Book Exclusive Isle of Wight Vacation Packages

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A long pier extending into calm waters with a cloudy sky.

Sandown

Vacations
Sandown
A coastal town with a sandy beach, houses, and a cliff overlooking the sea.

Freshwater

Vacations
Freshwater

Isle of Wight flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was CA $1,641, price is now CA $1,362 per person
CA $1,362
per person
Sep 6 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YYZ) 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 Marwell Zoo and Winchester Christmas Market are located nearby.

Top Isle of Wight hotels deals

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
Free cancellation
Reserve now, pay when you stay
The price is CA $173 per night
CA $173
CA $207 total
Jun 28 - Jun 29
includes taxes & fees
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.
The Birdham Hotel & Restaurant

The Birdham Hotel & Restaurant

4 out of 5
1 Steyne Rd Bembridge England
Free cancellation
Reserve now, pay when you stay
The price is CA $162 per night
CA $162
CA $194 total
Jul 5 - Jul 6
includes taxes & fees
Stay at this hotel in Bembridge. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Bembridge Beach and St Helens Beach are located nearby.
The Royal Hotel

The Royal Hotel

4 out of 5
Belgrave Road Ventnor England
Free cancellation
Reserve now, pay when you stay
The price is CA $316 per night
CA $316
CA $379 total
Jul 5 - Jul 6
includes taxes & fees
Stay at this 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.
The Fig Tree Shanklin

The Fig Tree Shanklin

3.5 out of 5
10 Queen's Rd Shanklin England
Free cancellation
Reserve now, pay when you stay
The price is CA $228 per night
CA $228
CA $274 total
Jun 28 - Jun 29
includes taxes & fees
Stay at this hotel in Shanklin. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Shanklin Theatre and Shanklin Beach are located nearby.
New Holmwood Hotel

New Holmwood Hotel

3 out of 5
Queens Road, Egypt Point Cowes England
The price is CA $154 per night
CA $154
CA $185 total
Jun 28 - Jun 29
includes taxes & fees
Book a stay at this beach hotel in Cowes. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions Royal London Yacht Club and RedJet Ferry Terminal are located nearby.
Pet-friendly
Free WiFi
Channel View Hotel

Channel View Hotel

2 out of 5
4-8 Royal Street Sandown England
The price is CA $87 per night
CA $87
CA $104 total
Jun 28 - Jun 29
includes taxes & fees
Stay at this hotel in Sandown. Enjoy free WiFi, free parking, and room service. Popular attractions Sandown Beach and Shanklin and Sandown Golf Club 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.

Photos of local treasures

Browse Isle of Wight vacation photos for more inspiration

A coastal town with a prominent pier extending into the water, surrounded by historic buildings and a clear sky.
A coastal town with a pier, marina, and historic buildings.
A grassy hillside with a narrow, rocky path leading up.
A sunset over a calm sea with a sailboat and rocks on the shore.
A coastal landscape with a sandy beach, a rocky shoreline, and a ship in the distance.

Frequently asked questions

How much are vacation packages to Isle of Wight?
With vacation packages being sold from just CA $1,362, 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.

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