Old Town Tallinn Vacations from $441

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Your Old Town Tallinn Vacation

Book a customized vacation package to Old Town Tallinn and get set to experience its cafes, history and culture. However you'd like to spend your break in this lakeside neighborhood, there are endless opportunities for both relaxation and adventure. Hoping to see the sights during your trip to Old Town Tallinn? Pencil in a visit to nearby attractions such as Alexander Nevsky Cathedral, St Marys Cathedral and Town Hall Square. Stop dreaming and start doing. When you're ready to lock in your next vacation to Old Town Tallinn, Expedia is here to help.

The Latest Old Town Tallinn Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Bob W Tallinn Telliskivi

Bob W Tallinn Telliskivi

Pohja-Tallinn
$441
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Amsterdam (AMS) to Tallinn (TLL)
9.6/10 Exceptional! (329 reviews)
Blacksmith Old Town Apartments

Blacksmith Old Town Apartments

Old Town Tallinn
$539
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Amsterdam (AMS) to Tallinn (TLL)
8.8/10 Excellent! (26 reviews)
Terrific location. The owner is very quick to respond. Note that this location is not for someone who has issues with stairs or someone who is used to daily maid service. The independence of Not having maid service was a plus for us... no interruptions/waiting. Would stay here again!

Reviewed on Jul 24, 2026

Bob W Tallinn City Centre - Ambassador

Bob W Tallinn City Centre - Ambassador

City Center
$533
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Amsterdam (AMS) to Tallinn (TLL)
9.2/10 Wonderful! (191 reviews)
Bob W Tallinn Kesklinn

Bob W Tallinn Kesklinn

Kesklinn
$500
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Amsterdam (AMS) to Tallinn (TLL)
9.6/10 Exceptional! (218 reviews)
Modern, clean apartment. No front desk, so everything is done online. Not your typical hotel experience, but highly recommend it for family trips

Reviewed on Aug 30, 2026

Bob W Tallinn City Centre - Avangard

Bob W Tallinn City Centre - Avangard

Kesklinn
$452
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Amsterdam (AMS) to Tallinn (TLL)
9/10 Wonderful! (172 reviews)

Where to stay in Old Town Tallinn

Find the best Old Town Tallinn areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Tallinn
A cityscape with a prominent church spire against a sunset sky.

City Center

1 out of top 10 points of interest in this area

Travelers come to City Center for its abundant dining options, and you can see top attractions like Freedom Square and Tallinn Town Hall while you're in town.

Find hotels in City Center
A gazebo with a green dome on a stone island in a park with trees and a clear blue sky.

Kesklinn

3 out of top 10 points of interest in this area

Kesklinn is known for its waterfront views, and you can plan a trip to Tallinn Central Market and Solaris Centre while you're in town.

Find hotels in Kesklinn
A modern urban plaza with a mix of red brick and glass buildings, a covered outdoor seating area, and a clear sky.

Rotermann Quarter

Historic sites, shopping, and restaurants highlight some of the noteworthy features of Rotermann Quarter. Make a stop by Rottermann Quarter or Fenikss Casino while you're exploring the neighborhood.

Find hotels in Rotermann Quarter
A historic sailing ship docked at a harbor with other vessels and a flag.

Kalamaja

Shopping, historic sites, and restaurants are some highlights of Kalamaja. Make a stop by Port Noblessner or Lennusadam Seaplane Harbour while you're exploring.

Find hotels in Kalamaja
Default Image

Maakri

Historic sites, restaurants, and spas are some highlights of Maakri. Make a stop by St John's Alms-house or Church of Our Lady of Kazan while you're exploring.

Find hotels in Maakri

Old Town Tallinn Hotel Deals

Nunne Boutique Hotel

Nunne Boutique Hotel

14 Nunne Tallinn Harju maakond
$111 nightly
$126 total
Sep 27 - Sep 28
Total with taxes and fees
9.8/10 Exceptional! (1,553 reviews)
"I stayed in a standard double room for five nights in August and found it to be exceptional value for money. The hotel in the centre of Tallinn with easy access to the historic sites, shops and restaurants. Railway and local bus station are only a few minutes away. The front desk handled my late-night ..."

Reviewed on Sep 1, 2026

Nunne Boutique Hotel
Meriton Old Town Garden Hotel

Meriton Old Town Garden Hotel

Lai 24/Pikk 29 Tallinn
Fully refundableReserve now, pay when you stay
$54 nightly
$61 total
Oct 1 - Oct 2
Total with taxes and fees
8.4/10 Very Good! (1,042 reviews)
"The front office staff were helpful, some quite nice and friendly. The breakfast is varied and no need for a lunch as very filling. The staff there were quite stoic, each of the three mornings I was there."

Reviewed on Aug 26, 2026

Meriton Old Town Garden Hotel
Schlössle Hotel - Small Luxury Hotels of the World

Schlössle Hotel - Small Luxury Hotels of the World

Pühavaimu 13/15 Tallinn
$202 nightly
$228 total
Sep 28 - Sep 29
Total with taxes and fees
Schlössle Hotel - Small Luxury Hotels of the World
See all 342 properties in Old Town Tallinn
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.
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Stay near popular Old Town Tallinn attractions

A festive market square with a large Christmas tree and illuminated stalls.

Tallinn Christmas Markets

9.0/10 (270 reviews)
During your trip to Tallinn, you can enjoy retail therapy at Tallinn Christmas Markets. Wander the waterfront in this culturally rich area.
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A historic square with a prominent building featuring a tall tower and arched windows.

Town Hall Square

9.0/10 (1,821 reviews)
Tour historical buildings, watch open-air concerts and peruse market stalls at this ancient plaza in the center of Tallinn’s Old Town.
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A large, ornate church with multiple domes and crosses, surrounded by cobblestone streets and other buildings.

Alexander Nevsky Cathedral

8.8/10 (1,039 reviews)
Gaze up at the onion domes, hear the powerful bells and admire the imaginative stained-glass windows of this magnificent landmark.
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A historic stone building with a clock tower and arched windows.
Photo by Mel Fekto

Tallinn Town Hall

8.8/10 (940 reviews)
You can study the exhibits at Tallinn Town Hall, a museum with a storied past, during your trip to Tallinn. Stroll along the waterfront or visit the shops in this culturally rich area.
See properties
A large hall with blue walls, wooden desks, and chairs arranged in rows.

Toompea Castle

8.6/10 (28 reviews)
Stand in the room where Estonia’s laws are created. See hundreds of years of architectural designs when you tour this ancient stronghold.
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A historic church with a prominent tower and a large dome.
Photo by Nevermind

St Mary's Cathedral

8.6/10 (350 reviews)
St Mary's Cathedral is just one of the places to see in Tallinn, so why not enjoy the other things to explore during your travels? Stroll along the waterfront or visit the shops in this culturally rich area.
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A large cross monument in a city square with surrounding buildings and trees.

Freedom Square

9.0/10 (4 reviews)
You can learn about the history of Tallinn with a trip to Freedom Square. Stroll along the waterfront or visit the shops in this culturally rich area.
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Estonian National Opera

8.4/10 (161 reviews)
Get tickets for a show at Estonian National Opera, a storied theater in Tallinn. Stroll along the waterfront or visit the shops in this culturally rich area.
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Things to do

Picture 1 for Activity From Tallinn: Day Trip to Lahemaa National Park

From Tallinn: Lahemaa National Park Full-Day Tour

$139
per adult
From Tallinn: Lahemaa National Park Full-Day Tour
From Tallinn: Jägala Waterfall and Harju County Tour

From Tallinn: Jägala Waterfall and Harju County Tour

$136
per adult
From Tallinn: Jägala Waterfall and Harju County Tour
Tallinn: Museums, Public Transport, and More City Card

Tallinn: Museums, Public Transport, and More City Card

$52
per adult
Tallinn: Museums, Public Transport, and More City Card
See all activities in Tallinn
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.