Winchester Vacations from ￥281,870

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The Latest Winchester Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Apollo Hotel

Apollo Hotel

4 out of 5
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Southampton (SOU)
7.2/10 Good! (1,002 reviews)
Great staff. Food was good and reasonably priced. Rooms were dated shower etc was like walking back into 1990. Towels werent changed or bedding cahnged stayed for 3 days. Ok for the price

Reviewed on Jun 9, 2025

The Elvetham Hotel

The Elvetham Hotel

4 out of 5
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Southampton (SOU)
8.8/10 Excellent! (882 reviews)
Beautiful hotel in an idyllic location

Reviewed on Aug 5, 2025

Hampshire Court Hotel & Spa

Hampshire Court Hotel & Spa

4 out of 5
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Southampton (SOU)
8/10 Very Good! (535 reviews)
Nice hotel, just what you’d expect for the price! excellent cleanliness of the bedroom.

Reviewed on Aug 3, 2025

Village Hotel Basingstoke

Village Hotel Basingstoke

4 out of 5
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Southampton (SOU)
8.8/10 Excellent! (712 reviews)
Sadly there is a Starbucks in the foyer which many are against atm, so I did not avail of my mirng coffee. Upon asking could I

Reviewed on Aug 8, 2025

Britannia Basingstoke Country Hotel & Spa

Britannia Basingstoke Country Hotel & Spa

4 out of 5
per person
Oct 14 - Oct 20
found 1 day ago
Roundtrip flight included
Tokyo (TYO) to Southampton (SOU)
6.6/10 (1,000 reviews)
Paid for an upgrade as no level floor rooms .complained about food. No manager available .poor policies which need to be addressed Disappointed

Reviewed on Jun 20, 2025

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
The price is ￥25,055 per night from Aug 14 to Aug 15
￥25,055
￥30,066 total
Aug 14 - Aug 15
includes taxes & fees
8.4/10 Very Good! (1,000 reviews)
"Good location and close to the railway station"

Reviewed on Jul 26, 2025

The Winchester Hotel & Spa
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 ￥15,858 per night from Aug 31 to Sep 1
￥15,858
￥19,030 total
Aug 31 - Sep 1
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
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 ￥13,531 per night from Aug 17 to Aug 18
￥13,531
￥16,237 total
Aug 17 - Aug 18
includes taxes & fees
8.6/10 Excellent! (873 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
See all 3,202 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

5/5(59 reviews)

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

4.5/5(23 reviews)

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

Walk the Secrets of the Titanic

Walk the Secrets of the Titanic

￥3,175
per adult
100% of travellers recommend
Walk the Secrets of the Titanic
Courtesy of English Heritage

Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor

￥39,016
per adult
88% of travellers recommend
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
Gin Cocktail Masterclass

Bombay Sapphire Gin Cocktail Masterclass and Tour

￥8,534
per adult
Bombay Sapphire Gin Cocktail Masterclass and Tour
See all activities in Winchester

Frequently asked questions

How much does a Winchester vacation package cost?
You'll find cheap prices from ￥281,870 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.