Journaling The Journey

Plovdiv Bulgaria Full Itinerary

Kapana and it's Street Art makes Plovdiv a must visit place on any Bulgarian Itinerary

Last updated on December 9th, 2022 at 05:48 am

Originally Plovdiv was thought to be the oldest city in Europe.  It’s history is now under question due to new archaeological developments.  However, it is believed to have been settled for 6,000 years.  And continuously inhabited since that time.  This makes Plovdiv a treasure trove for antiquity lovers and a must visit on any Bulgaria Itinerary.

Plovdiv a must on any Bulgaria Itinerary
Plovdiv’s Broad Cobblestone Streets

We took the bus from Sofia with much less drama than our bus experience to Eger.  Arriving in less than 3 hours we made our way to our Airbnb in the city center.

Old Town Plovdiv a must on any Bulgaria Itinerary
Old Town Plovdiv

Immediately we were struck by the beauty of this city.  The large cobblestone streets flanked by expansive trees made it feel quaint and intimate.  Yet, Plovdiv is the second largest city in Bulgaria.  It is much larger than it feels.

Plovdiv a view from Old Town a must on any Bulgaria Itinerary
Plovdiv a view from Old Town

Once we started exploring all of Plovdiv’s nooks and crannies, we understood how large it really is.  There is so much to see there and in the vicinity.  Here is what we really enjoyed in Plovdiv and what makes the city a must visit on any Bulgaria itinerary:


Kapana's Cafe's and Street Art a must on any Bulgaria Itinerary
Kapana’s Cafe’s and Street Art

Kapana is a hipster neighborhood filled with cute cafes, bars and galleries.  It’s name means “The Trap” in Bulgarian.  The 5 centuries old craftsman neighborhood was a maze for people to wonder through the labyrinth of streets and artisan shops.

Kapana Streets with Street Art a must on any Bulgaria itinerary
Kapana Streets with Street Art

I could spend a long time wondering these pedestrian zone cobblestone streets.  Looking at art in the galleries and marveling at the interesting street art that the Kapana neighborhood has to offer.

Kapana Streets in Plovdiv a must on any Bulgaria Itinerary
Kapana Streets

Our Free Walking Tour guide explained that the Kapana neighborhood was brought back to it’s glory just recently.  Perhaps in anticipation of Plovdiv becoming the European Capital of Culture in 2019, perhaps for the tourists.  Regardless of the reason, the streets are lovely and for me they were a true highlight.

Street Art

Kapana's stunning Street Art makes Plovdiv a must visit on any Bulgarian Itinerary
Kapana’s Street Art

The Street Art in Plovdiv is some of the best I have ever seen.  Vibrant in color and rich in meaning it kept me wondering, interpreting and asking a lot of questions.

Plovdiv Bulgaria Street Art a must on any itinerary
Plovdiv’s Street Art

Plovdiv has a high concentration of artists who enjoy sharing their works on the cement walls of the city.   Their canvas is limited as most of Plovdiv’s walls are ancient and off limits.

Kapana's colorful Street Art in Plovdiv Bulgaria Itinerary
Kapana’s Colorful Street Art

Kapana has the highest concentration of Street Art.  But it can be found throughout the city.

Plovdiv Bulgaria Lion Street Art
Bulgarian Lion Street Art in Plovdiv

There are many other locations, hidden away that showcase brilliant art.  The underpass next to the former Turkish Baths some years ago became a blank canvas on which artists from all over the country could showcase their talent. Unfortunately, some of the murals have been vandalized.  Some have decayed.  Yet the place is still a living gallery of Bulgaria street art trends and styles

Rob hiding in the Bicycle Street Art of Plovdiv Bulgaria must itinerary
Rob hiding in the Bicycle Street Art of Plovdiv

Another place to enjoy street art is behind the Drama Theatre.  On the street just above the Together Sign , turning left on the street above, is a treasure trove of phenomenal murals!

Street Art in Plovdiv Bulgaria depicting a vases and flowers
Plovdiv’s Street Art

If you want to do your own “free” walking tour to see all the Street Art of Plovdiv, follow this great map.  It was put together by Plovdiv City Card.

Musical Street Art of Plovdiv Bulgaria Itinerary
Musical Street Art of Plovdiv

The poetic artists have projected stories and fables into vibrant displays of art.  The colors are vivid and the imagery is captivating.  The art dates back to 1995.  This makes Plovdiv one of the must visit places on any Bulgaria itinerary.

Free Walking Tour

Plovdiv's Old Town
Plovdiv’s Old Town

Plovdiv has one of the best walking tours in the Balkans.  It is run by a NPO  (non profit organization) called 365.  It’s name is such since the tours run 365 days a year come rain, sleet or shine.  Yes, it is free but tipping what you think this tour would be worth is customary (about $4-$5/person).

Main Square Plovdiv
Main Square Plovdiv Where the Walking Tour Starts From

The tour covers much of the history, legend and architecture of the Old Town.  As with most walking tours it is best to do it upon arrival to a city.  It provided a great overview of what to see and where to go for our remaining days there.


Stefan Stambolov Square
Stefan Stambolov Square

Arriving in Downtown Plovdiv, I was certain that we were in the Old Town of the city.  In some ways we were. Although there is a second “Old Town” further up the hill.

Main Street (Knyaz Alexander I)

Main Pedestrian Street of Plovdiv
Main Pedestrian Street of Plovdiv

The main pedestrian street strarts from The Central Square of the city and ends at the Novotel Plovdiv.  It is a broad cobblestone walking street.  Lined with beautiful and unusual copper drinking fountains and trees at 1.8 km in length,  it is the longest pedestrian street in Europe.

Ancient stadium of philippopolis

Odeon of Philippopolis
Odeon of Philippopolis

The Ancient Stadium of Philippopolis is amongst the largest and best-preserved buildings from the time of Ancient Rome on the Balkan peninsula. It was discovered recently as the stadium is located under the main pedestrian street of the city.

Built by Emperor Hadrian in the 2nd century AD, it had seating for over 30,000 spectators!  Today, only the north and the south pieces of the structure are visible.

During the summer, free concerts are performed at the north side of the stadium.

Dzhumaya Mosque

Dzhumaya Mosque
Dzhumaya Mosque

In the center of town and next to the northern part of the Ancient Stadium of Philippopolis stands one of the oldest Ottomon buildings in the Balkans.  It is the Dzhumaya Mosque.

The mosque was built on the site of St. Petka Tarnovska Plovdiv Cathedral soon after the conquest of the city by the Ottoman army in 1363. During the reign of Sultan Murad II (1421-1451) the old building was demolished and today’s mosque, called Ulu Dzhumaya Mosque, meaning Main Friday Mosque, was erected in its place.

It is free to visit and cover ups are provided if required.

Old Town

Antique Roman Theater

Old Town Plovdiv Roman Theater
Old Town Plovdiv Roman Theater

This is one of the best preserved Roman Theaters and one of the least visited ones.  Besides Rob and I, there was barely anyone else there.  Built in the 2nd century AD under the orders of the Roman Emperor Trajan, the theater was  seriously damaged in the 5th century AD by Atilla the Hun.  Today, it has been restored and hosts musical concerts and art events in the summer.

Museum Houses

Ethnographic Museum
Ethnographic Museum

The Old Town is filled with beautiful and unique Museum Houses.  Here are the most popular ones:

  • House-Museum Hindliyan – This impressive house was built in 1835 and was the residence of a wealthy family in Plovdiv during that time.
  • Balabanov’s House – Built in the early 19th century this house museum has had a number of owners.  The last bears it’s current name.  Very opulent home, representative of that era.
  • Ethnographic Museum – The house, built in 1847 is a wonderful example of the unique Bulgarian National Revival architecture.  This is a large, airy, wooden house.  It features 6 exhibits including clothing from that time period,  copper vessels, ceramics, antique weapons, shepherd carvings and jewelry.

Day Trips from Plovdiv

There are a few destinations just 18-28 kilometers from Plovdiv that are worth a day trip.  The bus from the Rodopi bus terminal in Plovdiv runs every 30 min to 1 hour.

Bachkovo Monastery with Rhodope Mountains in the Background
Bachkovo Monastery with the Rhodope Mountains in the Background

I would recommend taking the bus all the way into the Bachkovo Monastery first.  Then doing the hike from the Monastery (if you have time and/or the inclination).  Then taking the bus back the 10 km to Asen’s Fortress (the bus passes the Fortress).  Ultimately, returning from Asenovgrad where Asen’s Fortress is back to Plovdiv.

Bachkovo Monastery

Bachkovo Monastery
Bachkovo Monastery

This monastery is the second largest in Bulgaria and was established in 1083.   The grounds are beautiful and consist of 4 churches and 18 chapels.  The frescoes are beautiful and the vibe in this monastery is very serene and unassuming.

Red Wall Reserve Trail

Red Wall Trail above Bachkovo Monastery
Red Wall Trail above Bachkovo Monastery

There is so much history in the Bachkovo Monastery and so much beautiful nature.  Built on the Rhodope Mountain side, the Monastery also offers a wonderful historic hike.

Right in front of the main entrance of the monastery is the beginning of the beautiful trail named “The Green Path“ which leads to the Kluviyata Waterfalls. The start of the path is marked by a small green door and a sign. The whole route passes through the biggest reserve in the Rhodopa Mountains named the Red Wall Reserve.

For great step by step directions of this 2 hour hike please go here.

Asen’s Fortress

Asen's Fortress
Asen’s Fortress

This fortress has existed since the times of the Thracians in the 3rd century BC.  Enlarged and fortified in 1231 during the reign of Tsar Ivan Asen II, it was mostly destroyed during the Ottoman Empire. “The Holy Mother of God” church built in 12th century AD is the sole building which is completely preserved.


Kapana's and the Stunning Street Art makes Plovdiv a must visit place on any Bulgarian Itinerary

Plovdiv Bulgaria is one of those very special places that will remain in my heart.  There is so much history, art, lore, warmth from it’s people and natural beauty within it and around it.  All of this makes Plovdiv a must visit place on any Bulgarian itinerary.

Have you been to Plovdiv?  Please share your thoughts and anything that we missed!

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