Isle of Wight Vacations 2025/2026 from CA $1,420

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

Sandown

Vacations

Isle of Wight flight + hotel packages

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

Hampshire Court Hotel & Spa

CA $1,420

per person

Dec 11 - Dec 18

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 4-star spa hotel in Basingstoke. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Mill Field Nature Reserves and Basing House are located nearby.

Solstice House by House of Fisher

Rushmoor District

CA $1,462

per person

Dec 13 - Dec 19

found 15 hours ago

Roundtrip non-stop flight included

Montreal (YUL) 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.

voco Winchester Hotel & Spa by IHG

CA $1,421

per person

Dec 27 - Dec 31

found 7 hours ago

Roundtrip flight included

Calgary (YYC) to Southampton (SOU)

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 Winchester Science Centre and Planetarium and South Downs Way are located nearby.

Top Isle of Wight hotels deals

Royal Esplanade Hotel

16 The Esplanade, Isle of Wight, Ryde, England

Free cancellation

Reserve now, pay when you stay

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Stay at this 3.5-star 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.

Breakfast included

Free WiFi

The Q Hotel

12 Queens Road, Shanklin, England

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this 3-star spa hotel in Shanklin. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Shanklin Theatre and Shanklin Beach are located nearby.

Pool

Spa

The Wight

11 Avenue Road, Sandown, England

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Stay at this 4-star family-friendly guesthouse in Sandown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Sandown Beach and Dinosaur Isle are located nearby.

Pool

Hot tub

Luccombe Manor Country House Hotel

11 Popham Road, Shanklin, England

Free cancellation

Reserve now, pay when you stay

CA $160

CA $193 total

Nov 4 - Nov 5

includes taxes & fees

Stay at this 3-star 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.

Pool

Hot tub

Ryde Castle Hotel by Greene King Inns

The Esplanade, Ryde, England

Free cancellation

Reserve now, pay when you stay

CA $97

CA $116 total

Nov 13 - Nov 14

includes taxes & fees

Stay at this 3-star 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.

Parking included

Free WiFi

The Brunswick

Queen's Road, Shanklin, England

Get rates

Stay at this 3-star 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

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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 $1,420, 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.