Pillini Ski Vacations

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Top Ski vacation packages in Pillini

Price found within the past 48 hours. Click for updated prices.
Elite City Resort

Elite City Resort

$1,242
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip flight included
New York (NYC) to Athens (ATH)
8.6/10 Excellent! (228 reviews)
Stayed for two nights, what a disaster it was. On arrival the first night, I checked in, then had to literally drag our luggage by myself with one woman also petite like me about a 5 minute walk from the hotel to the room. While we were walking and dragging the bags up the stairs, a worker on a golf cart sped by and waved and said Kalispera! Didnt offer to help. Then the room smelled strongly of mold and was falling apart. Second room was improved in terms of the smell, but same tired, deteriorating decor. Beds were hard and uncomfortable with cheap linens. I thought I would be staying in the main hotel, but instead I was in one of the "Bungalows" far away from the hotel. You need to drive to get to the hotel itself where any amenities and the breakfast is. Breakfast was mediocre for Greece. Coffee was extra. I was told if I wanted to use the beach or pool facilities I had to spend at least $5 euro. I declined, what a low life request, if you never said anything I would have easily spent that to enjoy my time at the facilities! What a turn off. Location is good but the hotel itself is deteriorating. Staff did accommodate my request the second night to not sleep in a mold infested hole, but really that first room was not suitable for human habitation anyway and should have been closed. I paid over $600 USD for the 2 nights and it wasn't worth the price at all. Many better places to stay with clean rooms and excellent facilities and breakfast. I would skip this one.

Reviewed on Aug 25, 2026

The Pinnacle Athens

The Pinnacle Athens

Athens City Centre
Save 100% on your flight
$2,195
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Athens (ATH)
9.6/10 Exceptional! (1,207 reviews)
This was my absolute favorite hotel in the Cyclades! This hotel has only been open 3 months and it felt so luxurious and we felt so pampered here! I wish breakfast was included in our stay, but we ordered anyway and it was amazing! We had a private pool and lounge chairs to enjoy the beautiful warm sun. I would absolutely recommend this hotel to anyone visiting Milos!

Reviewed on Sep 1, 2026

Regal Hotel Mitropoleos

Regal Hotel Mitropoleos

Athens City Centre
$1,330
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Athens (ATH)
9.4/10 Exceptional! (209 reviews)
Very lovely staff, very beautiful hotel. Incredible view of the Acropolis.

Reviewed on Aug 27, 2026

Somewhere Boutique Hotel Vouliagmeni

Somewhere Boutique Hotel Vouliagmeni

$2,203
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Athens (ATH)
9.6/10 Exceptional! (271 reviews)
The style is great. The service is excellent. The location is super convenient, really close to the water and restaurants. And, the food is really good. If you’re looking for a small well managed hotel I would strongly recommend

Reviewed on Aug 13, 2026

Bellevalia Hydra

Bellevalia Hydra

$1,779
per person
Oct 4 - Oct 7
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Athens (ATH)
9.6/10 Exceptional! (33 reviews)
We had the absolute privilege of staying at Bellevalia Hydra, and it exceeded every expectation. The location is simply breathtaking, the rooms are beautifully designed, the views are spectacular, and the food is exceptional. What truly sets this hotel apart, however, is its incredible staff. From the moment we arrived, we were welcomed like family. Nothing was ever too much trouble, and every member of staff went above and beyond to make our stay genuinely unforgettable. It’s almost impossible to single people out because every single person was outstanding, but a special thank you must go to Anna, who went out of her way to make our stay extra special. Stephanous and his wonderful restaurant team, Sergio and Christos, delivered such incredible food and warm hospitality that we didn’t want to dine anywhere else on the island. Thank you also to Renata at reception, Anthony and Paulos at the bar, Alessio, who found us the perfect spot on the beach every day, and Jacob, our friendly water taxi guide, whose warm welcome always put a smile on our faces. Bellevalia Hydra is so much more than a beautiful hotel, it’s a place where genuine hospitality makes you feel completely at home. We leave with wonderful memories and can’t wait to return.

Reviewed on Jul 27, 2026

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5* Ski vacations in Pillini

Price found within the past 48 hours. Click for updated prices.
Grecotel Filoxenia Kalamata

Grecotel Filoxenia Kalamata

$2,161
per person
Oct 3 - Oct 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Athens (ATH)
9.6/10 Exceptional! (54 reviews)
The Pinnacle Athens

The Pinnacle Athens

Athens City Centre
Save 100% on your flight
$2,195
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Athens (ATH)
9.6/10 Exceptional! (1,207 reviews)
This was my absolute favorite hotel in the Cyclades! This hotel has only been open 3 months and it felt so luxurious and we felt so pampered here! I wish breakfast was included in our stay, but we ordered anyway and it was amazing! We had a private pool and lounge chairs to enjoy the beautiful warm sun. I would absolutely recommend this hotel to anyone visiting Milos!

Reviewed on Sep 1, 2026

Somewhere Boutique Hotel Vouliagmeni

Somewhere Boutique Hotel Vouliagmeni

$2,203
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Athens (ATH)
9.6/10 Exceptional! (271 reviews)
The style is great. The service is excellent. The location is super convenient, really close to the water and restaurants. And, the food is really good. If you’re looking for a small well managed hotel I would strongly recommend

Reviewed on Aug 13, 2026

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3 Night Ski vacations in Pillini

Price found within the past 48 hours. Click for updated prices.
Lotus Center Inn

Lotus Center Inn

Athens City Centre
$976
per person
Oct 7 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Athens (ATH)
9/10 Wonderful! (258 reviews)
Bellevalia Hydra

Bellevalia Hydra

$1,689
per person
Oct 5 - Oct 7
found 1 hour ago
Roundtrip non-stop flight included
Dallas (DFW) to Athens (ATH)
9.6/10 Exceptional! (33 reviews)
We had the absolute privilege of staying at Bellevalia Hydra, and it exceeded every expectation. The location is simply breathtaking, the rooms are beautifully designed, the views are spectacular, and the food is exceptional. What truly sets this hotel apart, however, is its incredible staff. From the moment we arrived, we were welcomed like family. Nothing was ever too much trouble, and every member of staff went above and beyond to make our stay genuinely unforgettable. It’s almost impossible to single people out because every single person was outstanding, but a special thank you must go to Anna, who went out of her way to make our stay extra special. Stephanous and his wonderful restaurant team, Sergio and Christos, delivered such incredible food and warm hospitality that we didn’t want to dine anywhere else on the island. Thank you also to Renata at reception, Anthony and Paulos at the bar, Alessio, who found us the perfect spot on the beach every day, and Jacob, our friendly water taxi guide, whose warm welcome always put a smile on our faces. Bellevalia Hydra is so much more than a beautiful hotel, it’s a place where genuine hospitality makes you feel completely at home. We leave with wonderful memories and can’t wait to return.

Reviewed on Jul 27, 2026

The Pinnacle Athens

The Pinnacle Athens

Athens City Centre
$1,740
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Athens (ATH)
9.6/10 Exceptional! (1,207 reviews)
This was my absolute favorite hotel in the Cyclades! This hotel has only been open 3 months and it felt so luxurious and we felt so pampered here! I wish breakfast was included in our stay, but we ordered anyway and it was amazing! We had a private pool and lounge chairs to enjoy the beautiful warm sun. I would absolutely recommend this hotel to anyone visiting Milos!

Reviewed on Sep 1, 2026

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4 Night Ski vacations in Pillini

Price found within the past 48 hours. Click for updated prices.
Lotus Center Inn

Lotus Center Inn

Athens City Centre
$905
per person
Nov 9 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Athens (ATH)
9/10 Wonderful! (258 reviews)
Bellevalia Hydra

Bellevalia Hydra

$1,779
per person
Oct 4 - Oct 7
found 20 hours ago
Roundtrip non-stop flight included
Dallas (DFW) to Athens (ATH)
9.6/10 Exceptional! (33 reviews)
We had the absolute privilege of staying at Bellevalia Hydra, and it exceeded every expectation. The location is simply breathtaking, the rooms are beautifully designed, the views are spectacular, and the food is exceptional. What truly sets this hotel apart, however, is its incredible staff. From the moment we arrived, we were welcomed like family. Nothing was ever too much trouble, and every member of staff went above and beyond to make our stay genuinely unforgettable. It’s almost impossible to single people out because every single person was outstanding, but a special thank you must go to Anna, who went out of her way to make our stay extra special. Stephanous and his wonderful restaurant team, Sergio and Christos, delivered such incredible food and warm hospitality that we didn’t want to dine anywhere else on the island. Thank you also to Renata at reception, Anthony and Paulos at the bar, Alessio, who found us the perfect spot on the beach every day, and Jacob, our friendly water taxi guide, whose warm welcome always put a smile on our faces. Bellevalia Hydra is so much more than a beautiful hotel, it’s a place where genuine hospitality makes you feel completely at home. We leave with wonderful memories and can’t wait to return.

Reviewed on Jul 27, 2026

Heritage Hill

Heritage Hill

$1,212
per person
Oct 7 - Oct 10
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Athens (ATH)
9.2/10 Wonderful! (229 reviews)
Fantastic staff. A truly excellent boutique hotel! With rooftop view of the Acropolis.

Reviewed on Aug 31, 2026

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Planning your Pillini ski vacation

What are some things I should consider when booking a Pillini ski trip package?

Yes, you want pristine powder and perfect runs, but take a moment to consider how close you want to be to the slopes, what extras you want from your resort, and—of course—how much après ski you intend to indulge in.

How can I find cheap Pillini ski packages?

Right now, ski trips start at just $905. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Pillini?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Pillini. Book lessons so you can gear up to take on the rest of the mountain with confidence. Après awaits for all after an eventful day in the snow.

How much does a ski trip to Pillini cost?

Sensational ski trips to Pillini start from $905. Use the budget filter to find powder at your perfect price. As always, prices and availability are subject to change. Additional terms may apply.

When’s the best time of year to plan a ski trip to Pillini?

The best time to hit the slopes in Pillini depends on what you’re looking for. If you’re all about powder-packed pistes and brilliant blue-sky skiing conditions, aim for the middle of the season. Alternatively, if you’re willing to take a chance on start or end of season snow, you’ll bag much cheaper prices —just make sure there’s a spa or après bar to shelter in on white-out days.

Can I book Pillini ski packages with airfare?

Save money on your snow time by booking your accommodation, airfare, and car rental in a brilliant bundle. It’s both convenient and cash-flow friendly.

Can I book a Pillini ski trip with free cancellation and/or flexible dates?

Flexibility is always a bonus when you’re flying down the slopes—and it makes for an easier booking process, too. Check the payment option filter to find trips with free cancellation as well as buy now, pay later options.

Why should I book a ski package in Pillini with Expedia?

Simple search and fantastic filters make it easy to find, build, and book your dream Pillini ski vacation in just a few clicks. It’s ‘snow’ joke, it really is that easy.

Things to do

Patras: City Tour with Optional Visits and Wine Tasting

Patras: City Tour with Optional Visits and Wine Tasting

$163
per adult
Patras: City Tour with Optional Visits and Wine Tasting
The village of Kalavrita

Private Tour Kalavrita, Cave lakes, monastery, winery from Patras

$420
per adult
Private Tour Kalavrita, Cave lakes, monastery, winery from Patras
See all activities in Pillini

More vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.