Estonia Luxury Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Flight and Luxury hotel deals in Estonia

Price found within the past 48 hours. Click for updated prices.
Park Inn by Radisson Meriton Conference & Spa Hotel Tallinn

Park Inn by Radisson Meriton Conference & Spa Hotel Tallinn

City Center
CA $1,251
per person
Oct 8 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
8.2/10 Very good! (1,024 reviews)
Likes: robust breakfast, location, accessibility, pool, gym, sauna - all of this was amazing Could use a bit of improvement: bar staff, pool staffing, pool amenities, a lot of construction and closures of restaurants and entire spaces

Reviewed on Aug 30, 2026

Hotel Telegraaf, Autograph Collection

Hotel Telegraaf, Autograph Collection

Old Town Tallinn
CA $1,672
per person
Oct 8 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
9.4/10 Exceptional! (1,003 reviews)
Great location for visiting at the center of the city

Reviewed on Sep 2, 2026

Tallink Spa and Conference Hotel

Tallink Spa and Conference Hotel

Kesklinn
CA $1,310
per person
Oct 8 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
8.6/10 Excellent! (1,010 reviews)
Swissotel Tallinn

Swissotel Tallinn

City Center
CA $1,367
per person
Oct 8 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
9.4/10 Exceptional! (1,086 reviews)
Room is clean and good size. Location is good and about ten mins to old town. Breakfast is good.

Reviewed on Sep 3, 2026

Radisson Blu Hotel Olumpia

Radisson Blu Hotel Olumpia

City Center
CA $1,329
per person
Oct 8 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
8.8/10 Excellent! (1,041 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Estonia
View all trips

5* Luxury holidays in Estonia

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

Swissotel Tallinn

City Center
CA $1,367
per person
Oct 8 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
9.4/10 Exceptional! (1,086 reviews)
Room is clean and good size. Location is good and about ten mins to old town. Breakfast is good.

Reviewed on Sep 3, 2026

Hotel Telegraaf, Autograph Collection

Hotel Telegraaf, Autograph Collection

Old Town Tallinn
CA $1,672
per person
Oct 8 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
9.4/10 Exceptional! (1,003 reviews)
Great location for visiting at the center of the city

Reviewed on Sep 2, 2026

Radisson Collection Hotel, Tallinn

Radisson Collection Hotel, Tallinn

City Center
CA $1,472
per person
Oct 8 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
9.6/10 Exceptional! (1,208 reviews)
Convenient location, friendly staff, great amenities.

Reviewed on Sep 2, 2026

Don't see what you're looking for?
See all available trips from Columbus to Estonia
View all trips

4 Night Luxury holidays in Estonia

Price found within the past 48 hours. Click for updated prices.
Tallink Spa and Conference Hotel

Tallink Spa and Conference Hotel

Kesklinn
CA $1,263
per person
Oct 9 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
8.6/10 Excellent! (1,010 reviews)
Hotel Telegraaf, Autograph Collection

Hotel Telegraaf, Autograph Collection

Old Town Tallinn
CA $1,528
per person
Oct 9 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
9.4/10 Exceptional! (1,003 reviews)
Great location for visiting at the center of the city

Reviewed on Sep 2, 2026

Radisson Blu Hotel Olumpia

Radisson Blu Hotel Olumpia

City Center
CA $1,263
per person
Oct 9 - Oct 12
found 7 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Tallinn (TLL)
8.8/10 Excellent! (1,041 reviews)
Don't see what you're looking for?
See all available trips from Columbus to Estonia
View all trips

Plan the perfect luxury Estonia vacation with Expedia

What are some benefits when booking luxury Estonia vacations?

When you book a luxury Estonia vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax.

How can I find all-inclusive luxury vacations in Estonia?

If you're looking for something luxurious in Estonia, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together.

Can I book a cheap luxury vacation?

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $1,251, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 2. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first.

Are there luxury spa vacations?

Yes, luxury spa vacations are available and quite popular in Estonia. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search.

What should I look for in a luxury family vacation in Estonia?

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Estonia.

Can I book last-minute luxury vacations?

Yes, last-minute bookings are often available in Estonia. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

What can help me find the best luxury vacation deals in Estonia?

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Estonia or travelling to more obscure destinations altogether can often lead to lower prices.

Can I book a luxury vacation that is fully refundable?

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Estonia. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking.

Why should I book my luxury vacation with Expedia?

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

Luxury Hotels in Estonia

Hotel Telegraaf, Autograph Collection

Hotel Telegraaf, Autograph Collection

Vene 9 Tallinn
  • 21 min walk from Port of Tallinn
CA $178
CA $201 total
Oct 4 - Oct 5
includes taxes & fees
Book a stay at this luxury hotel in Tallinn. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,001 reviews)
"Great location for visiting at the center of the city"

Reviewed on Sep 2, 2026

Hotel Telegraaf, Autograph Collection
Swissotel Tallinn

Swissotel Tallinn

Tornimae 3 Tallinn
  • 16 min walk from Port of Tallinn
CA $156
CA $176 total
Sep 27 - Sep 28
includes taxes & fees
Book a stay at this luxury hotel in Tallinn. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (1,084 reviews)
"Room is clean and good size. Location is good and about ten mins to old town. Breakfast is good."

Reviewed on Sep 3, 2026

Swissotel Tallinn
Hotel St Petersbourg

Hotel St Petersbourg

Rataskaevu Str 7 Tallinn
  • 27 min walk from Port of Tallinn
Book a stay at this luxury hotel in Tallinn. Enjoy free WiFi, free parking, and 24-hour room service. Popular attractions Port of Tallinn and Beer House are ...
Hotel St Petersbourg
See all 544 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.

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.