Cheap Vacations in Isle of Wight

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Isle of Wight vacations

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 $1,578, price is now $1,389 per person
$1,389
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip non-stop flight included
San José (SJO) to Southampton (SOU)

6-7 night Isle of Wight vacations

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 $1,578, price is now $1,389 per person
$1,389
per person
Apr 10 - Apr 16
found 1 day ago
Roundtrip non-stop flight included
San José (SJO) to Southampton (SOU)

Top places to visit in Isle of Wight

Stunning little sheltered beach with colourful huts ☀️
FlightsFlightsHotelsHotels

Shanklin

Shanklin

Flight deals to Isle of Wight

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Fri, May 15 - Wed, May 20
AMS
Amsterdam
SOU
Southampton
$321 Roundtrip, found 4 days ago
$321
Roundtrip
found 4 days ago
Select KLM flight, departing Fri, May 15 from Amsterdam to Southampton, returning Wed, May 20, priced at $321 found 4 days ago
Mon, Aug 3 - Fri, Aug 7
AMS
Amsterdam
SOU
Southampton
$333 Roundtrip, found 5 days ago
$333
Roundtrip
found 5 days ago
Select KLM flight, departing Mon, Aug 3 from Amsterdam to Southampton, returning Fri, Aug 7, priced at $333 found 5 days ago
Mon, Aug 3 - Sun, Aug 9
AMS
Amsterdam
SOU
Southampton
$389 Roundtrip, found 5 days ago
$389
Roundtrip
found 5 days ago
Select KLM flight, departing Mon, Aug 3 from Amsterdam to Southampton, returning Sun, Aug 9, priced at $389 found 5 days ago

Top rated hotels for your Isle of Wight vacation

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
Free Cancellation
Reserve now, pay when you stay
6.9 mi from city center
Get rates
Located in Ryde, Royal Esplanade Hotel is near the beach, within a 5-minute walk of Ryde Terminal and Isle Of Wight Coastal Footpath.
The Royal Hotel

The Royal Hotel

4 out of 5
Belgrave Road Ventnor England
Free Cancellation
Reserve now, pay when you stay
8.01 mi from city center
$139 nightly
The price is $167 total per night
$167 total
Mar 15 - Mar 16
Total with taxes and fees
With a stay at The Royal Hotel in Ventnor, you'll be in the historical district, just a 4-minute walk from Ventnor Beach and 6 minutes by foot from Oceanblue Sea Charters.
Pool
Pet friendly
Ryde Castle Hotel by Greene King Inns

Ryde Castle Hotel by Greene King Inns

3 out of 5
The Esplanade Ryde England
7.08 mi from city center
$78 nightly
The price is $94 total per night
$94 total
Mar 8 - Mar 9
Total with taxes and fees
When you stay at Ryde Castle Hotel by Greene King Inns in Ryde, you'll be on the waterfront, just steps from Isle Of Wight Coastal Footpath and Ryde Harbour.
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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.

^Savings based on all package bookings with Flight + Hotel made on CheapTickets.com from 2019-04-01 - 2020-03-31 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.