East Cowes Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

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

Your East Cowes Vacation

Book a East Cowes vacation package that includes everything you need and nothing you don't. Good for dining, cafes and bars and pubs, consider basing yourself in the neighborhood of Southampton City Centre. If taking in sights is part of the plan during your trip to East Cowes, stop by major attractions like Osborne House, Seaclose Park and Calshot Beach. Your perfect East Cowes vacation is a few clicks away. Browse accommodations, flights and more on Expedia for a trip that's tailored to suit your travel style.

Top East Cowes Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Orange Grove Hotel & Gardens

Orange Grove Hotel & Gardens

CA $1,508
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Southampton (SOU)
8.4/10 Very good! (361 reviews)
⭐️⭐️⭐️⭐️⭐️ What a fantastic stay at the Orange Grove Hotel. From the moment I arrived, everything was clean, tidy and spacious, and the staff were brilliant throughout, friendly, welcoming and always happy to help. The food was excellent, and the breakfast deserves a special mention. Plenty of choice, fresh and really enjoyable. The views were absolutely amazing, and having such a fantastic setting to watch the eclipse was a real highlight and something I won't forget in a hurry. 🌅 Overall, a lovely hotel with great food, wonderful views, spacious surroundings and genuinely friendly staff. I'd happily stay here again and would definitely recommend it to anyone looking for a relaxing and enjoyable stay.

Reviewed on Aug 13, 2026

The Fig Tree Shanklin

The Fig Tree Shanklin

CA $1,549
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Southampton (SOU)
9.2/10 Wonderful! (93 reviews)
THE HOTEL WAS VERY NICE AND STAFF WERE VERY NICE .

Reviewed on Aug 8, 2026

No.4 Carlton Hotel

No.4 Carlton Hotel

The Polygon
CA $2,244
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Southampton (SOU)
9.6/10 Exceptional! (156 reviews)
Lovely place. They were very welcoming.

Reviewed on Aug 10, 2026

Perfect for contractors

Perfect for contractors

CA $1,903
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Southampton (SOU)
10/10 Exceptional! (1 review)
Really nice house, table football etc for the kids, nice back garden and well-equipped kitchen. Really happy

Reviewed on Aug 31, 2025

The Crown Manor House Hotel

The Crown Manor House Hotel

CA $1,571
per person
Oct 16 - Oct 22
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Southampton (SOU)
9.2/10 Wonderful! (1,007 reviews)

Ready to book your vacation to East Cowes?

Choose your dates

East Cowes Hotel Deals

Leonardo Hotel Southampton

Leonardo Hotel Southampton

1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
CA $109
CA $130 total
Aug 31 - Sep 1
includes taxes & fees
8.6/10 Excellent! (1,434 reviews)
"Love this chain of hotels. Good location. Clean hotel. Welcoming staff and reasonable costs. Would definately return."

Reviewed on Aug 13, 2026

Leonardo Hotel Southampton
Leonardo Royal Southampton Grand Harbour

Leonardo Royal Southampton Grand Harbour

West Quay Road Southampton England
Fully refundableReserve now, pay when you stay
CA $149
CA $178 total
Aug 17 - Aug 18
includes taxes & fees
Leonardo Royal Southampton Grand Harbour
Moxy Southampton

Moxy Southampton

Harbour Parade Southampton England
Fully refundableReserve now, pay when you stay
CA $124
CA $148 total
Aug 17 - Aug 18
includes taxes & fees
Moxy Southampton
See all 4,546 properties in East Cowes
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.

Stay near popular East Cowes attractions

Osborne House

9.6/10 (76 reviews)
Find out about the history of East Cowes when you take a trip to Osborne House. Stroll along the area's seaside, or simply savor its top-notch restaurants.
See properties

East Cowes Beach

10.0/10 (1 review)
Why not spend a lazy afternoon at East Cowes Beach during your trip to East Cowes? Stroll along the waterfront or visit the shops while you're in the area.
See properties

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 top-notch restaurants.
See properties

St Mildred's Church

St Mildred's Church is just one of the places to see in East Cowes, so why not enjoy the other things to explore during your travels? Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
See properties

What to do in East Cowes

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

CA $39
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 $148
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 East Cowes

Frequently asked questions

How much does an East Cowes vacation package cost?
Offering excellent value package deals from CA $1,508 on Expedia, you'll be pleasantly surprised at how much a vacation to East Cowes costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to East Cowes?
Plan your trip for the off-peak season and you're likely to get cheap East Cowes vacation packages. Bear in mind that public holidays and major events and festivals can impact prices, so do your research before booking.
How many days is enough for East Cowes?
East Cowes vacations come in various shapes and sizes, but to really sink your teeth into this destination, we'd say 2 days is a good ballpark. With this timeframe, you can fit in headline attractions like Isle of Wight Steam Railway and Isle Of Wight Coastal Footpath and track down some lesser-known gems. Don't forget to visit neighbourhoods such as Gurnard and Fishbourne either. If you're clever with your time, you may even be able to take a day trip or two from East Cowes too.
Is it worth booking a vacation package to East Cowes?
East Cowes has all the ingredients you need for an amazing getaway — watersports, walking trails and bars and pubs are just the start. Whether you want to check out attractions such as St Mildred's Church and Osborne House, or venture off the beaten track, you'll have plenty to see and do on your East Cowes vacation.
How to find the best East Cowes package deals?
Use Expedia's handy filters to find some fabulous East Cowes package deals. When you start your search, just 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 search for East Cowes package deals in the off-season. Play around with your travel dates and you may land even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package as early as possible.
Is it cheaper to book an East Cowes vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to booking stays and flights separately. Better still, you can customize your East Cowes escape to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our great deals to see how much you can save.
When to book a vacation package to East Cowes?
If you're planning a spontaneous East Cowes vacation, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can find awesome deals on your hotels and flights by booking ahead.
How to plan a trip to East Cowes?
  1. Choose the right time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to visit East Cowes.
  2. Work out your budget: Make sure you have enough money to cover everything from meals and transportation to airfares and activities. Your hotel will likely be the largest expense during your trip to East Cowes.
  3. Decide how long to go for: Now that you're more familiar with East Cowes, you can work out the ideal length of your vacation. Put together a rough plan and give yourself enough time to cover everything you want to do.
  4. Bundle your bookings: With your travel dates in place, you can combine your flights, hotels, car rental and more into a personalized East Cowes vacation package.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.