Old Town Tallinn Vacations from $1,419

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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.
Blacksmith Old Town Apartments

Blacksmith Old Town Apartments

3.5 out of 5
Old Town Tallinn
Price was $1,691, price is now $1,419 per person
$1,419
per person
Jun 6 - Jun 12
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Tallinn (TLL)
8.6/10 Excellent! (17 reviews)
It is located in the bottom area of the old town and is a short walk to many bars and restaurants located there. It bigger than a hotel room and the small kitchen allows you to make small meals. There is cutlery, plates, bowls and cooking utensils. An ideal base camp to explore the city but not a place to sit in comfort

Reviewed on Sep 7, 2024

The Burman Hotel

The Burman Hotel

5 out of 5
Old Town Tallinn
Price was $2,551, price is now $1,999 per person
$1,999
per person
Jun 6 - Jun 12
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Tallinn (TLL)
9.6/10 Exceptional! (36 reviews)
Well-appointed rooms. Great service Great facilities

Reviewed on Dec 22, 2025

Bob W Tallinn City Centre - Ambassador

Bob W Tallinn City Centre - Ambassador

4 out of 5
City Center
Price was $1,725, price is now $1,457 per person
$1,457
per person
Jun 6 - Jun 12
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Tallinn (TLL)
9.2/10 Wonderful! (161 reviews)
Clean apartment and plentiful space. Very convenient location.

Reviewed on Jan 10, 2026

Bob W Tallinn Telliskivi

Bob W Tallinn Telliskivi

4 out of 5
Pohja-Tallinn
Price was $1,860, price is now $1,577 per person
$1,577
per person
Jun 6 - Jun 12
found 3 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Tallinn (TLL)
9.6/10 Exceptional! (307 reviews)
Perfect! So impressive, clean, convenient, digital door access, and very considerate, our convert plug doesn’t work, they even provide you the universal one, we appreciated! all the appliances are working so well, we can cook by ourselves, you can use dishwasher to sanitize the cookware, it is smart TV, so you can link to your phone and watch whatever you want to watch, a surprise they have Nintendo game machines, you can play it, so cool! I definitely will book Bob W series as long as it’s available! I wanna give 10 stars if applicable:)

Reviewed on Mar 6, 2026

Merchants House Hotel

Merchants House Hotel

4 out of 5
Old Town Tallinn
Price was $3,068, price is now $2,624 per person
$2,624
per person
May 16 - May 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Tallinn (TLL)
8.6/10 Excellent! (1,000 reviews)
Staff was exceptional, eager to please very accomadating

Reviewed on Feb 6, 2026

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
Tallinn showing a city and a sunset

City Center

2 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

Old Town Tallinn Hotel Deals

Nunne Boutique Hotel

Nunne Boutique Hotel

4 out of 5
14 Nunne Tallinn Harju maakond
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $91 total per night from Mar 29 to Mar 30
$91 total
Mar 29 - Mar 30
Total with taxes and fees
9.8/10 Exceptional! (1,286 reviews)
Stunning hotel, design, service and loation

Reviewed on Mar 28, 2026

Nunne Boutique Hotel
Bern Boutique Hotel

Bern Boutique Hotel

4 out of 5
10 Aia Tallinn Harju maakond
Fully refundableReserve now, pay when you stay
$32 nightly
The price is $37 total per night from Mar 30 to Mar 31
$37 total
Mar 30 - Mar 31
Total with taxes and fees
8.6/10 Excellent! (608 reviews)
The breakfast was good, although the coffee is not the greatest - but hey, it s still a good coffee! The beds are insanely comfy to sleep on. The only issue is you cannot open the window in the room, which is not ideal. Except for that - it s fully central location, close to everything.

Reviewed on Mar 26, 2026

Bern Boutique Hotel
Meriton Old Town Garden Hotel

Meriton Old Town Garden Hotel

3.5 out of 5
Lai 24/Pikk 29 Tallinn
Fully refundableReserve now, pay when you stay
$54 nightly
The price is $61 total per night from Apr 12 to Apr 13
$61 total
Apr 12 - Apr 13
Total with taxes and fees
8.4/10 Very Good! (1,031 reviews)
Great hotel, great staff, really great location.

Reviewed on Mar 19, 2026

Meriton Old Town Garden Hotel
See all 316 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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Discover the most popular places to visit in Old Town Tallinn

Town Hall Square

Town Hall Square

Tour historical buildings, watch open-air concerts and peruse market stalls at this ancient plaza in the center of Tallinn’s Old Town.

Town Hall Square
Tourists walking in front of Town square, Tallinn, Estonia

Tallinn Town Hall

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.

Tallinn Town Hall
Kiek in de Kok and Bastion Passages Museum

Kiek in de Kok and Bastion Passages Museum

Delve into historic tunnels, enjoy the visual and sound displays and admire the works in the exhibit in this tower.

Kiek in de Kok and Bastion Passages Museum

Things to do

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

From Tallinn: Day Trip to Lahemaa National Park

$137
per adult
From Tallinn: Day Trip to Lahemaa National Park
From Tallinn: Jägala Waterfall and Harju County Tour

From Tallinn: Jägala Waterfall and Harju County Tour

$134
per adult
From Tallinn: Jägala Waterfall and Harju County Tour
Day trip from Helsinki to Tallinn. Ferry included

Day trip from Helsinki to Tallinn. Ferry included

$147
per adult
98% of travellers recommend
Day trip from Helsinki to Tallinn. Ferry included
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.