Cheap Flight Deals to Winchester ENG from CA $109

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Winchester?

The cheapest prices found with in the last 7 days for return flights were CA $195 and CA $109 for one-way flights to Winchester for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
YYZSouthamptonDecember 5 to December 12CA $831
BOSSouthamptonDecember 1 to December 11CA $1,068
JFKSouthamptonDecember 6 to December 10CA $1,304
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
YYZSouthamptonNovember 24 to December 17CA $1,211
*Prices include taxes and fees

Your guide to flights to Winchester, ENG

easyJet, Delta, Air Canada fly to Winchester, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Winchester ENG currently costs between CA $195 and CA $1,304. Prices vary, but for the best fares, travel in November when prices are at their lowest.  

Top tips for finding cheap flights to Winchester  

The cheapest flight for a round trip to Winchester is currently CA $195. When you search for flights to Winchester, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Winchester for nearby days.  The cheapest month to travel to Winchester is February from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Winchester 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Winchester with Travelocity 

We have top deals on plane tickets even for last minute flights to Winchester, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Winchester for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Winchester

Days Inn by Wyndham Winchester M3

Days Inn by Wyndham Winchester M3

2.5 out of 5
Moto Motorway Service Area, Shroner Wood, Winchester, England
The price is CA $44 per night from Dec. 15 to Dec. 16
CA $44
CA $53 total
includes taxes & fees
15 Dec - 16 Dec
Stay at this hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
7.4/10 Good! (683 reviews)
"."

Reviewed on 30 Oct. 2024

Days Inn by Wyndham Winchester M3
Marwell Hotel

Marwell Hotel

3 out of 5
Thompson Lane, Winchester, England
The price is CA $77 per night from Nov. 24 to Nov. 25
CA $77
CA $92 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3-star eco-certified hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
7.6/10 Good! (1,000 reviews)
Quiet retreat
"Such a cute hotel, really friendly and ample free parking. Situated next to the zoo, the area is quiet, relaxed and safe. I will definitely stay here again."

Reviewed on 28 Oct. 2024

Marwell Hotel
Winchester Royal Hotel

Winchester Royal Hotel

4 out of 5
St Peter Street, Winchester, England
The price is CA $148 per night from Nov. 24 to Nov. 25
CA $148
CA $178 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this hotel in Winchester. Enjoy breakfast (surcharge), 24-hour room service, and parking (surcharge). Our guests praise the breakfast and the bar in ...
8.2/10 Very Good! (1,000 reviews)
"Great location in centre of Winchester Limited parking which isn't free"

Reviewed on 13 Nov. 2024

Winchester Royal Hotel
Save an average of 15% on thousands of hotels when you're signed in
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
The price is CA $122 per night from Nov. 24 to Nov. 25
CA $122
CA $146 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,000 reviews)
"Friendly service. Rooms clean. Really enjoyed the inclusive access to the Spa."

Reviewed on 18 Nov. 2024

The Winchester Hotel & Spa
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.

Luxury Hotels in Winchester

Lainston House Hotel

Lainston House Hotel

3.5 out of 5
Woodman Lane, Sparsholt, Winchester, England
Stay at this 3.5-star boutique hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the room service in our reviews. ...
9.2/10 Wonderful! (222 reviews)
Stately home from home
"Very nice stay in a stately home. Staff are extremely friendly and helpful, and the food is high quality"

Reviewed on 12 Feb. 2022

Lainston House Hotel
Hotel du Vin & Bistro Winchester

Hotel du Vin & Bistro Winchester

4 out of 5
Southgate Street, Winchester, England
The price is CA $227 per night from Dec. 19 to Dec. 20
CA $227
CA $272 total
includes taxes & fees
19 Dec - 20 Dec
Stay at this 4-star eco-certified hotel in Winchester. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
8.8/10 Excellent! (481 reviews)
"Stayed for two nights last week and everything was great: clean room, well-appointed with fridge, hair dryer, etc., easy parking, close to everything. The best thing is the young staff who made us feel very welcome. Compliments to the bartender, Minty and Nick the manager, who was very well informed ..."

Reviewed on 29 Oct. 2024

Hotel du Vin & Bistro Winchester
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
The price is CA $122 per night from Nov. 24 to Nov. 25
CA $122
CA $146 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,000 reviews)
"Friendly service. Rooms clean. Really enjoyed the inclusive access to the Spa."

Reviewed on 18 Nov. 2024

The Winchester Hotel & Spa
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Winchester, an IHG Hotel

Holiday Inn Winchester, an IHG Hotel

4 out of 5
Telegraph Way Morn Hill, Winchester, England
The price is CA $115 per night from Nov. 25 to Nov. 26
CA $115
CA $138 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 4-star spa hotel in Winchester. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the ...
8.6/10 Excellent! (784 reviews)
"Nothing bad to say about this hotel. The staff were lovely. The hotel has great facilities but we didn't make use of them this time round due to other plans in the city which is just a few minutes away by cab. Would happily stay again and enjoy the spa and restaurant. Rooms were also very pleasant ..."

Reviewed on 10 Nov. 2024

Holiday Inn Winchester, an IHG Hotel
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.

Family Friendly Hotels in Winchester

Marwell Hotel

Marwell Hotel

3 out of 5
Thompson Lane, Winchester, England
The price is CA $77 per night from Nov. 24 to Nov. 25
CA $77
CA $92 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 3-star eco-certified hotel in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. ...
7.6/10 Good! (1,000 reviews)
Quiet retreat
"Such a cute hotel, really friendly and ample free parking. Situated next to the zoo, the area is quiet, relaxed and safe. I will definitely stay here again."

Reviewed on 28 Oct. 2024

Marwell Hotel
Holiday Inn Winchester, an IHG Hotel

Holiday Inn Winchester, an IHG Hotel

4 out of 5
Telegraph Way Morn Hill, Winchester, England
The price is CA $115 per night from Nov. 25 to Nov. 26
CA $115
CA $138 total
includes taxes & fees
25 Nov - 26 Nov
Stay at this 4-star spa hotel in Winchester. Enjoy a full-service spa, breakfast (surcharge), and 24-hour room service. Our guests praise the breakfast and the ...
8.6/10 Excellent! (784 reviews)
"Nothing bad to say about this hotel. The staff were lovely. The hotel has great facilities but we didn't make use of them this time round due to other plans in the city which is just a few minutes away by cab. Would happily stay again and enjoy the spa and restaurant. Rooms were also very pleasant ..."

Reviewed on 10 Nov. 2024

Holiday Inn Winchester, an IHG Hotel
The Running Horse

The Running Horse

4 out of 5
88 Main Road, Littleton, Winchester, England
The price is CA $84 per night from Dec. 8 to Dec. 9
CA $84
CA $100 total
includes taxes & fees
8 Dec - 9 Dec
Stay at this 4-star business-friendly inn in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.8/10 Excellent! (240 reviews)
Wonderfully themed place with great service.
"What a great place! Themed with Horses! Who knew? Fantastic service and very excellent food, both dinner (evening) and the breakfast. Clean rooms, comfortable and a good shower. The dinner service team were great, the place gets quite busy (not surprised) and the hosts were still very attentive and ..."

Reviewed on 7 Nov. 2024

The Running Horse
Save an average of 15% on thousands of hotels when you're signed in
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
The price is CA $122 per night from Nov. 24 to Nov. 25
CA $122
CA $146 total
includes taxes & fees
24 Nov - 25 Nov
Stay at this 4-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,000 reviews)
"Friendly service. Rooms clean. Really enjoyed the inclusive access to the Spa."

Reviewed on 18 Nov. 2024

The Winchester Hotel & Spa
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.

Need a car after flight to Winchester?

Frequently asked questions

Which airlines fly to Winchester?
Packed and ready to travel around the world? Hoping to begin in Winchester? A few of the 20 airlines that fly here include:

  • British Airways
  • Virgin Atlantic
  • Aer Lingus

What airport is best to fly into Winchester?
Before locking in your flight to Winchester, remember it has two airports. LHR is 72 kilometers from the city center, while Southampton Airport is 13 kilometers from the downtown area.
Where to stay in Winchester
Whether you’re in Winchester on a family vacation, a solo adventure or something else entirely, you’ll find the ideal place to lay your head. Book with Travelocity and pick from 203 properties within easy reach of the downtown area.If you’re after somewhere fancy to spend your nights, slide between the silky smooth sheets at the Winchester Royal Hotel. Alternatively, look into the Days Inn by Wyndham Winchester M3. It’s an attractive choice if you’re vacationing on a smaller budget.
Places to visit in Winchester
Forget all those boring tourist traps. True sightseeing enthusiasts should head on over to wonderful attractions like Great Hall, and Winchester Cathedral.0 Want some more options? 0 And that’s not all. 0
How to get through airport security fast when traveling to Winchester
These useful tips and hints about airport security procedures will save you a lot of time and energy on your way to Winchester:

  • Be sure you know the whereabouts of your boarding pass and passport. You don’t want to hold up the queue when you’re asked to produce them.
  • Take off your belt, jewellery and shoes before approaching security. Items like these are not permitted to pass through the body scanner.
  • Laptops must be taken out of their protective cases and placed in a tub before being X-rayed.
  • Flying with a new cologne? As long as it contains no more than 3.4 ounces (100 milliliters) and it’s stored in a clear resealable plastic bag, you can keep it with you in your hand luggage.
  • Steel-cap footwear and other heavy shoes are usually X-rayed at the security checkpoint. Consider wearing lightweight sneakers instead.
  • Some places have strict quarantine laws. Think about where you’re headed to and whether or not you can travel with unpackaged foods.

Plane Tickets To Winchester

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Winchester. Browse through our inventory to explore a wide range of cheap flights to Winchester to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Winchester as you anxiously await to exit the plane and explore what Winchester has to offer. Considering all the amazing local food and culture in Winchester, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Winchester to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Winchester without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Winchester with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Winchester today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.