Isle of Wight Vacations 2025/2026 from CA $1,375

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.

HQ Aparthotel Farnborough

Rushmoor District

per person

Oct 10 - Oct 17

found 10 hours ago

Roundtrip non-stop flight included

Ottawa (YOW) 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.

No.4 Carlton Hotel

The Polygon

per person

Oct 11 - Oct 17

found 14 hours ago

Roundtrip flight included

Ottawa (YOW) to Southampton (SOU)

Stay at this 4-star 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 WestQuay Shopping Centre are located nearby.

Hotel du Vin & Bistro Winchester

per person

Oct 11 - Oct 17

found 14 hours ago

Roundtrip flight included

Ottawa (YOW) to Southampton (SOU)

Stay at this 4-star eco-certified hotel in Winchester. Enjoy free WiFi, breakfast (surcharge), and 24-hour room service. Our guests praise the helpful staff and the property condition in our reviews. Popular attractions Winchester Cathedral and The Deanery are located nearby.

voco Winchester Hotel & Spa by IHG

per person

Oct 11 - Oct 17

found 14 hours ago

Roundtrip flight included

Ottawa (YOW) 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 Cathedral and Winchester Science Centre and Planetarium are located nearby.

Ettrick Court House By REDWOOD STAYS

Rushmoor District

per person

Sep 8 - Sep 13

found 1 day ago

Roundtrip flight included

Ottawa (YOW) to Southampton (SOU)

Stay at this 3-star vacation home in Farnborough. Enjoy free WiFi, free parking, and Netflix. Popular attractions Farnborough Air Sciences Trust Museum and Kingsmead Shopping Centre 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 $106

CA $127 total

Aug 31 - Sep 1

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 Ryde Pier Head Terminal and Sandown Pier are located nearby.

The Q Hotel

12 Queens Road, Shanklin, England

Free cancellation

Reserve now, pay when you stay

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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.

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 Ryde Pier Head Terminal and Gunwharf Quays are located nearby.

Breakfast included

Free WiFi

The Royal Hotel

Belgrave Road, Ventnor, England

Free cancellation

Reserve now, pay when you stay

Get rates

Stay at this 4-star hotel in Ventnor. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Ventnor Beach and Oceanblue Sea Charters are located nearby.

Yelf's Hotel

54 Union Street, Ryde, England

Free cancellation

Reserve now, pay when you stay

CA $122

CA $147 total

Aug 28 - Aug 29

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 Ryde Pier Head Terminal and Gunwharf Quays are located nearby.

Whitecliff Bay Holiday Park

Hillway Road, Bembridge, England

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

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Frequently asked questions

How much are vacation packages to Isle of Wight?

With vacation packages being sold from just CA $1,375, 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.