Winsor Vacations 2025/2026 from CA $1,157

Winsor flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

Apollo Hotel

CA $1,157

per person

Dec 3 - Dec 9

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Southampton (SOU)

Stay at this 4-star spa hotel in Basingstoke. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions The Anvil and Festival Place are located nearby.

HQ Aparthotel Farnborough

Rushmoor District

CA $1,168

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 4-star business-friendly aparthotel in Farnborough. Enjoy free WiFi, parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions Kingsmead Shopping Centre and St Michaels Abbey are located nearby.

Village Hotel Farnborough

Rushmoor District

CA $1,449

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 4-star eco-certified hotel in Farnborough. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Kingsmead Shopping Centre and Farnborough Air Sciences Trust Museum are located nearby.

Holiday Inn Farnborough by IHG

Rushmoor District

CA $1,354

per person

Nov 11 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 4-star business-friendly hotel in Farnborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Farnborough Air Sciences Trust Museum and Army Golf Club are located nearby.

Village Hotel Basingstoke

CA $1,236

per person

Dec 3 - Dec 9

found 1 day ago

Roundtrip flight included

Calgary (YYC) to Southampton (SOU)

Stay at this 4-star eco-certified hotel in Basingstoke. Enjoy free WiFi, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Festival Place and Wote Street Willy are located nearby.

Top Winsor hotels deals

The Winchester Hotel & Spa

Worthy Lane, Winchester, England

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this 4-star spa hotel in Winchester. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Theatre Royal Winchester and Westgate Museum are located nearby.

Carrington House Hotel

Knyveton Road, Bournemouth, England

Free cancellation

Reserve now, pay when you stay

CA $66

CA $79 total

Oct 19 - Oct 20

includes taxes & fees

Stay at this 3-star business-friendly hotel in Bournemouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Poole Harbour and Bournemouth Beach are located nearby.

Pool

Pet-friendly

Leonardo Hotel Southampton

1 Charlotte Place, Southampton, England

Free cancellation

CA $98

CA $118 total

Oct 12 - Oct 13

includes taxes & fees

Stay at this 4-star eco-certified hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.

Moxy Southampton

Harbour Parade, Southampton, England

Free cancellation

Reserve now, pay when you stay

CA $100

CA $120 total

Oct 5 - Oct 6

includes taxes & fees

Stay at this 3-star eco-certified hotel in Southampton. Enjoy free WiFi, breakfast (surcharge), and a 24-hour front desk. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.

Leonardo Royal Southampton Grand Harbour

West Quay Road, Southampton, England

Free cancellation

Reserve now, pay when you stay

CA $125

CA $150 total

Oct 12 - Oct 13

includes taxes & fees

Stay at this 4-star spa hotel in Southampton. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the breakfast and the restaurant in our reviews. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.

Harbour Hotel Southampton

5 Maritime Walk, Ocean Village, Southampton, England

Free cancellation

CA $230

CA $276 total

Oct 20 - Oct 21

includes taxes & fees

Stay at this 5-star luxury hotel in Southampton. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.

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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.

Popular places to visit

Southampton Cruise Terminal

4.5/5(51 reviews)

Explore the waterfront in Southampton with a trip to Southampton Cruise Terminal. Wander around the area's the lush forest or experience its entertainment choices.

University of Southampton

3.5/5(7 reviews)

Enjoy the collegiate vibe when you visit University of Southampton, during your travels in Southampton. Wander the area's lush forest or simply enjoy one of its top-notch restaurants.

Mayflower Theatre

5/5(1 review)

Enjoy a performance at Mayflower Theatre, a theater with a story to tell in Southampton. Experience the area's entertainment choices and acclaimed theater scene.

Frequently asked questions

How much are vacation packages to Winsor?

Travelocity provides package deals to Winsor, including hotels and flights, starting at just CA $1,157. With all the extra cash, you could book some popular tours or perhaps even add a few extra days to your exciting getaway.

Where can I get the best vacation package deals for Winsor?

Travelocity is here to help you snap up an awesome Winsor package deal. With as many as 400 airlines and 1,000,000 properties across the world, you're bound to find the perfect mix.

Why should I purchase my Winsor vacation bundle via Travelocity?

You'll not only save lots, but you'll also have access to our 24/7 support, top-notch service and a Price Match Guarantee. Journey across the world, uncover lesser-known sights and make lifelong memories — we'll take care of the important details.

Can I save money on my Winsor car rental if I book it with a hotel or flight?

With a Winsor vacation package, you can bundle your hotel, flight and car bookings and save loads. If you want to see the best of this awesome region, why not start with Big Ben? This well-known sight is 121 kilometers from Winsor. With your own wheels, you'll be there belong long.

Which airport is best for Winsor?

Chances are you'll touch down at Heathrow Airport (LHR), which is 97 kilometers northeast of downtown Winsor. Bristol Intl. Airport (BRS) (97 kilometers away from central Winsor) and Southampton Airport (SOU) (13 kilometers away from central Winsor) are other options.

Where should I stay when visiting Winsor?

The Lovely cottage & garden. 5 min drive from Paultons Park, home of Peppa Pig is the top choice of many visitors. Book soon to avoid missing out.