Winchester Vacations from $803

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Your Winchester Vacation

The rich history and welcoming locals are just the start of the things Winchester has on offer. Discover the very best of this city the way you want with a customized Winchester vacation package. If your trip to Winchester includes a little sightseeing, visit popular attractions like Winchester Cathedral, Great Hall and Winchester Christmas Market. Whoever you're escaping with and whatever the size of your budget, your ultimate Winchester vacation is only clicks away with Expedia.

The Latest Winchester vacation packages

Price found within the past 48 hours. Click for updated prices.
Premier Inn Farnborough Town Centre

Premier Inn Farnborough Town Centre

3 out of 5
Rushmoor District
per person
Sep 3 - Sep 10
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
No reviews
Warbrook House Heritage Hotel

Warbrook House Heritage Hotel

4 out of 5
per person
Sep 3 - Sep 10
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
7.6/10 Good! (709 reviews)
Pleasant stay. Everyone very friendly . Comfy bed. Stayed in The Grange. Needs as bit of an update but clean and spacious. Would suggest that for bathroom fitted for disabled use be removed in future update and showe only. I’m fit and able and had difficulty getting in and out of the high sided bath for a shower.

Reviewed on Jul 6, 2025

Premier Inn Farnborough West - Southwood

Premier Inn Farnborough West - Southwood

2 out of 5
Rushmoor District
per person
Sep 3 - Sep 10
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
No reviews
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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
Marwell Wildlife which includes zoo animals and dangerous animals

Marwell Zoo

5/5(4 reviews)

Head out on a safari in search of hippos, snow leopards and giraffes or check out unusual reptiles at this spacious zoo and wildlife park.

Marwell Zoo
Winchester Science Centre and Planetarium

Winchester Science Centre and Planetarium

Try out an extensive selection of interactive exhibits and lose yourself in deep space at one of the U.K.’s largest digital planetariums.

Winchester Science Centre and Planetarium

What to do in Winchester

Stonehenge

Stonehenge Half Day Tour from Winchester

$408
per adult
Stonehenge Half Day Tour from Winchester
Stonehenge Tour from Southampton to London

Stonehenge Tour from Southampton to London

$178
per adult
100% of travellers recommend
Stonehenge Tour from Southampton to London
Courtesy of English Heritage

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

$268
per adult
88% of travellers recommend
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
See all activities in Winchester

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
$100 nightly
The price is $120 total per night from Jul 27 to Jul 28
$120 total
Jul 27 - Jul 28
Total includes taxes and fees
8.4/10 Very Good! (1,003 reviews)
Goodwood festival of speed prep night
"Lovely hotel! Looks a little like a nursing home at the front, but lovely inside. Room was clean, spacious and had all the ammenities. We chrcked out at 5am to go to goodwood and the night staff were blooming lush!"

Reviewed on Jul 11, 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
$114 nightly
The price is $137 total per night from Jul 27 to Jul 28
$137 total
Jul 27 - Jul 28
Total includes taxes and fees
7.8/10 Good! (1,002 reviews)
"Nice hotel,more attention to refilling coffee and milk in the room"

Reviewed on Jul 13, 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
$92 nightly
The price is $111 total per night from Jul 27 to Jul 28
$111 total
Jul 27 - Jul 28
Total includes taxes and fees
8.6/10 Excellent! (855 reviews)
"Friendly staff"

Reviewed on Jul 13, 2025

voco Winchester Hotel & Spa by IHG
See all 3,186 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.

Find the Best Winchester Vacation Packages

Winchester Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Population
40,000
Max Temp Winter
45ºF
Max Temp Summer
70ºF
Top Sights
Winchester Cathedral, Marwell Zoo and Winchester Science Centre and Planetarium

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Frequently asked questions

How much does a Winchester vacation package cost?
You'll find cheap prices from $803 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 can typically find lower rates and better availability in May, June and December. Take a look at our cheap Winchester vacation packages and you could get some great off-season deals.
How many days is enough for Winchester?
With around 2 days, you'll have plenty of time to experience popular neighborhoods like Sparsholt and Littleton during your Winchester vacation. Be sure to also add Winchester Science Centre and Planetarium and Great Hall to your sightseeing itinerary. Searching for more adventures? Consider venturing outside of Winchester on tours and day trips.
Is it worth booking a vacation package to Winchester?
Popular for its walking trails, nightlife and culture, a Winchester vacation is a hit with all kinds of visitors. Be sure to check out main sights like Winchester Cathedral and Great Hall, 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 schedule and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Winchester.
  2. Calculate your budget: Make sure you have enough money to pay for everything from transportation and dining out to airfares and activities. Your hotel will likely be the largest expense during your trip to Winchester.
  3. Organize your Winchester escape with our trip planning tool: Search for and book accommodations and activities all in one place. You can also collaborate with your group to plan an unforgettable trip to Winchester together.
  4. Determine how many days away: Start by making a list of all the attractions you want to get to in Winchester. Then, estimate how long you'll need at each, as well as any travel time.
  5. Bundle your accommodations and airfare: Once you've settled on your travel dates and duration, lock in the perfect Winchester vacation package for you.
  6. Book any excursions or activities: Here's the fun part --- locking in everything you want to see and do. Browse some of the top things to do in Winchester and book your tickets in advance to save time (and maybe some cash too!).

Does Expedia offer Book Now, Pay Later Winchester vacation packages?
Your Winchester getaway is meant to be a relaxing escape from your daily routine, not a reason for money-related stress. So to allow you more flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.