An often-underrated holiday destination, Castile-La Mancha is a land of historic towns and cities set amongst fertile plains and high plateaux studded with windmills. Immortalised in Cervantes’ Don Quixote, it’s a beautiful region and easily accessible from Madrid for long weekends or as part of a road trip through central Spain. Accommodation options are tremendously wide-ranging, with everything from old town guesthouses to magical restored convents and country house hotels catering to an array of tastes and budgets. Most of the best places to stay in Castile-La Mancha are characterful and historic, reflecting the region’s ample charm.
Ciudad Real, the regional capital, promises towers, Gothic churches, a 16th-century cathedral and the Don Quixote Museum, all surrounded by four kilometres of protective walls. The area’s bucolic plains are home to vineyards and family-owned farms producing game and cheeses. Enjoy tours and tastings at the wineries themselves, or at cellar doors on and around the city’s lively Plaza Major.
Fortified Toledo, once Spain’s capital, is undoubtedly Castile-La Mancha’s most famous destination. Brimming with religious and cultural landmarks, it’s a favourite amongst those looking to delve into the area’s rich and turbulent history. Evenings in Toledo are particularly special, when the day-trippers have left and the light is dazzling. Those interested in history of architecture should also venture across to Cuenca, with its striking old town and astonishing hanging houses built onto the surrounding cliffs.
Head into the countryside for hiking, mountain biking and horse riding, or to experience the wonders of the region’s spectacular national parks. Some of the best places to stay in Castile-La Mancha are tranquil rural escapes, perfect for outdoorsy adventurers.
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Toledo (Toledo)
A traditional Spanish ‘hostal’ close to the cathedral. Atmospheric rooms with exposed brick, wooden beams, heavy shutters and antique style furniture. An exceptional location for exploring this UNESCO listed town. Perfect for those on a budget and groups of friends.
Cuenca (Jábaga)
A lovely private farm come guesthouse surrounded by vineyards, gardens, and the historical sights of the Cuenca region. Romantic rustic bedrooms in pastel colours have wooden beams and attractive furnishings. Excellent regional cuisine, pool, and an adventure company to get you involved.
Almagro (Almagro)
A charming hotel in an ancient Spanish town just outside Ciudad Real. Large rooms are traditional or contemporary in design, but all feature modern bathrooms. Spa, indoor plunge pool, and wonderful regional dishes. A chic and romantic choice for exploring this historic town.
Castile-La Mancha (Castile-La Mancha)
This restored castle boasts stunning views of the Sierra de Gredos in Oropesa. The simple, stylish rooms ooze medieval grandeur, think stone archways and period furnishings. Guests can enjoy traditional Spanish cuisine, a relaxing pool, and terraces with panoramic vistas. A wonderful historic gem.
Toledo (Calle Recoletos, 2)
Ten stylishly decorated rooms, in a 16th century structure in the heart of Toledo's historic centre. Chic and charming, rooms blend history with modern day functionality and lovely views of the city from private terraces. Free wifi, a coffee maker and breakfast is included.
Cuenca (Castile-La Mancha)
An enchanting former monastery. Characterful rooms have uneven floors, exposed beams, white washed walls and modern furnishings. Outstanding views across the Huecar Gorge. A terrace, excellent regional Tapas cuisine, and walking tours nearby. A perfect spot to explore UNSECO listed Cuenca.
Castile-La Mancha (19269 Imón)
Dating back to 1750, this charming house is steeped in Castilian history. Each of the 12 uniquely designed en suite rooms are filled with antique furniture. Found in the heart of the Guadalajara mountains, with a spa, pool, sun terrace, and traditional restaurant, it is the ideal relaxation spot.
Cuenca (Castile-La Mancha )
Set in a former monastery overlooking Cuenca’s iconic Hanging Houses, this hotel blends historic charm with modern comfort. The décor fuses centuries-old architecture with sleek, contemporary touches. There's an outdoor pool, gym, and a restaurant serving local cuisine. Perfect for a relaxed escape.
Castile-La Mancha
Hotel in 16th century convent. Large rooms have beamed ceilings, four poster beds and traditional tile work. Outdoor pool, garden and terrace courtyard. Excellent regional cuisine and broad wine list. Tranquil, elegant and characterful.
Toledo
The Parador de Toledo must have one of the best views of the city, plus comfy and spacious bedrooms, good restaurant and a pool to cool you down after the delights of Toledo.
Castile-La Mancha (Ballesteros de calatrava)
Boutique hotel in 18th century building. Large rooms have contemporary furniture, artworks, fireplaces and modern bathrooms. Outdoor pool, garden and sunny courtyard. Excellent authentic regional menu in elegant dining room. Original, bespoke and beautiful.
Castile-La Mancha (Castile-La Mancha )
Set in a beautifully preserved 12th-century castle in Castilla La Mancha, this hotel offers a unique historical escape. The atmosphere is rustic yet elegant, with stone archways and medieval decor. Guests can enjoy a traditional dining experience and relax in a scenic courtyard. A timeless retreat.
Cuenca
Hotel Boutique Pinar consists of a number of chic bungalows, in a secluded countryside setting outside Cuenca. There is a shared outdoor seawater pool and plenty of local hiking, cycling and horse riding options. The rooms are decorated in an elegant manner and there are family suites available.
Cuenca
Riverside hotel in a castle. Elegant rooms feature stone walls, antique furniture, regal drapes and river views. Garden and terrace. Sublime gourmet cuisine in the restaurant, and extensive wine list from the region. Unique, full of character and romantic.
Castile-La Mancha (Alcuneza)
A charming rural Spanish hotel set in a renovated 15th century flour mill. Enjoy the relaxing atmosphere inside and out with spacious, comfortable rooms and deluxe outdoor pool. For further indulgence, have an afternoon in the hotel's spa. A delightful country getaway.
Castile-La Mancha (km 9)
An idyllic country house nestled between emerald fields and lakes just outside Madrid. A state of the art spa, beautiful elegant living areas, romantic bedrooms, and excellent Catalan cuisine. A languid countryside spot for couples and spa breaks.