Winchester Vacations from ￥220,111

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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
Price was ￥224,236, price is now ￥220,111 per person
￥220,111
per person
Sep 30 - Oct 3
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Southampton (SOU)
7.2/10 Good! (1,000 reviews)
Stopped later on, no-one about. Don't think management care too much. Shame really probably wouldn't stay there again.

Reviewed on Jul 10, 2026

Premier Inn Basingstoke Town Centre

Premier Inn Basingstoke Town Centre

3 out of 5
Price was ￥227,172, price is now ￥226,261 per person
￥226,261
per person
Sep 30 - Oct 3
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Southampton (SOU)
9/10 Wonderful! (10 reviews)
Very convenient location. It's a walking distance to the train station,mall,restaurant, and stores. Our room was clean. Staff are nice. Breakfast was okay. Happy with our 1 night stay!

Reviewed on Jul 2, 2026

Apple Tree Place B&B

Apple Tree Place B&B

4 out of 5
Price was ￥279,756, price is now ￥278,735 per person
￥278,735
per person
Sep 20 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Tokyo (TYO) to Southampton (SOU)
9.6/10 Exceptional! (46 reviews)
Good size room with everything you need, really good breakfast

Reviewed on Jul 7, 2026

Premier Inn Farnborough West - Southwood

Premier Inn Farnborough West - Southwood

3 out of 5
Rushmoor District
Price was ￥222,273, price is now ￥221,508 per person
￥221,508
per person
Sep 30 - Oct 3
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Southampton (SOU)
5.6/10 (4 reviews)
I checked in late, to welcoming and patient staff. Parking was a breeze, as was finding my room, and resting my head and falling right asleep because it was so peaceful and quiet. It was just what I needed to decompress.

Reviewed on Oct 22, 2025

Premier Inn Farnborough Town Centre

Premier Inn Farnborough Town Centre

3 out of 5
Rushmoor District
Price was ￥222,274, price is now ￥221,508 per person
￥221,508
per person
Sep 30 - Oct 3
found 16 hours ago
Roundtrip non-stop flight included
Tokyo (HND) to Southampton (SOU)
9/10 Wonderful! (14 reviews)
Staff are helpful and friendly.

Reviewed on Jun 1, 2026

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
The price is ￥18,618 per night from Aug 2 to Aug 3
￥18,618
￥22,341 total
Aug 2 - Aug 3
includes taxes & fees
8.6/10 Excellent! (1,010 reviews)
"The staff were very helpful and hotel was very clean but the air con didn't really work. Only the left hand corner produced any air. Room was hot even with the fan provided. Not good enough for the price paid. The cold water always ran hot for a couple of minutes. Which I thought was strange but ..."

Reviewed on Jul 8, 2026

The Winchester Hotel & Spa
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Paternoster Row Winchester England
Fully refundableReserve now, pay when you stay
The price is ￥16,190 per night from Jul 27 to Jul 28
￥16,190
￥19,428 total
Jul 27 - Jul 28
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"The bed was comfy but room had no AC and a large desk top fan and open window was deemed to solve the issue by the hotel! Not all the lights worked in the room. Luckily the bathroom one did work. The breakfast which the hotel think is amazing wasn't all that! It was buffet style but the scrambled ..."

Reviewed on Jul 5, 2026

Winchester Wessex Hotel by Sunday
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 ￥15,943 per night from Aug 2 to Aug 3
￥15,943
￥19,132 total
Aug 2 - Aug 3
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Great hotel with large rooms and amenities. Staff were friendly and helpful, and the food and bar were excellent. will definitely come back if the opportunity arises"

Reviewed on Jul 3, 2026

Norton Park Hotel, Spa & Manor House
See all 3,510 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.

Stay near popular Winchester attractions

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

Winchester Cathedral

9.4/10 (713 reviews)
Winchester Cathedral houses Jane Austen's tomb and boasts Europe's longest medieval nave. Explore the 12th-century Winchester Bible and Antony Gormley's haunting crypt sculpture during your visit.
See properties

What to do in Winchester

Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

￥29,575
per adult
98% of travellers recommend
Stonehenge Tour from Southampton to London
Walk the Secrets of the Titanic

Walk the Secrets of the Titanic

￥3,454
per adult
98% of travellers recommend
Walk the Secrets of the Titanic
Gin Cocktail Masterclass

Bombay Sapphire Gin Cocktail Masterclass and Tour

￥9,929
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 ￥220,111 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.

Explore a world of travel with Expedia

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