Estonia Luxury Vacations 2026

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Top Luxury vacation packages in Estonia

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

Oru Hub Hotel Tallinn - Handwritten Collection

Kesklinn

$642

per person

Nov 27 - Dec 4

found 1 hour ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Tallinn (TLL)

8.6/10 Excellent! (429 reviews)

Swissotel Tallinn

City Center

$866

per person

Nov 27 - Dec 4

found 1 hour ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Tallinn (TLL)

9.4/10 Exceptional! (1,086 reviews)

Upgraded to great ocean view overlooking the cruise port. Wonderful!

Reviewed on Sep 23, 2026

My City Hotel

Old Town Tallinn

$881

per person

Nov 27 - Dec 4

found 1 hour ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Tallinn (TLL)

9.2/10 Wonderful! (1,003 reviews)

Radisson Collection Hotel, Tallinn

City Center

$1,071

per person

Nov 27 - Dec 4

found 1 hour ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Tallinn (TLL)

9.6/10 Exceptional! (1,217 reviews)

Fantastic hotel, great location, amazing facilities and great restaurant with a view!

Reviewed on Sep 23, 2026

Merchants House Hotel

Old Town Tallinn

$835

per person

Nov 27 - Dec 4

found 1 hour ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Tallinn (TLL)

8.6/10 Excellent! (1,001 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

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5* Luxury vacations in Estonia

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

Swissotel Tallinn

City Center

$866

per person

Nov 27 - Dec 4

found 1 hour ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Tallinn (TLL)

9.4/10 Exceptional! (1,086 reviews)

Upgraded to great ocean view overlooking the cruise port. Wonderful!

Reviewed on Sep 23, 2026

Radisson Collection Hotel, Tallinn

City Center

$1,071

per person

Nov 27 - Dec 4

found 1 hour ago

Roundtrip non-stop flight included

Tel Aviv (TLV) to Tallinn (TLL)

9.6/10 Exceptional! (1,217 reviews)

Fantastic hotel, great location, amazing facilities and great restaurant with a view!

Reviewed on Sep 23, 2026

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$1,437

per person

Nov 30 - Dec 5

found 18 hours ago

Roundtrip flight included

Greenville (GSP) 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

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3 Night Luxury vacations in Estonia

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

St. Olav Hotel

Old Town Tallinn

$724

per person

Dec 13 - Dec 16

found 21 hours ago

Roundtrip flight included

Portland (PDX) 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

Swissotel Tallinn

City Center

$911

per person

Dec 4 - Dec 7

found 1 hour ago

Roundtrip non-stop flight included

New York (JFK) to Tallinn (TLL)

9.4/10 Exceptional! (1,086 reviews)

Upgraded to great ocean view overlooking the cruise port. Wonderful!

Reviewed on Sep 23, 2026

My City Hotel

Old Town Tallinn

$1,130

per person

Nov 22 - Nov 25

found 4 hours ago

Roundtrip flight included

Seattle (SEA) to Tallinn (TLL)

9.2/10 Wonderful! (1,003 reviews)

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4 Night Luxury vacations in Estonia

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

Hotel Dorell

Kesklinn

$1,166

per person

Nov 21 - Nov 25

found 13 hours ago

Roundtrip flight included

Seattle (SEA) to Tallinn (TLL)

7.4/10 Good! (359 reviews)

Clean room, amenities, staff were pleasant, location is great for buses and trams, kiosk just around the corner for bus passes, 15 min walk from ferry

Reviewed on Dec 6, 2025

The von Stackelberg Hotel Tallinn

City Center

$1,368

per person

Nov 21 - Nov 25

found 13 hours ago

Roundtrip flight included

Seattle (SEA) to Tallinn (TLL)

8.8/10 Excellent! (1,002 reviews)

Great location just 10 mins walk from the old town ..... And " olde worlde " style of hotel which fits in brilliantly with Tallin itself ... An beautiful room used for breakfast with an excellent choice offered .... Friendly staff ... would return and recommend

Reviewed on Aug 31, 2026

Nordic Hotel Forum

City Center

$1,303

per person

Nov 21 - Nov 25

found 13 hours ago

Roundtrip flight included

Seattle (SEA) to Tallinn (TLL)

9.4/10 Exceptional! (1,343 reviews)

Location is perfect for touring all over Tallinn. Public transit is plentiful and close. The hotel is immaculatly clean and rooms are larger than I'm used to in the rest of Europe. I'd definitely stay again.

Reviewed on Sep 26, 2026

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What can I expect from a luxury Estonia vacation?

Luxury means the very finest of the things you enjoy most. Indulge your every waking moment—and restful night—with a luxury Estonia vacation. Sip handcrafted cocktails by an infinity pool, sink into bliss at a full-service spa with a massage cabana on the beach, and chat, cheers, and laugh through exquisite breakfasts, lunches, and dinners with spectacular views. 

How can I find all-inclusive luxury vacation packages in Estonia?

By refining your filters, the most opulent all-inclusive vacation packages will appear before your eyes. Check the 5* filter to find truly sensational stays. You barely need to lift a finger. 

Can I book a cheap Estonia luxury vacation?

Affordable luxury is only ever a few clicks away. Enter your travel dates and sort the grandiose getaways on offer by price to see the most fiscally friendly retreats first. Filter by budget, too, to find your perfect balance of luxury. Right now, luxury vacations start at $642. Prices and availability are subject to change. Additional terms may apply.

How can I book a luxury family vacation in Estonia?

Tailor your luxury family escape by checking the filters that set the whole family’s hearts a-flutter. Whether that’s wet and wild water parks, heavenly hot tubs, or the kid-quieting magic of free Wi-Fi. 

Can I book a package in Estonia with a luxury vacation home?

A private paradise is true luxury! Filter by property type for houses, villas, and apartments. For an amazingly affordable all-in-one luxury experience, book your accommodation, airfare, and car rental as a package.   

How can I find the best luxury vacation deals in Estonia?

Find absolute delight in the dropdown! Simply sort your tempting search results by deals to find that lean-budget luxury. For a budget conscious stay, consider booking a stay away from big cities or outside the peak months.

Can I book a luxury holiday in Estonia with free cancellation and/or flexible dates?

Freedom and flexibility are the greatest luxuries of all. Get both when you filter by payment option and book a trip with free cancellation or on a buy now, pay later plan. 

Why should I book my luxury trip to Estonia with Expedia?

A luxurious trip follows a stress-free booking experience. Find, build, and book the most glorious of getaways in seconds—with ATOL protection for added peace of mind.

Top Luxury Estonia Hotels

Hotel Telegraaf, Autograph Collection

Vene 9 Tallinn

21 min walk from Port of Tallinn

$126 nightly

$143 total

Oct 18 - Oct 19

Total with taxes and fees

Hotel Telegraaf, Autograph Collection is a Tallinn luxury 5-star boutique property where you can treat yourself to plush bedding, designer toiletries, and more. ...

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

Swissotel Tallinn

Tornimae 3 Tallinn

16 min walk from Port of Tallinn

$104 nightly

$117 total

Sep 29 - Sep 30

Total with taxes and fees

Be treated to luxurious accommodations at Swissotel Tallinn, where you can enjoy amenities like plush bedding, designer toiletries, and more. The spa, indoor ...

9.4/10 Exceptional! (1,098 reviews)

"Upgraded to great ocean view overlooking the cruise port. Wonderful!"

Reviewed on Sep 23, 2026

Hotel St Petersbourg

Rataskaevu Str 7 Tallinn

27 min walk from Port of Tallinn

Hotel St Petersbourg is one of the Tallinn luxury 5-star boutique properties where you can treat yourself to 24-hour room service, plush bedding, and more. The ...

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See all 560 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.