City of Winchester Vacations & Trips from $773
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Your City of Winchester Vacation
With a City of Winchester vacation package, you can forget about planning stresses and put all your energy into experiencing what this lively destination has to offer. You can expect to have a must-visit list as long as your arm during your trip to City of Winchester. One top city you'll want to explore is Winchester. If you're ready to stop dreaming and start packing, Expedia will help turn your City of Winchester vacation into a reality.
Top destinations in City of Winchester
Southampton
The Latest City of Winchester Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday
Price was $962, price is now $773 per person
$773
per person
Feb 4 - Feb 11
found 1 day ago
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Southampton (SOU)
7.4/10 Good! (1,002 reviews)
Staff very helpful. Nice clean bedroom. Very comfortable.
Great location - right in the city centre. Nice bar to relax in.
Reviewed on Nov 30, 2025
The Seaview Hotel
Price was $1,524, price is now $1,233 per person
$1,233
per person
Feb 15 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Southampton (SOU)
9.6/10 Exceptional! (20 reviews)
We booked the hotel for our honeymoon. We booked a premium room which was in the Annex at the back of the hotel we liked this as it was nice and quiet and a very spacious room. The room was clean and very comfortable. We visited the hotel restaurant on our first night and the food was delicious and service good. Breakfast was tasty each morning and all of the staff were polite and courteous. Would recommend.
Reviewed on Jun 18, 2025
Find the Best City of Winchester Vacation Packages
City of Winchester Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Closest Airport | Southampton Airport (SOU) |
Population | 46,100 |
Top Sights | Marwell Zoo, Hill Head Beach and Winnall Moors Nature Reserve |
City of Winchester Hotel Deals
The Winchester Hotel & Spa
Worthy Lane Winchester England
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $92 total per night from Jan 1 to Jan 2
$92 total
Jan 1 - Jan 2, 2026
Total with taxes and fees
8.4/10 Very Good! (1,008 reviews)
Lovely clean room and facilities
Reviewed on Nov 23, 2025
Meon Valley Hotel, Golf & Country Club
Sandy Lane Southampton England
Fully refundableReserve now, pay when you stay
$61 nightly
The price is $73 total per night from Dec 7 to Dec 8
$73 total
Dec 7 - Dec 8
Total with taxes and fees
6.8/10 (1,006 reviews)
Lots of parking spaces available, staff very helpful & polite
Reviewed on Nov 23, 2025
Winchester Wessex Hotel by Sunday
Paternoster Row Winchester England
Fully refundableReserve now, pay when you stay
$69 nightly
The price is $82 total per night from Dec 23 to Dec 24
$82 total
Dec 23 - Dec 24
Total with taxes and fees
7.4/10 Good! (1,009 reviews)
Clean room , and comfortable,
Reviewed on Nov 26, 2025
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.