Winsor Vacation Packages
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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!
Top Winsor Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday
Price was CA $1,923, price is now CA $1,669 per person
CA $1,669
per person
Jul 18 - Jul 24
found 1 day ago
Roundtrip non-stop flight included
Montreal (YMQ) to Southampton (SOU)
7.6/10 Good! (1,004 reviews)
Good size room and bed was very comfortable. Only stayed one night to attend a party but I would stay again.
Reviewed on Apr 28, 2026
Norton Park Hotel, Spa & Manor House
Price was CA $2,077, price is now CA $1,855 per person
CA $1,855
per person
Jun 6 - Jun 12
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
8/10 Very Good! (1,003 reviews)
The only issue we had was when we finished our meal in the bar the plates and cutlery were not cleared from our table and were still on the table when we left the bar at the end of the evening
Reviewed on Mar 26, 2026
Winsor Hotel Deals
Leonardo Hotel Southampton
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $108 per night from May 10 to May 11
CA $108
CA $129 total
May 10 - May 11
includes taxes & fees
8.6/10 Excellent! (1,281 reviews)
Good
Reviewed on Apr 30, 2026
Novotel Southampton
1 West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $112 per night from May 10 to May 11
CA $112
CA $135 total
May 10 - May 11
includes taxes & fees
8.2/10 Very Good! (1,001 reviews)
Good location of hotel
Reviewed on Apr 30, 2026
The Winchester Hotel & Spa
Worthy Lane Winchester England
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from May 4 to May 5
CA $152
CA $182 total
May 4 - May 5
includes taxes & fees
8.6/10 Excellent! (1,001 reviews)
Clean rooms, very central for the town. Would recommend to anyone looking for a lovely place to stay in Winchester. Breakfast was good and enjoyed the pool. Although please note children only allowed for 1 hour in the morning which was a bit of a disappointment.
Reviewed on Apr 27, 2026
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.
Discover the most popular places to visit in Winsor
University of Southampton
3.5/5(7 reviews)
Tour an oceanographic research institute, watch independent theater productions and see designs by notable British architects at this 150-year-old university.
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
Winchester: Historic Castles and Cathedrals Walking Tour
CA $22
per adult
Isle of Wight: Osborne Admission Ticket
CA $37
per adult
100% of travellers recommend
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- Brownwich Beach
- Bursledon Brickworks Industrial Museum
- Visit Cadnam
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- City Museum
- Grosvenor Casino
- Highcliffe Castle
- Hospital of St Cross
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- Winchester Vacations
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
