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.

Kreutzwald Hotel Tallinn

City Center

$416

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Rome (FCO) to Tallinn (TLL)

8.6/10 Excellent! (1,000 reviews)

Good breakfast

Reviewed on Jul 5, 2026

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$1,560

per person

Dec 4 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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

Swissotel Tallinn

City Center

$1,226

per person

Dec 4 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Tallinn (TLL)

9.4/10 Exceptional! (1,095 reviews)

Fantastic hotel with lovely modern and spacious rooms, large open gym and in a great location. The icing on the cake would be to include the spa/pool as standard to achieve god tier hotel status. But this is a tiny weakness in an otherwise fabulous hotel (and more non issue if you are just visiting for a short stay/city break). Would highly recommend!

Reviewed on Sep 28, 2026

Oru Hub Hotel Tallinn - Handwritten Collection

Kesklinn

$1,104

per person

Dec 4 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Tallinn (TLL)

8.6/10 Excellent! (430 reviews)

Merchants House Hotel

Old Town Tallinn

$1,381

per person

Dec 4 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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

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5* Luxury vacations in Estonia

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

Swissotel Tallinn

City Center

$1,226

per person

Dec 4 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Tallinn (TLL)

9.4/10 Exceptional! (1,095 reviews)

Reviewed on Sep 28, 2026

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$1,560

per person

Dec 4 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Reviewed on Sep 20, 2026

Radisson Collection Hotel, Tallinn

City Center

$1,349

per person

Dec 4 - Dec 10

found 1 day ago

Roundtrip non-stop flight included

Los Angeles (LAX) 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

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3 Night Luxury vacations in Estonia

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

Swissotel Tallinn

City Center

$463

per person

Dec 15 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Birmingham (BHX) to Tallinn (TLL)

9.4/10 Exceptional! (1,095 reviews)

Reviewed on Sep 28, 2026

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$579

per person

Dec 15 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Birmingham (BHX) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Reviewed on Sep 20, 2026

Radisson Collection Hotel, Tallinn

City Center

$520

per person

Dec 15 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Birmingham (BHX) to Tallinn (TLL)

9.6/10 Exceptional! (1,229 reviews)

Reviewed on Sep 27, 2026

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4 Night Luxury vacations in Estonia

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

Kreutzwald Hotel Tallinn

City Center

$416

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Rome (FCO) to Tallinn (TLL)

8.6/10 Excellent! (1,000 reviews)

Good breakfast

Reviewed on Jul 5, 2026

Nordic Hotel Forum

City Center

$533

per person

Nov 11 - Nov 15

found 1 day ago

Roundtrip non-stop flight included

Rome (FCO) to Tallinn (TLL)

9.4/10 Exceptional! (1,341 reviews)

Hotel Telegraaf, Autograph Collection

Old Town Tallinn

$2,266

per person

Nov 6 - Nov 10

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Tallinn (TLL)

9.4/10 Exceptional! (1,000 reviews)

Reviewed on Sep 20, 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 $416. 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

$122 nightly

$138 total

Oct 25 - Oct 26

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

$102 nightly

$116 total

Oct 25 - Oct 26

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! (1,099 reviews)

"Fantastic hotel with lovely modern and spacious rooms, large open gym and in a great location. The icing on the cake would be to include the spa/pool as standard to achieve god tier hotel status. But this is a tiny weakness in an otherwise fabulous hotel (and more non issue if you are just visiting ..."

Reviewed on Sep 28, 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 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.