East Cowes Vacation Packages

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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.
The Pilot Boat Inn

The Pilot Boat Inn

3.5 out of 5
Price was CA $1,985, price is now CA $1,791 per person
CA $1,791
per person
Aug 15 - Aug 21
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
7.8/10 Good! (28 reviews)
Music from pub until 11pm , right annoying and then again from 8am from staff in the bar, this place has no consideration for its guests upstairs, avoid unless you like awful bass coming through the building.

Reviewed on May 31, 2026

Seaview Holidays - Salterns Village

Seaview Holidays - Salterns Village

4 out of 5
Price was CA $4,353, price is now CA $3,537 per person
CA $3,537
per person
Aug 15 - Aug 21
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
9/10 Wonderful! (79 reviews)
Property was very clean and had everything that we needed. It did have two bedrooms which would be OK if you had two adults and two small kids. Not enough room for 4 adults, but it was perfect for my husband and myself. Staff were very friendly and helpful, especially the lady working in reception who was wonderful and very understanding when we accidentally booked the wrong date for checking out. The location was great in Seaview, walking distance to the sea with some lovely eating places within walking distance as well. There were a couple of shops in Seaview, but they did close very early. Would definitely book there again.

Reviewed on Jun 28, 2026

The Fig Tree Shanklin

The Fig Tree Shanklin

3.5 out of 5
Price was CA $2,240, price is now CA $1,864 per person
CA $1,864
per person
Aug 15 - Aug 21
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
9.2/10 Wonderful! (84 reviews)
A modern and exceptionally clean hotel. The breakfast is excellent. With beach and old town mins away we were disappointed to find that we needed to use the car as hotel situated on the top of a hill. Buses and taxis were available and we would stay there again.

Reviewed on Jul 11, 2026

St Maur

St Maur

4 out of 5
Price was CA $2,613, price is now CA $2,380 per person
CA $2,380
per person
Sep 5 - Sep 11
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
9.4/10 Exceptional! (45 reviews)
Thoroughly enjoyed our stay and were made to feel welcome. Nothing to criticise.

Reviewed on Jul 10, 2026

Prince of Wales

Prince of Wales

3 out of 5
Price was CA $1,958, price is now CA $1,803 per person
CA $1,803
per person
Aug 15 - Aug 21
found 14 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Southampton (SOU)
8/10 Very good! (142 reviews)
Great service and super breakfast. Room small and hot and a bit run down. Relatively expensive but it was festival weekend.

Reviewed on Jun 22, 2026

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East Cowes 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 $115 per night from Jul 19 to Jul 20
CA $115
CA $138 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (1,374 reviews)
"No refrigerator in room , bathroom small shower stall tiny"

Reviewed on Jul 13, 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 $164 per night from Jul 19 to Jul 20
CA $164
CA $196 total
Jul 19 - Jul 20
includes taxes & fees
9/10 Wonderful! (1,033 reviews)
"Staff was helpful in figuring out how to get to the ship."

Reviewed on Jul 14, 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 $205 per night from Jul 19 to Jul 20
CA $205
CA $246 total
Jul 19 - Jul 20
includes taxes & fees
8.6/10 Excellent! (1,811 reviews)
"Staff at check in was fantastic. She recognized I was a returning guest from 1 year ago and updated my room. Breakfast was very good many options including ability to special order eggs."

Reviewed on Jul 14, 2026

Leonardo Royal Southampton Grand Harbour
See all 4,534 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.
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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 waterfront, or simply savor 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 $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
Portsmouth: Ghost Walk Tour with a Guide

The Portsmouth Ghost Walk

CA $28
per adult
The Portsmouth Ghost Walk
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 $1,791 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.

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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.