Isle of Wight Vacations from $288

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Your Isle of Wight Vacation

Excellent adventures await when you lock in a Isle of Wight vacation package. Whether you're a foodie, history enthusiast or just a traveler who loves to discover new places, there's something for everyone in this vibrant city. If sightseeing is on your to-do list during your trip to Isle of Wight, stop by well-known attractions such as Boykins Tavern. A few clicks is all it takes to put together a tailored Isle of Wight vacation on Expedia.

The Latest Isle of Wight vacation packages

Price found within the past 48 hours. Click for updated prices.
The Atrium Resort, Virginia Beach by Vacatia
Sea Ranch Resort
Pamlico Station Edgecamp
The Ocean Key Virginia Beach Resort
Holiday Inn & Suites Virginia Beach North Beach by IHG
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Discover the most popular places to visit in Isle of Wight

Isle of Wight Hotel Deals

Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave Newport News VA
Fully refundable
$93 nightly
The price is $108 total per night from May 31 to Jun 1
$108 total
May 31 - Jun 1
Total with taxes and fees
8.8/10 Excellent! (1,018 reviews)
My suite was great! It was clean and spacious. I had a comfy stay.

Reviewed on May 5, 2026

Comfort Suites Airport
YourSpace Hotels Chesapeake

YourSpace Hotels Chesapeake

3 out of 5
2137 Starmount Parkway Chesapeake VA
Fully refundableReserve now, pay when you stay
$100 nightly
The price is $118 total per night from May 17 to May 18
$118 total
May 17 - May 18
Total with taxes and fees
9.6/10 Exceptional! (65 reviews)
I would definitely stay here again. It's a new build. I was happy to have a dishwasher and washer and dryer super convenient for our stay for 12 days. Although I didn't like we never got our room cleaned not once since we were there no one came to change our bedding or anything like they were supposed ...

Reviewed on May 5, 2026

YourSpace Hotels Chesapeake
Courtyard by Marriott Newport News Airport

Courtyard by Marriott Newport News Airport

3 out of 5
530 Saint Johns Road Newport News VA
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $101 total per night from May 11 to May 12
$101 total
May 11 - May 12
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
Beware of parking your vehicle. The hotel gives you a parking pass but takes none of your vehicle info. If your parking tag is not clearly visible on the dash you get towed as I did at a cost of $180. even though I was in a Marriott designated spot. the hotel has no contact with the towing Co. Taking ...

Reviewed on May 5, 2026

Courtyard by Marriott Newport News Airport
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.

Find the Best Isle of Wight Vacation Packages

Things to do near Isle of Wight

Isle of Wight, Virginia, offers a delightful blend of outdoor adventures and scenic beach vacations. Visitors can enjoy activities like golf, sightseeing tours, and exploring free attractions. With its picturesque landscapes, the area is perfect for outdoor enthusiasts looking for free adventures, making it an ideal destination for a relaxing getaway filled with nature and leisure.

Shopping

The Smithfield Farmers Market, only 6 miles away, offers a vibrant atmosphere with local produce and artisan goods. If you're up for a drive, Chesapeake Square Mall, 17 miles away, features a variety of stores and entertainment options, while the Planters Peanut Center, 14 miles away, is perfect for unique gifts.

Recreation

Carrollton Nike Park offers a peaceful environment for leisurely walks and picnics, located 9 miles from Isle of Wight. Huntington Park, situated 16 miles away, features walking trails and serene lake views perfect for relaxation. Boo Williams Sportplex, 21 miles away, provides facilities for sports and fitness activities.

Adventure

Experience thrills at Bounce House, an exciting arcadeAdventureZone located 18 miles from Isle of Wight, perfect for family fun. For tennis enthusiasts, the Huntington Park Tennis Center, located 16 miles away, offers a vibrant atmosphere. Don't miss the Buckroe Beach Carousel, an amusement ride 22 miles away, for nostalgic enjoyment.

Nightlife

In Isle of Wight, Virginia, enjoy a relaxed nightlife with local bars and eateries. Check out waterfront spots offering live music and craft cocktails. The atmosphere is friendly, perfect for unwinding after a day of exploration, with options to socialize or enjoy a quiet evening by the water.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions near Isle of Wight

Isle of Wight, Virginia, is perfect for outdoor enthusiasts and beach lovers, offering scenic views and a rich cultural experience. Visitors can explore historic sites, entertainment arenas, and visitor centers that cater to families and adventure seekers alike. Whether you're looking for a relaxing holiday or exciting activities, there's plenty to discover in and around Isle of Wight, making it a fantastic destination for your next vacation.

  • Windsor Castle Park: Situated 6 miles from Isle of Wight, Windsor Castle Park is an urban oasis perfect for families. Enjoy scenic walking trails, picnic areas, and beautifully landscaped gardens, all while soaking in the vibrant city atmosphere.
  • Christopher Newport University: Located 16 miles away, this modern college campus boasts stunning architecture and a lively ambiance. Explore its art galleries, attend events, and appreciate the unique blend of academic life and city vibes.
  • Smithfield and Isle of Wight Visitor Center: Just 6 miles from Isle of Wight, this visitor center offers adventurous outdoor activities and family-friendly attractions. Discover local history, enjoy guided tours, and immerse yourself in the region's natural beauty.

Best time to go to Isle of Wight

The best time to visit Isle of Wight is dependent on what kind of holiday you are seeking. July is its hottest month on average. At this time, visitor numbers are slightly high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January39.7°F (4.3°C)Light RainMostly SunnySlightly LowSlightly Low
February43.0°F (6.1°C)Light RainMostly SunnySlightly LowSlightly Low
March49.1°F (9.5°C)Light RainMostly SunnyAverageSlightly Low
April58.8°F (14.9°C)Light RainMostly SunnyAverageAverage
May67.5°F (19.7°C)Light RainMostly SunnyAverageAverage
June75.6°F (24.2°C)Light RainMostly SunnySlightly HighSlightly High
July79.9°F (26.6°C)Light RainMostly SunnySlightly HighSlightly High
August78.3°F (25.7°C)Light RainMostly SunnySlightly HighSlightly High
September73.0°F (22.8°C)Light RainMostly SunnyAverageAverage
October63.1°F (17.3°C)Light RainMostly SunnyAverageAverage
November51.8°F (11.0°C)Light RainMostly SunnySlightly LowAverage
December45.1°F (7.3°C)Light RainMostly SunnyAverageAverage

Tips to save on your trip to Isle of Wight

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Isle of Wight.
  • Consider traveling to Isle of Wight during the low season (January to March) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Isle of Wight Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Newport News - Williamsburg Intl. Airport (PHF)
Top Sights
Isle of Wight County Museum, Windsor Castle Park and Carrollton Nike Park

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Frequently asked questions

How much does an Isle of Wight vacation package cost?
Offering excellent value package deals from $288 on Expedia, you'll be surprised at how little a vacation to Isle of Wight costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Isle of Wight?
You can typically find lower prices and better availability in December, January and February. Browse our cheap Isle of Wight vacation packages and you could score some great off-season deals.
How many days is enough for Isle of Wight?
The ideal duration for your Isle of Wight vacation depends on what you'd like to do and see. Typically, a few days to a week will give you enough time to check out all the leading sights and discover some hidden spots along the way.
How to find the best Isle of Wight package deals?
Begin your search for an Isle of Wight package deal by entering your destination and travel dates under our "Packages" tab. Then apply a few filters, like "Property type" and "Popular locations," to tailor the results to your exact style. You can also sort by "Package discount" and discover offers that come with huge savings. If you don't find the ideal Isle of Wight package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Isle of Wight escape underway.
Is it cheaper to book an Isle of Wight vacation as a package?
Expedia vacation packages are designed to help you keep more cash in your pocket. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll generally score a better deal than booking each component separately. And you'll still have the flexibility to create a customized Isle of Wight vacation by choosing your favorite airline, accommodation type and car class.
When to book a vacation package to Isle of Wight?
If you're considering a spur-of-the-moment Isle of Wight trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can find sensational deals on your hotels and flights by booking well in advance.
Does Expedia offer Book Now, Pay Later Isle of Wight vacation packages?
Your Isle of Wight trip should be a relaxing escape from your busy life, not a source of money worries. So to give you extra flexibility, we've teamed up with online lender Affirm to offer our Book Now, Pay Later vacations. Pick one of our vacation packages with payment plans and spread the cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.

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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.