Whippingham Vacation Packages

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Your Whippingham Vacation

When a getaway to the city is calling, answer it with a vacation package to Whippingham. The neighborhood 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 traveling with and whatever you want to spend, your dream Whippingham vacation is just a few clicks away with Expedia.

Top Whippingham Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express Southampton M27 Jct7 by IHG

Holiday Inn Express Southampton M27 Jct7 by IHG

3 out of 5
Price was CA $2,029, price is now CA $1,947 per person
CA $1,947
per person
Aug 17 - Aug 22
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
8.6/10 Excellent! (1,391 reviews)
We stayed one night before a cruise. Room was clean. A/C didnt work great. Hotel restaurant is pricey. Staggering recommended a local pub which was great. Breakfast was pretty good.

Reviewed on Jul 5, 2026

The Jolly Drover

The Jolly Drover

4 out of 5
Price was CA $2,063, price is now CA $1,970 per person
CA $1,970
per person
Aug 17 - Aug 22
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
9.4/10 Exceptional! (204 reviews)
.

Reviewed on Jun 28, 2026

Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was CA $2,058, price is now CA $1,970 per person
CA $1,970
per person
Aug 17 - Aug 22
found 16 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Southampton (SOU)
8.6/10 Excellent! (1,349 reviews)
Room was clean and comfortable. Air con worked. Food was excellent , bar food, breakfast and dinner. Coffee could be better at breakfast and water in room is always nice. Else a good location plenty of staff and a good bar.

Reviewed on Jul 7, 2026

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Whippingham Hotel Deals

Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $126 per night from Jul 19 to Jul 20
CA $126
CA $152 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (1,370 reviews)
"Room was clean and comfortable. Air con worked. Food was excellent , bar food, breakfast and dinner. Coffee could be better at breakfast and water in room is always nice. Else a good location plenty of staff and a good bar."

Reviewed on Jul 7, 2026

Leonardo Hotel Southampton
Moxy Southampton

Moxy Southampton

3 out of 5
Harbour Parade Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Aug 9 to Aug 10
CA $147
CA $176 total
Aug 9 - Aug 10
includes taxes & fees
9/10 Wonderful! (1,030 reviews)
"Stayed one night before our cruise out of Southampton. Modern, clean, quiet and comfortable. About a two minute walk to a large shopping center and restaurants. Quick taxi to the cruise port in the morning. Would highly recommend staying at the Moxy."

Reviewed on Jul 10, 2026

Moxy Southampton
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

4 out of 5
West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
The price is CA $185 per night from Aug 9 to Aug 10
CA $185
CA $222 total
Aug 9 - Aug 10
includes taxes & fees
8.6/10 Excellent! (1,806 reviews)
"This hotel is very special to me I always love staying here"

Reviewed on Jul 10, 2026

Leonardo Royal Southampton Grand Harbour
See all 4,368 properties in Whippingham
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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What to do in Whippingham

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

CA $42
per adult
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
From Portsmouth: Isle of Wight Day Tour by Bus and Ferry

From Portsmouth: Isle of Wight Day Tour by Bus and Ferry

CA $147
per adult
From Portsmouth: Isle of Wight Day Tour by Bus and Ferry
Bar & Club queue jump entry Party Pass to multiple venues in Portsmouth

Bar & Club queue jump entry Party Pass to multiple venues in Portsmouth

CA $19
per adult
Bar & Club queue jump entry Party Pass to multiple venues in Portsmouth
See all activities in Whippingham

Frequently asked questions

How much does a Whippingham vacation package cost?
You can snap up a vacation package to this top destination from CA $1,947 on Expedia. But how much your vacation to Whippingham costs will depend on factors like the season, hotel choice and length of stay.
What are the cheapest months to go to Whippingham?
If you're looking to snag a cheap Whippingham vacation package, consider visiting in January, February and November. You'll usually find lower prices on airfares and hotels during these quieter months — perfect for travellers wishing to save money.
How many days is enough for Whippingham?
With a well-organized itinerary, you can easily hit the most popular Whippingham sights in a handful of days. But if you want to explore off the beaten track or take day trips, consider booking your Whippingham vacation for longer.
How to find the best Whippingham package deals?
Use Expedia's filters to help you find some of the best Whippingham package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Whippingham package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to lock in your vacation package as soon as possible.
Is it cheaper to book a Whippingham vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging flights and accommodations separately. Better still, you can personalize your Whippingham escape to match your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Whippingham?
If you've got your Whippingham travel dates confirmed, book as soon as you can to score some terrific deals. With Expedia, you can typically reserve some flights up to one year in advance. Prefer spur-of-the-moment getaways? Our last-minute deals are great for impromptu escapes.
How to plan a trip to Whippingham?

  1. Choose when to travel: Check your schedule and get packing. Your favourite season and the available activities will also help you decide when to visit Whippingham.
  2. Budget wisely: In addition to the cost of your stay, you should factor in other expenses. These include transportation, flights and food. Also, put aside a little extra for unexpected costs that may crop up during your trip to Whippingham.
  3. Decide your trip length: Consider how long you want to spend exploring Whippingham. Plan your itinerary so you can get to all the experiences and attractions you're interested in at a comfortable pace.
  4. Bundle your bookings: With your travel dates in order, you can combine your car rental, hotels, flights and more into a customized Whippingham vacation package.

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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.