Find hotels in Astypalaia from $40

The best area to stay in Astypalaia is the Chora, which is the island's main town, located beneath the Venetian Castle.

The Chora is the island's central point, characterized by its whitewashed houses cascading down the hillside, traditional windmills, and narrow, winding pathways. It's built amphitheatrically around the castle, offering panoramic views of the Aegean Sea. Most of the island's dining, shopping, and nightlife options are concentrated here.

For couples, the Chora provides a romantic setting with its picturesque streets and stunning sunsets. You can enjoy intimate dinners at tavernas with castle views, explore the historic castle ruins, and take leisurely strolls through the town's charming alleys.

Solo travelers will also find the Chora to be an excellent base. Its central location makes it easy to meet other travelers, join guided tours, and access public transport to explore other parts of the island.

Two of the best hotels in Astypalaia that receive consistently high recommendations from travelers are the Pylaia Boutique Hotel & Spa and Saluti Da Stampalia Suites.

The 3-star Pylaia Boutique Hotel & Spa, with an 8.8 rating, offers a luxurious experience with amenities such as Frette Italian sheets, rainfall showerheads, and private pools or plunge pools. Many rooms also boast beautiful sea views, and guests can enjoy a poolside bar. It is conveniently located near the Astypalaia Archaeological Museum, Astipaleas Beach, and Livadi Beach, all within 0.4 miles.

Another highly recommended option is Saluti Da Stampalia Suites, which has an exceptional 10.0 rating. Guests frequently praise the incredible food, including complimentary local breakfast, and the clean rooms. This hotel provides premium bedding, designer toiletries, and some suites feature a private outdoor hot tub and deep soaking bathtubs, along with lovely sea views.

For families traveling to Astypalaia, the Castillio Hotel and Tholaria Boutique Hotel are excellent choices.

The Castillio Hotel, with an outstanding 9.8 rating, offers convenient amenities such as complimentary cribs and sofa beds, ensuring comfort for all family members. It also provides a free 24-hour airport shuttle and free airport transportation, making arrivals and departures stress-free. Free WiFi and complimentary self-parking are also available.

Another superb option for families is the Tholaria Boutique Hotel, rated 9.2. This hotel features a refreshing pool, free cribs, and highchairs for children, suiting the needs of younger guests. Guests can enjoy complimentary breakfast, including local specialties, and there is free wired internet in public areas, along with free WiFi. Free self-parking is also provided. It is conveniently located near Astypalaia Archaelogical Museum, Astipaleas Beach, and Livadi Beach, all within 0.4 miles.

The 3-star Pylaia Boutique Hotel & Spa, rated 8.8, is another great choice for families. It offers complimentary rollaway extra beds and cribs, as well as sofa beds. Guests can also enjoy the spa facilities, including a hot tub, with some rooms featuring private indoor hot tubs. It is also close to Astypalaia Archaelogical Museum, Astipaleas Beach, and Livadi Beach.

The Ihthioessa Boutique Hotel, with an impressive 9.8 rating, provides complimentary playpens and cribs, along with free rollaway extra beds, making it very accommodating for families. Many rooms offer lovely sea views. Free WiFi and complimentary parking in a nearby location or self-parking are also available.

Finally, the 3-star Fildisi Boutique Hotel, boasting a superb 10.0 rating, offers complimentary buffet breakfast and free WiFi. It also provides free airport transportation and a 24-hour airport shuttle, which is very convenient for families. Free self-parking is also available. This hotel is located within a mile of Astypalaia Archaelogical Museum and Astipaleas Beach, and just 0.3 miles from Livadi Beach.

For the best spa hotels in Astypalaia, consider the Pylaia Boutique Hotel & Spa, Saluti Da Stampalia Suites, Chrysalis Boutique Hotel, Ihthioessa Boutique Hotel, and Tholaria Boutique Hotel.

The 3-star Pylaia Boutique Hotel & Spa, with an 8.8 rating, offers a full-service spa with a wide array of treatments including Swedish, deep tissue, and hot stone massages, body scrubs, facials, and manicures and pedicures. Guests can also enjoy a Turkish bath or hammam and a hot tub. It is conveniently located just 0.4 miles from Livadi Beach.

Saluti Da Stampalia Suites, boasting a superb 10.0 rating, provides onsite massage services and complimentary airport transportation available 24 hours a day. Guests appreciate the free local breakfast and free grocery shopping service.

The 3-star Chrysalis Boutique Hotel, also with a superb 10.0 rating, offers massage services, manicures, and pedicures. It provides free airport and ferry terminal shuttle services, complimentary breakfast, and free parking. It is located 0.9 miles from Livadi Beach.

Ihthioessa Boutique Hotel, with a 9.8 rating, features massage services and rooms with delightful sea views. Guests can also enjoy free WiFi and complimentary toiletries.

Tholaria Boutique Hotel, rated 9.2, provides massage services and a complimentary local breakfast. It is situated just 0.3 miles from Livadi Beach.

For hotels in Astypalaia that offer free breakfast, consider the Chrysalis Boutique Hotel, Andromeda Resort, Castillio Hotel, Fildisi Boutique Hotel, and Saluti Da Stampalia Suites.

The 3-star Chrysalis Boutique Hotel, with a superb 10.0 rating, provides free local breakfast and complimentary airport and ferry terminal transfers. It is conveniently located near Astipaleas Beach, Astypalea Windmills, and the Central Square.

Andromeda Resort, rated 9.8, offers a free continental breakfast and 24-hour airport shuttle service. This hotel is very close to the Central Square and Astypalea Windmills.

The Castillio Hotel, with a 9.8 rating, provides a free buffet breakfast in its club lounge and offers free 24-hour airport and bus station shuttles.

The 3-star Fildisi Boutique Hotel, also boasting a superb 10.0 rating, includes a free buffet breakfast. It is located close to Livadi Beach and offers free airport transportation.

Saluti Da Stampalia Suites, rated 10.0, offers free local breakfast and complimentary airport transportation. Guests consistently praise its incredible food and clean rooms.

For top pet-friendly hotels in Astypalaia, consider the Chrysalis Boutique Hotel, Kalderimi, Castillio Hotel, Tholaria Boutique Hotel, and Pylaia Boutique Hotel & Spa.

The 3-star Chrysalis Boutique Hotel, with a great 10.0 rating, is highly accommodating for pets, offering food and water bowls, and pets stay free. Guests can also enjoy a complimentary local breakfast, free airport transfer, and a free ferry terminal shuttle. It's conveniently located near Astypalaia Archaeological Museum and Astipaleas Beach, both just 0.2 miles away.

Kalderimi, a 3-star hotel with a 9.6 rating, welcomes pets with pets staying free, and provides complimentary full breakfast, free airport transportation, and a free ferry terminal shuttle. It is situated 0.5 miles from Astypalaia Archaeological Museum and Astipaleas Beach, and 0.3 miles from Livadi Beach.

The Castillio Hotel, rated 9.8, is another excellent choice for pets, allowing dogs and cats to stay free and providing food and water bowls. This hotel offers a 24-hour free airport shuttle and free self-parking. It is located 0.9 miles from Váï.

Tholaria Boutique Hotel, with a 9.2 rating, is pet-friendly, allowing pets to stay free and offering food and water bowls. Guests can enjoy free breakfast and free self-parking. It is 0.4 miles from Astypalaia Archaeological Museum and Astipaleas Beach, and 0.3 miles from Livadi Beach.

The 3-star Pylaia Boutique Hotel & Spa, rated 8.8, is also pet-friendly, with pets staying free. This hotel offers a full-service spa with various treatments such as Swedish and deep tissue massages, body scrubs, and facials. It is located 0.4 miles from Astypalaia Archaeological Museum and Astipaleas Beach, and 0.4 miles from Livadi Beach.

For budget hotels in Astypalaia, consider the Chrysalis Boutique Hotel, Kalderimi, Fildisi Boutique Hotel, Andromeda Resort, or Saluti Da Stampalia Suites.

The 3-star Chrysalis Boutique Hotel, with a great 10.0 rating, offers complimentary airport and ferry terminal transfers, a 24-hour airport shuttle, and free local breakfast. It is conveniently located near Astipaleas Beach, just 0.2 miles away, and the Astypalea Windmills, 0.4 miles away.

Another excellent option is the 3-star Kalderimi, rated 9.6. This hotel provides free airport transportation, a 24-hour airport shuttle, and free full breakfast. It is situated 0.3 miles from the Astypalea Windmills and Central Square, and only 0.3 miles from Livadi Beach.

The 3-star Fildisi Boutique Hotel also boasts a great 10.0 rating and features complimentary buffet breakfast, free airport transportation, and a 24-hour airport shuttle. It is located 0.3 miles from Livadi Beach and 0.8 miles from Central Square.

The Andromeda Resort, rated 9.8, offers free continental breakfast, a 24-hour airport shuttle, and a complimentary minibar with selected items. It is exceptionally close to Central Square, just 0.0 miles away, and 0.1 miles from the Astypalea Windmills.

Finally, Saluti Da Stampalia Suites, with a great 10.0 rating, provides free airport transportation, free local breakfast, and a 24-hour airport shuttle. Guests frequently praise the incredible food and clean rooms.

For a romantic getaway in Astypalaia, consider the Chrysalis Boutique Hotel or the Ihthioessa Boutique Hotel.

The 3-star Chrysalis Boutique Hotel, with a superb 10.0 rating, offers a truly special experience for couples. Many rooms feature a private outdoor hot tub and sea views, superb for relaxing evenings. Guests also appreciate the complimentary airport and ferry terminal transfers, free local breakfast, and the fact that pets can stay free. Livadi Beach is also conveniently located less than a mile away.

Another excellent choice for couples is the Ihthioessa Boutique Hotel, which boasts a 9.8 rating. This hotel provides lovely sea views and free WiFi. Guests will also appreciate the complimentary toiletries and free parking options.

For hotels in Astypalaia near Astipaleas Beach, consider the Chrysalis Boutique Hotel or the Andromeda Resort.

The 3-star Chrysalis Boutique Hotel, with a superb 10.0 rating, is conveniently located just 0.2 miles from Astipaleas Beach. This hotel offers a free airport transfer, a free ferry terminal shuttle, and a 24-hour airport shuttle, making arrivals and departures seamless. Guests can also enjoy a complimentary local breakfast and free WiFi.

Another excellent option is the Andromeda Resort, which boasts a 9.8 rating and is also just 0.2 miles from Astipaleas Beach. This resort provides a 24-hour airport shuttle, free continental breakfast, and free WiFi. Guests will appreciate the complimentary minibar items and the free self-parking.

For hotels near Astypalaia (JTY-Astypalaia Island National), consider the Chrysalis Boutique Hotel, Andromeda Resort, Pylaia Boutique Hotel & Spa, and Saluti Da Stampalia Suites.

The 3-star Chrysalis Boutique Hotel, with a superb 10.0 rating, offers a convenient free 24-hour airport shuttle service, making arrivals and departures seamless. Guests also benefit from a free local breakfast and free self-parking. It's located just 2.5 miles from the airport and is also close to Astypalaia Archaelogical Museum and Astipaleas Beach.

Andromeda Resort, rated 9.8, provides a complimentary continental breakfast and a free 24-hour airport shuttle. This hotel is 2.8 miles from the airport and is also near Astypalaia Archaelogical Museum and Livadi Beach.

The 3-star Pylaia Boutique Hotel & Spa, with an 8.8 rating, is 3.0 miles from the airport. Guests appreciate the option of a sofa bed and the availability of free rollaway extra beds and cribs, making it suitable for families. It is also close to Astipaleas Beach and Livadi Beach.

Saluti Da Stampalia Suites, boasting a superb 10.0 rating, offers free airport transportation and a complimentary local breakfast. This hotel is situated 3.3 miles from the airport and is praised by guests for its clean rooms and incredible food.

The best time to visit Astypalaia is during the shoulder seasons of May, June, September, and early October.

These months offer pleasant weather with warm temperatures great for swimming and exploring, without the intense heat and larger crowds of the peak summer months. You'll find that businesses are fully operational, and ferry schedules are regular, providing good access to the island's attractions. This period is ideal for couples seeking a romantic getaway or solo travelers looking for a peaceful retreat.

July and August are also popular, but the island can get very busy and temperatures are at their highest.

Astypalaia's nightlife is primarily centered around its main town, Chora, and the nearby Livadi area. You'll find a relaxed evening scene with options for drinks and conversation.

In Chora, particularly around the main square and the winding streets leading up to the castle, you'll find a selection of bars and cafes that transform into evening spots. These establishments often feature outdoor seating, offering views of the illuminated castle and the bay. Many focus on cocktails or local spirits, and some host DJs playing downtempo music.

Livadi, a short distance from Chora, offers a few beachfront bars. These spots are popular for evening drinks, especially during sunset.

You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Astypalaia.

Prices for hotels in Astypalaia often vary, but you can find a great deal from $40 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.