Isle of Wight Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥45,448 when you book a flight and hotel together*

  • Find the right fit

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

  • Rest easy

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

Find the Best Isle of Wight Vacation Packages

Isle of Wight Hotel Deals

Hyatt Place Ocean City / Oceanfront

Hyatt Place Ocean City / Oceanfront

3 out of 5
1 16th Street Ocean City MD
Fully refundableReserve now, pay when you stay
The price is ￥12,513 per night from Dec 1 to Dec 2
￥12,513
￥13,890 total
Dec 1 - Dec 2
includes taxes & fees
9/10 Wonderful! (1,586 reviews)
A nice spot with great views of the beach and boardwalk. A touch dated, the tech is behind by about 4 years, so no USB-C ports or streaming apps. But you’ll be too busy sleeping or out and about to notice. Good location near a lot of restaurants within walking distance but about a 30 minute walk ...

Reviewed on Nov 19, 2025

Hyatt Place Ocean City / Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
The price is ￥11,934 per night from Nov 30 to Dec 1
￥11,934
￥15,123 total
Nov 30 - Dec 1
includes taxes & fees
8.6/10 Excellent! (2,273 reviews)
Staff was great

Reviewed on Nov 17, 2025

Princess Royale Oceanfront Resort
Fenwick Inn

Fenwick Inn

3 out of 5
13801 Coastal Highway Ocean City MD
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (1,995 reviews)
The room was very clean and the staff was friendly and helpful.

Reviewed on Nov 18, 2025

Get rates
Fenwick Inn
See all 9,685 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

Can I cancel my flight booking to Isle of Wight due to COVID-19?
Click through to our Customer Service Portal for important info about changing or canceling flights due to COVID-19. Also, read over the terms and conditions of your preferred airline before booking your journey to Isle of Wight.
What's the best way to find cheap flights to Isle of Wight that have flexible change policies?
We know that travel arrangements can change in the blink of an eye, so locking in a flexible ticket with Expedia is a wise idea. Simply check the "No change fee" box underneath the "Flexible change policies" filter. Your low-priced, flexible flight to Isle of Wight is just a few clicks away.
What are some of the general tips for travelers to Isle of Wight during the COVID-19 outbreak?
If it's your first time traveling during COVID-19, you'll notice a few more standards and rules in place. Follow these tips and make your trip to Isle of Wight go off without a hitch:
  • Research what, if any, rules or restrictions apply to both your destination and origin. You may not be able to travel depending on local circumstances, so remember to check before you book.
  • When you go through airport screening, keep your face mask on. You will be required to briefly lower it to verify your identity. Anyone refusing to wear a face mask may face civil penalties and may also be escorted from the terminal.
  • Instead of handing a TSA agent your boarding pass, position it directly on the scanner yourself. When that's done, hold it up for inspection.
  • One container of liquid hand sanitizer is now allowed in your carry-on luggage. It must not be larger than 12 oz (350 ml), and you'll need to take it out of your bag for X-ray screening.
  • To reduce handling during the screening process, put items such as your phone, coins and keys into your carry-on rather than the bins.
  • Separate any food you have for X-ray scanning. Placing it in a clear plastic bag and into a bin reduces the need for a TSA agent to touch and inspect your belongings.

Which airlines fly to Isle of Wight?
Southwest Airlines is a widely known airline servicing Isle of Wight. Lock in an airfare to Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and you'll have 5336 Southwest Airlines flights a month to select from.
How can I find cheap tickets to Isle of Wight?
In the last seven days, was the lowest price for a flight to Isle of Wight. If you want to save even more, book well in advance and be flexible with your dates. Search for your airfare to Isle of Wight, then see prices for similar time frames by clicking on our "flexible dates" link.
How much is a flight to Isle of Wight?
The price of a round-trip journey to Isle of Wight in the last seven days fluctuated between and . If you were traveling one way out of (), you could have picked up a deal from just .
What are the most popular airports to fly into in Isle of Wight?
Fly into Baltimore Washington Intl. Thurgood Marshall Airport (BWI) and sample all that Isle of Wight has to offer. As the region's primary entry point, roughly 7430 flights touch down here each month.
When is the cheapest time to fly to Isle of Wight?
Departing on a Tuesday, followed by a Monday, is usually the best way to get the cheapest fare. Avoid the weekends if you can, because Saturday is typically the most expensive day of the week. Spend the dollars you saved having a blast in Isle of Wight instead!
How much is a plane ticket to Isle of Wight?
In the last seven days, plane tickets to Isle of Wight cost between and . Prices tend to rise over time, so land yourself a terrific deal today.
Which airlines with flights to Isle of Wight employ COVID-19 cleanliness policies?
As passengers and cabin crew begin traveling again, most airlines have introduced social distancing and other vital measures to help limit the spread of COVID-19. Below are some of them:
  • Southwest Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • Spirit Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.
  • American Airlines - this airline is known for providing passenger masks and cleaning with disinfectant.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.