A historic stone castle with multiple towers and arched windows.

Windsor Holidays

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Where to stay in Windsor

Find the best Windsor areas for the activities you enjoy most. Learn more about Windsor
Learn more about Windsor

Windsor City Centre

The regal heart of Windsor City Centre captivates visitors with its stunning castle and medieval charm. Cobblestone streets wind past St. George's Chapel where royal weddings take place. The scenic Thames Path offers beautiful river views and glimpses of Eton College across the water. Windsor's compact historic centre is highly walkable with pedestrianised shopping areas and traditional British pubs. Enjoy afternoon tea in cosy tea rooms or watch the Changing of the Guard ceremony. Two train stations connect visitors to London while Windsor Great Park provides 5,000 acres of parkland and gardens.

Eton

Eton captivates visitors with its medieval charm and prestigious Eton College, founded in 1440. The historic High Street features charming Tudor-style shops. Gothic stone buildings and ancient courtyards create a glimpse into elite British educational traditions. The Thames River provides scenic walking paths with views towards Windsor Castle's majestic towers. Traditional British pubs and tea rooms offer authentic local flavours. Most attractions are within a 30-minute walk through cobblestone streets and riverside paths.

Park

Windsor Park unfolds as a majestic royal escape where centuries of English heritage blend with natural splendour. The iconic Long Walk guides visitors towards Windsor Castle while red deer roam freely through ancient oak groves. Copper Horse statue offers sweeping views across the Thames Valley. This vast green space invites peaceful exploration away from urban bustle. Pack a picnic to enjoy under towering trees or stroll along well-maintained paths through pristine royal grounds. LEGOLAND® Windsor sits nearby for families seeking additional entertainment after experiencing this timeless English countryside.

Old Windsor

Old Windsor captures England's rural charm with a history that predates Windsor Castle. Saxon stones whisper ancient tales at St. Peter and St. Andrew's Church. Medieval lanes wind towards Windsor Great Park's grand entrance. The Thames River flows gently past this authentic village setting. Traditional English pubs serve hearty fare in centuries-old settings with local ales and warm conversation. Walking paths along the riverbank and through the Great Park offer peaceful exploration. Village life continues largely undisturbed by tourism, giving visitors a genuine taste of English countryside living.

Clewer East

Escape the tourist crowds in Clewer East, a tranquil Windsor suburb offering authentic British local life. This peaceful residential area features charming tree-lined streets with Victorian and Edwardian homes just a 15-minute walk from Windsor Castle. Discover heritage buildings and historic churches that reflect the neighborhood's medieval roots. Enjoy easy access to the Thames Path for scenic walks and cycling routes. Small local pubs provide glimpses into genuine English suburban living. Windsor's shops, restaurants, and main attractions remain conveniently close while you enjoy the calm of this leafy residential haven.

Discover the most popular places to visit in Windsor

What to do in Windsor

Windsor Hotel Deals

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently Asked Questions

How much does a Windsor holiday package cost?

Offering great value package deals on Expedia, you'll be pleasantly surprised at how much a holiday to Windsor costs! Our packages make travel planning easier and save you more.

What are the cheapest months to go to Windsor?

If you're looking to score a cheap Windsor holiday package, consider visiting in December, January and February. You'll typically find better rates on flights and accommodation during these quieter months — ideal for budget-conscious travellers.

How many days is enough for Windsor?

Windsor holidays come in all shapes and sizes, but to really sink your teeth into this destination, we think 2 days is a good ballpark. In this timeframe, you can fit in major attractions like Changing of the Guard and Windsor Castle and seek out some underrated gems. Don't skip neighbourhoods such as Windsor City Centre and Wexham either. If you're clever with your time, you can even take a day trip from Windsor too.

Is it worth booking a holiday package to Windsor?

Whether you're looking to explore attractions like Windsor Racecourse and Windsor Great Park on your Windsor holiday, or coming for its excellent walking trails, nature and bars and pubs, there's something for everyone here. With so much to see and do, you'll soon find out why so many travellers think Windsor is a good holiday destination.

How to find the best Windsor package deals?

Start your search for a Windsor package deal by entering your destination and preferred travel dates under our "Packages" tab. Then add some filters, like "Property type" and "Amenities," to fine-tune the results to your exact needs. You can also sort by "Package discount" and discover offers that come with unbeatable savings. If you don't find the perfect Windsor package deal right away, just switch up your dates and search again. Keep in mind that deals are only available for a limited time, so book early and get your Windsor getaway off to a flying start.

Is it cheaper to book a Windsor holiday as a package?

You can enjoy significant savings on your Windsor retreat by booking a personalised holiday package. Click on the "Package" heading, then enter your destination and travel dates to browse the best hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a car rental and you may land a better deal.

When to book a holiday package to Windsor?

If you've got your Windsor travel dates finalized, book as soon as you can to snap up some outstanding deals. With Expedia, you can typically reserve some flights up to one year ahead of time. Prefer spur-of-the-moment adventures? Our last-minute deals are ideal for quick escapes.

How to plan a trip to Windsor?

  1. Pick your dates: What you plan to do in Windsor and your preferred season can help you decide when to go.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to flights and activities. Your hotel will probably be the biggest expense during your trip to Windsor.
  3. Decide your trip length: Think about how long you want to spend exploring Windsor. Plan your days so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left is to choose a Windsor holiday package that brings all your bookings together.

Book with confidence

Things to do in and around Windsor

Windsor is perfect for family-friendly, cultural, and outdoor adventures. Key attractions include the thrilling Legoland Windsor, vibrant live music venues, and captivating sightseeing tours that showcase the area's historic charm. Additionally, visitors can enjoy a range of shopping options and recreational activities such as golf, ensuring a delightful experience for all. Whether seeking excitement or relaxation, Windsor has something to offer for everyone.

Shopping

Discover Eton High Street Shopping, a charming spot in Windsor with a lively atmosphere perfect for gifts and souvenirs. If you're up for a drive, Kingston Historic Market and Fara Books, both about 12 to 22.5km away, offer unique finds and a delightful shopping experience.

Recreation

At Stockley Park, enjoy serene walks and peaceful surroundings that promote relaxation and wellness, just a short drive from Windsor. Bisham Abbey offers an energetic atmosphere with various sports facilities to invigorate your body. Meanwhile, Lavender Park provides a beautiful outdoor setting for golf enthusiasts to unwind and connect with nature.

Adventure

Embark on the Thames Path for a scenic 8.0km hike along the river, soaking in the lush surroundings. Experience thrilling water sports at Liquid Leisure, located 3.2km away, or enjoy family-friendly fun at Airport Bowl, an arcade adventure zone 12.9km from Windsor.

Nightlife

Windsor's nightlife offers a charming blend of romance and entertainment. Enjoy a drink at the Copper Horse Pub, where the atmosphere is inviting. For a wider entertainment experience, visit Bowlplex, located 19.3km away, or head to Hog Hole Pub, 22.5km away, for more delightful vibes.

Find the best attractions in and around Windsor

Windsor offers a delightful blend of family-friendly activities, cultural experiences, and outdoor adventures. Key attractions include the historic Windsor Castle, the expansive Windsor Great Park, and the thrilling Legoland Windsor Resort. Additionally, the Royal Windsor and the Windsor Racecourse provide unique experiences for visitors. Whether you’re exploring historic houses, enjoying theme parks, or visiting charming churches, Windsor promises a memorable getaway for all types of travellers.

  • Dorney Lake: Nestled in Windsor, Dorney Lake offers a picturesque escape with its serene waters and stunning natural surroundings. Perfect for outdoor activities, you can enjoy leisurely walks, picnics, or simply soak in the romantic beach vibes while admiring the beautiful scenery.
  • Hampton Court Palace: Located 20.9km from Windsor, this historic palace is a treasure trove of culture and history. Explore the opulent rooms, majestic gardens, and rich stories of its royal residents, making it a truly memorable experience for history enthusiasts.
  • St. Paul's Church: Just 4.8km away, St. Paul's Church exudes cultural significance with its stunning architecture and tranquil atmosphere. A wonderful place to reflect, it often hosts community events and services, offering a glimpse into local traditions.

Best time to go to Windsor

The best time to visit Windsor is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly cloudy with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly cloudy with light rain.

Tips to save on your trip to Windsor

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Windsor.
  • Consider traveling to Windsor during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.