Photo by Maria Fidalgo

Hotels in Astypalaia

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Check prices for these dates

Tonight
May 22 - May 23
Tomorrow
May 23 - May 24
This weekend
May 23 - May 25
Next weekend
May 30 - Jun 1

Where to stay in Astypalaia?

Chrysalis Boutique Hotel
Master Suite Panoramic Sea View Hot Tub | View from room

Chrysalis Boutique Hotel

3.0 star property
10.0 out of 10, Exceptional, (17)
Chrysalis Boutique Hotel
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.

Great weekend hotel deals in Astypalaia

Showing deals for:May 30 - Jun 1

Image gallery for Pylaia Boutique Hotel & Spa

Grand Suite, Private Pool, Sea View | View from room
VIP Access

Pylaia Boutique Hotel & Spa

3.0 star property
Astypalaia
8.8/10Excellent (22 reviews)
Member Price available
Price is $240
$100 nightly
$240 total
Total includes taxes and fees
Pylaia Boutique Hotel & Spa
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Our prices for Astypalaia are cheapest in November

See average prices and weather for all months

Price trends for hotels in Astypalaia

Pricing is based on two traveler single night rates
May
$82
Average price during May is $82
Jun
$112
Average price during June is $112
Jul
$146
Average price during July is $146
Aug
$186
Average price during August is $186
Sep
$106
Average price during September is $106
Oct
$169
Average price during October is $169
Nov
$43
Average price during November is $43
Dec
$46
Average price during December is $46
Jan
$49
Average price during January is $49
Feb
$54
Average price during February is $54
Mar
$57
Average price during March is $57
Apr
$72
Average price during April is $72
Currently viewing crowd sizes and weather for May.

May

trending_flatModerate crowds
High 69°F / low 65°F. Sunny most days.
69°
weather_sun
May, Moderate crowds, average high temperature 69 degrees Fahrenheit, average low temperature 65 degrees Fahrenheit. Sunny most days.
65°
76°
weather_sun
June, High crowds, average high temperature 76 degrees Fahrenheit, average low temperature 72 degrees Fahrenheit. Sunny most days.
72°
80°
weather_sun
July, High crowds, average high temperature 80 degrees Fahrenheit, average low temperature 76 degrees Fahrenheit. Sunny most days.
76°
81°
weather_sun
August, High crowds, average high temperature 81 degrees Fahrenheit, average low temperature 77 degrees Fahrenheit. Sunny most days.
77°
77°
weather_sun
September, High crowds, average high temperature 77 degrees Fahrenheit, average low temperature 74 degrees Fahrenheit. Sunny most days.
74°
72°
weather_sun
October, Moderate crowds, average high temperature 72 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
68°
67°
weather_sun
November, no crowd data, average high temperature 67 degrees Fahrenheit, average low temperature 63 degrees Fahrenheit. Sunny most days.
63°
61°
weather_sun
December, Low crowds, average high temperature 61 degrees Fahrenheit, average low temperature 57 degrees Fahrenheit. Sunny most days.
57°
58°
weather_sun
January, Moderate crowds, average high temperature 58 degrees Fahrenheit, average low temperature 54 degrees Fahrenheit. Sunny most days.
54°
58°
weather_sun
February, no crowd data, average high temperature 58 degrees Fahrenheit, average low temperature 54 degrees Fahrenheit. Sunny most days.
54°
60°
weather_sun
March, Low crowds, average high temperature 60 degrees Fahrenheit, average low temperature 56 degrees Fahrenheit. Sunny most days.
56°
64°
weather_sun
April, Moderate crowds, average high temperature 64 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
60°
Monthly weather averages (˚F)
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Top landmarks in Astypalaia

Astypalaia Castle

You can learn about the history of Astypalaia with a trip to Astypalaia Castle. Wander the marina and gardens while you're in the area.

See properties in Astypalaia Castle
Astypalaia Castle

Learn more about Astypalaia

Astypalaia is well-known for its attractions such as Astypalaia Archaelogical Museum and Central Square. The city has something for everyone including sights like Astypalea Windmills and Astipaleas Beach within a small-town setting.

See all hotels in Astypalaia
Astypalaia Castle A Butterfly-Shaped Island located where the Dodecanese meet the Cyclades. The island of Astypalaia with a centuries-old history, whitewashed villages and beautiful beaches. At the top of Chora, Chora’s castle towering over the town with the white domes of Evangelistria and Agios Georgios churches. #Architecture #Astypalaia #Greece #Dodecanese
Photo by Maria Fidalgo
Open Photo by Maria Fidalgo
A tranquil hotel pool encircled by beautiful arches, enhancing the ambiance for leisure and relaxation.

Summer Getaway Sale

Save 25% or more on select hotels, and earn 50% more rewards on all properties. Book by May 26 and travel by Sep 30, 2025. See terms*
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Frequently asked questions

What hotels do travelers recommend in Astypalaia?
Caldera Studios is an accommodation that is popular with guests.
Where can I get free parking at my hotel in Astypalaia?
These hotels offer the perk of free parking: Caldera Studios, Aphrodite Studios and Anatoli Luxury Studios. There are 10 options you may want to check out on our site.
Can I book refundable hotels in Astypalaia?
If you’re looking for the flexibility to change your travel plans to Astypalaia, most properties offer refundable* bookable rates. You can find these properties by searching our site and using the “fully refundable” filter to narrow the results down.
Where can I stay with my pet in Astypalaia?
Your furry friend can stay with you at these pet-friendly hotels: Pylaia Boutique Hotel & Spa, Ihthioessa Boutique Hotel and Chrysalis Boutique Hotel. There are 9 alternatives you can choose from on our site.
Which Astypalaia hotels do guests like for their central location?
Travelers like Ihthioessa Boutique Hotel for its great location.
Where can I stay in Astypalaia if I want an affordable accommodation?
Andromeda Resort and Saluti Da Stampalia Suites are two accommodations you might want to consider that’ll save you money.
Where can I stay in Astypalaia if I want a vacation home instead of a traditional hotel?
If you’re looking for a good alternative to a hotel, browse our selection of 17 vacation homes. You can also book one of 21 apartments or 12 villas.
Where can I stay if I'm traveling to Astypalaia with my kids?
Your kids are welcome at Pylaia Boutique Hotel & Spa, Andromeda Resort and Tholaria Boutique Hotel. You can also check out 6 available options on our site.
Where should I stay in Astypalaia for a trip with my partner?
Pylaia Boutique Hotel & Spa, Tholaria Boutique Hotel and GrandeMar Suites are a few good options for a romantic getaway with your special someone.
Where should I stay in Astypalaia if I'm looking for a luxury hotel?
An option for a luxury stay is Tholaria Boutique Hotel.
What will the weather in Astypalaia be like during my visit?
The warmest months in Astypalaia are usually August and July with an average temp of 77°F. January and February are the chilliest months when the average temp is 57°F. The rainiest months are January and December.
Why should I book my Astypalaia hotel with Hotels.com?
There are plenty of reasons to book your Astypalaia travel with us: our free cancellations on selected hotels* gives you the flexibility you’re looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™** on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Terms and conditions

*Book by 5/26/2025 11:59 pm in hotel property local time. Stay between 4/17/2025-9/30/2025. Member Prices are available to Hotels.com® app users and One Key members. Limited availability, blackout periods may apply.

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