Cheap Flights to Winchester from $42

Wander Wisely with exceptional service, 24/7 supportOpens in a new window

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

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Winchester?

The cheapest prices found with in the last 7 days for return flights were $80 and $42 for one-way flights to Winchester for the period specified. Prices and availability are subject to change. Additional terms apply

Fri, Jan 8 - Mon, Jan 11
MAN
Manchester
SOU
Southampton
$80 Roundtrip, found 2 hours ago
$80
Roundtrip
found 2 hours ago
Select easyJet flight, departing Fri, Jan 8 from Manchester to Southampton, returning Mon, Jan 11, priced at $80 found 2 hours ago
Wed, Jan 13 - Sat, Jan 23
BOS
Logan Intl.
SOU
Southampton
$726 Roundtrip, found 19 hours ago
$726
Roundtrip
found 19 hours ago
Select Aer Lingus flight, departing Wed, Jan 13 from Logan Intl. to Southampton, returning Sat, Jan 23, priced at $726 found 19 hours ago
OriginDestinationTravel DatesFlights From*
BOSSouthamptonJanuary 13 to January 23$726
LAXSouthamptonDecember 2 to December 17$751
YYZSouthamptonNovember 10 to November 17$847
JFKSouthamptonJanuary 19 to February 1$980
SFOSouthamptonNovember 3 to November 9$1,066
*Prices include taxes and fees

Winchester Flight Information

Traveling to
Winchester
Lowest Price
$80
Number of Airlines Serving
Airlines Serving
easyJet, Aer Lingus
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Winchester Accommodation Deals

Days Inn by Wyndham Winchester M3

Days Inn by Wyndham Winchester M3

2.5 out of 5
Moto Motorway Service Area Winchester England
The price is $47 total per night from Nov 1 to Nov 2
$47 total
per night
Nov 1 - Nov 2
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 ...
7.2/10 Good! (922 reviews)
"Incredibly basic and room needed a dust / window mould removed. However, it's fine for the price and just a few steps walk to the services. Staff are only a phonecall away and very quick to bring extra pillows, fan etc. Just be aware, if you're using as a base to get to and from Winchester, it's ..."

Reviewed on Oct 18, 2026

Opens in a new windowDays Inn by Wyndham Winchester M3
Marwell Hotel Winchester South

Marwell Hotel Winchester South

3 out of 5
Thompson Lane Winchester England
The price is $83 total per night from Oct 29 to Oct 30
$83 total
per night
Oct 29 - Oct 30
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 ...
7.6/10 Good! (1,000 reviews)
"The location was excellent 👍 Very quiet and breakfast was delicious."

Reviewed on Oct 11, 2026

Opens in a new window Marwell Hotel Winchester South
Winchester Royal Hotel

Winchester Royal Hotel

4 out of 5
St Peter Street Winchester England
The price is $116 total per night from Nov 1 to Nov 2
$116 total
per night
Nov 1 - Nov 2
Stay at this hotel in Winchester. Enjoy breakfast (surcharge), 24-hour room service, and parking (surcharge). Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (1,000 reviews)
"Comfortable room and helpful staff"

Reviewed on Oct 12, 2026

Opens in a new windowWinchester Royal Hotel
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane Winchester England
The price is $109 total per night from Nov 15 to Nov 16
$109 total
per night
Nov 15 - Nov 16
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,003 reviews)
"A lovely hotel with amazing staff who tend to your every need. Spa is lovely and treatments are out of this world. Food and service is 5star. This hotel is the perfect location as it’s walking distance from Winchester city centre. Perfect for a few days away to relax"

Reviewed on Oct 19, 2026

Opens in a new windowThe 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

4 out of 5
Woodman Lane, Sparsholt Winchester England
The price is $373 total per night from Oct 27 to Oct 28
$373 total
per night
Oct 27 - Oct 28
Book a stay at this boutique hotel in Winchester. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Horsepower The Museum Of The King's Royal ...
9.4/10 Exceptional! (224 reviews)
"Beautiful rooms - we even had a TV in the bathroom, and the staff were not only very helpful but always had time for us and were happy to tell me about the hotel, its history and the activities which go on there, such as cookery school. There were some great touches, such as the light controls by ..."

Reviewed on Oct 16, 2026

Opens in a new windowLainston House Hotel
Hotel du Vin & Bistro Winchester

Hotel du Vin & Bistro Winchester

4 out of 5
Southgate Street Winchester England
The price is $178 total per night from Nov 15 to Nov 16
$178 total
per night
Nov 15 - Nov 16
Book a stay at this business-friendly hotel in Winchester. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff ...
Opens in a new windowHotel du Vin & Bistro Winchester
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane Winchester England
The price is $109 total per night from Nov 15 to Nov 16
$109 total
per night
Nov 15 - Nov 16
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,003 reviews)
"A lovely hotel with amazing staff who tend to your every need. Spa is lovely and treatments are out of this world. Food and service is 5star. This hotel is the perfect location as it’s walking distance from Winchester city centre. Perfect for a few days away to relax"

Reviewed on Oct 19, 2026

Opens in a new windowThe Winchester Hotel & Spa
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

5 out of 5
Telegraph Way, Morn Hill Winchester England
The price is $118 total per night from Nov 15 to Nov 16
$118 total
per night
Nov 15 - Nov 16
Book a stay at this luxury hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Opens in a new windowvoco Winchester Hotel & Spa by IHG
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 Winchester South

Marwell Hotel Winchester South

3 out of 5
Thompson Lane Winchester England
The price is $83 total per night from Oct 29 to Oct 30
$83 total
per night
Oct 29 - Oct 30
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 ...
7.6/10 Good! (1,000 reviews)
"The location was excellent 👍 Very quiet and breakfast was delicious."

Reviewed on Oct 11, 2026

Opens in a new window Marwell Hotel Winchester South
voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

5 out of 5
Telegraph Way, Morn Hill Winchester England
The price is $118 total per night from Nov 15 to Nov 16
$118 total
per night
Nov 15 - Nov 16
Book a stay at this luxury hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
Opens in a new windowvoco Winchester Hotel & Spa by IHG
The Running Horse

The Running Horse

4 out of 5
88 Main Road Winchester England
The price is $64 total per night from Nov 8 to Nov 9
$64 total
per night
Nov 8 - Nov 9
Book a stay at this business-friendly inn in Winchester. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
9/10 Wonderful! (359 reviews)
"The room was very clean and comfortable and had all the little extras including ironing board and hairdryer as well as fresh milk for the tea/coffee provided. Also the all necessary toiletries. The staff were also very friendly and helpful."

Reviewed on Oct 10, 2026

Opens in a new windowThe Running Horse
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane Winchester England
The price is $109 total per night from Nov 15 to Nov 16
$109 total
per night
Nov 15 - Nov 16
Book a stay at this spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,003 reviews)
"A lovely hotel with amazing staff who tend to your every need. Spa is lovely and treatments are out of this world. Food and service is 5star. This hotel is the perfect location as it’s walking distance from Winchester city centre. Perfect for a few days away to relax"

Reviewed on Oct 19, 2026

Opens in a new windowThe 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 For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

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 45 mi from the city center, while Southampton Airport is 8 mi 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
If you want to check out a couple of the fabulous attractions here, add Great Hall, and Winchester Cathedral to your travel schedule.Winchester Christmas Market is a great place to buy yourself a gift or stroll among the stalls. Want some more options? Inject some culture into your stay by purchasing tickets to a play at Theatre Royal Winchester. And that's not all there is. You'll feel like you've stepped back in time with an excursion to Hospital of St Cross, a historically significant building.
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!

Explore More Ways to Travel with Travelocity

*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.