Name: Leonardo Royal Southampton Grand Harbour
Price range: CA $183
Rating: 8.6

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.

Bear Hotel Havant by Greene King Inns

CA $1,146

per person

Aug 27 - Aug 30

found 1 hour ago

Roundtrip non-stop flight included

Montreal (YUL) to Southampton (SOU)

7.4/10 Good! (829 reviews)

The meals, both breakfast and dinner, were very good and reasonably priced. The staff were very helpful and friendly. There is ample free parking at the back of the hotel for registered guests. The decor is a little tired and there are quite a few stairs to the upper floors. Overall, we had a good stay.

Reviewed on May 20, 2026

Winchester Wessex Hotel by Sunday

CA $1,733

per person

Jul 28 - Aug 3

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

7.6/10 Good! (1,001 reviews)

Fantastic view of the cathedral from our room. However the room and hotel were a little tired. There were cracked tiles on the bathroom floor, and the bathroom light switch was in a dangerous condition…arcing at the slightest touch. There never appeared to be any staff available and the buffet breakfast…well, don’t bother paying for it! You can get a fabulous breakfast at one of the many cafes available nearby!

Reviewed on Jun 12, 2026

Ready to book your vacation to Winsor?

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Winsor Hotel Deals

Moxy Southampton

Harbour Parade Southampton England

CA $145

CA $174 total

Jun 28 - Jun 29

includes taxes & fees

9/10 Wonderful! (1,032 reviews)

"Great breakfast. Great location."

Reviewed on Jun 14, 2026

Leonardo Hotel Southampton

1 Charlotte Place Southampton England

Fully refundableReserve now, pay when you stay

CA $109

CA $131 total

Jun 21 - Jun 22

includes taxes & fees

8.6/10 Excellent! (1,332 reviews)

"Really friendly and helpful staff. Great hotel would highly recommend"

Reviewed on Jun 14, 2026

Leonardo Royal Southampton Grand Harbour

West Quay Road Southampton England

Fully refundableReserve now, pay when you stay

CA $183

CA $219 total

Jun 28 - Jun 29

includes taxes & fees

8.6/10 Excellent! (1,808 reviews)

"Quick, effective checkin. All interactions with staff were positive, professional and friendly, they were all very able in doing their jobs. The only thing that lets the hotel down is that it may need updated, but that said everything works well, is clean and tidy."

Reviewed on Jun 15, 2026

See all 3,002 properties in Winsor

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.