Winsor Vacations 2025/2026 from CA $1,119

Winsor flight + hotel packages

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

HQ Aparthotel Farnborough

Rushmoor District

CA $1,119

per person

Oct 27 - Nov 2

found 8 hours 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.

Central Point by House of Fisher

CA $1,197

per person

Oct 27 - Nov 2

found 8 hours ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 4-star apartment in Basingstoke. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions Wote Street Willy and Willis Museum are located nearby.

Solstice House by House of Fisher

Rushmoor District

CA $1,306

per person

Oct 27 - Nov 2

found 8 hours ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 4-star apartment in Farnborough. Enjoy free WiFi, parking (surcharge), and laundry facilities. Popular attractions Kingsmead Shopping Centre and St Michaels Abbey are located nearby.

The Binsted Inn

CA $1,290

per person

Oct 27 - Nov 2

found 8 hours ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 4-star B&B in Alton. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Blacknest Golf and Country Club and Alice Holt Forest are located nearby.

Blue sky at Wallis square

Rushmoor District

CA $1,224

per person

Oct 27 - Nov 2

found 8 hours ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 4-star apartment in Farnborough. Enjoy free WiFi, free parking, and Netflix. Popular attractions Farnborough Air Sciences Trust Museum and Kingsmead Shopping Centre are located nearby.

Top Winsor hotels deals

Carrington House Hotel

Knyveton Road, Bournemouth, England

Free cancellation

Reserve now, pay when you stay

CA $74

CA $89 total

Sep 4 - Sep 5

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

Village Hotel Bournemouth

Wessex Fields, Deansleigh Road, Bournemouth, England

Free cancellation

Reserve now, pay when you stay

CA $137

CA $164 total

Sep 18 - Sep 19

includes taxes & fees

Stay at this 3.5-star eco-certified hotel in Bournemouth. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Bournemouth Beach and Bournemouth Pier are located nearby.

Pool

Hot tub

Leonardo Royal Southampton Grand Harbour

West Quay Road, Southampton, England

Free cancellation

Reserve now, pay when you stay

CA $140

CA $168 total

Oct 1 - Oct 2

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.

Pool

Spa

Leonardo Hotel Southampton

1 Charlotte Place, Southampton, England

Free cancellation

Reserve now, pay when you stay

CA $109

CA $131 total

Sep 29 - Sep 30

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.

Free WiFi

Restaurant

Meon Valley Hotel, Golf & Country Club

Sandy Lane, Shedfield, Southampton, England

Free cancellation

Reserve now, pay when you stay

CA $106

CA $127 total

Sep 4 - Sep 5

includes taxes & fees

Book a stay at this spa hotel in Southampton. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Wickham Estate and Bursledon Windmill are located nearby.

Pool

Hot tub

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.

Pool

Hot tub

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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 lively bars.

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 $1,119. 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.