Whippingham Holidays from £254
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Your Whippingham Holiday
When a getaway to the city is calling, answer it with a holiday package to Whippingham. The neighbourhood of Wroxall, which is good for culture, history and walking, makes an awesome base for your adventures. Fill up your itinerary with tours of Osborne House, St Mildreds Church and Classic Boat Museum, some of the things you just have to see during your trip to Whippingham. Whoever you're travelling with and whatever you want to spend, your dream Whippingham holiday is just a few clicks away with Expedia.
Top Whippingham Flight + Hotel Deals
Price found within the past 48 hours. Click for updated prices.
Best Western Chilworth Manor Hotel
£254
per person
1 Oct - 4 Oct
found 3 hours ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
8/10 Very good! (1,006 reviews)
We enjoyed our stay at the Best Western Chilworth Manor while visiting Stonehenge, Avebury Stones, and Salisbury Cathedral. The property was once a manor and has evolved into a comfortable, well-maintained hotel, with substantial grounds and walking trails. The trails could use better upkeep.
We had both breakfast and dinner at the hotel; the food and service were perfectly fine. Our only real drawback was that our third-floor room was accessible only by stairs, with no lift. An employee kindly helped us with our luggage, which we appreciated.
Overall, a pleasant stay with a lovely historic setting and convenient location for exploring the area.
Reviewed on 8 Aug 2026
Enchanted Manor
£429
per person
19 Oct - 23 Oct
found 1 day ago
Return flight included
Glasgow (GLA) to Southampton (SOU)
9.6/10 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 on 18 Oct 2025
Whippingham Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Closest Airport | Southampton Airport (SOU) |
Max Temp Winter | 7ºC |
Max Temp Summer | 18ºC |
Top Sights | Osborne House, St Mildreds Church and Classic Boat Museum |
Top hotels in Whippingham
Leonardo Hotel Southampton
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
£69
17 Aug - 18 Aug
includes taxes & fees
Leonardo Royal Southampton Grand Harbour
West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
£99
10 Aug - 11 Aug
includes taxes & fees
8.6/10 Excellent! (1,813 reviews)
"We were disappointed the hot tub was not working Staff works very hard. Our 2nd visit in 10 months."
Reviewed on 8 Aug 2026
Moxy Southampton
Harbour Parade Southampton England
Fully refundableReserve now, pay when you stay
£79
17 Aug - 18 Aug
includes taxes & fees
9/10 Wonderful! (1,043 reviews)
"Everything and everyone was great"
Reviewed on 8 Aug 2026
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.
What to do in Whippingham
Isle of Wight: Osborne Admission Ticket
£22
per adult
100% of travellers recommend
From Portsmouth: Isle of Wight Day Tour by Bus and Ferry
£79
per adult
Bar & Club queue jump entry Party Pass to multiple venues in Portsmouth
£10
per adult
Frequently asked questions
How much does a Whippingham travel package cost?
Custom build your Whippingham travel package from just £254. Pick from any combination of rental cars, flights and hotels to craft the trip of your dreams. Don't forget to add on a few activities!
If I'm not able to travel, can I cancel my Whippingham travel package?
Your situation can change without warning, so yes, you can. You may be able to amend or cancel your Whippingham travel package at no cost within 24 hours of booking. For older bookings, you can still cancel and rebook, but your hotel, car rental company or airline may impose a fee. Looking for more information? Check out our Customer Service Portal. We're here to help make sure your getaway goes off without a hitch.
How do I get a cheap travel package to Whippingham?
Crafting your own Whippingham travel package with Expedia is the easiest way to save. We have more than 550 partner airlines and 1,000,000 hotels throughout the world. With such a broad range to pick from, you'll have no trouble putting together your next dream adventure.
Does Expedia offer Book Now, Pay Later Whippingham holidays?
Your bank balance shouldn't prevent you from escaping on holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a dream getaway without exhausting your savings. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Check out these flexible payment options:
- Pay monthly holidays: Escape on that dream holiday sooner with Klarna's easy monthly instalment plans. If paying bite-sized amounts each month sounds right for you, pick this option at checkout.
- Pay in instalments holidays: With this Book Now, Pay Later option, Klarna makes it possible to pay off your holiday in multiple transactions.
- Low deposit holidays: When you spot an unbeatable deal but don't have the full amount yet, Klarna's low deposit holiday plan will help you lock in your getaway.
Where should I stay in Whippingham?
With popular attractions such as Osborne House and East Cowes Ferry Terminal in this neighbourhood, look for a hotel positioned near either of them. Classic Boat Museum is another Whippingham hot spot that pulls the crowds.
What are the top hotels in Whippingham?
Prince Of Wales and Albert Cottage Hotel are a couple of the most popular hotels in Whippingham. Why not look up the facilities and amenities at each and then make up your mind?
How far in advance should I book my Whippingham holiday?
While prices fluctuate, we generally advise booking your spot as early as possible. Most international airfares are available on Expedia up to a year in advance. If you're booking last minute, you might still be in luck. Discount prices to Whippingham sometimes occur only weeks before departure.
What does an Expedia Whippingham travel package include?
Rental cars, hotels and flights, or any combination of them — it's totally up to you. Whether you're visiting Whippingham on a family road trip or travelling solo, there's a bundle to suit every style and budget. Once you've made your booking, why not add on some tours and experiences?
What should I know before booking a Whippingham travel package?
So many places to wander around, so many things to experience. With a travel package, you can check more of them off your list. Combine your flights, rental cars and hotels and make big savings.
Can I choose my airline with a Whippingham Expedia travel package?
Definitely. Expedia has over 550 airline partners to select from around the world. With all that choice, finding the perfect carrier to get you to Whippingham will be a breeze.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.
