Windsor Vacation Packages

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Your Windsor Vacation

Lock in a Windsor vacation package that includes everything you need and no unnecessary extras. Good for hiking, adventure sports and golfing, think about staying in the neighborhood of Brookwood. You'll want to do a little exploring during your trip to Windsor. Make time for famous attractions like Windsor Castle, LEGOLAND® Windsor and Frogmore House. Stop dreaming and start traveling. Check out the multitude of options on Expedia today and put your Windsor vacation plans into action!

Top Windsor Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Hotel Shepherds Bush London
Dreamtel London Kensington
Three Falcons Hotel
Oldfields House
THE KNIGHT OF NOTTINGHILL

Where to stay in Windsor

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

Things to do in and around Windsor

Windsor, England, is perfect for family adventures and cultural experiences, offering a variety of outdoor activities. Visitors can enjoy thrilling amusement parks, vibrant shopping areas, and golf courses. With a wide range of tours available, Windsor provides an exciting vacation destination for those seeking both relaxation and recreation.

Shopping

The nearest shopping spot is Eton High Street Shopping, offering a lively atmosphere with various shops and entertainment. If you're up for a drive, check out Ealing Broadway Shopping Center and Kingston Historic Market, both 22.5km away, featuring diverse shopping and family-friendly vibes.

Recreation

Bisham Abbey, located 14.5km from Windsor, offers a vibrant sports atmosphere perfect for fitness enthusiasts. Experience culture and entertainment at Theatre Royal in Windsor, ideal for family outings. For a touch of luxury, visit Coworth Park Polo Centre, just 8.0km away, and indulge in a refined country club experience.

Adventure

Experience the thrill of Delta Force Paintball Gerrards Cross, located 8.0km from Windsor, where you can engage in exhilarating paintball battles. For a family-friendly adventure, visit Longridge Activity Centre, 14.5km away, offering various outdoor activities. Don’t miss the scenic hiking on the Thames Path, also 8.0km from Windsor.

Nightlife

Experience the lively nightlife in Windsor at the Copper Horse, a charming pub with romantic vibes. For a bit more adventure, check out Bowlplex, located 19.3km away, offering entertainment for all. Alternatively, the Hog Hole, 22.5km from Windsor, also provides a cozy pub atmosphere with fun activities.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Windsor

Windsor, England, is an ideal destination for families and culture enthusiasts seeking outdoor adventures. The area boasts a variety of attractions, including historic houses, theme parks, and churches. These points of interest cater to travellers looking to immerse themselves in local culture while enjoying family-friendly activities in a picturesque setting. Whether exploring Windsor Castle or enjoying the lush parks, visitors will find plenty to experience in this charming town.

  • LEGOLAND® Windsor: Experience a world of creativity and fun at LEGOLAND® Windsor, where families can explore incredible rides, interactive attractions, and LEGO-themed displays. It’s a vibrant destination perfect for children and adults alike, filled with entertainment and adventure.
  • Windsor Castle: Step into history at Windsor Castle, the oldest and largest inhabited castle in the world. Explore its stunning architecture, beautiful gardens, and rich royal heritage, offering a romantic glimpse into British culture and royal life.
  • Cliveden House: Discover the elegance of Cliveden House, a historic estate renowned for its stunning gardens and rich history. Just 9.7km from Windsor, it’s a cultural gem, perfect for those interested in British heritage and lush landscapes.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.9°F (4.4°C)Light RainMostly CloudyAverageSlightly Low
February41.0°F (5.0°C)No RainMostly CloudyAverageSlightly Low
March44.2°F (6.8°C)No RainMostly CloudyAverageSlightly Low
April48.6°F (9.2°C)No RainMostly CloudySlightly HighAverage
May54.0°F (12.2°C)Light RainMostly CloudySlightly HighSlightly High
June60.1°F (15.6°C)Light RainMostly CloudyAverageSlightly High
July63.9°F (17.7°C)Light RainMostly CloudySlightly HighSlightly High
August63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
September59.2°F (15.1°C)No RainMostly SunnyAverageAverage
October53.4°F (11.9°C)Light RainMostly CloudySlightly LowAverage
November46.4°F (8.0°C)Light RainMostly CloudySlightly LowAverage
December42.3°F (5.7°C)Light RainMostly CloudySlightly LowAverage

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 during the off-peak season (typically January to March) for more affordable package holidays to Windsor.
  • 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.

Ready to book your vacation to Windsor?

 

Choose your dates

Windsor Hotel Deals

De Vere Beaumont Estate

De Vere Beaumont Estate

4 out of 5
Burfield Road, Berkshire Windsor England
Fully refundableReserve now, pay when you stay
The price is CA $155 per night from Aug 5 to Aug 6
CA $155
CA $186 total
Aug 5 - Aug 6
includes taxes & fees
De Vere Beaumont Estate
Sir Christopher Wren Hotel

Sir Christopher Wren Hotel

4 out of 5
Thames Street Windsor England
The price is CA $239 per night from Jul 26 to Jul 27
CA $239
CA $287 total
Jul 26 - Jul 27
includes taxes & fees
9.2/10 Wonderful! (1,013 reviews)
"Great place, just a short walk to the Castle. Good room and AC was a godsend, as it was in the 30's for the trip. Helpful & friendly staff. Very good hotel and a great stay."

Reviewed on Jul 11, 2026

Sir Christopher Wren Hotel
Castle Hotel Windsor

Castle Hotel Windsor

4 out of 5
18 High Street Windsor England
The price is CA $238 per night from Aug 7 to Aug 8
CA $238
CA $286 total
Aug 7 - Aug 8
includes taxes & fees
9/10 Wonderful! (1,007 reviews)
"Even though going through renovations - rooms were large , staff was extremely helpful and adjustments made to our reservation were upgraded to accommodate the renovations- perfectly located across from castle, shopping and restaurants."

Reviewed on Jul 5, 2026

Castle Hotel Windsor
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.

Stay near popular Windsor attractions

What to do in Windsor

Frequently asked questions

How much does a Windsor vacation package cost?
You'll find cheap prices from CA $1,364 on Expedia for your Windsor getaway. However, factors like the length of stay, hotel choice and season will determine how much your vacation to Windsor costs.
What are the cheapest months to go to Windsor?
December, January and February are great times to search for cheap Windsor vacation packages. Travelling in less busy periods means you can usually find lower prices on flights and hotels.
How many days is enough for Windsor?
With around 2 days, you'll have enough time to experience popular neighbourhoods like Windsor City Centre and Wexham during your Windsor vacation. Remember to also add Frogmore House and Eton High Street Shopping to your must-do list. Looking for more adventures? Consider venturing outside of Windsor on tours and day trips.
Is it worth booking a vacation package to Windsor?
Popular for its walking trails, nature and bars and pubs, a Windsor vacation is a hit with all kinds of travellers. Be sure to visit top sights like Windsor Racecourse and Windsor Great Park, and consider renting some wheels for day trips to explore even more.
How to find the best Windsor package deals?
Use Expedia's filter tool to help you find some fabulous Windsor package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Windsor package deals in the low season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book a Windsor vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights individually. Better still, you can customize your Windsor trip to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Windsor?
If you're considering a spur-of-the-moment Windsor trip, browse our last-minute deals that can be booked up to a week before you take off. Prefer not to wait until the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to Windsor?

  1. Choose when to travel: Check your calendar and get packing. Your preferred season and the available activities will also help you decide when to visit Windsor.
  2. Set a budget: Consider costs such as flights, transportation and food when working out how much to put aside for your trip to Windsor. Then, select a hotel that suits your budget, whether that's a wallet-friendly option or a more upscale retreat.
  3. Determine how many days away: Start by making a list of all the attractions you'd like to experience in Windsor. Then, estimate how long you'll need at each, along with any travel time.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to choose a Windsor vacation package that brings all your bookings together.

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