San Sebastian beach and bay

Top 5 Underrated Spanish Cities In Spain For Your Next City Break

David Cook on 23 Oct 2026

Have you already fallen in love with Barcelona, Madrid, Seville or Valencia and now you are wondering where to go next in Spain? If you still want culture, food and atmosphere but with fewer crowds, this guide is for you. Here are five underrated Spanish cities that are perfect for your next short break in Spain: full of character, easy to explore on foot and ideal for travellers who have already seen the big hitters.

5. Segovia: Fairytale City Break Near Madrid

If you are looking for an easy city break from Madrid that still feels a world away from the capital, Segovia is a brilliant choice. Just over an hour by train, it is compact, walkable and wonderfully photogenic.

Why visit Segovia

  • One of the best-preserved Roman aqueducts in the world cutting right through the city.
  • The Alcázar of Segovia, a castle that looks straight out of a fairytale, perched high on a rocky outcrop.
  • A beautiful Gothic cathedral and a maze of cobbled streets lined with traditional bars and cafés.


4. Cáceres: Medieval Old Town & Authentic Spain

Cáceres, in Extremadura, is one of Spain’s true hidden gems for city breaks. Its perfectly preserved medieval old town has featured in films and TV shows, yet it remains quieter than most major Spanish cities.

Why visit Cáceres

  • A UNESCO‑listed old quarter with stone palaces, towers and cobbled lanes almost untouched by modern life.
  • A fast‑rising food scene, from creative tapas to refined tasting menus based on regional produce.
  • Easy access to peaceful countryside and big skies, ideal if you like to combine culture with nature.


3. Cuenca: Hanging Houses & Nature Close By

Cuenca is one of the most unique cities in Spain. Built on a rocky ridge between two river gorges, it is famous for its dramatic “hanging houses” and striking natural surroundings.

Why visit Cuenca

  • The iconic casas colgadas (hanging houses), apparently suspended over the cliff edge, now home to galleries and restaurants.
  • A compact old town with picturesque squares, viewpoints and a cathedral blending Romanesque and Gothic elements.
  • Close proximity to the Serranía de Cuenca Natural Park, with walking trails, unusual rock formations and forests.


2. San Sebastián: Luxury Beach City & Foodie Heaven

San Sebastián (Donostia) is already known among food lovers, but for many city break regulars it is still an underrated alternative to Barcelona or Valencia. It combines a graceful city, a beautiful bay and some of the best food in Europe.

Why visit San Sebastián

  • The curve of La Concha Bay, one of the most famous urban beaches in Europe, perfect for seaside strolls and sunsets.
  • An outstanding pintxos culture, where bar‑hopping means sampling bite‑sized culinary works of art.
  • Easy day trips into the Basque countryside and coastal fishing villages, plus access to nearby Rioja wine region.


1. León: Gothic City, Camino Charm & Local Life

León is a fantastic choice for travellers who want a different Spanish city break with a strong sense of local life. Often overshadowed by Bilbao and Santiago de Compostela, it deserves to be at the top of the list for repeat visitors to Spain.

Why visit León

  • A breathtaking Gothic cathedral with some of Europe’s most beautiful stained glass windows.
  • The lively Barrio Húmedo, famous for its tapas bars, local wines and buzzing evening atmosphere.
  • Links to the Camino de Santiago and a mix of historic and modernist architecture, including a building by Antoni Gaudí. 


For more information and to create a city break or multi centre holiday, get in touch with me at david.cook@travelcounsellors.com or call 01323 660109

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