Isle of Wight Vacations from $462

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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.
Ramada Plaza by Wyndham Nags Head Oceanfront
John Yancey Oceanfront Inn
Sea Ranch Resort
Four Sails Resort
The Sanderling
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Discover the most popular places to visit in Isle of Wight

Isle of Wight Hotel Deals

Comfort Inn Newport News - Hampton I-64

Comfort Inn Newport News - Hampton I-64

2.5 out of 5
12330 Jefferson Ave, Newport News, VA
Fully refundableReserve now, pay when you stay
$84 nightly
The price is $98 total per night from Aug 10 to Aug 11
$98 total
Aug 10 - Aug 11
Total includes taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Clean and easy to park. Breakfast is small"

Reviewed on Jul 31, 2025

Comfort Inn Newport News - Hampton I-64
Comfort Suites Airport

Comfort Suites Airport

2.5 out of 5
12570 Jefferson Ave, Newport News, VA
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $114 total per night from Aug 10 to Aug 11
$114 total
Aug 10 - Aug 11
Total includes taxes and fees
8.6/10 Excellent! (1,002 reviews)
"I liked that the staff was very helpful, breakfast was great the pool was nice the hotel was nice and quiet every one was very respectful"

Reviewed on Jul 30, 2025

Comfort Suites Airport
Springhill Suites by Marriott Hampton Coliseum

Springhill Suites by Marriott Hampton Coliseum

3 out of 5
1997 Power Plant Highway, Hampton, VA
Fully refundableReserve now, pay when you stay
$88 nightly
The price is $104 total per night from Aug 31 to Sep 1
$104 total
Aug 31 - Sep 1
Total includes taxes and fees
8/10 Very Good! (1,001 reviews)
"Comfy bed"

Reviewed on Jul 30, 2025

Springhill Suites by Marriott Hampton Coliseum
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.

Things to do near Isle of Wight

Isle of Wight, Virginia, offers a delightful blend of outdoor adventures and cultural experiences, perfect for vacationers. Visitors can enjoy beach outings, scenic sightseeing tours, and explore vibrant shopping areas along the boardwalk. With plenty of free attractions and outdoor activities available, it’s an ideal destination for those seeking both relaxation and adventure in a picturesque setting.

Shopping

For a delightful shopping experience in Isle of Wight, visit the Smithfield Farmers Market, located 6 miles away, offering a vibrant public market atmosphere. If you're up for a drive, check out the Chesapeake Square Mall, 17 miles away, featuring entertainment and family-friendly vibes, or the Planters Peanut Center, 14 miles away, known for its unique offerings.

Recreation

Carrollton Nike Park offers a peaceful retreat with walking trails and green spaces, perfect for relaxation and rejuvenation. Huntington Park provides a serene environment for leisurely strolls and picnics, while Boo Williams Sportplex features fitness facilities and recreational activities to help you unwind and stay active.

Adventure

At Bounce House, located 18 miles from Isle of Wight, enjoy exhilarating arcade games and a vibrant atmosphere perfect for family fun. The Huntington Park Tennis Center, 16 miles away, offers a thrilling tennis experience amid energetic vibes. For nostalgic amusement, visit the Buckroe Beach Carousel, 22 miles from Isle of Wight.

Nightlife

Isle of Wight offers a laid-back nightlife vibe, perfect for unwinding. Enjoy live music at local bars or dine at cozy restaurants. For a lively atmosphere, check out waterfront venues, where you can sip cocktails while taking in scenic views of the James River.

*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 an inviting destination for outdoor enthusiasts and culture seekers alike. Visitors can explore historic sites, entertainment arenas, and visitor centers, making it ideal for family-friendly adventures. With its scenic landscapes and cultural attractions, the Isle of Wight offers a delightful blend of experiences, whether you're planning a holiday or simply looking to explore the area's charm and beauty.

  • Windsor Castle Park: Nestled 6 miles from Isle of Wight, Windsor Castle Park offers a serene urban escape. Enjoy family-friendly activities in a picturesque setting with lush greenery and scenic walking trails, perfect for leisurely strolls or picnics.
  • Christopher Newport University: Located 16 miles away, this modern college campus boasts striking architecture and vibrant city vibes. Explore its beautiful grounds, engage with students, or attend cultural events that showcase the university's dynamic spirit and educational excellence.
  • Smithfield and Isle of Wight Visitor Center: Just 6 miles from Isle of Wight, this visitor center is an adventure hub for families. Discover local history, plan outdoor activities, and embark on exciting excursions that highlight the area's rich culture and natural beauty.

Best time to go to Isle of Wight

The best time to visit Isle of Wight is dependant 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

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • 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.

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Frequently asked questions

How much does an Isle of Wight vacation package cost?
Offering excellent value package deals from $462 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.