Chale Vacations from $981
Book a Hotel + Flight or Car together to unlock savings
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.
Vinegar Hill Pottery B & B
$999
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
9.4/10 Exceptional! (48 reviews)
The little gypsy caravan was lovely and quaint, an experience in itself, everywhere was immaculate and clean, well organised, the continental breakfast was beautiful with a wide range and fresh fruit, the owner recommended we're to eat in the village and drink, it's was excellent to, nice and friendly, overall an excellent experience
Reviewed on Jul 31, 2026
Ennios Boutique Hotel Rooms
Southampton City Centre
$1,112
per person
Nov 27 - Nov 29
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Southampton (SOU)
9.4/10 Exceptional! (293 reviews)
Friendly staff and very helpful with taking my luggage to and from my room. The Italian resturant was good. There are several site close by to visit but the wet weather didn't allow me to much walking around time. Very close to the cruise port.
would stay here again when in Southport.
Reviewed on Sep 6, 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.
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.
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.
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.
Maze
Enjoy an outing to Maze during your stay in Chale. While you're in the area, stroll along the seaside.
What to do in Chale
Osborne House-A driver guided tour of Victoria's Island Paradise
$1,125
per traveler
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 $981 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.