Isle of Wight Vacations & Trips from $1,219

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Top destinations in Isle of Wight

FlightsFlightsHotelsHotels

Ryde

Ryde

The Latest Isle of Wight Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Colebrook Guest House

Colebrook Guest House

3 out of 5
Rushmoor District
Price was $1,263, price is now $1,219 per person
$1,219
per person
Jul 2 - Jul 7
found 9 hours ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
8.8/10 Excellent! (218 reviews)
No complaints here. Room was clean, presentable and had everything that was needed. Breakfast was of good quality with a VG selection to cater for everybodys needs.

Reviewed on Feb 28, 2026

Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,419, price is now $1,231 per person
$1,231
per person
May 18 - May 23
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
7.6/10 Good! (1,001 reviews)
It's such a shame! The building of the old Mercure hotel holds ok. The double room was spacious, clean, comfortable and with an amazing close view of the Winchester cathedral (practically over its grounds). But there was no milk for the tea in the room and the television did not show a single BBC channel (not even radio stations), had no access to satelite, internet or cable. When I called reception to ask if perhaps there was something I was not doing properly with the remote control, I was asked if the TV was showing other channels. When I said that only commercial channels seemed to be available, I was told that this was what was on offer and that's it. In some way, I'm grateful for the experience because it opened my eyes to how miserable life would be without the BBC service. I'll certainly pay the BBC licence with gusto now!

Reviewed on Mar 25, 2026

Holiday Inn Farnborough by IHG

Holiday Inn Farnborough by IHG

4 out of 5
Rushmoor District
Price was $1,949, price is now $1,801 per person
$1,801
per person
Jun 23 - Jun 30
found 7 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Southampton (SOU)
8.4/10 Very Good! (648 reviews)
We stayed for one night. Hotel has been newly refurbished and nicely maintained. We had dinner and breakfast which was all really nice. The staff are friendly and welcoming. Would definitely recommend and stay again if in the area.

Reviewed on Apr 6, 2026

Warbrook House Heritage Hotel

Warbrook House Heritage Hotel

4 out of 5
Price was $1,451, price is now $1,355 per person
$1,355
per person
Jun 12 - Jun 18
found 22 hours ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
7.6/10 Good! (838 reviews)
Excellent team including Mandy on reception who explained we’d booked a room in The Grange (separate building), when we asked she offered an upgrade for a small extra fee, to the main house and showed us her favourite room (gorgeous view of park & ducks behind). Sanya in the restaurant was excellent- food was superb too. Advil at breakfast was great. Lovely comfortable room. Very happy. Thanks team!

Reviewed on Jan 24, 2026

HQ Aparthotel Farnborough

HQ Aparthotel Farnborough

4 out of 5
Rushmoor District
Price was $1,853, price is now $1,749 per person
$1,749
per person
Jun 23 - Jun 30
found 7 hours ago
Roundtrip non-stop flight included
Seattle (SEA) to Southampton (SOU)
9.2/10 Wonderful! (455 reviews)
I always enjoy staying here. Conveniently located for shops transport, etc. The staff are really very nice.

Reviewed on Jan 4, 2026

Best Places to Vacation in Isle of Wight

1. Find your perfect Ryde vacation

Ryde, England is a perfect destination for outdoor enthusiasts seeking a relaxing yet adventurous vacation. With its friendly locals, beautiful marina, and convenient ferry access to nearby islands, Ryde offers a unique experience. The stunning sea views and opportunities for water activities make it an ideal place for adventure seekers. For those on a budget, there are plenty of affordable options including bars and restaurants. History buffs will enjoy exploring Ryde Castle, adding a touch of culture to their vacation. Whether you're looking for a peaceful getaway or an action-packed adventure, Ryde has something for everyone.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Ryde

2. Create memories in Sandown with a vacation package

Sandown, located in England's United Kingdom, offers a charming atmosphere perfect for outdoor vacations. With its friendly locals, beautiful beaches, and nearby islands, it's an ideal destination for relaxation and exploration. Golf enthusiasts can enjoy the scenic golf courses, while those seeking a bit of pampering can indulge in spa treatments. Swimming in the crystal-clear sea is a must, and art lovers will appreciate the local galleries. Coffee lovers can savor a cup of their favorite brew while enjoying the stunning coastal views. Excursions to nearby attractions and activities like aquariums and zoos are popular among travelers.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 5 days in Sandown

3. Book your ideal Ventnor with a vacation package

Ventnor, located in England's United Kingdom, offers a delightful outdoor vacation experience. With its stunning gardens, natural parks, and nearby islands, the region is a paradise for nature lovers. The town also boasts a rich cultural scene, allowing visitors to immerse themselves in local traditions and heritage. The beautiful beach and golf courses provide opportunities for relaxation and recreation, while the sea offers thrilling adventures. Ventnor is a charming small town filled with historical monuments, making it a perfect destination for those seeking a blend of natural beauty and cultural exploration.

  • Travelers tend to stay 3 days in Ventnor

4. Discover Newport with our vacation deals

Newport, England offers a unique outdoor vacation experience with its stunning geography. Situated on an island, visitors can explore magnificent castles, monuments, and historical landmarks. The city's proximity to the sea allows for enjoyable activities such as windsurfing, while the friendly locals and vibrant culture add to the overall atmosphere. Newport is also known for its beautiful gardens, perfect for relaxation and rejuvenation. After a day of outdoor adventures, visitors can unwind at a local bar and immerse themselves in the lively atmosphere. Whether you're seeking history, nature, or a taste of local culture, Newport has it all.

  • The peak season is from June to August
  • The off-peak season is from October to December
  • Travelers tend to stay 3 days in Newport

6. Plan your dream getaway to Seaview

Seaview in England's United Kingdom offers a delightful outdoor vacation experience. With its stunning geography, including islands, a beautiful sea, and lush forests, it's the perfect destination for boating enthusiasts and beach lovers. The luxurious and romantic atmosphere is ideal for those seeking a tranquil getaway. Explore the local bars and gardens, and immerse yourself in the breathtaking scenery. Seaview is a haven for travelers looking for destination activities and a wide range of things to do. Whether you're seeking adventure or relaxation, Seaview has something for everyone.

  • The peak season is from June to August
  • The off-peak season is from October to December

5. Escape to Bembridge with a vacation package

Bembridge is a charming coastal town in England's Isle of Wight, offering a perfect outdoor vacation experience. With its beautiful beaches and sunny weather, visitors can enjoy various outdoor activities like boating and exploring the surrounding islands. The town also boasts a rich historical heritage, with historical landmarks and museums showcasing its cultural significance. Bembridge is known for its peaceful and relaxing atmosphere, making it an ideal destination for those seeking a break from city life. The town's gardens and scenic coastal landscapes add to its appeal, providing a serene environment for nature lovers.

  • Travelers tend to stay 4 days in Bembridge

Things to do in Isle of Wight

The Isle of Wight offers a perfect blend of outdoor adventure and stunning scenery for your vacation. Enjoy hiking trails, coastal walks, and recreational areas, along with camping opportunities. Don't miss nearby attractions and affordable adventures that add excitement to your trip, including a thrilling wild west showdown. Embrace the natural beauty and activities that make this island a fantastic getaway.

Shopping

House of Chilli offers a unique shopping experience with a variety of gourmet gifts and spicy products, perfect for souvenirs. Located in the heart of the Isle of Wight, it's a must-visit for food enthusiasts looking to take a taste of the island home.

Recreation

At Seaclose Park, enjoy serene walks amidst nature and participate in yoga sessions that promote relaxation. Shanklin Theatre offers a cultural escape with captivating performances, perfect for family entertainment. For a touch of luxury, the Royal London Yacht Club provides exclusive experiences in a stunning waterfront setting.

Adventure

The Isle Of Wight Coastal Footpath offers breathtaking views as you hike along its scenic trails, perfect for outdoor enthusiasts. Experience the thrill of Butterfly Paragliding, soaring through the skies with stunning landscapes beneath you. The Newport-Cowes Trail is ideal for outdoor adventures, inviting exploration through picturesque surroundings.

Nightlife

The Isle of Wight boasts a vibrant nightlife with options for everyone. Enjoy cocktails at The Piano Bar in Ryde, or dance the night away at Club 7 in Newport. For live music, check out The Cow in Cowes for local bands and a fun atmosphere.

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

Find the best attractions in Isle of Wight

The Isle of Wight offers an ideal getaway for outdoor enthusiasts, featuring beautiful beaches, charming churches, and serene nature reserves. Visitors can immerse themselves in the local culture while enjoying various outdoor activities, making it perfect for those seeking adventure and scenic views. Whether you're planning a holiday filled with beach time or exploring unique points of interest, the Isle of Wight promises a memorable vacation experience for all travelers.

  • Osborne House: Step into the opulent summer retreat of Queen Victoria and Prince Albert. This stunning historic estate showcases exquisite architecture, lush gardens, and a fascinating glimpse into royal life. Explore the grand rooms and the beautiful grounds that overlook the Solent.
  • Cowes Harbour: Experience the charm of this picturesque harbor known for its vibrant sailing scene. Enjoy scenic views as yachts glide through the water, relax on the beach, or indulge in fresh seafood at waterfront restaurants.
  • Shanklin Old Village: Wander through this enchanting historic village, characterized by thatched cottages and quaint shops. Immerse yourself in local culture, enjoy traditional tea rooms, and take in the beautiful gardens that make this area truly special.

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 February and November) 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.

Find the Best Isle of Wight Vacation Packages

Isle of Wight Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)

Isle of Wight Hotel Deals

Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade Ryde England
Fully refundableReserve now, pay when you stay
$116 nightly
The price is $139 total per night from Apr 11 to Apr 12
$139 total
Apr 11 - Apr 12
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Excellent location for those without a car. Situated alongside the Ryde public transport hub which includes train, bus & hovercraft options. A once very elegant hotel now perhaps a little tired but still full of charm. The staff were very helpful and friendly and the food was beautifully cooked traditional ...

Reviewed on Mar 23, 2026

Royal Esplanade Hotel
Albion Hotel

Albion Hotel

4 out of 5
Gate Lane Freshwater England
$166 nightly
The price is $199 total per night from Apr 12 to Apr 13
$199 total
Apr 12 - Apr 13
Total with taxes and fees
9.4/10 Exceptional! (43 reviews)
Logistically superb - lots of walks, beach, at low tide you can go rock pooling etc. Bus stop right outside - which when the weather isn't great is a useful option to get around. There are small bus routes that loop certain areas - and you get a running commentary so worth jumping on. Hotel is fabulous ...

Reviewed on Apr 6, 2026

Albion Hotel
The Royal Hotel

The Royal Hotel

4 out of 5
Belgrave Road Ventnor England
Fully refundableReserve now, pay when you stay
$162 nightly
The price is $194 total per night from Apr 12 to Apr 13
$194 total
Apr 12 - Apr 13
Total with taxes and fees
9.4/10 Exceptional! (148 reviews)
Excellent location, friendly staff and superb good.

Reviewed on Mar 10, 2026

The Royal Hotel
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Frequently asked questions

How much does an Isle of Wight vacation package cost?
From as low as $1,219. Yes, you read that right. Our Isle of Wight packages are a simple way to make your budget last longer. Combine your favorite hotels, flights and rental car and get out and explore this fabulous destination.
How do I get a cheap travel package to Isle of Wight?
Simply by bundling. Hotels, rental cars and flights — combine whatever you need into an Isle of Wight vacation package and save. Score even more discounts when you include extras such as sightseeing tours to your booking. But that's not the only good part. You have the flexibility to put together your vacation your way. We offer more than 550 airlines and 1,000,000 hotel options all over the world, so that everyone has a chance to travel and fulfill those vacation dreams.
How far in advance should I book my Isle of Wight vacation?
It can be tricky to know when is the perfect time to book your vacation to Isle of Wight. But typically the earlier you book, the better the prices. Sometimes, you can secure your flights and hotels nearly a year prior to departure. If you're thinking of a last-minute getaway, no need to worry! There are fabulous deals popping up on Expedia all the time.
What does an Expedia Isle of Wight travel package include?
With Expedia, you can select a combination of car rentals, flights and hotels to create your perfect Isle of Wight package. Once you've made your booking, you can add on the fun things like activities and tours. Don't forget — the more you bundle, the more you stand to save!
What should I know before booking an Isle of Wight travel package?
Locking in all the parts of your escape together is a great way to save. Combine your airfares, rental cars and hotels into a neat little package. But hotels aren't your only option. Expedia features all types of properties, including vacation rentals like oceanfront condos and serviced residences. The list goes on!
Can I choose my airline with an Isle of Wight Expedia vacation package?
Yes — that's one of the best things about an Expedia vacation package. You get to decide. We have more than 550 airline partners globally, so you have lots of choice when putting together your Isle of Wight adventure.
Does Expedia offer Book Now, Pay Later Isle of Wight vacation packages?
Thanks to our proud partnership with online lender Affirm, you can Book Now, Pay Later. You can tailor your trip with Expedia packages, so why not customize your payment arrangement too?
If I'm not able to travel, can I cancel my Isle of Wight vacation package?
Whether it's your flight or hotel, you can cancel or alter it. Booked your Isle of Wight vacation package in the last 24 hours? You may be able to make changes or cancellations for free. For older bookings, you may incur a fee from your hotel, airline or car rental company. For more details, take a look at our Customer Service Portal. We're here to help you every step of the way.
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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.