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Isle of Wight flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was $884, price is now $831 per person
$831
per person
Nov 8 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Southampton (SOU)
A restaurant and a bar/lounge are featured at this hotel. Traveling for business? Take advantage of the free WiFi in public areas, express check-out, and conference space. A coffee shop, dry cleaning, and luggage storage are also on offer.
HQ Aparthotel Farnborough

HQ Aparthotel Farnborough

4 out of 5
Rushmoor District
Price was $980, price is now $861 per person
$861
per person
Nov 30 - Dec 5
found 22 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Southampton (SOU)
This aparthotel features free WiFi in public areas, laundry facilities, and self parking. Business travelers can take advantage of the express check-out. Luggage storage is provided and the front desk is staffed around-the-clock.
No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $997, price is now $922 per person
$922
per person
Nov 8 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Southampton (SOU)
A fireplace in the lobby, a communal living room, and dry cleaning are available at this hotel. Enjoy the free continental breakfast each morning. Concierge services are provided for your convenience.
Perfect for contractors

Perfect for contractors

3.5 out of 5
Price was $957, price is now $901 per person
$901
per person
Nov 8 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Southampton (SOU)
Free WiFi in public areas is available at this guesthouse. Take advantage of the free self parking.
Ennios Boutique Hotel Rooms

Ennios Boutique Hotel Rooms

5 out of 5
Southampton City Centre
Price was $930, price is now $882 per person
$882
per person
Nov 8 - Nov 9
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Southampton (SOU)
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, a snack bar/deli, and luggage storage are also offered.

Top Isle of Wight hotels deals

The Broadway Park Hotel

The Broadway Park Hotel

3.5 out of 5
Melville Street, Sandown, England
Free Cancellation
Reserve now, pay when you stay
$62 nightly
The price is $75 total per night
$75 total
Oct 5 - Oct 6
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. WiFi in public areas is free. Self parking, a terrace, and a garden are also offered.
Pet friendly
Free WiFi
Royal Esplanade Hotel

Royal Esplanade Hotel

3.5 out of 5
16 The Esplanade, Isle of Wight, Ryde, England
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features a restaurant and 2 bars/lounges. Guests will appreciate free perks like continental breakfast and WiFi in public areas. Self parking, a coffee shop, and a terrace are also offered.
Breakfast included
Free WiFi
The Q Hotel

The Q Hotel

3 out of 5
12 Queens Road, Shanklin, England
Free Cancellation
Reserve now, pay when you stay
Get rates
This hotel features a full-service spa and a seasonal outdoor pool. Enjoy the sauna and perks like free self parking and free WiFi. There's a bar/lounge on site, and a coffee shop and wedding services are also provided.
Pool
Spa
Channel View Hotel

Channel View Hotel

2 out of 5
4-8 Royal Street, isle of wight, Sandown, England
$49 nightly
The price is $59 total per night
$59 total
Oct 1 - Oct 2
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. A virtual front desk are provided for your convenience.
Yelf's Hotel

Yelf's Hotel

3 out of 5
54 Union Street, Ryde, England
Free Cancellation
Reserve now, pay when you stay
$91 nightly
The price is $109 total per night
$109 total
Sep 17 - Sep 18
Total with taxes and fees
A restaurant and a bar/lounge are featured at this hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. Free parking, a business center, and a coffee shop are also offered.
The Brunswick

The Brunswick

3 out of 5
Queen's Road, Shanklin, England
$79 nightly
The price is $95 total per night
$95 total
Oct 1 - Oct 2
Total with taxes and fees
This hotel features an indoor pool and a seasonal outdoor pool. Enjoy the sauna and free perks like English breakfast and WiFi in public areas. There's a bar/lounge on site, and a garden and concierge services are also provided.
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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.

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Frequently asked questions

How much are vacation packages to Isle of Wight?
With vacation packages being sold from just $831, there's no need to max out the credit card for your trip to Isle of Wight. Travelocity can help. Combine experiences, flights and hotels into a convenient package and walk away with fantastic discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Isle of Wight?
There are incredible Isle of Wight package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 1,000,000 properties across the globe? Remember this the next time you're ready to cross another place off the old bucket list.
Why should I book my Isle of Wight vacation bundle with Travelocity?
Because life is an amazing journey, and we've got everything you need to help you on your way. With our top-quality service and Price Match Guarantee, you can organize your trip with confidence. And you can rest easy while you're away knowing we've got you covered with our 24/7 customer support.
Can I save on my Isle of Wight car rental if I bundle it with a hotel or flight?
You sure can with our Isle of Wight vacation packages. With one of these, there are lots of ways to make your vacation budget go further. Bundle any two or more car, flight, hotel and tour bookings and see the savings pile up. With your own set of wheels, all the popular sights in and around Isle of Wight are a memorable road trip away.
Which airport is best for Isle of Wight?
Gatwick Airport (LGW) is a popular choice for Isle of Wight visitors. But depending on what you plan to do, Southampton Airport (SOU) or Bournemouth Intl. Airport (BOH) could be more convenient.

Where to stay in Isle of Wight: Best areas for travelers

  • Shanklin: There are no shortage of terrific things to see and do here, with Shanklin Chine, Shanklin Theatre and Small Hope Beach being favorites among many travelers. For some of the best stays in town, we suggest the Daish's Hotel, the Victoria Lodge Hotel or the Auckland House.
  • Sandown: With fantastic attractions including Sandown Pier, Isle of Wight Zoo and Dinosaur Isle, you'll soon understand why so many people decide to travel here. Amazon World Zoo Park, Brading Roman Villa and Garlic Farm are just the icing on the cake. Welcoming hotels here include the Sandringham Hotel, the Trouville Hotel and the Wight Orchid Island Hotel.
  • Ventnor: When you've had enough of the sight of concrete, visit this destination's popular nature attractions. Unwind and recharge at Ventnor Botanic Garden, Ventnor Downs or Ventnor Park. For a relaxing night's rest, look up the No24 Ventnor, the Harbour View Hotel or The Wellington Hotel.
  • Newport: This happening place boasts plenty of things to keep you amused. Why not kick-start your getaway with an outing to Seaclose Park? Once you're done there, Carisbrooke Castle and Dinosaur Expeditions Conservation and Palaeoart Centre will be waiting. You can select from an assortment of hotel options, including the Charter House, The Wheatsheaf Hotel and the Hewitt's House Hotel. After you check in, be sure to explore other great attractions like Quay Arts, Robin Hill and St. Thomas Church.
  • Freshwater: This excellent destination combines the buzz of the city with the tranquility of nature. Take time out from the hustle and bustle at Tennyson Down or The Needles. Colwell Bay Beach is another popular nature-based spot. Top-rated hotels here include the First Floor Apartment, sea Views, Balcony, Parking Bay, no Pets, the Albion Hotel and The Bay Colwell .