
City of Winchester Vacations & Trips from $975
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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 $1,105, price is now $1,018 per person
$1,018
per person
Jan 1 - Jan 6
found 1 day ago
Roundtrip flight included
New York (NYC) to Southampton (SOU)
7.4/10 Good! (1,002 reviews)
Room was considered a very small double -not mentioned when booked, so disappointed and needed to upgrade room at cost of £40.00. Room only serviced every third day also not mentioned before. So not the best although upgraded room OK. did not sample the bar or restaurant.
Reviewed on Nov 28, 2025

The Seaview Hotel
Price was $1,524, price is now $1,233 per person
$1,233
per person
Feb 15 - Feb 21
found 15 hours 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
$134 nightly
The price is $161 total per night from Dec 22 to Dec 23
$161 total
Dec 22 - Dec 23
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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