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This Portuguese City Feels Like a Fairytale You Can Actually Visit

Jules Walker by Jules Walker
July 28, 2025
in Epic Destinations
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Colorful view of Pena Palace in Sintra, one of the best cities in Portugal, with lush green hills and visitors exploring the historic castle on a bright day.

Winding cobblestone streets, candy-colored palaces, lush green hills shrouded in mist—this isn’t a movie set or a fantasy novel. It’s real, it’s enchanting, and it’s waiting for you in Portugal. When people talk about the best cities in Portugal, one magical spot often gets overshadowed by Lisbon or Porto. But if you crave somewhere that feels straight out of a storybook, Sintra delivers all the fantasy vibes, complete with hidden gardens and mysterious castles. If you have ever wanted to step inside a dream, Sintra is where you make it happen.

Why Sintra Tops the List of Best Cities in Portugal

Sintra sits just a short train ride from Lisbon, but in atmosphere, it feels like an entire world away. Lush forests climb steep hills, and royal palaces peek through the greenery. Local legends, secret tunnels, and whimsical architecture make this city unforgettable. While the best cities in Portugal often boast historical neighborhoods and grand riverside views, Sintra has an almost magical energy—like the land itself is humming with old secrets.

Not only is Sintra rich in history, but it’s also remarkably accessible for travelers on every kind of budget. The vibe here is laid-back, artsy, and just a little bit mysterious. If you’re planning a trip and want to see something beyond the usual postcard-perfect city squares, Sintra is an easy addition to any Portugal itinerary.

A Brief History: The Royal Playground

Why does Sintra look so different from other best cities in Portugal? Royalty once used this lush area as their summer playground. For centuries, Portuguese kings and nobility retreated here to escape the heat and bustle of Lisbon. Their legacy lives on in pastel palaces, grand villas, and romantic gardens you can still visit today.

Sintra’s old-world charm is real, not manufactured for tourists. Wander through its forests and you’ll find ancient chapels, Moorish fortresses, and even a palace built to look like something from a fantasy novel. The entire town has UNESCO World Heritage status, which means it’s protected and preserved for generations to come.

Must-See Sights in Sintra

1. Palácio da Pena: A Fairytale on the Hill

If you have seen photos of Sintra, chances are you’ve seen the vibrant red-and-yellow towers of the Palácio da Pena. This 19th-century palace is the crown jewel of Sintra and looks like it was plucked straight from a Disney movie. With its whimsical shapes, lush gardens, and sweeping views, it’s the ultimate symbol of why Sintra is among the best cities in Portugal for dreamers and romantics.

Tip: Arrive early or late to avoid the crowds, and give yourself time to explore the winding park trails surrounding the palace.

2. Quinta da Regaleira: Mystical Gardens and Secret Tunnels

If you like your fairytales with a dash of mystery, don’t miss Quinta da Regaleira. This estate is famous for its secret tunnels, magical wells, and hidden symbols. Wander the mossy paths and you’ll feel like you’ve entered a secret society’s playground. The Initiation Well—an underground spiral staircase—is one of the most photographed spots in Sintra.

This site alone makes Sintra stand out among the best cities in Portugal for travelers who love both nature and a sense of intrigue.

3. Castelo dos Mouros: Ancient Walls, Epic Views

Long before the palaces, Sintra’s hills were guarded by the Moors, who built this dramatic stone fortress high above the town. Hike up to the battlements for jaw-dropping views of the Atlantic and surrounding forests. The castle’s age-old stones tell stories of conquests, sieges, and the blending of different cultures that makes Portugal so unique.

4. Historic Center: Cobblestone Charm

Sintra’s old town is as charming as they come, with winding streets lined with pastel houses, artisan shops, and pastry cafes. Sample the famous travesseiros (pillowy almond pastries) and stroll past tile-fronted homes that look like they belong in a watercolor painting.

5. Palácio de Monserrate: Moorish Marvel

While less famous than Pena, Monserrate’s blend of Moorish, Gothic, and Indian architecture is a delight. The exotic gardens here showcase plants from around the world, adding to Sintra’s status as one of the best cities in Portugal for lovers of the unusual and beautiful.

Where to Stay: Dreamy Hotels and Budget-Friendly Options

Sintra offers accommodation for every type of traveler. From luxurious palace hotels to budget hostels tucked in the hills, you’ll find a wide range of options. If you want to maximize your fairytale experience, look for a quintinha (country house) with garden views. Even if you are traveling on a budget, Sintra delivers with charming guesthouses and family-run B&Bs.

For more budget travel ideas in Portugal, you’ll find tons of tips in the On a Budget section of Viral Voyage.

Majestic view of Quinta da Regaleira in Sintra, surrounded by lush gardens and historic architecture, highlighting why Sintra is among the best cities in Portugal.

Getting to Sintra: A Simple Escape from Lisbon

Part of what makes Sintra one of the best cities in Portugal for travelers is its accessibility. You can hop on a direct train from Lisbon’s Rossio Station and be at Sintra in under 45 minutes. No need for a car—public transit is easy, affordable, and scenic. Once in Sintra, local buses or even tuk-tuks can whisk you up the hills to the main attractions.

If you are looking for more travel tricks and tips for exploring Portugal and Europe efficiently, check out Travel Hacks for insider advice.

Food and Drink: What to Eat in Sintra

Portuguese food is famous for its comfort and flavor, and Sintra is no exception. Try local specialties like queijadas de Sintra (cheese tarts), freshly baked travesseiros, and rich codfish dishes. Small tavernas serve up hearty meals, while elegant tea rooms offer sweet treats and coffee with a view.

Sintra’s food scene is surprisingly diverse for a small town. You can feast on traditional Portuguese fare, snack on pastries in old-world cafes, or enjoy a romantic dinner in a grand estate. This range of options places Sintra among the best cities in Portugal for food-loving travelers.

Nature Walks, Hikes, and Scenic Views

If you need a break from castles and crowds, Sintra’s natural beauty awaits. The Sintra-Cascais Natural Park wraps around the city, offering hiking trails, shady woods, and stunning cliffs overlooking the sea. For a dose of adventure, walk the paths to Praia da Ursa or explore the wild, wind-swept coast at Cabo da Roca—the westernmost point of continental Europe.

Nature lovers consistently rank Sintra as one of the best cities in Portugal for outdoor activities, thanks to its blend of forest, mountains, and dramatic coast.

Day Trips: Beyond Sintra’s City Limits

Sintra’s fairy-tale aura is matched by the beauty of its nearby attractions. Hop on a bus or bike and explore:

  • Cabo da Roca: The edge of the continent, with stunning views and rugged cliffs.
  • Praia das Maçãs: A relaxed beach town perfect for swimming and fresh seafood.
  • Colares: Known for its unique wine and tranquil vineyards.

Each of these spots adds a new dimension to your trip and proves that even among the best cities in Portugal, Sintra’s surroundings hold their own magic.

When to Visit: Seasons of Enchantment

Sintra’s mild climate makes it a year-round destination, but some times are better than others for certain experiences. Spring brings blooming gardens and fewer crowds, while summer means lively festivals and longer days. Autumn covers the forests in golden leaves, and winter has its own moody, mysterious charm.

If you want the best of both worlds—pleasant weather and manageable crowds—aim for late spring or early autumn. These shoulder seasons are ideal for enjoying Sintra’s highlights without the lines.

A Digital Nomad’s Dream

Sintra isn’t just for fairy-tale seekers; it’s also becoming a hotspot for digital nomads and remote workers who want a mix of inspiration and tranquility. Reliable Wi-Fi, stylish cafes, and a supportive expat community make it easy to get things done between sightseeing adventures. It’s no wonder Sintra is now popping up on lists of the best cities in Portugal for digital nomads.

Curious about working on the road? The Digital Nomad guide on Viral Voyage is packed with remote work tips and destination suggestions.

Stunning sunset view of Cabo da Roca lighthouse near Sintra, with dramatic cliffs, wildflowers, and the Atlantic Ocean, highlighting the beauty of one of the best cities in Portugal.

Why Sintra Should Be on Your Portugal Bucket List

If you ask a dozen travelers about the best cities in Portugal, you’ll hear the usual suspects: Lisbon, Porto, maybe Coimbra. But those who make it to Sintra rarely forget the experience. Whether you are an architecture lover, nature enthusiast, history buff, or just someone who appreciates a beautiful view, Sintra offers a dose of magic you can’t find anywhere else.

Every palace, garden, and pastry shop has a story. Every path winds through something new and unexpected. Sintra is the kind of place that makes you feel like anything is possible—even if only for a day.

Planning Your Trip: Quick Tips for Visiting Sintra

  • Start early: Beat the crowds and have the palaces almost to yourself.
  • Wear comfortable shoes: You’ll be walking steep hills and uneven paths.
  • Buy combo tickets: Save money by bundling entrance fees for multiple sites.
  • Take breaks: Enjoy the cafes and gardens, don’t just rush between landmarks.
  • Pack layers: Sintra’s weather can change quickly, even in summer.

For even more dream destinations, check out the Epic Destinations section for travel stories and bucket-list inspiration.

Make Your Fairytale Adventure Happen

Sintra may not be the biggest, loudest, or most famous spot on the map, but it quietly captures the hearts of all who visit. Among the best cities in Portugal, it stands out for its ability to transport you somewhere truly special. You do not need a royal invitation—just a sense of curiosity and a few free days.

Ready to plan your next dream trip? Visit Viral Voyage for inspiring stories, expert travel tips, and all the guides you need to make your adventure unforgettable.

Jules Walker

Jules Walker

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