Astypalaia

Travel Guide

A coastal town with white buildings, a harbor, and a hill with a castle.
A coastal town with white buildings, a ship in the sea, and pink flowers.
A coastal town with white buildings, clear turquoise waters, and sailboats.
A clear turquoise sea, sandy beach, and rocky coastline.
An ancient stone structure with a wooden door, overlooking a coastal landscape with a body of water and hills in the background.
Kallichoron Art Hotel

Kallichoron Art Hotel

Chora Astypalaia Astypalaia Island
$94 nightly
The price is $105 total per night from Oct 30 to Oct 31
$105 total
Oct 30 - Oct 31
Total with taxes and fees
Book a stay at this luxury guesthouse in Astypalaia. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Popular attractions Central Square and ...
9.8/10 Exceptional! (24 reviews)
"Lovely, spotless clean room with amazing view of Chora. The staff was super nice and friendly and the breakfast which was served at our room was delicious. Thanks for everything!"

Reviewed on Aug 17, 2026

Kallichoron Art Hotel
Caldera Studios

Caldera Studios

Pera Yialos Astypalaia
$42 nightly
The price is $48 total per night from Oct 29 to Oct 30
$48 total
Oct 29 - Oct 30
Total with taxes and fees
Book a stay at this beach guesthouse in Astypalaia. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Astipaleas Beach and Astypalaia Archaelogical ...
9/10 Wonderful! (31 reviews)
"We had an amazing view from our balcony. Apartments are in excellent location - just a short walk to Pera Gialos port/bus stop, and in the other direction to a good supermarket. Owner was kind, giving us a gift when we left, and also a bottle of red wine as well as a bottle of water, when we arrived. ..."

Reviewed on Oct 6, 2026

Caldera Studios
Pylaia Boutique Hotel & Spa

Pylaia Boutique Hotel & Spa

3 out of 5
Chora Astypalaia Astypalaia Island
Book a stay at this spa hotel in Astypalaia. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Central Square and Astypalea Windmills ...
8.6/10 Excellent! (26 reviews)
"Very nice Hotel the staff was amazing. The Hotel was clean and modern most of the rooms have ocean views. The only area of improvement I would be for the gym to have Wi-Fi and air-conditioning and more weights and equipment."

Reviewed on Sep 10, 2026

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Pylaia Boutique Hotel & Spa
See all 96 properties in Astypalaia
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.
Tholaria Boutique Hotel

Tholaria Boutique Hotel

2 out of 5
Chora Astypalea Astypalaia Astypalaia Island
Book a stay at this beach aparthotel in Astypalaia. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Central Square and Astypalea Windmills ...
9.4/10 Exceptional! (12 reviews)
"Beautiful property just a short walk up to the windmills. The host was amazing (so nice) and she knew everything about the island. Breakfast was great, the pool was a luxury and they also operated day trips to Koutsomitis & Kounoupes islands, a must do if you get the chance. We really enjoyed our ..."

Reviewed on Jul 26, 2026

Tholaria Boutique Hotel
Casa Tholari Al Mare

Casa Tholari Al Mare

Αστυπάλαια dodekanisa
Book a stay at this beach apartment in Astypalaia. Enjoy free WiFi, a beach locale, and laundry facilities. Popular attractions Astypalaia Archaelogical Museum ...
Casa Tholari Al Mare
Ihthioessa Boutique Hotel

Ihthioessa Boutique Hotel

2 out of 5
A Punta Astypalaia Astypalaia Island
Stay at this aparthotel in Astypalaia. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Astipaleas Beach and Astypalaia Archaelogical ...
9.8/10 Exceptional! (14 reviews)
"Nice & polite staff. Good breakfast and clean rooms"

Reviewed on Dec 29, 2025

Ihthioessa Boutique Hotel
See all properties in Astypalaia
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 Astypalaia attractions

Livadi Beach

9.2/10 (18 reviews)
If a restful vacation is part of your travel plans, Livadi Beach might be the perfect place to seek out during your trip to Astypalaia. Amble around the area's marina or visit its monuments.
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Things to do

Daily Cruise to Kounoupa, Koutsomiti & Red Rock in Astypalea

Daily Cruise to Kounoupa, Koutsomiti & Red Rock in Astypalea

$46
per adult
Daily Cruise to Kounoupa, Koutsomiti & Red Rock in Astypalea
See all activities in Astypalaia

Frequently asked questions

Is Astypalaia worth visiting?
Astypalaia is worth visiting for its unique blend of history and scenic beauty. Travelers can explore standout attractions such as the historic Astypalaia Castle, which offers panoramic views, and the iconic Astypalea Windmills, providing a picturesque glimpse into the island's distinctive character and heritage.
When is the best time to visit Astypalaia?
The best time to visit Astypalaia is from June through August, when the weather is warm and it's most popular with travelers. For fewer crowds and better value, the quieter months of October through December are a good bet, offering a more relaxed experience.
What is Astypalaia known for?
Astypalaia is known for its historic Astypalaia Castle, a prominent landmark for travelers. The destination also features the iconic Astypalea Windmills and the lively Central Square, offering key points of interest. These sites provide a glimpse into the character of this Greek island city.
What is a good itinerary length for Astypalaia?
A good itinerary length for Astypalaia is two to three days to explore key highlights like Astypalaia Castle, Astypalea Windmills, and Central Square. For an extended stay of four to five days, travelers can enjoy more relaxed time and add activities such as an Astypalaia Boat Rental for Exploration and Swimming or an Astypalaia Full Day Small Islands Tour.
What are the top things to do in and around Astypalaia?
Astypalaia offers historic landmarks, scenic views, and fantastic island and beach exploration:


How do I plan a trip to Astypalaia?
To plan your trip to Astypalaia, search Expedia for places to stay and book flights in advance. Explore landmarks like Astypalaia Castle and Astypalea Windmills, planning outdoor activities for early morning or late afternoon. Consider booking experiences such as boat rentals for exploration and swimming, or a full-day small islands tour, ahead of time.
Can I book a refundable hotel in Astypalaia?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Astypalaia by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Astypalaia with Expedia?
Expedia makes it easier to plan your Astypalaia trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Astypalaia?
The best choice depends on your travel style. Hotels in Astypalaia can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Astypalaia trip on Expedia?
Once you've booked your Astypalaia trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Astypalaia trip?
Expedia offers customer support before, during, and after your Astypalaia trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Astypalaia?
If it's your first trip to Astypalaia, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Astypalaia hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Astypalaia hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

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