Naissaare Ski Vacations

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Top Ski vacation packages in Naissaare

Price found within the past 48 hours. Click for updated prices.
Bob W Tallinn Kesklinn

Bob W Tallinn Kesklinn

Kesklinn
$829
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tallinn (TLL)
9.6/10 Exceptional! (218 reviews)
Modern, clean apartment. No front desk, so everything is done online. Not your typical hotel experience, but highly recommend it for family trips

Reviewed on Aug 30, 2026

Bob W Tallinn City Centre - Ambassador

Bob W Tallinn City Centre - Ambassador

City Center
$1,056
per person
Nov 17 - Nov 23
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Tallinn (TLL)
9.2/10 Wonderful! (191 reviews)
The Burman Hotel

The Burman Hotel

Old Town Tallinn
$1,674
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tallinn (TLL)
9.8/10 Exceptional! (59 reviews)
Everything was lovely, from the breakfast to the staff. I love small hotels and they’ve done an excellent job at maintaining it. Everyone was friendly and the location was wonderful.

Reviewed on Aug 1, 2026

Hotel Telegraaf, Autograph Collection

Hotel Telegraaf, Autograph Collection

Old Town Tallinn
$1,251
per person
Nov 17 - Nov 23
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Tallinn (TLL)
9.4/10 Exceptional! (1,003 reviews)
The Three Sisters Hotel

The Three Sisters Hotel

Old Town Tallinn
$956
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tallinn (TLL)
9.6/10 Exceptional! (249 reviews)
It was a beautiful and unique property in a very historic city. The one issue we had was the shower was constructed in such a way that it flooded the bathroom when on at full strength. Overall, it was a lovely place to stay.

Reviewed on Aug 25, 2026

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5* Ski vacations in Naissaare

Price found within the past 48 hours. Click for updated prices.
Radisson Collection Hotel, Tallinn

Radisson Collection Hotel, Tallinn

City Center
$1,229
per person
Nov 17 - Nov 23
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Tallinn (TLL)
9.6/10 Exceptional! (1,208 reviews)
Convenient location, friendly staff, great amenities.

Reviewed on Sep 2, 2026

The Burman Hotel

The Burman Hotel

Old Town Tallinn
$1,674
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Tallinn (TLL)
9.8/10 Exceptional! (59 reviews)
Everything was lovely, from the breakfast to the staff. I love small hotels and they’ve done an excellent job at maintaining it. Everyone was friendly and the location was wonderful.

Reviewed on Aug 1, 2026

Hotel Telegraaf, Autograph Collection

Hotel Telegraaf, Autograph Collection

Old Town Tallinn
$1,251
per person
Nov 17 - Nov 23
found 1 hour ago
Roundtrip non-stop flight included
New York (JFK) to Tallinn (TLL)
9.4/10 Exceptional! (1,003 reviews)
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Planning your Naissaare ski vacation

What are some things I should consider when booking a Naissaare 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 Naissaare ski packages?

Right now, ski trips start at just $829. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Naissaare?

Yes! Head for the green runs—wide, sweeping slopes—for a gentle introduction to snow life in Naissaare. 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 Naissaare cost?

Sensational ski trips to Naissaare start from $829. 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 Naissaare?

The best time to hit the slopes in Naissaare 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 Naissaare 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 Naissaare 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 Naissaare with Expedia?

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

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