How to Spend a Weekend in Windsor, UK (2-Day Guide)

After two weekend trips to Windsor, I can tell you this town is so much more than just a famous castle (though wow, what a castle it is!). Between watching the guards march past in their bearskin hats and stumbling upon centuries-old pubs where Shakespeare probably downed a pint, this place keeps surprising me.

Everyone comes to snap photos of the world’s oldest inhabited castle, but what really got me was how the whole town feels like a perfect mix of royal pageantry and chilled-out English charm. From rowing boats drifting down the Thames to morning walks through the Great Park where actual wild deer roam free, I’ve figured out exactly how to spend an amazing weekend here. Let me show you the Windsor that made me want to come back for seconds.

Visiting Windsor at a Glance in 2025

Here’s my most helpful tips and recommended experiences at a high level. Keep reading to see each of these sections in more detail!

📍 Top Attractions

• Windsor Castle – The world’s oldest and largest inhabited castle.
• The Long Walk – A stunning tree-lined avenue leading to Windsor Great Park.
• St. George’s Chapel – A royal wedding venue and burial site of monarchs.
• Eton College – A prestigious school attended by British royals.
• River Thames Boat Cruise – Scenic boat rides with castle views.

🌿 Best Outdoor Experiences

• Windsor Great Park – Wild deer, peaceful trails, and incredible views.
• Alexandra Gardens – A perfect picnic spot with a riverside setting.
• Queen’s Walkway – A scenic route connecting Windsor’s landmarks.

🏨 Where to Stay

• Sir Christopher Wren Hotel & Spa – A luxurious stay in the heart of Windsor.

🍽 Best Places to Eat & Drink

• Bel & The Dragon – A historic pub serving modern British cuisine.
• Waterman’s Arms – A cozy 17th-century pub in Eton.
• Windsor & Eton Brewery – A must-visit for craft beer lovers.

🚆 How to Get to Windsor

• By Train – Direct routes from London’s Waterloo and Vauxhall stations.
• By Car – A scenic drive less than an hour from London.

🚶 How to Get Around

• On Foot – Most attractions are within walking distance.
• By Bus or Taxi – Great for excursions beyond Windsor.

🏇 Best Day Trips

• Ascot Racecourse – Iconic horse racing events just 6 miles from Windsor.
• Legoland Windsor – A family-friendly theme park.
• Bath & Stonehenge – Easy day trips from Windsor.

📷 Best Photography Spots

• The Long Walk & Windsor Castle – Capture the perfect royal shot.
• Eton Bridge – Stunning river views.
• Windsor Great Park – Beautiful landscapes and wildlife.

Best time to visit Windsor

Wondering when to plan your trip to Windsor? Here’s a seasonal breakdown of what to expect throughout the year, including key events, weather, and experiences.

Spring (March – May): Fresh Blooms & Royal Events

• 🌸 Windsor Great Park comes alive with vibrant flowers and blossoming trees, perfect for scenic walks.
• ☀️ Mild temperatures (10-18°C / 50-64°F) make outdoor sightseeing comfortable.
• 👑 March-April is when the Queen (historically) held her Easter Court at Windsor Castle, attracting royal enthusiasts.
• 🏇 The start of the horse racing season, including the popular Royal Windsor Racecourse events.

Summer (June – August): Peak Season & Festivities

• ☀️ Warm, sunny weather (18-25°C / 64-77°F) draws the most visitors. Expect crowds!
• 🏇 June features the world-famous Royal Ascot, a must-visit for fans of horse racing and high fashion.
• 🎭 Open-air performances at Theatre Royal Windsor and outdoor concerts bring the town to life.
• 🚢 Ideal time for boat cruises on the River Thames and picnics in Alexandra Gardens.

Autumn (September – November): Fewer Crowds & Stunning Foliage

• 🍂 Windsor Great Park transforms with golden leaves—perfect for photographers and nature lovers.
• 🍷 October’s Windsor Festival offers classical music, literary talks, and cultural events.
• 🎃 Halloween celebrations, including themed ghost tours around Windsor’s historic sites.
• 🧥 Cooler temperatures (10-17°C / 50-63°F) make walking tours and pub visits extra cozy.

Winter (December – February): Festive Vibes & Royal Retreats

• ❄️ Christmas transforms Windsor with twinkling lights, festive markets, and an ice rink at Alexandra Gardens.
• 🎄 St. George’s Chapel hosts breathtaking Christmas Eve and New Year services.
• 🛍️ Shop for unique gifts at Windsor’s Christmas Market, filled with crafts and seasonal treats.
• 🔥 Cozy up in historic pubs like Bel & The Dragon for mulled wine and hearty English fare.

Each season in Windsor offers something special, whether you’re here for royal spectacles, outdoor adventures, or a quiet escape. I recommend whatever suits your travel style best!

My favorite photography spots in Windsor

Windsor is packed with picture-perfect spots, whether you’re after historic landmarks, scenic riverside views, or hidden gems. Here are the best locations to snap stunning shots:

• 📸 Windsor Castle & The Long Walk – The classic Windsor shot! Capture the castle framed by the tree-lined avenue for a dramatic perspective, especially at sunrise or golden hour.
• 🏰 Cambridge Gate at Windsor Castle – A gorgeous viewpoint where you can snap the castle through intricate iron gates with a stunning foreground.
• 🌳 Windsor Great Park – For nature lovers, the park offers scenic woodland trails, wild deer sightings, and dreamy autumn foliage.
• 🌊 Eton Bridge & Riverside Walk – Snap Windsor Castle reflecting on the Thames, or capture charming rowing boats and swans gliding by.
• ⛪ St. George’s Chapel – The gothic details and stained-glass windows make for an elegant historic backdrop.
• 🌅 Alexandra Gardens & Jubilee Fountain – A peaceful riverside setting, ideal for sunset shots with Windsor Castle in the distance.
• 🍻 Historic Pubs Like The Two Brewers – Capture quintessential English pub vibes with charming façades, cozy interiors, and local character.

These spots guarantee an Instagram-worthy Windsor experience…bring your camera and explore!

Windsor, the Queen’s royal residence

Queen Elizabeth II, the world’s longest reigning monarch, spends many of her weekends in Windsor. For the 92-year-old Queen, Windsor Castle provides a royal retreat from the hustle and bustle of London.

Every year during the March-April timeframe, Queen Elizabeth assumes her official “Easter Court” duties at the castle, where she hosts state events for politicians and public figures.

Every June, the Queen spends a week in Windsor to attend the Order of the Garter and Royal Ascot events. The Order of the Garter is a ceremony in which the Queen recognizes and appoints knights for their distinguished public service. The Royal Ascot is a 5-day horse racing meet that hosts over 300,000 guests. The most distinguished guest is undoubtedly Her Majesty, who makes a royal entrance in a horse-drawn carriage.

From holding and attending events to enjoying the serenity of her 13-acre property, Queen Elizabeth considers Windsor her home.

Getting to Windsor

Windsor is conveniently located less than 30 miles from London and 10 miles from London Heathrow Airport. As such, Windsor is most accessible by taking a train or renting a car. If you opt to take a train directly from London, I recommend riding via South Western Railway to the Windsor & Eton Riverside Station. The following stations in London do not require any transfers to Windsor:

• Vauxhall Rail Station, London (12 stops; 50 minutes)
• Waterloo Station, London (13 stops; 54 minutes)

At the time of my trip, one ticket cost $15 each way. You can either purchase your tickets online in advance, or at a ticket kiosk in the train station.

Getting around Windsor

As a small town with only 32,000 residents, Windsor is easy to cover on foot. Most top sights in Windsor and the neighboring town, Eton, are within a 15-minute walking distance. If you plan to do any excursions outside of these twin towns, consider taking a bus or taxi.

For an updated bus schedule, I recommend stopping by the Royal Windsor Information Centre inside the Windsor Royal Shopping Mall. This information center is open seven days a week, providing visitors with advice about Windsor and the surrounding communities. Additionally, you can purchase discounted tickets for local attractions and events.

If you’d like to take a taxi, make sure to give yourself ample time to find one. Based on my experience, there is a short supply of them patrolling Windsor (as is often the case with small towns). Rather than walking around looking for one, I recommend waiting at the taxi stand next to WindsorCastle, at the intersection of Peascod Street and High Street.

If you anticipate doing multiple day trips to the surrounding towns, renting a car is probably your best option.

Windsor, a town steeped in history

The town of Windsor was established during the 11th century under the reign of William the Conqueror. It was here where he decided to build Windsor Castle, a fortress and royal residence just south of the River Thames. This location was ideal because of its proximity to London and the surrounding woodlands for hunting.

During subsequent monarchs, Windsor Castle became more of a royal palace than a fortress. The original timber fortifications were replaced with stone, and royal apartments were added to the castle complex. In the 14^th century, St. George’s Chapel was built inside the castle walls, becoming a site of royal ceremonies, weddings, and burials.

As Windsor’s royal presence burgeoned, so did the demand for merchants and workers. By the end of the Middle Ages, Windsor was one of the wealthiest towns in England. Medieval homes and storefronts were erected during this time, some of which are still standing to this day.

Windsor was so historically prominent that Windsor, Ontario—the southernmost city in Canada—was named after it.

To grab a front-row seat of Windsor’s rich heritage, it’s worth finding an accommodation in a central location.

Where to stay in Windsor

Known as London’s Country Estate, Windsor is the perfect place to stay and explore southern England. Windsor’s close proximity to London, and the towns of Ascot, Bray, and Cookham, make it a convenient alternative to staying in the city.

When visiting historic places in Europe, it always pays to stay in the heart of the old town. The Sir Christopher Wren Hotel and Spa is at the center of all the action in downtown Windsor. This 4-star property is a complex of historic buildings that straddles the River Thames. The Sir Christopher Wren Hotel is situated on a charming cobblestone street, only a 2-minute walk from Windsor Castle.

In addition to its historic elements, the Sir Christopher Wren Hotel also has many modern amenities, including a conference center, jacuzzi, and sauna. In the morning, The Brasserie offers a hearty English breakfast. This traditional breakfast includes Eggs Benedict, fresh tomatoes, baked beans, and toast, among an assortment of fruits, vegetables, and breads. Beyond the delicious meals, my favorite part about The Brasserie was its idyllic riverside setting. Be sure to get to the breakfast buffet early to snatch a window seat!

Among the 50 hotel properties in Windsor, the Sir Christopher Wren Hotel and Spa is one of the best valued. Double rooms start from £130.00 per night. Its location alone is a big draw, and the vibrant rooms and modern amenities are a bonus.

If you book directly through the hotel website, you’ll get a free drink at The Brasserie.

How to spend your first day in Windsor

Below, I’ve highlighted some of the top sights and attractions you’ll want to see on day 1 in Windsor. In addition to this itinerary, refer to the “Day trips, outings, and excursions” section later in this article for more inspiration on things to do during your weekend in Windsor.

Watch the Windsor Castle Guard Change

To start your weekend on the right foot, march up the hill to Windsor Castle to watch the Guard Change. This royal ritual begins at 11am on Saturdays, but I recommend arriving at 10:45am to grab a spot at the intersection between Peascod Street and High Street. During this spirited ceremony, you’ll catch a glimpse of royal guards marching up to Windsor Castle, escorted by a chivalrous musical ensemble.

As of February 2025, the Windsor Castle Guard Change occurs every Tuesday, Thursday, and Saturday at 11am. This schedule is subject to change, so be sure to check the official website to see the updated times of these ceremonies.

Grab a bite to eat and go shopping on Peascod Street

After the Guard Change, head down Peascod Street for an early lunch or to go shopping. This pedestrian street is home to an array of restaurants, cafés, independent shops, and high-end retailers. Peascod Street is also lined with street food stands, serving everything from pastries to paella.

As you stroll down Peascod Street, be sure to turn around periodically to view the epic backdrop of Windsor Castle. This iconic structure is definitely one of the most Instagrammable places in the UK.

Other sights you’ll inevitably stumble upon

As you head further down the road and away from the castle, Peascod Street will eventually become St. Leonards Road. This is where you’ll find some of the most authentic and inexpensive shops in town.

If you’re not sold on the culinary options you’ve seen so far, head back towards the castle and take a left into the Windsor Royal Station. This railway-station-turned-shopping-center is now home to a motley collection of 40 shops, including restaurants and boutiques. The Windsor Royal Station was built in the 1850s, and its Victorian-style elements are still visible inside the mall today.

While you’re having a bite to eat, you can explore some of the following options for the remainder of the afternoon.

Take a riverboat cruise along the Thames (seasonal)

As you’re digesting your hearty English lunch, consider taking a short cruise on the River
Thames. There are several boat cruises that offer breathtaking views of Windsor, Eton, and the scenic sights within them. Some landmarks that you’ll see along the way include the Windsor Castle, Royal Windsor Racecourse, and Eton College Chapel.

There also some lunch and dinner cruises that explore places further downstream; some going as far as London. I recommend checking TripAdvisor to find a riverboat cruise that best aligns with your preferences!

Stroll through the Alexandra Gardens

The riverboat cruise will drop you off along the Windsor Promenade, which is next to the Alexandra Gardens. This pretty park is perfect for picnics, bike riding, and simply enjoying the outdoors. For families with children, there is a mini-amusement park with a few different rides. Also, there are plenty of seating areas with stunning views of Windsor Castle.

Explore Windsor’s twin town, Eton

Definitely add this to your Windsor UK itinerary.

From Windsor, cross over the Eton Bridge, and you’ll find yourself in the neighboring town of Eton. With a population of only 4,700, this historic town is much smaller than Windsor.

As you begin your trek down the Eton Walkway, you’ll encounter an eclectic mix of restaurants, cafés, and shops. Eton is most famous for its prestigious high school, Eton College (in the UK, “college” refers to “high school”).

Eton College is an all-boys boarding school that was founded by King Henry VI in 1440. Since then, Eton College has held a distinguished student body—including 19 prime ministers and members of the royal family. Both Prince William and Prince Harry attended Eton College.

Within the school grounds, you’ll come across the Eton College Chapel. Built in the 15^th century, this chapel was designed in the late Gothic style. As you stand beside the Eton College Chapel, you’ll be amazed by its sheer size and stature.

Museums in Eton

If you’re fond of history museums, consider checking out the Eton College Natural History Museum and Museum of Eton Life. These museums underscore the school’s dedication to the arts, sciences, and student life. They are officially opened on Sunday afternoons from 2:30-5pm; however, it’s possible to arrange a visit outside of their standard hours by contacting the Museum Officer. If you don’t wish to go inside, I recommend walking around the periphery of the school and museums to admire their magnificent architecture.

After feeding your hunger of history, you’ll probably want to satisfy another craving—sweets. On your way back to Windsor, pay a visit to the Eton Fudge Shop, located just across the bridge from Windsor, for some traditional English fudge. Be sure to save some room for dinner, though.

Relax on a park bench or stroll around Windsor before dinner

As afternoon becomes night, consider relaxing on a bench along the River Thames as you decide on your dinner plans. On a warm summer night, in particular, this is among the top things to do during a romantic weekend in Windsor. The Windsor Promenade and Eton Bridge offer scenic views of the river and Windsor Castle. Each is a great vantage point for catching the sunset as well.

If you decide to head back into Windsor, you’ll surely find yourself in one of its delightful cafés or restaurants. Later in this article, I’ve highlighted a few dining options that offer a taste of Windsor’s food scene.

As you wrap up your first day in Windsor, perhaps with a local ale in hand, be prepared to hit the ground running on day 2.

Top sights to explore during your second day in Windsor

Begin your day by getting breakfast somewhere along the River Thames or near Windsor Castle. From there, you’ll want to arrive at the castle by 10am to begin your tour inside.

Experience 900 years of royal history inside Windsor Castle

This is a must during a weekend in Windsor, UK.

To avoid long lines, I recommend getting to Windsor Castle right when it opens at 10am. Purchasing your tickets in advance is advisable, particularly if you’re visiting during peak season.

Once you step inside the castle walls, you’ll quickly realize its sheer size. Founded in the 11^th century, Windsor Castle is the largest and oldest occupied castle in the world. There is so much intriguing history behind this castle, so be sure to grab a free audio guide at the entrance to accompany you during your stroll. I recommend allotting yourself 2-3 hours to explore the castle, its ramparts, and the chapel inside.

The audio tour will guide you through the castle courtyards and into the State and Semi-State Apartments. These lavish rooms are brimming with fine artwork, gilded murals, and royal relics. The ornate furniture and paintings make you feel like you’re back in medieval times. Prince Harry and Meghan Markle’s wedding outfits were on temporary display here last year.

St. George’s Chapel is another obligatory stop

St. George’s Chapel is another must-see inside the castle. This 15^th century Gothic church is where the Duke and Duchess of Sussex recently got married. It’s also a burial place for 10 monarchs, including Henry VIII and Charles I.

St. George’s Chapel is open daily except for Sundays; however, you can attend the church services that take place at 10:45am, 12:00pm, and 5:15pm. Refer to the St. George’s Chapel website for their official visiting hours.

After completing your tour of the castle and the photo opportunities that come with it, it’s time for lunch. Given that daylight is limited, consider grabbing a quick bite to eat at one of the street food vendors on Peascod Street, a café, or a fast-casual restaurant like Pizza Express. Then, head over Windsor Great Park to stroll its iconic tree-lined path.

Take a walk in the Windsor Great Park

Just south of Windsor Castle, you’ll come across a pretty tree-lined avenue called The Long Walk. Consistent with its name, The Long Walk is quite a trek—extending 2.6 miles from the Windsor Castle Gate to the Copper Horse Statue of King
George III. During your Sunday stroll, you may be lucky enough to spot some wild red deer, which often prance through the park.

Once you arrive at the copper horse statue on Snow Hill, you will be at the highest point in Windsor Great Park, where you’ll enjoy spectacular views of Windsor Castle.

During your trudge through the Windsor Great Park, you’ll be dazzled by its seemingly endless paths and trees. The park is 4,800 acres and contains everything from historic monuments to ancient oak trees. Just to put its size in perspective, Central Park in NYC is 843 acres and Hyde Park in London is 350 acres.

Reflect on your weekend in Windsor as you walk along the Queen’s Walkway

To wrap up your last day in Windsor, follow the Queen’s Walkway to re-visit some of your favorite sights in town. This pavement path links together 63 of Windsor’s top attractions and parks. The Queen’s Walkway was dedicated to Queen Elizabeth II in 2015, in honor of her becoming the longest reigning monarch in history.

As you stroll through Windsor one last time before sundown, you’ll be walking in the steps of monarchs from centuries past who called this treasured town their home.

Day trips, outings, and excursions

Windsor is a great home base for exploring London and the surrounding areas. There are plenty of exciting day trips and excursions within close proximity of Windsor, and I’ve highlighted some of the top ones below.

Ascot Racecourse

Horse racing has been a part of British culture for centuries. The Ascot Racecourse, founded in 1711 by Queen Anne, is one of the most popular horse racing venues in the UK. Here, you can witness these competitive races firsthand alongside thousands of passionate (code word for “loud”) fans. Horse race betting is a £4.5 billion industry in the UK, so you can imagine the intensity and liveliness that lingers in the air at these races.

Horse racing in the UK isn’t just a sport, it’s also a fun social occasion. At the Ascot Racecourse, there is a wide selection of food, including lunch and afternoon tea with Champagne. The races themselves only last a few minutes at a time, and there is plenty of time to mingle in between.

Watching a race at Ascot

Ascot only hosts 26 days of horse races during the year, so be sure to book your tickets in advance. The most popular among these races is the Royal Ascot, which takes place from June 18-22 this year. Horse races tend to last over 3 hours, so be sure to plan your weekend itinerary in Windsor accordingly!

Just 6 miles from Windsor, the Ascot Racecourse is an idyllic countryside setting that makes for a local, authentic experience. Enjoy an ale, dress up in formal attire, and you’ll feel like you’re a part of this timeless horse racing tradition!

Legoland Windsor Resort

If you’re planning to bring children along on this royal retreat, you’ll probably want to carve out some time for the Legoland Windsor Resort. This lego-themed park is every kid’s dream, hosting an array of fun rides, shows, and building workshops.

Legoland is predominantly geared towards children ages 3-12, however, there is plenty to do for the whole family. According to the Legoland website, it’s advisable to book tickets at least 7 days in advance for the best deals.

Windsor Castle, Bath, and Stonehenge Tours from London

If you’d like combine London, Bath, and Stonehenge with your trip to Windsor, there are several tour companies that offer 6-10 hour tours from London. I recommend using TripAdvisor to find the right itinerary for you.

An organized tour is definitely something to consider if you’re strapped for time and would like to gain a high-level overview of these UNESCO Sites. I tend to prefer doing these excursions on my own, but a day trip tour is a great hassle-free option.

Where toeat in Windsor

Windsor’s rich cuisine perfectly complements its rich history. From casual eateries and street food to top-notch dining, Windsor is a haven for foodies. Below are a few dining options that mesh nicely with the local culture.

Bel and The Dragon

Bel and The Dragon is a historic restaurant in the heart of Windsor that has served hungry patrons since the 11^th century. Their menu was devised by Chef Ronnie Kimbugwe, who was previously a Sous Chef of Gordon Ramsay.

Bel and The Dragon specializes in modern British cuisine, serving everything from poached duck egg and game stew, to smoked salmon and lamb shoulder. This restaurant also serves brunch on Saturdays, as well as afternoon tea and grub throughout the week. Bel and The Dragon has a rustic and relaxing ambiance that creates a cozy dining experience.

Windsor & Eton Brewery

The Windsor & Eton Brewery is a popular craft brewery located next to the Alexandra Gardens. Established in 2010, this brewery’s slogan is “making beer the biggest attraction in Windsor”. Its assortment of craft beers is every beer lovers dream.

Though this brewhouse doesn’t serve meals, they do have chips and nuts to accompany their beers. The Windsor & Eton Brewery also offers brewery tours that shed light on their brewing process. It’s open every day of the week except for Sunday.

Waterman’s Arms

Waterman’s Arms is a quaint, 17^th century pub in Eton that serves local English beer and fine wines. This traditional restaurant only has nine tables, giving it an intimate, Old World vibe. It’s conveniently situated just across the bridge from Windsor and is one of the best hidden gems in the area.

A weekend in Windsor is simply not enough

From its rich history and scenic setting, to its fine dining and shopping, Windsor has so much to offer year-round.

Thinking of visiting Windsor during a weekend in 2025? I hope this weekend itinerary and travel guide of Windsor serves you well in exploring England’s royal retreat.

*My trip to Windsor was in partnership with the Royal Borough of Windsor and Maidenhead and its affiliated partners. As always, all opinions are my own.