Isle of Wight Vacation Packages

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Top Isle of Wight Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Comfort Inn Gold Coast

Comfort Inn Gold Coast

2.5 out of 5
North Ocean City
Price was CA $1,712, price is now CA $1,501 per person
CA $1,501
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Salisbury (SBY)
8.4/10 Very Good! (1,002 reviews)
Great staff..... less than average property. This was a long weekend away for two adults. This was a nice place-ish. The staff were great, especially Tim the maintenence man and the front desk staff. It was un-nerving that the ENTIRE floor smelled like weed for the first 3 days we were there. And nothing was done about it. If i smoked a cigarette there we would have been charged incidentles. We did report this but nothing was done. The smell was sickening! There is no breakfast, but they do have coffee in the morning. The pool is nice, cold, but nice. Again. With the clientele there it was so messy it was not enjoyable. Fortunately after the weekend, we were able to enjoy the pool. The shower had NO water pressure. Took at least 45 mins to completely shower. Our air conditioner broke and we were promptly given a new room, which we had to move all our stuff but were eventualy comfortable. Over all the stay was ok but its an old property not maintained or goverend well. I would not stay there again for more than a night or two. The owners should really invest more in the property and their staff.

Reviewed on Apr 7, 2026

The Americana Hotel

The Americana Hotel

2.5 out of 5
Downtown Ocean City
Price was CA $1,871, price is now CA $1,548 per person
CA $1,548
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Salisbury (SBY)
8.6/10 Excellent! (1,163 reviews)
Parking was terrible. Small lot.

Reviewed on Apr 12, 2026

Shore Point Cottages

Shore Point Cottages

3 out of 5
Price was CA $1,849, price is now CA $1,550 per person
CA $1,550
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Salisbury (SBY)
9.4/10 Exceptional! (309 reviews)
Love this place — we use it all the time now and it’s become one of our favorites. It feels safe with the fence all the way around and the gate at the entrance. The rooms are always clean. We also like the location — shopping is nearby, Ocean City is close, and Assateague is nearby too. Very convenient and one of our go-to places to stay.

Reviewed on Apr 9, 2026

Ocean 1 Hotel and Suites

Ocean 1 Hotel and Suites

2 out of 5
Downtown Ocean City
Price was CA $1,792, price is now CA $1,528 per person
CA $1,528
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Salisbury (SBY)
8.2/10 Very Good! (704 reviews)
Please don’t believe these reviews I had an excellent experience. The hotel was older but is a mom and pop hotel family feel.

Reviewed on Mar 31, 2026

Princess Bayside Beach Hotel

Princess Bayside Beach Hotel

2.5 out of 5
Midtown Ocean City
Price was CA $1,743, price is now CA $1,523 per person
CA $1,523
per person
May 28 - Jun 2
found 1 day ago
Roundtrip flight included
Ottawa (YOW) to Salisbury (SBY)
8/10 Very Good! (1,002 reviews)
Thank you, we will be back during the summer time

Reviewed on Apr 6, 2026

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Isle of Wight Hotel Deals

Grand Hotel Ocean City Oceanfront

Grand Hotel Ocean City Oceanfront

3 out of 5
2100 N Baltimore Ave Ocean City MD
Fully refundableReserve now, pay when you stay
The price is CA $94 per night from Apr 21 to Apr 22
CA $94
CA $106 total
Apr 21 - Apr 22
includes taxes & fees
9/10 Wonderful! (3,491 reviews)
Great location, staff

Reviewed on Apr 18, 2026

Grand Hotel Ocean City Oceanfront
Princess Royale Oceanfront Resort

Princess Royale Oceanfront Resort

3 out of 5
Oceanfront on 91st Street Ocean City MD
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Apr 27 to Apr 28
CA $147
CA $185 total
Apr 27 - Apr 28
includes taxes & fees
8.8/10 Excellent! (2,386 reviews)
We love staying here for staycations

Reviewed on Apr 15, 2026

Princess Royale Oceanfront Resort
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 CA $111 per night from Apr 29 to Apr 30
CA $111
CA $124 total
Apr 29 - Apr 30
includes taxes & fees
9/10 Wonderful! (1,591 reviews)
Awesome and filling breakfast. Very clean and spacious rooms. Helpful staff. Parking was tricky and at a cost > March 31st. Worth the extra $$ for ocean view.

Reviewed on Apr 17, 2026

Hyatt Place Ocean City / Oceanfront
See all 9,924 properties in Isle of Wight
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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.

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