Whippingham Vacations from $671

Book a Hotel + Flight or Car together to unlock savings

Photo by Terry Hicks

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to $1,045 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

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.

The Latest Whippingham vacation packages

Price found within the past 48 hours. Click for updated prices.
The Casa Hotel, Sure Hotel Collection by Best Western

The Casa Hotel, Sure Hotel Collection by Best Western

3 out of 5
Price was $698, price is now $671 per person
$671
per person
Nov 26 - Nov 29
found 12 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
8.2/10 Very Good! (465 reviews)
Situated in a nice setting. Friendly helpful staff. I think facilities were adequate. We enjoyed our stay and likely to book again.

Reviewed on Jul 28, 2025

Red Lion Hotel

Red Lion Hotel

3 out of 5
Price was $924, price is now $854 per person
$854
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Southampton (SOU)
8.2/10 Very Good! (1,002 reviews)
Friendly and helpful staff. Really pleased with my choice of hotel would definitely book again.

Reviewed on Aug 30, 2025

The Wellington Arms

The Wellington Arms

4 out of 5
Price was $996, price is now $927 per person
$927
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Southampton (SOU)
9/10 Wonderful! (99 reviews)
we had a problem with the room on arrival but were swiftly moved to another room

Reviewed on May 24, 2025

Highfield Park

Highfield Park

4 out of 5
Price was $887, price is now $836 per person
$836
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Southampton (SOU)
8/10 Very Good! (471 reviews)
Fantastic value and wonderful breakfast and team,

Reviewed on Aug 12, 2025

Hook House Hotel

Hook House Hotel

3 out of 5
Price was $875, price is now $849 per person
$849
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
San Francisco (SFO) to Southampton (SOU)
9.2/10 Wonderful! (255 reviews)
Friendly and welcoming staff. Lovely room.

Reviewed on Aug 17, 2025

Don't see what you're looking for?
See all available trips from Columbus to Whippingham
View all trips

Discover the most popular places to visit in Whippingham

Exstensive gardens of the estate of Osborne House near Cowes on the Isle of Wight. . Summer residence of the late Queen Victoria now maintained for the national by English Heritage. A great visit. House and Garden will be a full day.

Osborne House

5/5(7 reviews)

Find out about the history of East Cowes when you take a trip to Osborne House. Stroll along the area's waterfront, or simply savor its top-notch restaurants.

Osborne House

East Cowes Ferry Terminal

Explore the waterfront in East Cowes with a trip to East Cowes Ferry Terminal. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.

East Cowes Ferry Terminal

Classic Boat Museum

You can study the exhibits at Classic Boat Museum, a museum with a story of its own, during your trip to East Cowes. Stroll along the area's beautiful beaches, or simply savor its lively bars.

Classic Boat Museum

What to do in Whippingham

The rear of the House - but the front as you come from the sea

Osborne House-A driver guided tour of Victoria's Island Paradise

$1,040
per traveler
Osborne House-A driver guided tour of Victoria's Island Paradise
Picture 2 for Activity Portsmouth: Historic Dockyard Ultimate Explorer Ticket

Portsmouth: Historic Dockyard Ultimate Explorer Ticket

$58
per adult
76% of travellers recommend
Portsmouth: Historic Dockyard Ultimate Explorer Ticket
Portsmouth: Old Portsmouth Historical Walking Tour

Portsmouth: Old Portsmouth Historical Walking Tour

$14
per adult
Portsmouth: Old Portsmouth Historical Walking Tour
See all activities in Whippingham

Whippingham Hotel Deals

Meon Valley Hotel, Golf & Country Club

Meon Valley Hotel, Golf & Country Club

4 out of 5
Sandy Lane, Shedfield, Southampton, England
Fully refundableReserve now, pay when you stay
$77 nightly
The price is $92 total per night from Sep 4 to Sep 5
$92 total
Sep 4 - Sep 5
Total with taxes and fees
Meon Valley Hotel, Golf & Country Club
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
1 Charlotte Place, Southampton, England
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $96 total per night from Sep 29 to Sep 30
$96 total
Sep 29 - Sep 30
Total with taxes and fees
Leonardo Hotel 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
$103 nightly
The price is $123 total per night from Oct 1 to Oct 2
$123 total
Oct 1 - Oct 2
Total with taxes and fees
Leonardo Royal Southampton Grand Harbour
See all 3,957 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.

More vacations you might like

All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Frequently asked questions

How much does a Whippingham vacation package cost?
You'll find cheap prices from $671 on Expedia for your Whippingham getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to Whippingham costs.
What are the cheapest months to go to Whippingham?
January, September and December are the best times to look for cheap Whippingham vacation packages. Traveling in less busy months means you can generally find lower prices on flights and accommodations.
How many days is enough for Whippingham?
The ideal length of your Whippingham vacation depends on what you'd like to see. Typically, a handful of days to a week will give you time to visit all the top sights and explore some hidden treasures along the way.
How to find the best Whippingham package deals?
Use Expedia's handy filters to help you find some terrific Whippingham package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Whippingham package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to book your vacation package well in advance.
Is it cheaper to book a Whippingham vacation as a package?
An Expedia vacation package could land you considerable savings when compared to booking stays and flights separately. Better still, you can personalize your Whippingham getaway to match your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.
When to book a vacation package to Whippingham?
Secure incredible discounts by booking your flights in advance with Expedia. If being spontaneous is more your style, snap up one of our last-minute deals for a spur-of-the-moment Whippingham vacation.
Does Expedia offer Book Now, Pay Later Whippingham vacation packages?
Your Whippingham getaway is meant to be an escape from your busy life, not a source of money worries. So to allow you more flexibility, we've teamed up with online lender Affirm to offer you our Book Now, Pay Later vacations. Choose one of our vacation packages with payment plans and split up the total cost over 3, 6 or 12 months. Plus, there are no late payment fees or hidden costs to worry about.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.