Isle of Wight All inclusive Holidays
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Top All-inclusive holiday packages in Isle of Wight
- Best Western Chilworth Manor Hotel
18 Sept - 20 SeptBest Western Chilworth Manor Hotel + Flight
Southampton2 nights3.0 star property8.0/10 - Very good (1,004 reviews)"Room was clean, bathroom tired and old, but functional. I stay often through work, its well located and staff always friendly. Dinner menu isn't great, but a great pub within walking distance (3 mins). Breakfast is good."Reviewed August 6, 2026Return • Belfast (BFS) - Southampton (SOU)BHD - SOU • Direct SOU - BHD • Direct£293£253found 1 day agoper traveller - Enchanted Manor
18 Sept - 20 SeptEnchanted Manor + Flight
Ventnor2 nights5.0 star property9.6/10 - Exceptional (30 reviews)"Amazing stay at Enchanted manor, from the moment we walked in the vibes were warm and friendly. The food and drinks were delicious and the red squirrels and badger feeding in the evenings was an amazing experience. Could not recommend this place more. "Reviewed October 18, 2025Return • Belfast (BFS) - Southampton (SOU)BHD - SOU • Direct SOU - BHD • Direct£442£371found 1 day agoper traveller - No.4 Carlton Hotel
16 Oct - 18 OctNo.4 Carlton Hotel + Flight
The Polygon2 nights4.0 star property9.6/10 - Exceptional (157 reviews)"Beautiful room"Reviewed August 5, 2026Return • Guernsey (GCI) - Southampton (SOU)GCI - SOU • Direct SOU - GCI • Direct£498£421found 18 hours agoper traveller - Perfect for contractors
16 Oct - 18 OctPerfect for contractors + Flight
Southampton2 nights3.5 star property10/10 - Exceptional (1 review)"Really nice house, table football etc for the kids, nice back garden and well-equipped kitchen. Really happy"Reviewed August 31, 2025Return • Guernsey (GCI) - Southampton (SOU)GCI - SOU • Direct SOU - GCI • Direct£450£384found 17 hours agoper traveller - QE2 Loft Apartments
16 Oct - 18 OctQE2 Loft Apartments + Flight
Southampton City Centre2 nights3.0 star property6.4/10 - (7 reviews)"Only criticism is the bath towels are to small"Reviewed July 25, 2026Return • Guernsey (GCI) - Southampton (SOU)GCI - SOU • Direct SOU - GCI • Direct£353£311found 18 hours agoper traveller
Discover the most popular places to visit in Isle of Wight
What to do in Isle of Wight
Isle of Wight: Osborne Admission Ticket
Highcliffe: Highcliffe Beach Guided Fossil Walk
From Portsmouth: Isle of Wight Day Tour by Bus and Ferry
Top All-inclusive Isle of Wight Hotels
"The hotel itself is looking a bit tired but our room was spotless and clean. The staff were so lovely and helpful. The buffet breakfast was hot and tasty. The location is amazing. Fantastic place to stay if u don't want to spend loads of time in the hotel."
"Comfortable, spacious room and bathroom and nice communal spaces. Parking available. Very well-located for public transport and local shops. Good breakfast and a friendly welcoming atmosphere. In all, an excellent place to stay."
"We had a lovely stay at the chequers Inn, Rookley. The staff were great, couldn't do enough for us."
"The property is very nice. Looked very new inside and very clean. There were a few hiccups. The shower cut off for about 30 minutes in the middle of a shower. There were no linens for the sofa bed. The bar and restaurant are closed on Monday and Tuesday and I wasn't advised of this until I had already arrived in the UK. If it were not for those things, I would have given 5 stars."
Ryde Castle Hotel by Greene King Inns
Ryde Castle Hotel by Greene King Inns"It was where we wanted to be near appley park . Room was very clean . Never had dinner / breakfast. Bar was ok just not baileys"
"What a lovely stay run by a lovely couple. A quirky friendly B&B within easy walking distance of town ( a little up hill on the way back) Beautiful garden full of interest. A perfectly cooked breakfast in the morning made using good quality produce. Along with cereals, yogurts and juice. Homely and clean. You really felt like a guest rather than just another number moving through. They have two small friendly dogs but kept them out of the way for a guest who felt nervous around dogs....
The Birdham Hotel & Restaurant
The Birdham Hotel & Restaurant"Lovely Hotel , very clean and fab room but could of done with a bigger room with our Grandson.! Staff were excellent, helpful and friendly and the breakfast was tasty and plentiful. A tiny fridge would be helpful in the room but over all we had a lovely stay at the Birdham. What a lovely part of the Island Bembridge is, in my opinion the nicest exception apart from the Needles. Bembridge has lovely quiet beaches to visit and we found the people very friendly. Was a wonderful week🙂"
All-inclusive Isle of Wight holidays: everything you need to know
Can I book Isle of Wight all-inclusive holidays with airfare and meals?
Use the all-inclusive filter to find amazing all-inclusive package holidays to Isle of Wight, then just add on your flights with a few simple clicks. With everything from cocktails to car hire booked in one go, all you need to decide is whether you’ll be sipping a mojito or a margarita at sunset.
Why should I book a Isle of Wight adults-only all-inclusive holiday?
If screaming kids is your holiday nightmare, book a peaceful adults-only all-inclusive holiday to Isle of Wight and you’re pretty much guaranteed a dreamy retreat. With those thoughtful grownup touches – beachside massage beds and live after-dinner music – an adults-only hotel levels up the sophistication on your holiday.
Can I book last minute all-inclusive holidays to Isle of Wight?
Last-minute breaks are a great way to find very cheap all-inclusive holidays to Isle of Wight. If you can be flexible with your holiday dates, browse our best Isle of Wight deals and use the all-inclusive filter to add everything that makes your hols perfect.
Can I book a cheap all-inclusive Isle of Wight trip?
There are some nifty little tricks to find pocket-friendly all-inclusive breaks in Isle of Wight. Try hunting around for cheaper deals in the off season by playing with your dates. Or you could also choose an all-inclusive hotel or resort a little off the beaten track. We have some top value deals starting at £253 – and they’re easy to find if you sort your results by price. Prices and availability are subject to change. Additional terms may apply.
What should I look for when booking a 5-star all-inclusive holiday to Isle of Wight?
All-inclusive holidays are such a treat, but a 5-star all-inclusive is a whole other level of luxury. Think butlers waiting on your every whim, infinity pools with epic ocean views and unlimited spa-ing for holiday heaven on cloud nine.
What should I consider when booking a Isle of Wight all-inclusive family holiday?
If you’re holidaying with tots in tow, book an all-inclusive Isle of Wight package with all the kid-friendly amenities. The action-packed kids’ clubs, the slide-tastic water parks, the fussy-eater-friendly restaurants: we have a stack of deals specifically designed with kids in mind.
How can I find the best deals on all-inclusive holidays to Isle of Wight in 2026/2027?
There are great all-inclusive deals galore in Isle of Wight. Sort by price to see the cheapest places to stay, and consider travelling during the less popular months when there’s often more availability and better prices.
Can I book an all-inclusive Isle of Wight package with free cancellation and/or flexible dates?
Flexibility is key to a stress-free holiday. Look for properties with free cancellation or book now, pay later options. Then, if your plans change, just login to make changes in a few clicks.
Why should I book an all-inclusive Isle of Wight package holiday with Expedia?
With a huge range of all-inclusive Isle of Wight trips on offer, Expedia is your go-to place to find and book your trip. It’s super easy … and it’s all here.