Chale Vacations from $1,320
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.
South Winchester Lodges
$1,752
per person
Dec 2 - Dec 8
found 7 hours ago
Roundtrip flight included
Dallas (DFW) to Southampton (SOU)
9.6/10 Exceptional! (42 reviews)
Lovely lodge, clean and appreciated the birthday balloons. Good communication and excellent location in winchester with new forest short driving distance. We went to go for breakfast on last day at the golf club but found them unfriendly with a cold atmosphere. The lodge however was fab!
Reviewed on Aug 29, 2026
Albion Hotel
$1,361
per person
Dec 3 - Dec 9
found 19 hours ago
Roundtrip flight included
Austin (AUS) to Southampton (SOU)
9.6/10 Exceptional! (72 reviews)
Staff was very friendly and went out of their way to help. Sliding door had a broken lock which prevented us from locking the patio door the first night. Fuses tripped in the middle of night which prevented me from using CPAP machine and charging our phones. Slow drain in shower which caused excess water on bathroom floor. The views were spectacular and well worth the minor inconveniences. Wished we could have stayed longer!
Reviewed on Sep 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.
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.
Maze
Enjoy an outing to Maze during your stay in Chale. While you're in the area, stroll along the seaside.
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.
What to do in Chale
Osborne House-A driver guided tour of Victoria's Island Paradise
$1,125
per traveler
Chale Hotel Deals
Village Hotel Portsmouth
Lakeshore Drive Portsmouth England
Fully refundableReserve now, pay when you stay
$82 nightly
$98 total
Oct 4 - Oct 5
Total with taxes and fees
8.4/10 Very Good! (1,003 reviews)
"This was a great very clean, tidy and budget friendly hotel We used this for our trips using the ferry We will definitely return!"
Reviewed on Sep 19, 2026
Holiday Inn Portsmouth by IHG
Pembroke Road Portsmouth England
Fully refundable
$65 nightly
$78 total
Oct 4 - Oct 5
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
"Room good but small. Location good for walking along the nice, relativity new promenade by Southsea Castle. Onsite parking is a bit dated and cramped spaces for today's wider cars. The restaurant menu is the same as the bar menu so expect nothing grand. We decided to give it a miss as there's better ..."
Reviewed on Sep 18, 2026
Portsmouth Marriott Hotel
Southampton Road Portsmouth England
Fully refundableReserve now, pay when you stay
$85 nightly
$102 total
Oct 11 - Oct 12
Total with taxes and fees
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 $1,320 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.