Isle of Wight Vacations 2025/2026 from CA $1,093

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.

The George Inn Middle Wallop

CA $1,093

per person

Nov 6 - Nov 11

found 19 hours ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this B&B in Stockbridge. Enjoy free breakfast, free parking, and a business center. Popular attractions Museum of Army Flying and Danebury Iron Age Hillfort are located nearby.

Warbrook House Heritage Hotel

CA $1,145

per person

Nov 16 - Nov 22

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 4-star business-friendly hotel in Hook. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Nirvana Spa and California Country Park are located nearby.

Hampshire Court Hotel & Spa

CA $1,129

per person

Oct 14 - Oct 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.

The Queen's Head

CA $1,192

per person

Nov 6 - Nov 11

found 19 hours ago

Roundtrip flight included

Toronto (YYZ) to Southampton (SOU)

Stay at this 3-star inn in Salisbury. Enjoy free breakfast, free parking, and daily housekeeping. Popular attractions Middleton Down Nature Reserve and Faulston Hole are located nearby.

Top Isle of Wight hotels deals

The Broadway Park Hotel

Melville Street, Sandown, England

Free cancellation

Reserve now, pay when you stay

CA $86

CA $103 total

Oct 5 - Oct 6

includes taxes & fees

Stay at this 3.5-star hotel in Sandown. Enjoy breakfast (surcharge), parking (surcharge), and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Sandown Pier and Sandown Beach are located nearby.

Pet-friendly

Free WiFi

Royal Esplanade Hotel

16 The Esplanade, Isle of Wight, Ryde, England

Free cancellation

Reserve now, pay when you stay

Get rates

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

Channel View Hotel

4-8 Royal Street, isle of wight, Sandown, England

CA $82

CA $99 total

Oct 7 - Oct 8

includes taxes & fees

Stay at this hotel in Sandown. Enjoy free WiFi, free parking, and room service. Popular attractions Sandown Pier and Sandown Beach are located nearby.

Parking included

Free WiFi

Yelf's Hotel

54 Union Street, Ryde, England

Free cancellation

Reserve now, pay when you stay

CA $125

CA $150 total

Oct 13 - Oct 14

includes taxes & fees

Stay at this 3-star hotel in Ryde. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. 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

CA $110

CA $132 total

Oct 1 - Oct 2

includes taxes & fees

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 $1,093, 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.