Isle of Wight Vacations 2026 from CA $912

Search vacation packages deals in Isle of Wight's top destinations

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Isle of Wight flight + hotel packages

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

Alton House Hotel

CA $912

per person

Jan 26 - Jan 31

found 1 day ago

Roundtrip non-stop flight included

Vancouver (YVR) to Southampton (SOU)

Book a stay at this business-friendly hotel in Alton. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions Curtis Museum and Allen Gallery are located nearby.

Winchester Wessex Hotel by Sunday

CA $1,091

per person

Jan 25 - Jan 31

found 5 hours ago

Roundtrip non-stop flight included

Vancouver (YVR) to Southampton (SOU)

Book a stay at this business-friendly hotel in Winchester. 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 Winchester Christmas Market and Winchester Guildhall are located nearby.

No.4 Carlton Hotel

The Polygon

CA $1,714

per person

Mar 4 - Mar 8

just found

Roundtrip non-stop flight included

Toronto (YYZ) to Southampton (SOU)

Book a stay at this business-friendly hotel in Southampton. Enjoy free breakfast, free WiFi, and an airport shuttle (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Southampton Cruise Terminal and Southampton City Art Gallery are located nearby.

Bartley Lodge Hotel

CA $1,227

per person

Mar 4 - Mar 8

just found

Roundtrip non-stop flight included

Toronto (YYZ) to Southampton (SOU)

Book a stay at this business-friendly hotel in Southampton. Enjoy free parking, breakfast (surcharge), and room service. Our guests praise the helpful staff in our reviews. Popular attractions New Forest National Park and Paultons Family Theme Park - Home of Peppa Pig World are located nearby.

The Bitterne Park Hotel

CA $1,409

per person

Mar 4 - Mar 8

just found

Roundtrip non-stop flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this hotel in Southampton. Enjoy free parking, daily housekeeping, and a garden. Popular attractions Southampton Cruise Terminal and Riverside Park are located nearby.

Top Isle of Wight hotels deals

Royal Esplanade Hotel

16 The Esplanade Ryde England

Free cancellation

Reserve now, pay when you stay

Get rates

Book a stay at this beach hotel in Ryde. Enjoy free breakfast, 2 bars/lounges, and parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Gunwharf Quays and Portsmouth Historic Dockyard are located nearby.

Ryde Castle Hotel by Greene King Inns

The Esplanade Ryde England

Free cancellation

Reserve now, pay when you stay

CA $97

CA $116 total

Dec 26 - Dec 27

includes taxes & fees

Book a stay at this luxury inn in Ryde. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Gunwharf Quays and Portsmouth Historic Dockyard are located nearby.

The Brunswick

Queen's Road Shanklin England

CA $108

CA $129 total

Dec 29 - Dec 30

includes taxes & fees

Stay at this hotel in Shanklin. Enjoy free breakfast, an outdoor pool, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Shanklin Beach and Shanklin Theatre are located nearby.

Pool

Breakfast included

Whitecliff Bay Holiday Park

Hillway Road Bembridge England

Get rates

Book a stay at this family-friendly holiday park in Bembridge. Enjoy free parking, an outdoor pool, and a beach locale. Popular attractions Whitecliff Bay Beach and Bembridge Beach are located nearby.

Luccombe Manor Country House Hotel

11 Popham Road Shanklin England

Free cancellation

Reserve now, pay when you stay

CA $154

CA $185 total

Jan 15 - Jan 16, 2026

includes taxes & fees

Book a stay at this family-friendly hotel in Shanklin. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Rylstone Gardens and Shanklin Chine are located nearby.

One Holyrood Hotel

1-4 Holyrood Street Newport England

Free cancellation

Reserve now, pay when you stay

CA $203

CA $244 total

Dec 22 - Dec 23

includes taxes & fees

Stay at this hotel in Newport. Enjoy breakfast (surcharge), parking (surcharge), and daily housekeeping. Popular attractions Seaclose Park and Carisbrooke Castle are located nearby.

Pet-friendly

Free WiFi

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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.

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Frequently asked questions

How much are vacation packages to Isle of Wight?

With vacation packages being sold from just CA $912, there's no need to max out the credit card for your trip to Isle of Wight. Travelocity can help. Combine experiences, flights and hotels into a convenient package and walk away with fantastic discounts. The more you book, the greater the savings.

Where can I get the best vacation package deals for Isle of Wight?

There are incredible Isle of Wight package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties across the globe? Remember this the next time you're ready to cross another place off the old bucket list.

Why should I book my Isle of Wight vacation bundle with Travelocity?

Because life is an amazing journey, and we've got everything you need to help you on your way. With our top-quality service and Price Match Guarantee, you can organize your trip with confidence. And you can rest easy while you're away knowing we've got you covered with our 24/7 customer support.

Can I save on my Isle of Wight car rental if I bundle it with a hotel or flight?

You sure can with our Isle of Wight vacation packages. With one of these, there are lots of ways to make your vacation budget go further. Bundle any two or more car, flight, hotel and tour bookings and see the savings pile up. With your own set of wheels, all the popular sights in and around Isle of Wight are a memorable road trip away.

Which airport is best for Isle of Wight?

Gatwick Airport (LGW) is a popular choice for Isle of Wight visitors. But depending on what you plan to do, Southampton Airport (SOU) or Bournemouth Intl. Airport (BOH) could be more convenient.