Chale Vacations from $1,468
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Your Chale Vacation
Say farewell to the worries of planning and hello to a Chale vacation package. With the finer details organized before you go, you can focus on discovering this city, starting with Wroxall, which is good for culture, history and walking. Make your trip to Chale even more fulfilling by including some sightseeing. Ventnor Beach, Ventnor Botanic Garden and Blackgang Chine are some of the most popular attractions you'll want to explore. Expedia is here to help you escape your daily routine. Tailor your vacation to Chale to suit your travel style, whatever that may look like.
The Latest Chale vacation packages
Price found within the past 48 hours. Click for updated prices.
Harbour Hotel Southampton
Southampton City Centre
$1,966
per person
Dec 23 - Dec 28
found 24 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.2/10 Wonderful! (1,004 reviews)
The property is located right next the marina and had a wonderful sunset view over the water. We were upgraded to a suite, which had a bath in the bedroom and a large balcony. The HARBar on the 6th floor served wonderful food.
Reviewed on Oct 16, 2026
voco Southampton by IHG
Southampton City Centre
$1,504
per person
Dec 23 - Dec 28
found 18 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
8.8/10 Excellent! (1,322 reviews)
I had an amazing stay! The room was lovely & bed super comfortable. The amenities are excellent & the breakfast didn’t disappoint. The staff are a credit to the industry & Jose on the super friendly & helpful on arrival. The only thing I gave 4 stars on was some rust appearing around the tap handle but other than that it would have been a clean 5 star sweep review on all categories. Thanks I will definitely stay again when I next in the area. 🙂
Reviewed on Oct 18, 2026
Stay near popular Chale attractions
Blackgang Chine
9.2/10 (9 reviews)
Enjoy the thrill rides with your kiddos at Blackgang Chine during your trip to Chale. Wander the beautiful beaches and seaside in the area.
Hoy Monument
You can learn about the history of Chale when you stop by Hoy Monument. Wander the beautiful beaches and seaside in the area.
Maze
Enjoy an outing to Maze during your stay in Chale. While you're in the area, stroll along the seaside.
St. Catherine's Oratory
Find out about the history of Chale when you spend time at St. Catherine's Oratory. Wander the beautiful beaches and seaside in the area.
Butterfly Paragliding
10.0/10 (1 review)
Enjoy an outing to Butterfly Paragliding during your stay in Chale. Wander the beautiful beaches and seaside in the area.
What to do in Chale
Osborne House-A driver guided tour of Victoria's Island Paradise
$1,105
per traveler
Chale Hotel Deals
Holiday Inn Portsmouth by IHG
Pembroke Road Portsmouth England
Fully refundable
$57 nightly
$68 total
Nov 1 - Nov 2
Total with taxes and fees
8/10 Very Good! (1,004 reviews)
"Nice clean hotel"
Reviewed on Oct 18, 2026
Holiday Inn Express Portsmouth - Gunwharf Quays by IHG
The Plaza Gunwharf Quays Portsmouth England
Fully refundable
$84 nightly
$101 total
Nov 1 - Nov 2
Total with taxes and fees
8.4/10 Very Good! (1,001 reviews)
"Good basic hotel near all the action and very close to one of the train stations (Harbour Port). Noisy during the day because hotel is beside a public square with crowds and live and recorded music. This didn't bother us. Entrance is in a strange place which was hard to find as we walked from the ..."
Reviewed on Oct 18, 2026
Portsmouth Marriott Hotel
Southampton Road Portsmouth England
Fully refundableReserve now, pay when you stay
$89 nightly
$107 total
Oct 25 - Oct 26
Total with taxes and fees
8.4/10 Very Good! (1,004 reviews)
"Very comfortable stay. Recommend"
Reviewed on Oct 18, 2026
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 Chale Vacation Packages
Chale Essential Information
Language | English |
|---|---|
Currency | British pounds sterling |
Closest Airport | Southampton Airport (SOU) |
Max Temp Winter | 45ºF |
Max Temp Summer | 65ºF |
Top Sights | Ventnor Beach, Blackgang Chine and Isle of Wight Donkey Sanctuary |
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Frequently asked questions
How much does a Chale vacation package cost?
You'll find cheap prices from $1,468 on Expedia for your Chale break. However, factors like the season, choice of hotel and length of stay will determine how much your vacation to Chale costs.
What are the cheapest months to go to Chale?
You can usually find reduced prices and better availability in April, July and December. Browse our cheap Chale vacation packages and you could score some great off-season discounts.
How many days is enough for Chale?
Typically, a handful of days is enough to visit the main sights during your Chale vacation. However, if you want to have some time to unwind or go on day trips, consider extending your itinerary.
Is it worth booking a vacation package to Chale?
From attractions such as Isle of Wight Steam Railway and Butterfly Paragliding to its excellent walking trails, a Chale vacation guarantees an unforgettable adventure. With so much to do and see, it's time to find out for yourself why Chale is such a good vacation destination.
How to find the best Chale package deals?
Use Expedia's handy filters to help you find some fabulous Chale package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or browse for Chale 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 well in advance.
Is it cheaper to book a Chale vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component individually. And you'll still have the freedom to create a tailored Chale vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Chale?
Land amazing discounts by reserving your flights in advance with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for an impromptu Chale trip.
Does Expedia offer Book Now, Pay Later Chale vacation packages?
Secure your perfect trip to Chale with our Book Now, Pay Later vacations. No need to save up or hold off until the next payday — we've partnered with online lender Affirm to give you more flexibility with your finances. Our vacation packages with payment plans allow you to split the cost over 3, 6 or 12 months. With no late payment fees or extra charges, it's easy to stay on budget and snap up travel deals before they sell out.
Explore a world of travel with Expedia
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- Isle of Wight Area of Outstanding Natural Beauty
- Ventnor Beach
- All inclusive Vacation Packages Isle of Wight
- Visit Bonchurch
- Osborne House
- Freshwater Vacations
- Visit Chale
- Amazon World Zoo Park
- Yaverland Beach
- Whitecliff Bay Beach
- Blackgang Chine
- Visit Ventnor
- Shanklin Old Village
- Cowes Harbour
- Donald McGill Archive & Museum
- Norton Beach
- St Helens Beach
- Spring Vale Beach
- Alum Bay Beach
- Visit Isle of Wight
- Royal London Yacht Club
- Sir Max Aitken Museum
- Visit Arreton
- Lepe Beach
- Seaview Vacations
- Yarmouth Isle-of-Wight Ferry Terminal
- Isle of Wight Steam Railway
- Cowes Beach
- Isle of Wight Steam Railway
- Hurst Castle
- The Needles
- Isle of Wight Vacations
- Seaclose Park
- Visit Shanklin
- Colwell Bay Beach
- Sandown Pier
- Visit Niton
- Ryde Beach
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
