Cowes Vacations from $1,293

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Your Cowes Vacation

Reserve a Cowes vacation package and prepare to experience everything this city has to offer. Consider basing yourself in the neighborhood of Southampton City Centre, which is good for dining, cafes and bars and pubs. Ready to start exploring your surroundings? Osborne House, Seaclose Park and Calshot Beach are among the best places to visit during a trip to Cowes. Your dream Cowes vacation is a couple of clicks away. Search hotels, flights and more on Expedia for an adventure that's tailored just for you.

The Latest Cowes vacation packages

Price found within the past 48 hours. Click for updated prices.
The Fig Tree Shanklin

The Fig Tree Shanklin

$1,293
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
9.2/10 Wonderful! (107 reviews)
Hotel du Vin & Bistro Winchester

Hotel du Vin & Bistro Winchester

Winchester City Center
$1,654
per person
Dec 4 - Dec 6
found 24 hours ago
Roundtrip flight included
Phoenix (PHX) to Southampton (SOU)
9/10 Wonderful! (586 reviews)
The Montagu Arms Hotel

The Montagu Arms Hotel

$1,661
per person
Nov 28 - Dec 2
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
9.4/10 Exceptional! (216 reviews)
The Winchester Hotel & Spa

The Winchester Hotel & Spa

Hyde
$1,414
per person
Dec 4 - Dec 6
found 24 hours ago
Roundtrip flight included
Phoenix (PHX) to Southampton (SOU)
8.6/10 Excellent! (1,003 reviews)
Spa was amazing

Reviewed on Oct 11, 2026

Harbour Hotel Southampton

Harbour Hotel Southampton

Southampton City Centre
$1,329
per person
Nov 29 - Dec 2
found 4 hours ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
9.2/10 Wonderful! (1,004 reviews)
Rooms don’t have safe, fridge nor coffee maker.

Reviewed on Oct 10, 2026

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Stay near popular Cowes attractions

Cowes Harbour

9.2/10 (36 reviews)
The heart of British sailing, Cowes Harbour hosts the prestigious Cowes Week regatta every August. Stroll along the marina-lined waterfront, watching luxury yachts while sampling fresh seafood at waterside restaurants.
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Cowes Beach

8.2/10 (22 reviews)
This pebbled shoreline offers front-row views of the Solent's sailing events, including the famous Cowes Week regatta. Stroll along Princes Esplanade and watch yachts glide by while enjoying the maritime atmosphere.
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Thorness bay

8.4/10 (7 reviews)
Thorness Bay's pebbly shores offer tranquil Solent views in this Site of Special Scientific Interest. Explore the coastal ecosystem at low tide or unwind at the adjacent family-friendly holiday park with heated pool.
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Gurnard Beach

8.2/10 (10 reviews)
Gurnard Beach features a pebble shoreline with stunning views across the Solent and Isle of Wight's spectacular sunsets. Stroll the esplanade watching sailing boats before enjoying a drink at the seaside pub.
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Thorness Bay Beach

7.6/10 (5 reviews)
This tranquil stretch of sand and shingle offers a peaceful retreat within a protected ecological site. Enjoy scenic walks along the Solent shoreline while spotting local wildlife in their natural habitat.
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Cowes Maritime Museum

8.0/10 (1 review)
Housed in Cowes Library, this intimate museum celebrates the Isle of Wight's shipbuilding legacy with meticulously crafted boat models and artifacts, showcasing the area's yachting traditions.
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Sir Max Aitken Museum

10.0/10 (1 review)
Explore three centuries of maritime history in this historic 18th-century sailmaker's loft. Admire the intricate ship models, marine paintings, and rare nautical instruments in this intimate waterfront museum.
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Military History Museum

This hands-on military museum showcases an impressive collection of tanks, guns, and historical vehicles. Take an armoured vehicle ride or try the air rifle range for an interactive glimpse into military history.
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Cowes Hotel Deals

New Holmwood Hotel

New Holmwood Hotel

Queens Road, Egypt Point Cowes England
8.8/10 Excellent! (395 reviews)
"The rooms were clean and basically maintained. However the website is still advertising a snack bar restaurant on site. This is not the case. Cannot even get a cup.of coffee or a lunchtime snack, without walking 15 to 20 minutes or car ( then have to find parking). Would not have booked this accommodation ..."

Reviewed on Oct 11, 2026

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New Holmwood Hotel
Leonardo Hotel Southampton

Leonardo Hotel Southampton

1 Charlotte Place Southampton England
Fully refundableReserve now, pay when you stay
$60 nightly
$72 total
Nov 13 - Nov 14
Total with taxes and fees
Leonardo Hotel Southampton
Holiday Inn Portsmouth by IHG

Holiday Inn Portsmouth by IHG

Pembroke Road Portsmouth England
Fully refundable
$56 nightly
$68 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
"It was good for an overnight business trip. Staff were helpful and polite. Breakfast was ok, a couple of things missing from the buffet. The room was pleasant enough, if a little tired. Parking is not the easiest if you're not there early."

Reviewed on Oct 13, 2026

Holiday Inn Portsmouth by IHG
See all 4,608 properties in 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.

Find the Best Cowes Vacation Packages

Cowes Beach Vacation

Sit on the shore and feel the sea breeze whip through your hair during your Cowes vacation. If you're visiting for the first time, why not search for some unique seashells as a reminder of your trip to Cowes? Stay near Cowes Beach, a popular stretch of coast just 0.6 miles from the city center. We also have superb Cowes packages that are closer to Thorness Bay Beach, another alluring option.

Things You Should Know About Cowes

  • If you think a perfect vacation is fresh ocean breezes and water views, check out our Cowes beach hotels. You'll forget the stresses of daily life at these perfectly located retreats.
  • Alternatively, browse our range of private vacation homes. They're a hit with travelers planning a stay in Cowes. Check out Best Western New Holmwood Hotel and Villa Rothsay Hotel.
  • There are tons of activities that keep the 21,200 or so residents of Cowes entertained. A quick look at our Cowes things to do page will let you in on the best of what's on offer.
  • Cowes Harbour, Cowes Harbour and Cowes Harbour are just some of the attractions that should be on your must-do list. With our Cowes vacation deals, you'll have more money in your back pocket to explore.

Cowes Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Population
21,200
Max Temp Winter
45ºF
Max Temp Summer
65ºF
Top Sights
Beaulieu National Motor Museum, Mayflower Theatre and New Forest Wildlife Park

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Frequently asked questions

How much does a Cowes vacation package cost?
Offering excellent value package deals from $1,293 on Expedia, you'll be pleasantly surprised at how much a vacation to Cowes costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Cowes?
March, May and September are the best times to look for cheap Cowes vacation packages. Opting to travel in less busy periods means you'll typically find better prices on accommodations and flights.
How many days is enough for Cowes?
Cowes vacations can be short or long, but to really get a feel for this place, we'd say 2 days is a good ballpark. This will mean you can fit in top attractions like Thorness Bay Beach and Sir Max Aitken Museum and track down some hidden gems. Don't forget to visit cool neighborhoods such as Gurnard and Fishbourne either. If you plan wisely, you can even take a day trip or two from Cowes too.
Is it worth booking a vacation package to Cowes?
Whether you want to check out attractions such as Cowes Harbour and Thorness bay on your Cowes vacation, or coming for its excellent history, views and festivals, there's something for everyone here. With so much to do, you'll soon learn why so many families think Cowes is a good vacation destination.
How to find the best Cowes package deals?
Use Expedia's handy filters to help you find some great Cowes package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Cowes package deals in the off-peak season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Cowes vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging flights and hotels individually. Better still, you can tailor your Cowes getaway to match your exact style. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Cowes?
Enjoy incredible bargains by reserving your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Cowes break.
Does Expedia offer Book Now, Pay Later Cowes vacation packages?
Your Cowes getaway should be a relaxing escape from your daily routine, not a source of money worries. So to give you extra flexibility, we've joined 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 aren't any hidden or late payment fees to worry about.

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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.