A Travel Price Comparison for Families, Couples, and Backpackers Tallinn vs. Windsor for Old Town, Attractions, Nightlife, and Couples

Should you visit Tallinn or Windsor?

Which is cheaper to visit? Which is more expensive for vacation?

If you're trying to decide where to visit between Tallinn or Windsor, this travel comparison, which includes costs, can help. The overall cost of travel is usually a consideration when deciding where to go next, and the cost comparison down below can help you decide based on the average prices from other travelers along with your own travel budget.

Tallinn

Tallinn is a quaint, whimsical, and historical city. The famous beauty of this place is one of the main draws. It also has a unique and quaint vibe that attracts lots of visitors. And you can't forget about the shopping, museums, and nightlife.

Windsor

Windsor is a royal, traditional, and touristy town. You'll find plenty of local activities in this small town. It's considered by many to be an absolutely beautiful destination, too. Visitors also love the food, museums, and nightlife.

Tallinn and Windsor: Pros and Cons

Is there more to do in Tallinn or Windsor?

Visitors will usually find more to do in Tallinn than Windsor, as it offers more sights, attractions, and activities. Tallinn is better known for its nightlife, historical sights, shopping, and quaint atmosphere, while Windsor is more popular for its small town charm. Tallinn is more touristy than Windsor and is popular for its well preserved old town and its active nightlife scene. Also, Tallinn is famous for The Old Town. Windsor is well known for being home to the largest and oldest operating castle in the world.

The Old Town

How is Tallinn different from Windsor?

Which is Better for a Holiday?

Let's take a look at the differences and similarities between Windsor and Tallinn. Then, you can decide for yourself which place is better for your next trip.

Are the Museums and Historical Sights Better in Tallinn or Windsor?

Visiting museums and landmarks is a fun activity in both Tallinn and Windsor.

With a variety of museums, monuments, and historical sights, a trip to Tallinn can be an interesting and educational experience. There are beautiful historic churches, particularly in the city's old town. A highlight is the stunning Alexander Nevski Cathedral. You'll also find some unique museums around town as well as Toompea Castle.

You'll find a good number of museums and monuments packed into Windsor. The main draw is the Windsor Castle, which many people explore in a few hours. Then you can pass some time wandering around the town.

Is the Food Better in Tallinn or Windsor? Which Destination has the Best Restaurants?

Both Tallinn and Windsor offer a number of notable restaurants to choose from.

Tallinn has a delicious restaurant scene that relies on local flavors. Food is affordable and hearty. Many dishes incorporate rye bread, pork, smoked fish, potatoes, or dairy products. You'll also find a lot of variation in dishes between seasons.

There are many up and coming restaurants in the Windsor area. There are cafes, pubs, and local restaurants that let you sample regional dishes. There are also chain restaurants and international options including Japanese and Thai food.

Is Tallinn or Windsor Better for Nightlife?

Tallinn is well known for nightlife and partying. Also, Windsor is still popular, but not quite as popular for its evening party scene.

Tallinn is a popular destination for visitors looking to party into the night. As it's grown in popularity with tourists, the city has put itself on the map as a top party destination in Eastern Europe. There's an active bar and club scene, but there are also art venues and other creative activities for everyone.

If you're looking for night time activities Windsor has a few options to choose from. There's a low key nightlife scene with local pubs and a theater. Dinner cruises are also a fun activity.

Is Tallinn or Windsor Better for its Old Town?

Tallinn is a world-class destination for its old town. Also, Windsor is still popular, but not quite as popular for its historic old town charm.

The historic old town of Tallinn is revered around the world. The city's medieval old town is at the heart of it's tourist attractions. The Gothic architecture, local restaurants, and cobblestone streets give the city a fairytale charm.

Windsor has an old town worth visiting. The old town is opposite the castle and caters specifically to tourists with its restaurants, pubs, and a few shops.

Is the Shopping Better in Tallinn or Windsor?

Tallinn is well known for its shopping opportunities. However, Windsor is not a noteworthy shopping destination.

Tallinn is a popular shopping destination with plenty of stores. There's a mix of quirky shops and recognizable brands around town. Old town is a popular shopping area, as is nearby Kalamaja. Visitors enjoy picking up marzipan, local crafts, and unique art.

Windsor is not a noteworthy shopping destination.

Is Tallinn or Windsor Better for Families?

Tallinn and Windsor are both notable destinations for the whole family.

Tallinn is a family-friendly city. Your kids will feel like they stepped into a fairytale in this beautiful city. It has countless museums including an open air museum and a zoo. There's also nearby Pirita Beach, where you and your kids can enjoy ice cream in a seaside setting.

You'll find plenty of kid-friendly things to do in Windsor. Kids will enjoy seeing a working castle when they visit Windsor Castle. While a visit to Windsor Castle is the obvious draw to the town, there are also river cruises, parks, and even the Royal Windsor Maze at the Goswells Park that the whole family will enjoy. There is also a Legoland in the area for those who have more time.

Is Tallinn or Windsor Better for Couples?

Tallinn and Windsor are both very good to visit as a couple.

Tallinn makes for a fun place to visit for a couple. Filled with gardens, romantic walks, and impressive views, this city makes for a great couple's getaway. Base yourself in the city's beautiful old town and dine in one of the many local restaurants. There are also nice hotels around town that are great for couples.

Couples visit Windsor frequently as it offers plenty of romantic activities. Exploring the Windsor Castle, taking a river cruise, and wandering the parks and gardens hand in hand make this a great place for a couples retreat.

Is Tallinn or Windsor Better for Backpackers and Budget Travelers?

Tallinn is a world-class destination for backpackers. However, Windsor is not a backpacker-friendly destination.

Backpackers and budget travelers come from all over the world to visit Tallinn. The city is both affordable and unique, which is perfect for travelers on a budget. There are plenty of hostels around town as well as casual places to grab a cheap bite to eat.

Windsor is not a backpacker-friendly destination.

Is Tallinn or Windsor Better for Students?

Tallinn is a popular place for students. However, Windsor is not popular with students.

Tallinn is popular with students. International students appreciate the vibrant atmosphere and the affordable options around town.

Windsor is not popular with students.

Is Tallinn or Windsor Better for Public Transit? Which Is Easier to Get Around Without a Car?

Tallinn is well known for its public transit. Also, Windsor is still popular, but not quite as popular for times when you don't have a car.

The public transit in Tallinn can get you around easily. There are buses trolleys and trams around town.

While Windsor offers some public transit options, it might not be your first choice. There is a bus system around town.

Is Tallinn or Windsor a more walkable city?

Tallinn is a world-class destination for its high level of walkability. Also, Windsor is still popular, but not quite as popular for its ease of walking around.

Getting around Tallinn on foot is easy. The city is compact and easily explored on foot, particularly in the most touristy areas.

Windsor is a very walkable destination. The town is compact and relatively easy to walk around. There are also several walking routes in the area.

For even more information, also check out Is Tallinn Worth Visiting? and Is Windsor Worth Visiting?.

Should I spend more time in Windsor or Tallinn?

How long in Tallinn or Windsor?

You'll be able to find lots of things to do in Tallinn or Windsor to fill your time. Many travelers usually spend more of their time in Tallinn than Windsor because of the number of activities and things to do in the area. Usually, 2-4 days is a good amount of time for Tallinn, and 1-2 days is enough time in Windsor.

Families should spend more time in Tallinn than Windsor. Because of the many family-friendly attractions and fun things to do for kids in Tallinn, it's a great place to visit with the whole family.

Couples should spend more time in Tallinn than Windsor. You'll find plenty of romantic sights and fun activities in Tallinn that are great for a weekend getaway or a longer couple's trip.

Backpackers and budget travelers should spend more time in Tallinn than Windsor if your budget allows for it. With a larger number of budget-friendly sights, good nightlife, and active things to do, anyone traveling on a budget would have a good time in Tallinn.

One day in Tallinn or Windsor?

In Tallinn, you'll find nightlife and food. Most visitors spend time around the old town while in the area. This city offers something for everyone. One day is usually not enough time for a trip here as there is plenty to do.

Windsor is a small town with plenty to do. This town offers something for everyone. This would be the perfect place to spend one day, as it has just the right amount of activities.

A weekend in Tallinn or Windsor?

In Tallinn, you'll find food and shopping. The length of your trip often depends on your style of travel. A weekend here is typical. Visiting the old town is also a must. A weekend is a great amount of time to relax and see the many things that Tallinn has to offer.

Windsor might be a small town, but there's plenty to do in the area. The length of your trip often depends on your style of travel. A weekend here is typical. A weekend is a great amount of time to relax and see the many things that Windsor has to offer.

Five days in Tallinn or Windsor?

Tallinn is a great place to explore. The old town is one of the main draws for visitors. Five days is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. Anyone can find something fun to do here.

Windsor is a great place to explore. Five days is more than enough time to enjoy everything. Take some day trips to nearby places to fill the extra days. Anyone can find something fun to do here.

A week in Tallinn or Windsor?

It's hard to know how much time to spend in Tallinn. Many people enjoy the museums and nightlife when visiting Tallinn. Exploring the old town is a popular activity. One week may feel like too much time unless you plan to do a lot of relaxing.

It's hard to know how much time to spend in Windsor. Since Windsor is a small town, it's easily explored when your time is limited. One week may feel like too much time unless you plan to do a lot of relaxing.

For some great organized tour ideas, see The Best 2-Week Tours from Tallinn, The Best Family-Friendly Tours to Estonia, The Best Historical Tours in United Kingdom, and The Best One Week (7-Day) Tours in United Kingdom.

When we compare the travel costs of actual travelers between Tallinn and Windsor, we can see that Windsor is more expensive. And not only is Tallinn much less expensive, but it is actually a significantly cheaper destination. So, traveling to Tallinn would let you spend less money overall. Or, you could decide to spend more money in Tallinn and be able to afford a more luxurious travel style by staying in nicer hotels, eating at more expensive restaurants, taking tours, and experiencing more activities. The same level of travel in Windsor would naturally cost you much more money, so you would probably want to keep your budget a little tighter in Windsor than you might in Tallinn.

If you're trying to decide if either of these two destinations are within your price range, also see Is Tallinn Expensive? and Is Windsor Expensive?.

Which is Bigger, Tallinn or Windsor?

Tallinn has a larger population, and is about 10 times larger than the population of Windsor. When comparing the sizes of Tallinn and Windsor, keep in mind that a larger population does not always imply the destination has more attractions or better activities. So, always research the type of place that you want to visit along with the activities and attractions that interest you.

When is the best time to visit Tallinn or Windsor?

Both places have a temperate climate with four distinct seasons. As both cities are in the northern hemisphere, summer is in July and winter is in January.

Should I visit Tallinn or Windsor in the Summer?

Both Windsor and Tallinn during the summer are popular places to visit. Many visitors come to Tallinn in the summer for the family-friendly experiences. Also, most visitors come to Windsor for the small town charm and the family-friendly experiences during these months.

Tallinn is around the same temperature as Windsor in the summer. The daily temperature in Tallinn averages around 17°C (62°F) in July, and Windsor fluctuates around 18°C (64°F).

It's quite sunny in Tallinn. In the summer, Tallinn often gets more sunshine than Windsor. Tallinn gets 279 hours of sunny skies this time of year, while Windsor receives 195 hours of full sun.

Tallinn usually gets more rain in July than Windsor. Tallinn gets 79 mm (3.1 in) of rain, while Windsor receives 46 mm (1.8 in) of rain this time of the year.

Should I visit Tallinn or Windsor in the Autumn?

The autumn attracts plenty of travelers to both Tallinn and Windsor. Most visitors come to Tallinn for the shopping scene and the natural beauty of the area during these months. Also, the autumn months attract visitors to Windsor because of the small town atmosphere and the natural beauty of the area.

In the autumn, Tallinn is much colder than Windsor. Typically, the autumn temperatures in Tallinn in October average around 7°C (44°F), and Windsor averages at about 12°C (53°F).

Tallinn usually receives less sunshine than Windsor during autumn. Tallinn gets 92 hours of sunny skies, while Windsor receives 107 hours of full sun in the autumn.

In October, Tallinn usually receives more rain than Windsor. Tallinn gets 70 mm (2.8 in) of rain, while Windsor receives 58 mm (2.3 in) of rain each month for the autumn.

Should I visit Tallinn or Windsor in the Winter?

The winter brings many poeple to Tallinn as well as Windsor. The winter months attract visitors to Tallinn because of the museums, the shopping scene, and the cuisine. Also, the museums and the cuisine are the main draw to Windsor this time of year.

It's quite cold in Windsor in the winter. The weather in Tallinn can be very cold. In January, Tallinn is generally much colder than Windsor. Daily temperatures in Tallinn average around -5°C (22°F), and Windsor fluctuates around 4°C (40°F).

In the winter, Tallinn often gets less sunshine than Windsor. Tallinn gets 25 hours of sunny skies this time of year, while Windsor receives 52 hours of full sun.

Tallinn usually gets less rain in January than Windsor. Tallinn gets 45 mm (1.8 in) of rain, while Windsor receives 52 mm (2 in) of rain this time of the year.

Should I visit Tallinn or Windsor in the Spring?

Both Windsor and Tallinn are popular destinations to visit in the spring with plenty of activities. The natural beauty are the main draw to Tallinn this time of year. Also, many travelers come to Windsor for the small town charm and the natural beauty.

It's quite cold in Tallinn in the spring. Tallinn is much colder than Windsor in the spring. The daily temperature in Tallinn averages around 4°C (39°F) in April, and Windsor fluctuates around 9°C (48°F).

Tallinn usually receives more sunshine than Windsor during spring. Tallinn gets 186 hours of sunny skies, while Windsor receives 147 hours of full sun in the spring.

In April, Tallinn usually receives less rain than Windsor. Tallinn gets 36 mm (1.4 in) of rain, while Windsor receives 45 mm (1.8 in) of rain each month for the spring.

Typical Weather for Windsor and Tallinn