli?
Plan your getaway for the off-season and you're likely to get cheap Ermoupoli vacation packages. Keep in mind that school vacation periods and local festivals and events can impact prices, so do your research before you go.
How many days is enough for Ermoupoli?
Dedicate around 3 days for your Ermoupoli vacation if you want to discover all that makes this destination unique. Explore popular neighbourhoods, including Mesaria and Delfini. Then make a beeline for top sights like St. Nicholas Church and Apollon Theatre. With a clever itinerary, you can keep busy with room for some relaxation too. Want to venture outside of Ermoupoli? Consider squeezing in a day trip or two.
Is it worth booking a vacation package to Ermoupoli?
Boasting a host of highlights starting with its top-notch walking trails, Ermoupoli is a good vacation destination. Whether you want to discover attractions like St. Nicholas Church and Apollon Theatre or take the path less travelled, you'll find plenty to keep you busy during your Ermoupoli vacation.
How to find the best Ermoupoli package deals?
Begin your search for an Ermoupoli package deal by entering your destination and preferred trip dates under our "Packages" tab. Then add a few filters, like "Property type" and "Popular locations," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Ermoupoli package deal right away, just tweak your dates and search again. Remember that deals are only available for a limited time, so book early and get your Ermoupoli escape underway.
Is it cheaper to book an Ermoupoli vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll usually snag a better deal than booking each component separately. And you'll still enjoy the freedom to create a customized Ermoupoli vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Ermoupoli?
If you're planning a spontaneous Ermoupoli vacation, check out our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can score sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Ermoupoli?
  1. Choose your travel dates: What you want to do in Ermoupoli and your preferred season will help you decide when to get away.
  2. Work out your budget: Ensure you have enough money to pay for everything from transportation and meals to flights and activities. Your hotel will likely be the largest expense during your trip to Ermoupoli.
  3. Decide how long to go for: Now that you're up to speed on Ermoupoli, you can figure out the perfect length of your vacation. Put together a rough itinerary and give yourself enough time to cover everything you want to see.
  4. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the perfect Ermoupoli vacation package for you.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.