Deals on vacations and trips to Winchester

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Winchester flight + hotel vacation packages

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Blue sky at Wallis square

Blue sky at Wallis square

4 out of 5
Rushmoor District
Price was $1,126, price is now $1,078 per person
$1,078
per person
Oct 16 - Oct 20
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Southampton (SOU)
This apartment doesn't skimp on freebies - guests receive free WiFi and free self parking. Express check-out is also provided.

Top Winchester hotels deals

The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane Winchester England
Free Cancellation
Reserve now, pay when you stay
$101 nightly
The price is $122 total per night
$122 total
Oct 11 - Oct 12
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 2 conference rooms, free WiFi in public areas, and laundry service. You'll appreciate the hot tub, bar/lounge, and laundry facilities.
Pool
Hot Tub
Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

4 out of 5
Sutton Scotney Winchester England
Free Cancellation
Reserve now, pay when you stay
$83 nightly
The price is $100 total per night
$100 total
Oct 11 - Oct 12
Total with taxes and fees
A full-service spa, an indoor pool, and a restaurant are all featured at this smoke-free hotel. Traveling for business? Take advantage of the free WiFi in public areas, laundry service, and conference space. Enjoy the gym and perks like free self parking.
Pool
Spa
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Paternoster Row Winchester England
Free Cancellation
Reserve now, pay when you stay
$89 nightly
The price is $106 total per night
$106 total
Oct 4 - Oct 5
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Self parking, a coffee shop, and a snack bar/deli are also offered.
Pet friendly
Free WiFi
Winchester Royal Hotel

Winchester Royal Hotel

4 out of 5
St Peter Street Winchester England
Free Cancellation
Reserve now, pay when you stay
$111 nightly
The price is $133 total per night
$133 total
Sep 27 - Sep 28
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, a terrace, and a garden are also offered.
Pet friendly
Free WiFi
Marwell Hotel Winchester South

Marwell Hotel Winchester South

3 out of 5
Thompson Lane Winchester England
Free Cancellation
Reserve now, pay when you stay
$70 nightly
The price is $84 total per night
$84 total
Oct 4 - Oct 5
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A snack bar/deli, luggage storage, and wedding services are also on offer.
Pet friendly
Parking included
Days Inn by Wyndham Winchester M3

Days Inn by Wyndham Winchester M3

2.5 out of 5
Moto Motorway Service Area Winchester England
Free Cancellation
Reserve now, pay when you stay
$39 nightly
The price is $47 total per night
$47 total
Sep 27 - Sep 28
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. If you want to take your pet along, this pet-friendly property offers everything you'll need for your pet including food and water bowls. A garden, a picnic area, and express check-in are also on offer.
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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 Winchester attractions

A historic cathedral with tall spires and large stained glass windows.

Winchester Cathedral

9.4/10 (713 reviews)
After visiting Winchester Cathedral, make a plan to see the other sights and activities in Winchester. Wander the area's picturesque gardens or simply enjoy one of its top-notch restaurants.
See properties

Frequently asked questions

How much are vacation packages to Winchester?
Your travel dreams can become a reality in Winchester for as low as $1,078. Our vacation packages include flights and hotels, so booking your trip will be nice and easy. The only thing you'll need to worry about is having a good time.
How long should my Winchester vacation be?
There are no rules for how long your vacation in Winchester should be, but the majority of people decide to stay around 3 nights. Got some leeway with your departure date? Extend your escape by an extra night or two. That way, you'll have loads of time to explore the area's hidden gems too.
Where can I get the best vacation package deals for Winchester?
Find your dream escape at Travelocity. With access to 400 airlines and 1,000,000 properties around the world, selecting the ultimate Winchester package deal couldn't be simpler.
Why should I book my Winchester vacation bundle via Travelocity?
By booking your flights, hotel, car rental and activities altogether, you'll save big bucks as well as precious time. We have round-the-clock customer support, and you'll know that you'll always score the lowest price possible with our Price Match Guarantee. So, what are you waiting for? Book your dream getaway today and start packing!
Will I save money on my Winchester car rental if I book it with my hotel or flight?
Absolutely — combine your car, hotel and flight into a Winchester vacation package and you can save a ton. With so many things to do in the Winchester area, having your own wheels will make exploring a breeze. Once you've slid into the driver's seat, crank up the tunes and find your way to Big Ben, a must-see sight roughly 60 mi from Winchester.
Which airport is best for Winchester?
Heathrow Airport (LHR), located around 45 mi northeast of central Winchester, is probably where you'll land. Your other options are Gatwick Airport (LGW) (50 mi away from central Winchester) and Southampton Airport (SOU) (8 mi away from central Winchester).
What is there to do in Winchester?
Winchester has plenty of places to explore, including Winchester Cathedral and Winchester Christmas Market. These two popular attractions are on most visitors' travel schedules.
Where should I stay when visiting Winchester?
The St Johns Croft is the number one choice of many travelers. Book as soon as possible to avoid missing out.

Photos of local treasures

Browse Winchester vacation photos for more inspiration

A large red brick building with a central entrance flanked by columns, a fountain in front, and trees on either side.
A modern building with large windows and a dome structure.
A historic town with a prominent clock tower, narrow streets, and traditional architecture.
A brick bridge over a flowing river with a metal railing and a window with a grid pattern.
A stone building with ornate wrought iron street lamps and a large arched doorway.

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