Winsor Vacations from $902
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Your Winsor Vacation
Reserve a Winsor vacation package that has everything you need without any unnecessary extras. Great for dining, cafes and bars and pubs, consider basing yourself in the neighborhood of Southampton City Centre. You'll want to go sightseeing during your trip to Winsor. Find time for major attractions such as New Forest Wildlife Park, The Common and Romsey Golf Club. Stop dreaming and start traveling. Explore the multitude of options on Expedia today and put your Winsor vacation plans in motion!
The Latest Winsor vacation packages
Price found within the past 48 hours. Click for updated prices.
Winchester Royal Hotel
Price was $1,095, price is now $902 per person
$902
per person
Feb 2 - Feb 7
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
8.4/10 Very Good! (1,004 reviews)
Clean room. Helpful and friendly staff. Good amenities at hotel. Great central location.
Reviewed on Oct 29, 2025
No.4 Carlton Hotel
The Polygon
Price was $1,682, price is now $1,389 per person
$1,389
per person
Feb 2 - Feb 7
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.6/10 Exceptional! (122 reviews)
Decor, hotel quality, and cleanliness was excellent. Lots of great amenities included. Guest service was friendly and efficient. Important to note that there is no elevator. Also, glassed in bathroom was not very private and sound through ceiling and room door was very noticeable.
Reviewed on Oct 23, 2025
The Grosvenor Stockbridge
Price was $1,299, price is now $1,073 per person
$1,073
per person
Feb 2 - Feb 7
found 15 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.6/10 Exceptional! (64 reviews)
Another excellent stay. Wonderful hotel and fantastic colleagues looking after us. Thank you.
Reviewed on Oct 1, 2025
Discover the most popular places to visit in Winsor
Southampton Cruise Terminal
4.5/5(96 reviews)
One of the busiest cruise ports in England is just a few steps from the historical and entertainment attractions of Southampton.
Mayflower Theatre
5/5(1 review)
From touring West End musicals to magic shows, stand-up comedy to children’s entertainment, this historic theater serves up Southampton’s best entertainment.
Mayflower Park
Sit on a bench in this riverside park where over the ages other visitors have witnessed the passing of famous vessels and the naming of new ones.
What to do in Winsor
Southampton: Post-Cruise Tour to London via Salisbury, Stonehenge and Windsor
$264
per adult
84% of travellers recommend
Stonehenge Tour from Southampton to London
$177
per adult
100% of travellers recommend
Winsor Hotel Deals
The Winchester Hotel & Spa
Worthy Lane, Winchester, England
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $120 total per night from Nov 13 to Nov 14
$120 total
Nov 13 - Nov 14
Total with taxes and fees
8.4/10 Very Good! (1,000 reviews)
Very good hotel. All very clean. Didn’t get my drinks vouchers which was disappointing.
Reviewed on Nov 1, 2025
Moxy Southampton
Harbour Parade, Southampton, England
Fully refundableReserve now, pay when you stay
$65 nightly
The price is $78 total per night from Nov 16 to Nov 17
$78 total
Nov 16 - Nov 17
Total with taxes and fees
9/10 Wonderful! (1,007 reviews)
Very good stay in Southampton. Our room was comfortable and very clean. Staff were super friendly and helpful, would recommend.
Reviewed on Nov 9, 2025
Leonardo Hotel Southampton
1 Charlotte Place, Southampton, England
Fully refundable
$69 nightly
The price is $83 total per night from Nov 16 to Nov 17
$83 total
Nov 16 - Nov 17
Total with taxes and fees
8.4/10 Very Good! (1,222 reviews)
Good location, friendly staff, good buffet breakfast
Reviewed on Nov 6, 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.
Find the Best Winsor Vacation Packages
Winsor Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Closest Airport | Southampton Airport (SOU) |
Top Sights | Mayflower Theatre, New Forest Wildlife Park and Solent Sky Museum |
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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.