Winchester Vacations from ￥365,418

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The Latest Winchester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
HQ Aparthotel Farnborough

HQ Aparthotel Farnborough

4 out of 5
Rushmoor District
per person
Oct 1 - Oct 6
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Southampton (SOU)
9/10 Wonderful! (432 reviews)
The apartments are very clean and lots of the kitchen untencips and small electrics look unused. Bathroom is modern, clean and spacious.

Reviewed on Aug 9, 2025

Solstice House by House of Fisher

Solstice House by House of Fisher

4 out of 5
Rushmoor District
per person
Oct 1 - Oct 6
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Southampton (SOU)
9.2/10 Wonderful! (20 reviews)
Blue sky at Wallis square

Blue sky at Wallis square

4 out of 5
Rushmoor District
per person
Oct 1 - Oct 6
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Southampton (SOU)
9.2/10 Wonderful! (86 reviews)
Great apartments and good communication with manager.

Reviewed on Nov 24, 2023

Abacus Bed and Breakfast

Abacus Bed and Breakfast

2.5 out of 5
per person
Oct 1 - Oct 6
found 21 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Southampton (SOU)
8.6/10 Excellent! (48 reviews)
Abacus is certainly good for the price point, but I wouldn't recommend staying here for more than a couple of days. The room was OK, small and smelled a little odd (I think because of the fridge) but otherwise mostly clean and comfortable. The owner was friendly. Included breakfast was a bonus. WiFi was patchy, which I would normally overlook, but given the mobile reception in the area is bad, it did create a problem. The biggest problem is the shared bathrooms. They're more like tiny cupboards that you can barely move in, and both somehow have a toilet, shower and sink crammed in. They're kept quite clean but given that you have to do some gymnastics to avoid putting your foot in the toilet when getting out of the shower really isn't great. Could do with a bit of a refresh (and a thorough review of the bathroom situation), but otherwise good.

Reviewed on Dec 10, 2023

Find the Best Winchester Vacation Packages

Winchester Hotel Deals

The Winchester Hotel & Spa

The Winchester Hotel & Spa

4 out of 5
Worthy Lane, Winchester, England
Fully refundableReserve now, pay when you stay
8.4/10 Very Good! (1,005 reviews)
"Lovely staff at check in Room was nice (though no space between twin beds) Bathroom lovely Enjoyed use of swimming pool Breakfast was wonderful - very friendly staff and good choice of food options - all very well cooked Easy to park and convenient location"

Reviewed on Aug 11, 2025

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The Winchester Hotel & Spa
voco Winchester Hotel & Spa by IHG

voco Winchester Hotel & Spa by IHG

4 out of 5
Telegraph Way Morn Hill, Winchester, England
Fully refundable
The price is ￥13,939 per night from Aug 31 to Sep 1
￥13,939
￥16,726 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (874 reviews)
"Good location just outside Winchester, bus route just outside short trip to Town"

Reviewed on Aug 1, 2025

voco Winchester Hotel & Spa by IHG
Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

4 out of 5
Sutton Scotney, Winchester, England
Fully refundableReserve now, pay when you stay
The price is ￥15,713 per night from Aug 25 to Aug 26
￥15,713
￥18,855 total
Aug 25 - Aug 26
includes taxes & fees
7.8/10 Good! (998 reviews)
GREAT STAY
"The front desk girl was so helpful the check in was Awesome the room very clean"

Reviewed on Aug 5, 2025

Norton Park Hotel, Spa & Manor House
See all 3,246 properties in Winchester
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.

Discover the most popular places to visit in Winchester

Winchester Cathedral which includes a garden, a church or cathedral and religious elements

Winchester Cathedral

With its exquisite artwork and fascinating historical relics, Winchester’s Gothic masterpiece is thought to be one of the nation’s finest cathedrals.

Winchester Cathedral
Great Hall featuring heritage architecture

Great Hall

Admire one of the finest 13th-century halls in England and see the legendary round table of King Arthur at this monument to the city’s medieval heritage.

Great Hall
Winchester City Mill featuring a river or creek and heritage architecture

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.

Winchester City Mill

What to do in Winchester

Stonehenge

Stonehenge Half Day Tour from Winchester

￥59,791
per adult
Stonehenge Half Day Tour from Winchester
The Winchester Ghost Walk

The Winchester Ghost Walk

￥2,989
per adult
The Winchester Ghost Walk
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

￥25,998
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
See all activities in Winchester

Frequently asked questions

How much does a Winchester vacation package cost?
You'll find cheap prices from ￥365,418 on Expedia for your Winchester escape. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Winchester costs.
What are the cheapest months to go to Winchester?
You're likely to find lower rates and better availability in January, February and November. Take a look at our cheap Winchester vacation packages and you could get some excellent off-season deals.
How many days is enough for Winchester?
Allow around 2 days for your Winchester vacation if you want to take in all that makes this place special. Wander around popular areas, including Littleton and Sparsholt. Then make a beeline for top attractions like Theatre Royal Winchester and Westgate Museum. With a good itinerary, you'll be kept busy with room for some rest and relaxation too. Want to venture outside of Winchester? Consider an excursion or two.
Is it worth booking a vacation package to Winchester?
Well known for its views, nightlife and walking trails, a Winchester vacation has something for everyone. Be sure to check out main sights like Winchester Cathedral and Winchester Christmas Market, and consider renting a set of wheels for day trips to discover even more.
How to find the best Winchester package deals?
Begin your search for a Winchester package deal by entering your preferred travel dates and destination under our "Packages" tab. Then apply a few filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with irresistible savings. If you don't find the ideal Winchester package deal straight away, simply play around with your dates and search again. Remember that deals are only available for a limited time, so book early and get your Winchester escape off to a flying start.
Is it cheaper to book a Winchester vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and stays individually. Better still, you can tailor your Winchester getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Winchester?
Enjoy incredible bargains by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Winchester getaway.
How to plan a trip to Winchester?

  1. Choose when to get away: Check your diary and pack your bags. Your preferred season and the type of activities on offer will also help you decide when to vacation in Winchester.
  2. Budget wisely: Besides the cost of your hotel, you should factor in other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that may come up during your trip to Winchester.
  3. Decide how long to go for: Now that you're up to speed on Winchester, you can figure out the ideal length of your break. Put together a rough itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your hotels, car rental, flights and more into a tailored Winchester vacation package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.