Book Exclusive Isle of Wight Vacation Packages

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

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

Sandown

Vacations
Sandown
A coastal landscape with cliffs, a clear blue sea, and a white building on the cliff.

Freshwater

Vacations
Freshwater

Isle of Wight flight + hotel packages

Price found within the past 48 hours. Click for updated prices.
The Casa Hotel, Sure Hotel Collection by Best Western

The Casa Hotel, Sure Hotel Collection by Best Western

3 out of 5
Price was CA $1,570, price is now CA $1,505 per person
CA $1,505
per person
Dec 26 - Dec 29
found 20 hours ago
Roundtrip flight included
Toronto (YYZ) to Southampton (SOU)
Book a stay at this business-friendly hotel in Yateley. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Blackwater Valley Golf Centre and Hawley Lake are located nearby.
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was CA $2,305, price is now CA $2,268 per person
CA $2,268
per person
Dec 22 - Dec 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Southampton (SOU)
Book a stay at this business-friendly hotel in Southampton. 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 Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.
Premier Inn Southampton - Eastleigh

Premier Inn Southampton - Eastleigh

3 out of 5
Price was CA $1,976, price is now CA $1,962 per person
CA $1,962
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Southampton (SOU)
Stay at this hotel in Eastleigh. Enjoy free parking, breakfast (surcharge), and a 24-hour front desk. Popular attractions Southampton Cruise Terminal and WestQuay Shopping Centre are located nearby.
Watersedge Guest House

Watersedge Guest House

3 out of 5
Price was CA $2,182, price is now CA $2,182 per person
CA $2,182
per person
Dec 29 - Jan 2
found 2 hours ago
Roundtrip non-stop flight included
Montreal (YUL) to Southampton (SOU)
Stay at this B&B in New Milton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Barton-on-sea Beach and Highcliffe Beach are located nearby.

Top Isle of Wight hotels deals

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 $188 per night
CA $188
CA $226 total
Dec 9 - Dec 10
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.
Pet-friendly
Parking included
Prince of Wales

Prince of Wales

3 out of 5
York Avenue East Cowes England
Free cancellation
Reserve now, pay when you stay
The price is CA $180 per night
CA $180
CA $216 total
Dec 13 - Dec 14
includes taxes & fees
Stay at this inn in East Cowes. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Osborne House and East Cowes Ferry Terminal are located nearby.
Parking included
Free WiFi
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 $162 per night
CA $162
CA $194 total
Dec 13 - Dec 14
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.
Breakfast included
Free WiFi
New Holmwood Hotel

New Holmwood Hotel

3 out of 5
Queens Road, Egypt Point Cowes England
Get rates
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 Cowes Beach and RedJet Ferry Terminal are located nearby.
Pet-friendly
Free WiFi
Albion Hotel

Albion Hotel

4 out of 5
Gate Lane Freshwater England
The price is CA $244 per night
CA $244
CA $293 total
Nov 15 - Nov 16
includes taxes & fees
Book a stay at this beach hotel in Freshwater. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Freshwater Bay Beach and Dimbola Lodge are located nearby.
Spa
Parking included
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 $96 per night
CA $96
CA $115 total
Dec 2 - Dec 3
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 Whitecliff Bay Beach are located nearby.
Parking included
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.

Stay near popular Isle of Wight attractions

A beach with a wooden walkway, pebbles, and a distant cliff.
Photo by Andrew Fry
Open Photo by Andrew Fry

Shanklin Beach

9.0/10 (206 reviews)
Why not spend a carefree afternoon at Shanklin Beach during your travels in Shanklin? Wander the seaside and picturesque gardens in this quaint area.
See properties

Photos of local treasures

Browse Isle of Wight vacation photos for more inspiration

A coastal town with a pier, marina, and historic buildings.
A lighthouse on a rocky outcrop with the ocean in the background.
A lighthouse on a rocky outcrop surrounded by calm blue waters and a distant shoreline.
A coastal town with a prominent pier extending into the water, surrounded by historic buildings and a clear sky.
A coastal landscape with white cliffs, clear blue sea, and a rocky outcrop.

Frequently asked questions

How much are vacation packages to Isle of Wight?
With vacation packages being sold from just CA $1,505, 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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