The Best Hidden Gems in Windsor: Cozy Cafés, Unique Stays & Local Art

Windsor is often overshadowed by its iconic neighbor, London, but this charming town is a destination that can easily steal your heart. If you’re the type of traveler who prefers cozy nooks, hidden gems, and a slower pace away from the usual hustle, Windsor is the perfect retreat. Nestled along the River Thames and just a short train ride from London, Windsor offers a delightful mix of history, nature, and tucked-away treasures that are perfect for those who appreciate life’s softer moments.

This isn't your typical Windsor guide; you won’t find the typical tourist traps here. Instead, let’s take a walk through some of the best-kept secrets this town has to offer. Whether you’re craving a quiet coffee spot to unwind, a quirky boutique to explore, or simply a peaceful corner of Windsor where you can enjoy a good book or reflect, I've got you covered. Here’s your curated guide to Windsor’s hidden cafés and shops—places you’ll be glad you stumbled upon, far from the crowds, yet full of character.

The Best Secret Cafés in Windsor

Windsor has a café scene that goes beyond your usual chains. If you’re looking to enjoy a good cup of coffee or a calming afternoon tea in an intimate setting, you’ll love what’s waiting off the beaten path.

The Cinnamon Café
Hidden away on the outskirts of Windsor’s town center, The Cinnamon Café offers a laid-back vibe and homemade cakes that taste as good as they look. The bright, cozy interior with its rustic wooden tables and colorful plants will immediately make you feel at home. This café is ideal for solo travelers who need a peaceful moment to recharge, offering just the right balance of serenity and community. Their cinnamon buns are, as the name suggests, a must-try, and if you’re in the mood for something savory, their quiches are a favorite.

Ole & Steen
If you’re in Windsor and craving something sweet, Ole & Steen is the spot. Tucked in the Windsor Royal Shopping Centre, this Danish-inspired café serves up delicious pastries (their cinnamon buns are to die for) and great coffee. It’s a cozy, relaxed place where you can take a break, unwind, and enjoy a moment to yourself.

Ole & Steen Cafe in Windsor

Ole & Steen

The Cinnamon Café in Windsor

Cinnamon Café

Hidden Shops for Unique Finds

Windsor isn’t just about cafés; it’s also home to a collection of quirky, independent shops that have their own unique charm. These spots are perfect for travelers who enjoy finding something special—whether it’s a handcrafted gift, a piece of art, or a vintage treasure.

Eton Antique Bookshop
If you're wandering around Eton and happen to love books, Eton Antique Bookshop is a must-stop. Tucked on High Street, just across the river from Windsor, this charming little shop is a cozy mix of antique treasures and books—think old maps, vintage postcards, quirky second-hand books, and rare finds you won’t see anywhere else.

It’s the kind of place you could spend hours in, slowly flipping through shelves packed with everything from classic novels to collectible editions. The vibe is friendly and laid-back, and you’ll feel right at home in the warm, welcoming atmosphere. It’s also perfect for picking up a unique souvenir that feels much more personal than your average tourist shop. The owner knows his stuff too, and is always happy to chat about the stories behind some of the rarest pieces.

Windsor Vintage
This little shop is a treasure trove for anyone who loves unique, quirky finds with a lot of personality. Located on the quieter Grove Road, it's a great spot to pick up one-of-a-kind vintage clothing, retro home décor, and accessories that you won't find just anywhere. With its boho-chic vibe, Windsor Vintage feels more like a curated collection from someone's personal attic—full of character and hidden gems. It’s a perfect place to spend a few hours discovering something special to take home. Whether you're after a classic leather jacket or a funky piece of furniture, this is the kind of store that surprises you at every turn.

The Old Curiosity Shop
This charming little shop feels like something straight out of a Dickens novel. Full of vintage items, eclectic décor, and unique gifts, it’s a haven for those who enjoy one-of-a-kind finds. The Old Curiosity Shop is a bit off the main street, but its tucked-away location only adds to the allure. You can find everything from handpicked local pottery to antique silverware and art prints. Whether you're looking for a thoughtful gift or simply enjoy wandering through small, independent shops, this spot offers plenty of inspiration and character.

The Old Curiosity Shop

The Old Curiosity Shop

Windsor Vintage

Windsor Vintage

Eton Antique Bookshop

Eton Antique Bookshop

Strolling Through Windsor: Walks, Views, and Local Experiences

Windsor may be small, but it’s full of surprises if you know where to look. Whether you're strolling along the River Thames or wandering through quiet side streets, there’s a peacefulness about Windsor that’s perfect for solo travelers seeking a more introspective, serene escape.

Along the River Thames
A peaceful walk along the River Thames is one of the best ways to experience Windsor at its quietest. The riverside path is dotted with charming pubs and benches where you can stop, take a moment, and watch the boats drift by. Start at the Windsor Bridge and make your way to the less-trodden areas near Eton. Along the way, you’ll find small gardens and scenic spots where you can sit quietly and enjoy the sounds of nature. If you want to make it a more reflective experience, bring along a notebook or journal to capture the beauty of the surroundings. It’s an ideal spot for an afternoon of solitude and reflection.

Windsor Great Park
For those who love being surrounded by nature, Windsor Great Park is a must-see. It's much more than just a park—it's a vast, sprawling green space with woodland, formal gardens, and sweeping views of Windsor Castle. You can easily spend hours here, walking through different areas like the Savill Garden, with its perfectly manicured landscapes, or the quieter Long Walk, which stretches for miles and offers beautiful views of the castle. If you're a fan of photography, the park offers plenty of picturesque spots—just wait for golden hour, and you’ll be treated to some magical lighting as the sun sets over the castle.

Windsor Savill Garden

Windsor: Savill Garden

Windsor Great Park

Windsor Great Park

Cozy Places to Stay: Where to Rest and Recharge

When you’ve spent the day strolling through Windsor’s winding streets and quiet corners, you’ll want to retreat to a place that feels just as cozy and welcoming as the town itself. These accommodations offer that extra bit of charm—whether you're after a bohemian escape, a traditional English retreat, or somewhere with a soul.

The Royal Adelaide Hotel
For those who appreciate a traditional, yet stylishly bohemian escape, The Royal Adelaide Hotel offers a wonderful blend of historic charm and artistic flair. Located just a short walk from Windsor Castle, this 19th-century hotel boasts individually decorated rooms, each filled with character. It’s a true home-away-from-home, with an intimate atmosphere and a welcoming staff. The Royal Adelaide has a fantastic mix of modern comfort and old-world elegance, with a charming breakfast room that’s perfect for starting your day off on the right foot.

The Royal Adelaide Hotel in Windsor
The Royal Adelaide Hotel in Windsor, UK

The Windsor Trooper Pub & Inn
The Windsor Trooper is the perfect spot if you’re looking to soak up some of that classic English pub vibe while staying right in the heart of Windsor. It's not just a place to sleep; it's where you can really feel the local character. Housed in a stunning, old building, the pub has a relaxed, boho charm with spacious rooms that mix vintage touches and cozy, old-school feels. Think wooden beams, antique furniture, and a real sense of history. Plus, it's just a stone's throw from Windsor Great Park and the lively High Street, so you'll be in the perfect spot to explore everything the town has to offer.

Windsor Trooper Inn Bedroom
Windsor Trooper Inn

The Oakley Court
If you want something a little different, The Oakley Court is a gem. Located just outside Windsor, this stunning Victorian Gothic mansion feels like stepping into a storybook, but with a modern twist. Surrounded by lush gardens and right on the River Thames, it’s the perfect spot to escape for a mix of grandeur and cozy luxury. The rooms are beautifully designed, with a cool blend of classic charm and contemporary style. What really makes it stand out, though, is the setting—beautiful gardens, a private dock by the river, and that peaceful, almost magical vibe. Whether you're looking to relax or enjoy something a little special, The Oakley Court gives you both, all in one place.

The Oakley Court in Windsor
The Oakley Court

Windsor’s Hidden Art & Culture Gems

For those who enjoy a slower, more intentional experience when exploring a destination, Windsor has more to offer than just its castle. From quiet art galleries to tucked-away cultural gems, there are plenty of spots that will appeal to solo travelers, introverts, and anyone looking for a creative, artsy experience.

Windsor Contemporary Art Fair

Windsor Contemporary Art Fair

Windsor Contemporary Art Fair

While not a permanent venue, the Windsor Contemporary Art Fair is a must-visit if you're in town when it’s running. This annual event showcases some of the best contemporary art, from paintings to sculpture and photography. It’s held at the Windsor Theatre, and it offers a quiet yet inspiring space for art lovers to explore works by local and national artists. If you’re in town during the fair, it’s a fantastic way to dive into the local art scene and perhaps find a piece that speaks to you.

The Windsor & Royal Borough Museum

For a more local experience, head to the Windsor & Royal Borough Museum. It’s a charming, small museum hidden away in the Windsor Guildhall, offering insight into Windsor’s rich history and its artistic evolution. With exhibitions that cover everything from the town's royal connections to its cultural growth, you’ll gain a deeper appreciation for Windsor’s artistic heritage. It's a quiet space where you can easily spend an afternoon learning and reflecting.

Art at Windsor Theatre Royal

If you're someone who enjoys the theater and performing arts, Windsor Theatre Royal is a charming, intimate venue. While it’s known for its productions, they also host regular art exhibitions in the theater’s lobby. It’s a fantastic way to discover local artists and enjoy a cultural experience while attending a show. Keep an eye on their calendar for special events or smaller performances that would appeal to anyone looking to immerse themselves in Windsor’s arts scene.

The Art School

Located just outside the Windsor town center, The Art School offers regular workshops and classes in a variety of creative disciplines. Whether you're into painting, ceramics, or sculpture, this is the perfect place to tap into your inner artist. It's a great way to engage with the local creative community, and you can even create your own art piece as a souvenir of your time in Windsor. For those who enjoy hands-on, artistic experiences, this is an unexpected and rewarding stop.

How to Get to Windsor

Windsor

Getting to Windsor is incredibly easy from London. Simply hop on a train from London Paddington or Waterloo, and within 30–40 minutes, you’ll arrive at Windsor’s railway station. From there, it’s just a short walk to the town center, where many of the cafés and shops are located. If you’re arriving by car, the drive from London takes just under an hour, and there are plenty of parking spots available near the town center. But honestly, I’d recommend the train ride for a relaxing journey that allows you to arrive with a sense of calm, ready to explore.


Windsor is well worth a visit

If you’ve been to London, Windsor is the perfect next stop to really get a feel for the UK. It’s got the charm without the chaos—a place where you can slow down, take in the beauty, and stumble upon hidden gems you didn’t expect. Whether you're exploring quiet cafés, staying in a historic spot, or simply soaking in the views, it’s a town that invites you to take your time.

Next time you find yourself in the area, skip the usual tourist traps and dive into Windsor’s quieter side.

Did you know? Windsor is actually home to one of the oldest sweet shops in the UK, The Windsor Royal Shopping Centre, which has been serving up nostalgic treats for over 200 years! That’s just one more reason to fall in love with this town.

And if you’re craving more unique spots like these, don’t forget to check out our Summer Market Guide for more hand-picked gems that’ll make your next trip just as special.

Take your time, breathe it in, and enjoy every little detail in this charming town!

Windsor
Windsor

FAQ About Windsor

What is Windsor best known for?
Windsor is most famous for Windsor Castle, the oldest and largest inhabited castle in the world. It’s been a royal residence for over 1,000 years and is still used by the Royal Family today. Aside from the castle, Windsor is known for its beautiful parks, charming streets, and rich history.

How long do you need to explore Windsor?
You can explore Windsor in a day, especially if you focus on the key spots like Windsor Castle, the Long Walk, and the town center. If you’re looking to take it slower and enjoy the cafés, shops, and parks, a two-day visit would be perfect.

Is Windsor a good place to visit for a weekend?
Yes! Windsor makes for an excellent weekend getaway. It offers a mix of history, charming streets, and plenty of quiet spots to relax. You can enjoy a leisurely visit to the castle, explore nearby parks, and enjoy a slow-paced weekend in cozy cafés or art galleries.

Is Windsor a pricey place to visit?
Windsor can be a bit pricier than other towns, especially around the Windsor Castle area. However, there are plenty of affordable cafés, boutique shops, and accommodations if you know where to look. Avoid the main tourist areas, and you'll find hidden gems that fit any budget.

Can you walk around Windsor Castle for free?
While the castle grounds themselves are not free to enter, you can walk around the Windsor Castle grounds and enjoy the views of the castle from the outside without paying for entry. The Long Walk offers a great perspective of the castle, and it’s completely free to explore!

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