Title: Winchester Vacation Packages & Trips 2026 from CA $1,021 | Expedia.ca [Winchester Travel Guide](https://expedia.ca/Winchester.dx5477)[Hotels in Winchester](https://expedia.ca/Winchester-Hotels.d5477.Travel-Guide-Hotels)[Vacation Rentals in Winchester](https://expedia.ca/Winchester-Vacation-Rentals.d5477.Travel-Guide-VacationRentals)[Flights to Winchester](https://expedia.ca/Cheap-Flights-To-Winchester.d5477.Travel-Guide-Flights)[Things to do in Winchester](https://expedia.ca/Things-To-Do-In-Winchester.d5477.Travel-Guide-Activities)[Winchester Car Rentals](https://expedia.ca/Car-Rentals-In-Winchester.d5477.Car-Rental-Guide) ![](https://images.trvl-media.com/place/553248621533024470/bf655068-0bc4-49d6-8aa5-906a3dc0fc77.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Winchester 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 Winchester Vacation The rich history and welcoming locals are just the start of the things Winchester has on offer. Discover the very best of this city the way you want with a customized Winchester vacation package. If your trip to Winchester includes a little sightseeing, visit popular attractions like [Winchester Cathedral](https://www.expedia.ca/Winchester-Cathedral-Winchester.d6092087.Vacation-Attraction), [Great Hall](https://www.expedia.ca/Great-Hall-Winchester.d6092089.Vacation-Attraction) and [Winchester Christmas Market](https://www.expedia.ca/Winchester-Christmas-Market-Winchester.d553248621563222633.Vacation-Attraction). Whoever you're escaping with and whatever the size of your budget, your ultimate Winchester vacation is only clicks away with Expedia. ## Top Winchester Vacation Deals Price found within the past 48 hours. Click for updated prices. ![The Falcon Hotel](https://images.trvl-media.com/lodging/1000000/800000/797700/797641/befcb31e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Falcon Hotel Rushmoor District CA $1,021 per person Apr 8 - Apr 13 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Southampton (SOU) 8/10 Very Good! (239 reviews) Found this hotel because it was reasonably priced and in a good area however breakfast included but only served till 9am parkiking was safe but at £10 a day it should be breakfast staff did not speak english but were friendly unlikely to be back Reviewed on Nov 4, 2025 ![Chalet for 2 Persons in Droxford](https://images.trvl-media.com/lodging/117000000/116130000/116121700/116121651/09a913a4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Chalet for 2 Persons in Droxford CA $3,000 per person Apr 4 - Apr 10 found 1 day ago Roundtrip flight included Saskatoon (YXE) to Southampton (SOU) No reviews ![No.4 Carlton Hotel](https://images.trvl-media.com/lodging/92000000/91410000/91400200/91400160/cf9412b9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### No.4 Carlton Hotel The Polygon CA $3,155 per person Apr 4 - Apr 10 found 1 day ago Roundtrip flight included Saskatoon (YXE) to Southampton (SOU) 9.6/10 Exceptional! (131 reviews) Lovely small hotel. Staff very friendly and efficient. Great cooked breakfast. Reviewed on Jan 3, 2026 ![Woodlands Lodge Hotel](https://images.trvl-media.com/lodging/3000000/2170000/2163200/2163195/1b8c41a2_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Woodlands Lodge Hotel CA $2,560 per person Apr 4 - Apr 10 found 1 day ago Roundtrip flight included Saskatoon (YXE) to Southampton (SOU) 8.8/10 Excellent! (298 reviews) Room was very nice and clean with a lovely view of the gsrden. Breakfast was delicious and all the staff were really friendly. Reviewed on Feb 22, 2026 ![Macdonald Botley Park Hotel & Spa](https://images.trvl-media.com/lodging/1000000/10000/9400/9369/4a8e2deb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Macdonald Botley Park Hotel & Spa CA $2,407 per person Apr 4 - Apr 10 found 1 day ago Roundtrip flight included Saskatoon (YXE) to Southampton (SOU) 7.8/10 Good! (1,000 reviews) Booked another suite which was different from their last one but provided a nice fridge. I used the gym but went at an earlier time which meant having to fight for equipment to use so would be an idea to attend it later in the evening. Shower was ok and the bed relatively comfy. Breakfast was pretty good and got my day started well. The suite was spacious and the bathroom had a high quality finish. Reviewed on Feb 13, 2026 ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=PKG_SPRING_PROMO_5477) ### Things to do in and around Winchester Winchester offers a delightful blend of outdoor adventures and scenic beauty, making it perfect for a vacation. Key activities include exploring the recreational areas and vibrant public markets, as well as the famous Winchester Christmas Market. Don't miss out on the various shore excursions and unique trips that showcase the charm of this historic city. Whether you're seeking relaxation or adventure, Winchester has something for every traveller. **Shopping** In Winchester, enjoy local shops and boutiques for unique gifts. If you're up for a drive, visit WestQuay Shopping Centre, 19.3km away, for a vibrant shopping experience. Gunwharf Quays, 32.2km away, also offers a mix of outlets and entertainment, perfect for a day trip. **Recreation** The [Winchester Science Centre and Planetarium](https://www.expedia.ca/Winchester-Science-Centre-And-Planetarium-Winchester.d6265020.Vacation-Attraction) offers an engaging blend of education and fun, perfect for families. Enjoy cultural performances at the [Mayflower Theatre](https://www.expedia.ca/Mayflower-Theatre-The-Polygon.d6167566.Vacation-Attraction), ideal for a romantic night out. For a movie experience, [Leisure World](https://www.expedia.ca/Leisure-World-Southampton-City-Centre.d6224316.Vacation-Attraction) provides a relaxed atmosphere for entertainment with loved ones. **Adventure** Experience the thrill of speed at TeamSport Indoor Go Karting Southampton, located 9.7km from Winchester, where you can race against friends on an exciting track. Alternatively, visit Monkey Bizness, 11.3km away, for family-friendly arcade fun and adventure vibes. The Race Centre offers another exciting karting experience, also 9.7km from Winchester. **Nightlife** In Winchester, enjoy a lively nightlife at venues like The Old Gaolhouse and The Rifleman, where you can find cozy pubs and vibrant bars. Stroll along High Street for unique spots and live music, creating a warm atmosphere perfect for a memorable night out. \*Distances are measured in a straight line; actual driving distances may vary depending on the route. ### Find the best attractions in and around Winchester Winchester offers a delightful blend of outdoor adventures and rich history, making it perfect for your vacation. Explore historic sites such as Winchester Cathedral, visit engaging museums, and discover charming historic houses. With attractions catering to culture and family experiences, you'll find plenty to keep you entertained. Don't miss the chance to immerse yourself in the captivating scenery and vibrant heritage of this remarkable city. - **[Winchester Cathedral: ](https://www.expedia.ca/Winchester-Cathedral-Winchester.d6092087.Vacation-Attraction)** Experience the grandeur of Winchester Cathedral, a stunning medieval structure with remarkable architecture and rich history. Explore its beautiful stained glass windows and tranquil atmosphere, making it a perfect spot for reflection and cultural appreciation. - **[Paultons Family Theme Park - Home of Peppa Pig World: ](https://www.expedia.ca/Paultons-Family-Theme-Park-Home-Of-Peppa-Pig-World-Romsey.d553248621562854464.Vacation-Attraction)** A delightful theme park located 20.9km from Winchester, perfect for families. Enjoy thrilling rides and attractions themed around the beloved characters from Peppa Pig, ensuring a fun-filled day for visitors of all ages. - **[University of Southampton: ](https://www.expedia.ca/University-Of-Southampton-Portswood.d6092063.Vacation-Attraction)** Situated 14.5km from Winchester, this historic university boasts impressive architecture and beautiful grounds. Explore its vibrant campus and engage with the culture of an esteemed institution known for its research and innovation. ### Best time to go to Winchester The best time to visit Winchester 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 | 40.3°F (4.6°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | February | 41.2°F (5.1°C) | Light Rain | Mostly Cloudy | Average | Slightly Low | | March | 43.9°F (6.6°C) | Light Rain | Mostly Cloudy | Average | Average | | April | 47.8°F (8.8°C) | Light Rain | Mostly Cloudy | Average | Average | | May | 53.2°F (11.8°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | | June | 59.2°F (15.1°C) | Light Rain | Mostly Cloudy | Average | Average | | July | 62.8°F (17.1°C) | Light Rain | Mostly Cloudy | Slightly High | Slightly High | | August | 62.1°F (16.7°C) | Light Rain | Mostly Cloudy | Average | Slightly High | | September | 58.6°F (14.8°C) | Light Rain | Mostly Sunny | Slightly High | Slightly High | | October | 53.4°F (11.9°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | | November | 46.8°F (8.2°C) | Light Rain | Mostly Cloudy | Slightly High | Slightly Low | | December | 43.0°F (6.1°C) | Light Rain | Mostly Cloudy | Slightly Low | Average | ### Tips to save on your trip to Winchester - Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Winchester. - Consider traveling during the off-peak season (typically January to February and November) for more affordable package holidays to Winchester. - 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 Winchester? Choose your dates ## Winchester Hotel Deals ![Norton Park Hotel, Spa & Manor House](https://images.trvl-media.com/lodging/3000000/2780000/2773900/2773823/757d6db6_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Norton Park Hotel, Spa & Manor House Sutton Scotney Winchester England Fully refundableReserve now, pay when you stay CA $309 CA $370 total Feb 26 - Feb 27 includes taxes & fees 8/10 Very Good! (1,002 reviews) Had to wait for someone to come to the desk and then she forgot to give us a key. I am allergic to feathers and she brought ida new comforter and pillow but it was actually a dirty matresss cover. Was so gross. We just slept under the duvet cover. Hair in the shower. Not impressed at all. Reviewed on Feb 23, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F02%2F2026&endDate=27%2F02%2F2026&selected=2773823&PinnedHotelID=2773823&HadPinnedHotel=true®ionId=5477) ![The Winchester Hotel & Spa](https://images.trvl-media.com/lodging/1000000/30000/26100/26080/4127003a_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Winchester Hotel & Spa Worthy Lane Winchester England Fully refundableReserve now, pay when you stay CA $128 CA $154 total Mar 1 - Mar 2 includes taxes & fees 8.6/10 Excellent! (1,003 reviews) Had a great stay! Was lucky enough to get upgraded, which was a lovely touch. Spa facilities very enjoyable, nice room, great breakfast! Reviewed on Feb 22, 2026 [](https://expedia.ca/Hotel-Search?startDate=01%2F03%2F2026&endDate=02%2F03%2F2026&selected=26080&PinnedHotelID=26080&HadPinnedHotel=true®ionId=5477) ![Winchester Wessex Hotel by Sunday](https://images.trvl-media.com/lodging/1000000/10000/4800/4799/3ac6caac_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Winchester Wessex Hotel by Sunday Paternoster Row Winchester England Fully refundableReserve now, pay when you stay CA $101 CA $121 total Mar 22 - Mar 23 includes taxes & fees 7.6/10 Good! (1,004 reviews) Tatty but clean, comfortable and a great location. Reviewed on Feb 16, 2026 [](https://expedia.ca/Hotel-Search?startDate=22%2F03%2F2026&endDate=23%2F03%2F2026&selected=4799&PinnedHotelID=4799&HadPinnedHotel=true®ionId=5477) [See all 3,139 properties in Winchester](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=24%2F02%2F2026&endDate=25%2F02%2F2026®ionId=5477) 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 Winchester ![Winchester Cathedral featuring a park, heritage architecture and a church or cathedral](https://images.trvl-media.com/place/6092087/ff73f055-5c52-4237-a7f2-d954af36dc4a.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Winchester Cathedral 5/5(17 reviews) With its exquisite artwork and fascinating historical relics, Winchester’s Gothic masterpiece is thought to be one of the nation’s finest cathedrals. [](https://expedia.ca/Winchester-Cathedral-Winchester.d6092087.Vacation-Attraction) ![Winchester Science Centre and Planetarium](https://images.trvl-media.com/place/6265020/6552a2cd-b281-4265-abce-9f9d6c292463.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Winchester Science Centre and Planetarium Try out an extensive selection of interactive exhibits and lose yourself in deep space at one of the U.K.’s largest digital planetariums. [](https://expedia.ca/Winchester-Science-Centre-And-Planetarium-Winchester.d6265020.Vacation-Attraction) ![Winchester City Mill featuring a river or creek and heritage architecture](https://images.trvl-media.com/place/6258721/31278036-ef25-4aff-8e0a-fc673f82131e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Winchester City Mill Set in a charming riverside location, one of the few remaining watermills in England offers an idyllic and enthralling insight into 18th-century engineering. [](https://expedia.ca/Winchester-City-Mill-Winchester.d6258721.Vacation-Attraction) ### What to do in Winchester ![Private Winchester Walking Tour](https://mediaim.expedia.com/localexpert/48218822/3507caed-57ca-48c0-bb27-a52bb3ea7c44.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Private Winchester Walking Tour CA $44 per adult [](https://expedia.ca/things-to-do/private-winchester-walking-tour.a48218822.activity-details) ![Southampton: Guided Ghost Walk](https://mediaim.expedia.com/localexpert/48074726/6d9a251e-6cbd-4a93-a4b1-b194887e4d43.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### The Southampton Ghost Walk CA $28 per adult **100%** of travellers recommend [](https://expedia.ca/things-to-do/the-southampton-ghost-walk.a48074726.activity-details) ![Bar & Club queue jump entry Party Pass to multiple venues in Southampton](https://mediaim.expedia.com/localexpert/45073035/c2901722-853a-4bc4-9c30-04af944a635e.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) #### Bar & Club Night Pass to multiple venues in Southampton CA $9 per adult [](https://expedia.ca/things-to-do/bar-club-night-pass-to-multiple-venues-in-southampton.a45073035.activity-details) [See all activities in Winchester](https://expedia.ca/things-to-do/search?rid=5477) ## Explore a world of travel with Expedia - 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