Isle of Wight Holidays

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to S$134 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

Top hotels in Isle of Wight

Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street, Ocean City, MD
8.4/10 Very Good! (1,985 reviews)
"Very nice family beachfront resort! We will definitely be back! Only negative was the sand in our room upon arrival and the sand in the pool."

Reviewed on 4 Aug, 2025

Get rates
Princess Royale Oceanfront Resort
Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave, Ocean City, MD
9/10 Wonderful! (3,052 reviews)
"My family and I had a wonderful stay. We even decided to extended our trip. The hotel was very accommodating with our request to stay longer. We will definitely return in the future!"

Reviewed on 4 Aug, 2025

Get rates
Grand Hotel Ocean City Oceanfront
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway, Ocean City, MD
Fully refundableReserve now, pay when you stay
The price is S$314 per night from 29 Aug to 30 Aug
S$314
29 Aug - 30 Aug
includes taxes & fees
8.6/10 Excellent! (1,978 reviews)
"The new and improved Fenwick inn did a nice job with the room upgrades. Room was spacious and clean and bright! Comfortable king size bed. Nice roof top bar and restaurant. We did not get a chance to use the indoor pool which was crowded with adults and kids. Breakfast was hit or miss but adequate. ..."

Reviewed on 3 Aug, 2025

Fenwick Inn
See all 10,055 properties in Isle of Wight
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.

Frequently asked questions

How much does an Isle of Wight holiday package cost?
Cross off another part of the world with our Isle of Wight holiday packages, which start from a low . Pick the hotels and flights that suit your plans. Then, add on one or two activities or tours to round off your unique adventure.
How do I get a cheap travel package to Isle of Wight?
Browse and lock in everything in the one place with our Isle of Wight holiday packages. We have incredible bargains on hotels, flights and more that'll keep your pocketbook happy and your adventurous spirit alive. And, with more than 550 partner airlines and 1,000,000 hotels around the globe to choose from, you have countless opportunities to mix and match all you want.
How far in advance should I book my Isle of Wight holiday?
Savvy travellers will likely want to reserve their seats as early as possible. You can usually browse through international airfares on Expedia up to 12 months before your flight. If you're purchasing your ticket at the last minute, fear not. Low prices occasionally appear just weeks before departure.
What does an Expedia Isle of Wight travel package include?
Flights, hotels and a cool car for all your fun road trip adventures. Simply pick and choose your preferred bundle and get access to incredible deals. Once you've made your booking, add on a couple of sightseeing tours and watch your savings stack up. When it comes to crafting your Isle of Wight holiday, you're the boss!
What should I know before booking an Isle of Wight travel package?
A travel package can be tailored to your budget and is a fantastic way to make your money go further. How little or much you include is completely up to you. Hotels, rental cars and flights — come up with a combination that suits your plans.
Can I choose my airline with an Isle of Wight Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the freedom to take your pick of available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Isle of Wight holiday package?
Yes you can, and we're here to help. You may be able to cancel and rebook your Isle of Wight holiday package at no cost if you booked in the last 24 hours. But you may incur a fee from your hotel, airline or car rental company if your booking is older than that. If life throws you a curveball, have a look at our Customer Service Portal for further information.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.