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Estonia Romantic Vacations

Book a Hotel + Flight or Car together to unlock savings

Top Romantic vacation packages in Estonia

Price found within the past 48 hours. Click for updated prices.
  • Sep 3 - Sep 8

    Meriton Old Town Garden Hotel + Flight

    Old Town Tallinn
    4 nights
    3.5 star property
    8.4/10 - Very Good (1,041 reviews)
    "Great location. Small single room is perfect for solo travelers. Bathroom does flood when you shower because the curtain does not touch the floor but because the tiles are heated it disappears within an hour or two. Mostly quiet. Breakfast is adequate with lots of options."
    Reviewed July 25, 2026
    Roundtrip Boston (BOS) - Tallinn (TLL)
    BOS - TLL1 stop TLL - BOS1 stop
    $1,072
    $1,012
    per traveler
    found 1 day ago
    Meriton Old Town Garden Hotel
  • Sep 3 - Sep 8

    The Burman Hotel + Flight

    Old Town Tallinn
    4 nights
    5.0 star property
    9.8/10 - Exceptional (53 reviews)
    Roundtrip Boston (BOS) - Tallinn (TLL)
    BOS - TLL1 stop TLL - BOS1 stop
    $2,673
    $2,343
    per traveler
    found 1 day ago
    The Burman Hotel
  • Sep 3 - Sep 8

    Schlössle Hotel - Small Luxury Hotels of the World + Flight

    Old Town Tallinn
    4 nights
    5.0 star property
    9.8/10 - Exceptional (832 reviews)
    "The hotel’s location, history, architecture, history, food, and staff were all exceptional!"
    Reviewed July 26, 2026
    Roundtrip Boston (BOS) - Tallinn (TLL)
    BOS - TLL1 stop TLL - BOS1 stop
    $3,496
    $3,229
    per traveler
    found 1 day ago
    Schlössle Hotel - Small Luxury Hotels of the World
  • Sep 3 - Sep 8

    The von Stackelberg Hotel Tallinn + Flight

    City Center
    4 nights
    4.0 star property
    8.8/10 - Excellent (1,001 reviews)
    Roundtrip Boston (BOS) - Tallinn (TLL)
    BOS - TLL1 stop TLL - BOS1 stop
    $1,254
    $1,179
    per traveler
    found 1 day ago
    The von Stackelberg Hotel Tallinn
  • Sep 3 - Sep 8

    Kreutzwald Hotel Tallinn + Flight

    City Center
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "Good breakfast"
    Reviewed July 5, 2026
    Roundtrip Boston (BOS) - Tallinn (TLL)
    BOS - TLL1 stop TLL - BOS1 stop
    $1,083
    $1,041
    per traveler
    found 1 day ago
    Kreutzwald Hotel Tallinn

Discover the most popular places to visit in Estonia

Top Romantic Estonia Hotels

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.

How to find a romantic Estonia vacation

How can I find the best Estonia vacation packages for couples?

To win over the love of your life, first choose where and when you want to bring the romance. Now flirt with the filters to add ocean views, spa, pools, and anything else that gets your heart racing.

How can I find cheap Estonia romantic packages for two?

For dollar-friendly delights, sort your search results by price or deals. You can also filter by budget to find romantic retreats at prices you’ll love. For an affordable and alluring adventure, try self-catering.

How can I plan a great romantic trip to Estonia?

Find what fills you with joy and dive right in, whether you thrill in a little adventure or lust for long lazy days by the pool, handcrafted cocktails in hand. Fire cupid’s arrow at our filters and build your dream trip for two.

How much is a trip for two to Estonia?

Put a price on love with stunning deals for duos starting at just $1,012. Prices and availability are subject to change. Additional terms may apply.

Can I book Estonia spa packages for couples?

Check the filter box for a seductive stay at a spa. Sort your results by price, deals, rating, and more to guarantee the perfect match.

How can I book romantic weekend getaway packages in Estonia?

To book a loved-up break in Estonia, enter your travel dates and sort by price, deals, rating—whatever matters most to you and your partner. Now, you can add some adult-only amenities, like a hot tub or full-service spa for total R, R, & R (that’s romance, rest, and recuperation).

Can I book a romantic trip to Estonia with free cancellation and/or flexible dates?

The course of true love should always run smooth, but we get that there are hiccups. So, filter by payment option to search for romantic stays with free cancellation and buy now, pay later options.

Why should I book my Estonia romantic holiday with Expedia?

If you’ve only got eyes for excellent escapes, book your loved-up break with Expedia. Fling the filters to find accommodation you’ll adore. And what’s more attractive than ATOL protection?