One-Week Road Trip in North Macedonia, Greece, and Bulgaria from Skopje to Kyustendil, Sofia, and Thessaloniki

Your unforgettable multi-country road trip in North Macedonia, Greece, and Bulgaria begins the moment you arrive in the awe-inspiring city of Skopje in North Macedonia. You’ll check in at a top-rated hotel and stay in Skopje for 1 night.

Catch an early flight to North Macedonia to enjoy as much time as possible exploring Skopje before it’s time to hit the road and drive to your next destination. Discover the city’s rich history, breathtaking sights, and lively atmosphere with visits to the most popular attractions.

One of today’s main highlights is the unforgettable Stone Bridge in Skopje. This outstanding footbridge and travel destination inspires so many travelers each year. Garnering an average rating of 4.6 stars out of 5 from 5,177 travelers, a visit to the remarkable Stone Bridge in Skopje is worth pages in your travel diary.

Make your way to your chosen hotel. Check-in typically starts between 2 and 4 PM in Skopje. Make yourself at home and enjoy some downtime before heading out again.

If you're eager to sample culinary delights during your multi-country road trip in North Macedonia, Greece, and Bulgaria, you'll be excited to head out for dinner and get a taste of the local cuisine in Skopje. After dinner, head out to a bar to reminisce about your day and raise a toast to this stop on your road trip.

Don’t miss out on dining at Tribeca Restaurant & Bar, a top-rated dining destination in Skopje. If you're in the mood to try something new, consider Balilla, another top spot with a mouthwatering menu. You might also want to secure a reservation at Sidro. With a reputation for consistently satisfied customers, it’s a perfect choice to enhance your stay in Skopje this evening.

After your meal, keep the night alive at a bar like Mosh, known for its lively atmosphere. Café Capri is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Badu bar offers an excellent atmosphere for those looking to amp up the evening.

Your multi-country road trip in North Macedonia, Greece, and Bulgaria has only just begun. Brace yourself for more exciting days to come as you cross country borders in the comfort of your rental car and discover the most unique attractions, activities, and foods of each destination.

Embark on another extraordinary experience on day 2 of your multi-country road trip in Europe, where you’ll be making 1 stop. The highlights of today include the wonderful destinations of Skopje in North Macedonia. At the end of the day, you will enjoy the comforts of a top-rated hotel in Kyustendil, your home for 1 night.

A favorite among locals and travelers alike in Skopje is the fantastic Mother Theresa Memorial House. As an appreciated museum and local gem in the area, Mother Theresa Memorial House has earned an average rating of 4.4 out of 5 stars in 2,661 reviews.

Next up on your agenda, you will find the extraordinary Church of St. Clement of Ohrid. This attraction is rated an average of 4.8 out of 5 stars by 1,691 visitors, so don't miss the opportunity to experience it for yourself!

Join countless others in discovering the allure of Skopje Fortress, a standout archaeological site and attraction that's captivated the hearts of many. It has a stellar rating of 4.2 out of 5 stars from 1,894 reviewers.

Experience the magic that has drawn so many to the doorstep of the outstanding Museum of Contemporary Art Skopje. This museum is a highly recommended attraction in the city boasting an average rating of 4.2 out of 5 stars in 559 visitor reviews.

After a long day of discovery, it's time to settle in at a top-rated hotel in Kyustendil. Indulge in well-deserved rest and rejuvenation, preparing for the continued adventure that lies ahead.

After a day of exploration and awe-inspiring sights, it’s time to replenish your strength. Make the most of this stop on your multi-country road trip across North Macedonia, Greece, and Bulgaria by rewarding yourself with a taste of Kyustendil’s local cuisine. After dinner, head out to a bar to relax or mingle with the locals and raise a toast to your exciting road trip adventure.

Dine in style at Restaurant Friends, a top recommendation for dinner tonight. Or, for a change of pace, Hotel Ramira boasts a menu that's sure to impress. Also, be sure to check out Vintage bar and dinner. Known as a local hotspot, it’s a great choice for tonight in Kyustendil.

Keep the evening going at Vogue, a great choice for enjoying the after-dinner hours with a drink.

As the night falls in Kyustendil, take a moment to savor the experiences of the day. Wash away your fatigue with a drink, or lay back and relax at your hotel, and look forward to another thrilling day of your multi-country journey across Europe.

Dive into day 3 of your remarkable multi-country road trip across North Macedonia, Greece, and Bulgaria. Today's main destinations are Plovdiv in Bulgaria, where you will have the opportunity to experience all the top things to see and do. At the end of the day, you’ll unwind at one of the finest accommodations in Sofia. You’ll stay here for 2 nights.

After soaking in Kyustendil’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Plovdiv. Expect your car journey to take a minimum of 2 hours 47 min. When you arrive in Plovdiv, it's time to take a break from the road.

A tour of Plovdiv is not complete without a visit to the famous Ancient Theatre of Philippopolis. This incredible sightseeing destination and attraction has an average rating of 4.7 out of 5 stars from 17,893 travelers.

Make the most of your Plovdiv travel adventure by seeing another popular site, the wonderful Ancient Stadium of Philipopolis. This sightseeing destination and unique destination is rated an average of 4.7 out of 5 stars by 7,842 travelers.

You can then move on to the incredible “Tsar Simeon Garden” Park for an experience worth remembering. This local park and standout destination has received an average rating of 4.8 out of 5 stars from 15,537 visitors.

An exhilarating day of exploring and driving will have you longing for a comfortable bed at the end of the day. Fortunately, Sofia’s top hotels offer a lovely retreat at day’s end. Choose from options ranging from budget to luxury.

As the sun dips under the horizon, freshen up and head out to discover the best dining spots in Sofia. Check out our recommendations on where to wine and dine while seeing this marvelous destination in Bulgaria in a new light. After dinner, head out to a bar to relax, mingle with the locals, and raise a toast to your unforgettable road trip vacation in Europe.

Enjoy a delicious meal at Hotel Forum, a highly-rated dining destination in Sofia. If you're eager to try something different, consider Hotel ZOO Sofia, another top spot with a tantalizing menu. You might also want to secure a reservation at Mamma Mia Ltd. With a reputation for consistently satisfied customers, it’s an excellent choice to enhance your stay in Sofia this evening.

Keep the excitement of the evening going by going to a bar or two. Halbite Beer Hall is an excellent place to start. You could also check out Lime Cafe & Cocktails, offering a different kind of charm.

Savor the moment and raise a toast to yet another amazing day of your vacation in North Macedonia, Greece, and Bulgaria! Enjoy your evening in Sofia to the fullest by mingling with the locals at a bar, taking a stroll around the city center, or simply just relaxing.

On day 4, you will wake up in Sofia with an entire day of wonders ahead of you! You still have 1 night left in Sofia before it’s time to get back on the road and continue your European tour across North Macedonia, Greece, and Bulgaria.

A tour of Sofia is not complete without a visit to the famous Sofia Zoo. This incredible zoo and attraction has an average rating of 4.3 out of 5 stars from 15,237 travelers.

Make the most of your Sofia travel adventure by seeing another popular site, the wonderful South Park. This park and unique destination is rated an average of 4.6 out of 5 stars by 30,985 travelers.

You can then move on to the incredible National Palace of Culture for an experience worth remembering. This local convention center and standout destination has received an average rating of 4.5 out of 5 stars from 14,569 visitors.

If you want to discover more, consider stopping by the famous North Park. This amazing site is a wonderful park with more than 11,004 wanderlust-filled travelers rating it an average of 4.5 out of 5 stars.

If you're eager to sample culinary delights during your multi-country road trip in North Macedonia, Greece, and Bulgaria, you'll be excited to head out for dinner and get a taste of the local cuisine in Sofia. After dinner, head out to a bar to reminisce about your day and raise a toast to this stop on your road trip.

Have a fantastic dining experience at Divaka, a highly recommended choice for tonight's dinner. If you're looking to mix things up, Face bar & dinner offers an enticing alternative with its varied menu. Additionally, Art Club Museum is worth considering. Renowned for satisfying diners, it’s an ideal option for tonight in Sofia.

Celebrate day 4 of your multi-country road trip in Europe with a toast, and look forward to more memorable moments to come!

On day 5 of your exciting European self-drive vacation in North Macedonia, Greece, and Bulgaria, you’ll soak in the magnificence of 1 destination, Reduta in Bulgaria. When you’re not exploring the city and its surrounding areas, take time to relax at your selected hotel in Thessaloniki, where you’ll be staying for 2 nights.

Zaimov Park is a travelers’ favorite in Sofia, and today you’ll have the opportunity to discover it too! This one-of-a-kind attraction is rated an average of 4.5 out of 5 stars from 15,334 visitors.

In Sofia, don’t miss Patriarchal Cathedral of St. Alexander Nevsky, a great church and place to see in the hamlet. This outstanding attraction has an average rating of 4.7 out of 5 stars from 20,088 reviews.

Check other top attractions in Sofia off your list when you visit the wonderful National Theater "Ivan Vazov". This popular sight is an outstanding sightseeing destination, rated an average of 4.8 out of 5 stars by 9,932 travelers.

Continue your road trip and head to your next destination, Reduta.

One of today’s main highlights is the unforgettable Geo Milev Park. This outstanding park and travel destination inspires so many travelers each year. Garnering an average rating of 4.5 stars out of 5 from 10,414 travelers, a visit to the remarkable Geo Milev Park is worth pages in your travel diary.

Relax your senses after a day of exhilarating activities and fun exploration. Retreat to one of the best accommodations in Thessaloniki.

As the day slows down and turns into evening, we encourage you to indulge your taste buds at one of the top-rated restaurants in Thessaloniki. After a delicious dinner, experience the local nightlife or unwind at one of the city’s most popular bars.

Make sure to book a table at Kitchen Bar, a popular restaurant in Thessaloniki. This acclaimed restaurant and its mouthwatering dishes have earned the admiration of countless food lovers. Alternatively, experience a taste of Thessaloniki at The Greek, a popular local restaurant. With a menu designed to impress, it promises a journey of flavors that will leave you captivated. Another top-rated restaurant to try is Phanós. As a dining spot that gains consistently high praise from guests, it’s an ideal choice to enhance your time to Thessaloniki tonight.

After enjoying a delightful dinner, why not delve into the vibrant local bar scene? You might want to spend the evening at Beetle Bar, a well-loved spot among locals and tourists. Or, head to Vogatsikou 3. This bar boasts a welcoming environment that is perfect for winding down. You could also continue your night at Souel, another top-rated place in the area.

Take in the ambiance of Thessaloniki as this vacation day slowly comes to an end. Whether you’re going bar hopping or you decide on a quiet night at your hotel, you have another exciting day of your road trip to look forward to!

Day 6 of your multi-country road trip promises a full day of discoveries in beautiful Thessaloniki. Enjoy time off the road as you’ll be staying in the city for 1 night more before hitting the road again.

Something that makes Thessaloniki the perfect holiday destination is that the city offers easy access to many popular places of interest, like the outstanding sightseeing destination, Heptapyrgion of Thessaloniki. This local gem has an average rating of 4.6 out of 5 stars from 5,777 visitors.

The famous Atatürk Museum is another remarkable sightseeing hotspot in the area. As one of Thessaloniki's most remarkable sights, there's no wonder why around 8,010 travelers have rated this incredible house museum and travel destination an average of 4.6 out of 5 stars in reviews.

Thessaloniki is also home to the extraordinary Arch of Galerius and Rotunda, which boasts a 4.6 out of 5 star rating in 12,542 traveler reviews.

Another place you’ll want to visit is the captivating White Tower of Thessaloniki, which hosts up to 290,192 visitors every year. With an impressive average rating of 4.7 out of 5 stars from a total of 52,379 reviews, a visit to this wonderful fortified tower and tourist destination is truly a great idea.

On this Thessaloniki exploration, you'll also have the chance to admire the fantastic The Umbrellas Sculpture by Zogolopoulos up close. This fascinating point of interest and attraction is a must-visit, and its average rating of 4.7 out of 5 stars from 13,884 travelers is proof.

Before this memorable day of your vacation comes to a close, treat your palate to a taste of Greece's delectable cuisine at one of Thessaloniki's best restaurants. After a nice meal, enhance your vacation experience by enjoying the local nightlife or unwinding with a drink or two in the city’s most recommended bars.

Make sure to reserve a table at Mamalouka, an iconic dining spot in Thessaloniki. This culinary treasure and its outstanding menu have enchanted food enthusiasts from around the world. Immerse yourself in the culinary delights of Clochard, a popular restaurant in Thessaloniki. With a menu designed to delight, it ensures a dining experience that transcends the ordinary. Experience the culinary magic of Sofi's House Restaurant, a hidden gem nestled in Thessaloniki. Known for its exquisite cuisine and inviting atmosphere, it's a dining experience you won't soon forget.

After your meal, keep the night alive at a bar like Castra- All Day Terrace Bar, known for its lively atmosphere. Barbaben - Μπαρ/Μπα/Μπεν is another top recommendation that provides the perfect setting with well-crafted drinks and a welcoming ambiance. Similarly, Apallou offers an excellent atmosphere for those looking to amp up the evening.

Relax, recharge, and look forward to what tomorrow holds. The opportunities are endless with a European self-drive tour!

Experience an unparalleled adventure on day 7 of your multi-country journey across North Macedonia, Greece, and Bulgaria. This exciting part of your road trip invites you to discover the renowned landmarks in 2 vibrant destinations - Thessaloniki in Greece, and Skopje in North Macedonia. After a day filled with exploration and new experiences, you will retreat to Skopje where you'll spend 1 night of well-deserved relaxation.

Something that makes Thessaloniki the perfect holiday destination is that the city offers easy access to many popular places of interest, like the outstanding church, Holy Church of Saint Demetrius, Patron Saint of Thessalonica. This local gem has an average rating of 4.9 out of 5 stars from 6,316 visitors.

The famous Agias Sofias Square is another remarkable sightseeing hotspot in the area. As one of Thessaloniki's most remarkable sights, there's no wonder why around 10,374 travelers have rated this incredible square and travel destination an average of 4.6 out of 5 stars in reviews.

Thessaloniki is also home to the extraordinary Kapani, which boasts a 4.4 out of 5 star rating in 11,747 traveler reviews.

Another place you’ll want to visit is the captivating Aristotelous Square. With an impressive average rating of 4.7 out of 5 stars from a total of 42,109 reviews, a visit to this wonderful square and tourist destination is truly a great idea.

After soaking in Thessaloniki’s unique atmosphere, jump into the car with a full heart and drive in the direction of your next destination: Skopje, North Macedonia. Expect your car journey to take a minimum of 2 hours 46 min. When you arrive in Skopje, it's time to take a break from the road.

A tour of Skopje is not complete without a visit to the famous Old Bazaar. This incredible čaršija and attraction has an average rating of 4.5 out of 5 stars from 20,113 travelers.

Continue your road trip and head to your next destination, Skopje, North Macedonia. This car ride takes around 2 hours 46 min.

This outstanding travel destination inspires so many travelers each year.

After a long day of driving and exploring, you’ll check in at a top-recommended hotel in Skopje of your choice.

As the day unfolds, you’ll be delighted to find that the city of Skopje boasts an array of restaurants and bars catering to every budget. Take this opportunity to sample the distinctive flavors of North Macedonia.

Treat yourself to a delicious dinner at Vodenica Mulino, an excellent option for tonight's dining. Looking for something different? Gallery 7 offers a tantalizing alternative with its diverse menu. And don’t miss Fast Food 7 - Aerodrom. With its reputation for pleasing customers, it’s a fantastic choice for tonight in Skopje.

Cap off your dinner by heading to Heart Bar Skopje, ideal for a leisurely evening with a drink in hand. Chillin' Bar is another bar that offers an enjoyable setting. Similarly, Casa is also a popular place to go on a night out, perfect for relaxing and socializing.

Celebrate day 7 of your multi-country road trip in Europe with a toast, and look forward to more memorable moments to come!

On day 8 you have reached the last destination of your European road trip. Catch one last glimpse of Skopje before it’s time to leave.

Depending on how much time you have before your departure, you may want to engage in some last-minute shopping or souvenir hunting. Get some unique items to remind you of your great European road trip across North Macedonia, Greece, and Bulgaria. If shopping isn’t your thing, visit some of the lesser-known attractions you have yet to discover.

As your final day in North Macedonia unfolds, enjoy a last-minute shopping spree in Skopje's best shopping area. Enjoy finding the perfect gift or keepsake to remind you of your wonderful trip to North Macedonia.

Complement your beautiful day with a visit to a top-rated park and attraction in Skopje — City Park. About 4,127 visitors have rated this attraction an average of 4.6 out of 5 stars.

Get a last taste of North Macedonia’s tasty traditional food. Choose from a curated list of the best local food and drink spots in Skopje and enjoy what may be your last vacation meal of this trip. Look forward to recreating these distinct culinary experiences in your own kitchen later to remind you of your unforgettable road trip across North Macedonia, Greece, and Bulgaria.

If you're in the mood to try something new, consider Pelister, another top spot with a mouthwatering menu.

The time has come to say farewell to Skopje for now. You will realize that you’re traveling home with more than you came with as you look back at your 8-day European road trip in North Macedonia, Greece, and Bulgaria with fond memories. Safe travels!