Title: Windsor Vacation Packages & Trips 2026 from CA $1,334 | Expedia.ca [Windsor Travel Guide](https://expedia.ca/Windsor.dx5479)[Hotels in Windsor](https://expedia.ca/Windsor-Hotels.d5479.Travel-Guide-Hotels)[Vacation Rentals in Windsor](https://expedia.ca/Windsor-Vacation-Rentals.d5479.Travel-Guide-VacationRentals)[Flights to Windsor](https://expedia.ca/Cheap-Flights-To-Windsor.d5479.Travel-Guide-Flights)[Things to do in Windsor](https://expedia.ca/Things-To-Do-In-Windsor.d5479.Travel-Guide-Activities)[Windsor Car Rentals](https://expedia.ca/Car-Rentals-In-Windsor.d5479.Car-Rental-Guide) ![](https://images.trvl-media.com/place/501522/3d7227c1-1ad7-442a-9d31-8640104b027b.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Windsor Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### 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](https://www.expedia.ca/Windsor-Castle-Windsor-City-Centre.d501522.Vacation-Attraction), [LEGOLAND® Windsor](https://www.expedia.ca/LEGOLAND-Windsor-Windsor.d6083947.Vacation-Attraction) and [Frogmore House](https://www.expedia.ca/Frogmore-House-Windsor.d6083937.Vacation-Attraction). 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](https://images.trvl-media.com/lodging/12000000/11510000/11501500/11501448/a1217323_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Shepherds Bush London Hammersmith and Fulham CA $1,334 per person Apr 20 - Apr 25 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to London (LHR) 8.2/10 Very Good! (478 reviews) Clean and comfortable room. Attentive and friendly staff. Good value for the area. Will stay there again. Reviewed on Jan 24, 2026 ![The Savoy](https://images.trvl-media.com/lodging/1000000/30000/27200/27158/3bf6d768_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Savoy London City Centre CA $3,400 per person Apr 10 - Apr 15 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to London (LHR) 9.6/10 Exceptional! (1,001 reviews) We had an amazing day! Top-notch experience Reviewed on Jan 24, 2026 ![Hotel Riu Plaza London Victoria](https://images.trvl-media.com/lodging/79000000/78560000/78550400/78550383/e0480d6b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hotel Riu Plaza London Victoria London City Centre CA $1,643 per person Mar 31 - Apr 4 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to London (LHR) 8.8/10 Excellent! (3,010 reviews) La chambre était impeccable, le service très attentionné, tout l’hôtel était très propre. Nous avons vraiment apprécié notre séjour. Reviewed on Jan 23, 2026 ![Hyde Park Radnor Hotel](https://images.trvl-media.com/lodging/23000000/22820000/22814800/22814736/b59a1809_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Hyde Park Radnor Hotel London City Centre CA $1,744 per person Apr 15 - Apr 21 found 1 day ago Roundtrip non-stop flight included Montreal (YUL) to London (LHR) 8.2/10 Very Good! (861 reviews) Lovely staff, very convenient location and a good breakfast Reviewed on Jan 1, 2026 ![The Drey](https://images.trvl-media.com/lodging/119000000/118960000/118958900/118958877/4fce5761_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Drey London City Centre CA $1,400 per person Mar 31 - Apr 4 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to London (LHR) No reviews everything was so nice! i felt so safe and cozy as a solo traveler here. i wish there were fridges but did just fine without one! they had little snacks in a vending machine, tea/hot drinks 24/7, and a lovely staff. location was super convenient and i felt right at home! i will be staying here next time i’m in town. thank you all! Reviewed on Jan 21, 2026 ## Where to stay in Windsor Find the best Windsor areas and neighborhoods for the activities you enjoy most. [Learn more about Windsor](https://expedia.ca/Windsor.dx5479) ![Windsor Castle showing château or palace and heritage architecture](https://images.trvl-media.com/place/501522/3d7227c1-1ad7-442a-9d31-8640104b027b.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Windsor City Centre 1 out of top 10 points of interest in this area The lively bars and stunning river views are top of the list for many visitors to Windsor City Centre. A stop by Thames Path or Thames River might round out your trip. [Find hotel + flight trips in Windsor City Centre](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Windsor%20City%20Centre&DestID=553248635810423668&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Great in the late spring when all the flowers are out. ](https://images.trvl-media.com/place/4271/40489cda-fa9c-4677-80ea-f75eb55e3fa4.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Old Windsor 1 out of top 10 points of interest in this area Old Windsor is known for its abundant dining options, and you can plan a trip to Windsor Great Park and Thames Path while you're in town. [Find hotel + flight trips in Old Windsor](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Old%20Windsor&DestID=6056735&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Eton](https://images.trvl-media.com/place/11950/9be42729-a897-4609-ac2f-9e72d9e56963.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Eton 1 out of top 10 points of interest in this area Explore this town’s enchanting high street for galleries and pubs. Learn about six centuries of the iconic college’s history and its famous alumni. [Find hotel + flight trips in Eton](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Eton&DestID=11950&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Windsor Great Park](https://images.trvl-media.com/place/915362425499639808/a3329362-21a7-4612-ab5d-1ae3024ba9d5.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Park If you're looking for some top things to see and do in Park and surrounding area, you can visit LEGOLAND® Windsor and Windsor Great Park. [Find hotel + flight trips in Park](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Park&DestID=915362425499639808&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Aerial view of the Windsor castle and the river Thames](https://images.trvl-media.com/place/915187318353395712/769639f2-5b46-48c1-bf13-541b5dc35181.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Clewer East Clewer East might not have many top sights, but LEGOLAND® Windsor and Windsor Racecourse are two attractions nearby that you can check out. [Find hotel + flight trips in Clewer East](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Clewer%20East&DestID=915187318353395712&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ### 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](https://www.expedia.ca/Eton-High-Street-Shopping-Eton.d6170271.Vacation-Attraction), offering a lively atmosphere with various shops and entertainment. If you're up for a drive, check out [Ealing Broadway Shopping Center](https://www.expedia.ca/Ealing-Broadway-Shopping-Center-Ealing.d6238224.Vacation-Attraction) and Kingston Historic Market, both 22.5km away, featuring diverse shopping and family-friendly vibes. **Recreation** [Bisham Abbey](https://www.expedia.ca/Bisham-Abbey-Marlow.d6083921.Vacation-Attraction), 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](https://www.expedia.ca/Delta-Force-Paintball-Gerrards-Cross-Slough.d553248621532491755.Vacation-Attraction), located 8.0km from Windsor, where you can engage in exhilarating paintball battles. For a family-friendly adventure, visit [Longridge Activity Centre](https://www.expedia.ca/Longridge-Activity-Centre-Marlow.d6140527.Vacation-Attraction), 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: ](https://www.expedia.ca/LEGOLAND-Windsor-Windsor.d6083947.Vacation-Attraction)** 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: ](https://www.expedia.ca/Windsor-Castle-Windsor.d501522.Vacation-Attraction)** 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: ](https://www.expedia.ca/Cliveden-House-Maidenhead.d6140522.Vacation-Attraction)** 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. | **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** | | ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- | | January | 39.9°F (4.4°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 41.0°F (5.0°C) | No Rain | Mostly Cloudy | Average | Slightly Low | | March | 44.2°F (6.8°C) | No Rain | Mostly Cloudy | Average | Slightly Low | | April | 48.6°F (9.2°C) | No Rain | Mostly Cloudy | Slightly High | Average | | May | 54.0°F (12.2°C) | Light Rain | Mostly Cloudy | Slightly High | Slightly High | | June | 60.1°F (15.6°C) | Light Rain | Mostly Cloudy | Average | Slightly High | | July | 63.9°F (17.7°C) | Light Rain | Mostly Cloudy | Slightly High | Slightly High | | August | 63.1°F (17.3°C) | Light Rain | Mostly Sunny | Average | Average | | September | 59.2°F (15.1°C) | No Rain | Mostly Sunny | Average | Average | | October | 53.4°F (11.9°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | | November | 46.4°F (8.0°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | | December | 42.3°F (5.7°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | ### 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 ![Sir Christopher Wren Hotel](https://images.trvl-media.com/lodging/1000000/50000/47800/47781/148298d0_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Sir Christopher Wren Hotel Thames Street Windsor England CA $234 CA $281 total Feb 6 - Feb 7 includes taxes & fees 8.8/10 Excellent! (1,011 reviews) The only downside to the hotel is the lack of parking. Whilst you can pre-book reserved parking at the railway station it's a 5 minute walk away, so not ideal with luggage, particularly if it's raining. However, that won't put me off staying again as everything else about it is wonderful! Our room, ... Reviewed on Jan 20, 2026 [](https://expedia.ca/Hotel-Search?startDate=06%2F02%2F2026&endDate=07%2F02%2F2026&selected=47781&PinnedHotelID=47781&HadPinnedHotel=true®ionId=5479) ![Castle Hotel Windsor](https://images.trvl-media.com/lodging/1000000/20000/16500/16500/a61d75bf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Castle Hotel Windsor 18 High Street Windsor England CA $176 CA $212 total Feb 8 - Feb 9 includes taxes & fees 9/10 Wonderful! (1,000 reviews) Great location, friendly staff, was there during remodel so some things (restaurant/bar) were closed) Reviewed on Jan 17, 2026 [](https://expedia.ca/Hotel-Search?startDate=08%2F02%2F2026&endDate=09%2F02%2F2026&selected=16500&PinnedHotelID=16500&HadPinnedHotel=true®ionId=5479) ![De Vere Beaumont Estate](https://images.trvl-media.com/lodging/2000000/1780000/1775700/1775624/e2fc3664_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### De Vere Beaumont Estate Burfield Road, Berkshire Windsor England Fully refundableReserve now, pay when you stay CA $167 CA $200 total Jan 30 - Jan 31 includes taxes & fees 8/10 Very Good! (1,001 reviews) Courteous staff, very clean room Reviewed on Jan 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=30%2F01%2F2026&endDate=31%2F01%2F2026&selected=1775624&PinnedHotelID=1775624&HadPinnedHotel=true®ionId=5479) [See all 539 properties in Windsor](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=26%2F01%2F2026&endDate=27%2F01%2F2026®ionId=5479) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ### Discover the most popular places to visit in Windsor ![Windsor Castle showing château or palace and heritage architecture](https://images.trvl-media.com/place/501522/3d7227c1-1ad7-442a-9d31-8640104b027b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Windsor Castle 4.5/5(406 reviews) Manicured gardens stretch beyond the Gothic turrets of the world’s oldest and largest inhabited castle, a weekend home to royals. [](https://expedia.ca/Windsor-Castle-Windsor.d501522.Vacation-Attraction) ![May 2004 A visit to Legoland in Windsor. A great day out with loads to see and do.](https://images.trvl-media.com/place/5479/c8cf784d-e6c1-4788-8e85-6cc0680949e0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### LEGOLAND® Windsor 4/5(60 reviews) Enjoy the excitement at LEGOLAND® Windsor and see why this is a favorite theme park in Windsor. Amble around the area's riverfront or seek out the golf courses. [](https://expedia.ca/LEGOLAND-Windsor-Windsor.d6083947.Vacation-Attraction) ![Lucky to be on the doorstep of this place #etoncollege](https://images.trvl-media.com/place/6083933/d403f0f7-9828-4acc-a08f-80b9d45f87a6.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Eton College 3.5/5(3 reviews) Walk around the campus at Eton College during your stay in Windsor. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area. [](https://expedia.ca/Eton-College-Eton.d6083933.Vacation-Attraction) ### What to do in Windsor ![sunset at Windsor Castle in London](https://mediaim.expedia.com/localexpert/169694/4fe79ceb-570e-4a4b-825d-44ad6fd3554f.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Windsor Castle Admission Tickets CA $60 per adult **82%** of travellers recommend [](https://expedia.ca/things-to-do/windsor-castle-admission-tickets.a169694.activity-details) ![Windsor Castle, Stonehenge and Bath Day Tour with Lunch Pack](https://mediaim.expedia.com/localexpert/169889/09663425-2a1a-4f67-a895-3104472e7590.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Windsor Castle, Stonehenge and Bath Day Guided Tour from London CA $149 per adult **86%** of travellers recommend [](https://expedia.ca/things-to-do/windsor-castle.a169889.activity-details) ![Discover Windsor, Oxford and Stonehenge](https://mediaim.expedia.com/localexpert/580765/edc6e599-1baf-4d1e-bc3c-66d970dffcff.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Day trip to Windsor, Oxford & Stonehenge from London CA $166 per adult **80%** of travellers recommend [](https://expedia.ca/things-to-do/day-trip-to-windsor.a580765.activity-details) [See all activities in Windsor](https://expedia.ca/things-to-do/search?rid=5479) ## Explore a world of travel with Expedia - 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