Estonia Ski Vacations 2026

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Top Ski vacation packages in Estonia

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

Tallinn City Apartments

Old Town Tallinn

$880

per person

Dec 7 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Tallinn (TLL)

8.8/10 Excellent! (463 reviews)

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$2,574

per person

Nov 7 - Nov 11

found 3 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

When choosing between the telegraaf and the Schlossle we vote the Schlossle. The staff were very unhelpful at the telegraaf and the rooms were very mediocre – carpeting, tired, and old and Ruth were smaller.

Reviewed on Sep 20, 2026

My City Hotel

Old Town Tallinn

$1,229

per person

Dec 5 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Tallinn (TLL)

9.2/10 Wonderful! (1,011 reviews)

Merchants House Hotel

Old Town Tallinn

$887

per person

Dec 7 - Dec 11

found 1 day ago

Roundtrip non-stop flight included

New York (JFK) to Tallinn (TLL)

8.6/10 Excellent! (1,002 reviews)

I'll have to research to give any bad or negative feedback. From the staff welcoming us and making sure we were comfortable with our questions and need met. The only thing I can say is our experience was "SUPERB".

Reviewed on Sep 23, 2026

St. Olav Hotel

Old Town Tallinn

$1,217

per person

Nov 21 - Nov 27

found 1 day ago

Roundtrip non-stop flight included

Tampa (TPA) to Tallinn (TLL)

6.8/10 (1,000 reviews)

Lovely, quiet hotel with friendly staff and a good breakfast. In a great location and excellent value for money. Would recommend to anyone!

Reviewed on Sep 1, 2026

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5* Ski vacations in Estonia

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

Radisson Collection Hotel, Tallinn

City Center

$1,096

per person

Nov 7 - Nov 11

found 3 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Tallinn (TLL)

9.6/10 Exceptional! (1,229 reviews)

Exceptional hotel - so glad I decided to stay here, everything was to an incredibly high standard. Wonderful breakfast, attentive and friendly staff, lovely spa and rooftop bar. Would highly recommend to anyone staying in Tallinn

Reviewed on Sep 27, 2026

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$2,574

per person

Nov 7 - Nov 11

found 3 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Reviewed on Sep 20, 2026

Schlössle Hotel - Small Luxury Hotels of the World

Old Town Tallinn

$1,178

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Tallinn (TLL)

9.8/10 Exceptional! (849 reviews)

Very friendly staff- no elevator but staff was great in taking luggage up to room and bringing down for us at check out. The breakfast was wonderful.

Reviewed on Sep 30, 2026

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3 Night Ski vacations in Estonia

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

Merchants House Hotel

Old Town Tallinn

$946

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Tallinn (TLL)

8.6/10 Excellent! (1,002 reviews)

Reviewed on Sep 23, 2026

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$1,106

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Reviewed on Sep 20, 2026

CRU Hotel

Old Town Tallinn

$984

per person

Nov 12 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Detroit (DTW) to Tallinn (TLL)

8.8/10 Excellent! (799 reviews)

Nice area, room was clean and water was hot with good pressure.

Reviewed on Sep 5, 2026

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4 Night Ski vacations in Estonia

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

ibis Styles Tallinn

City Center

$965

per person

Nov 7 - Nov 11

found 3 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Tallinn (TLL)

9.2/10 Wonderful! (66 reviews)

All perfectly fine

Reviewed on Sep 24, 2026

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$2,574

per person

Nov 7 - Nov 11

found 3 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Reviewed on Sep 20, 2026

Hotel St. Barbara

City Center

$975

per person

Nov 7 - Nov 11

found 3 hours ago

Roundtrip non-stop flight included

Denver (DEN) to Tallinn (TLL)

8.6/10 Excellent! (1,000 reviews)

Good breakfast and very nice location

Reviewed on Sep 8, 2026

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

Fly down the slopes during low or shoulder season, either side of , for a ski package to please your purse. Right now, ski trips start at just $880. Prices and availability are subject to change. Additional terms may apply.

Can I book a beginner ski package in Estonia?

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

Sensational ski trips to Estonia start from $880. 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 Estonia?

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

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

Top Ski Estonia Hotels

Tahetorni Hotel

Tähetorni 16 Tallinn

22 min drive from Port of Tallinn

$60 nightly

$68 total

Oct 6 - Oct 7

Total with taxes and fees

Book a stay at this business-friendly hotel in Tallinn. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Port of Tallinn and Nomme ...

8/10 Very Good! (87 reviews)

"NIl"

Reviewed on Oct 10, 2025

GMP Clubhotel Apartments

Tennisevälja 1 Otepaa

4 hours drive from Port of Tallinn

$129 nightly

$146 total

Oct 15 - Oct 16

Total with taxes and fees

Book a stay at this ski aparthotel in Otepaa. Enjoy free WiFi, free parking, and a rooftop terrace. Popular attractions Puhajarv and Otepaa Nature Park are located ...

10/10 Exceptional! (21 reviews)

"Very helpful English-speaking staff at reception. Fitness Centrr boasts the latest equipment. Lovely swimming and activities beach 400 meters distant."

Reviewed on Aug 17, 2025

Park Inn by Radisson Central Tallinn

7c Narva Road Tallinn

10 min walk from Port of Tallinn

$58 nightly

$65 total

Oct 4 - Oct 5

Total with taxes and fees

Book a stay at this business-friendly hotel in Tallinn. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the helpful staff ...

8.4/10 Very Good! (1,001 reviews)

"Excellent location, friendly staff and decent breakfast range. Old town is literally a few minutes away, and there are plenty of restaurants and cafes in the area that open really late. 2-3 am!! My room was a standard double which was a bit small for my liking but not a deal breaker, next time I’ll ..."

Reviewed on Sep 28, 2026

See all 564 properties in Estonia

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.