Chale Vacations from $989

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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.
Leonardo Hotel Southampton

Leonardo Hotel Southampton

4 out of 5
The Polygon
Price was $1,125, price is now $989 per person
$989
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Southampton (SOU)
8.4/10 Very Good! (1,200 reviews)
Nice hotel, the room was clean but it wasn’t a free breakfast. 32pounds for 2 if you book the night before

Reviewed on Nov 2, 2025

No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,619, price is now $1,365 per person
$1,365
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Southampton (SOU)
9.6/10 Exceptional! (122 reviews)
Decor, hotel quality, and cleanliness was excellent. Lots of great amenities included. Guest service was friendly and efficient. Important to note that there is no elevator. Also, glassed in bathroom was not very private and sound through ceiling and room door was very noticeable.

Reviewed on Oct 23, 2025

The Pilot Boat Inn

The Pilot Boat Inn

3.5 out of 5
Price was $2,152, price is now $1,832 per person
$1,832
per person
Dec 27 - Jan 2
found 6 hours ago
Roundtrip flight included
Indianapolis (IND) to Southampton (SOU)
8.4/10 Very Good! (21 reviews)
The whole building was unique. unusual but very comfortable. We could have done with another chair in the Room.....but other than that fine. 'Mine host ' was very friendly and helpful. We had a bit of banter.

Reviewed on Jul 26, 2024

Bartley Lodge Hotel

Bartley Lodge Hotel

4 out of 5
Price was $1,119, price is now $1,011 per person
$1,011
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Indianapolis (IND) to Southampton (SOU)
7.6/10 Good! (264 reviews)
Better lighting in car park when it's dark. Difficult to see where the disabled spaces are

Reviewed on Sep 15, 2025

Hotel du Vin & Bistro Winchester

Hotel du Vin & Bistro Winchester

4 out of 5
Price was $2,476, price is now $2,249 per person
$2,249
per person
Dec 27 - Jan 2
found 6 hours ago
Roundtrip flight included
Indianapolis (IND) to Southampton (SOU)
9/10 Wonderful! (536 reviews)
Lovely hotel and helpful staff, We were given an upgrade so our room was near our daughters Breakfast excellent snd parking great

Reviewed on Oct 24, 2025

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Discover the most popular places to visit in Chale

Ventnor Beach, Isle of Wight.

Ventnor Beach

If a restful vacation is part of your travel plans, Ventnor Beach might be the perfect place to seek out during your trip to Ventnor. Wander the gardens and seaside in this quaint area.

Ventnor Beach
Since 1952 Godshill has been the home of a model village of itself and Shanklin's old village at a scale of 1:10. It is so detailed and on such a large scale that it contains a scale model of the model village. Within that second model there is a third, even smaller model of the village

Godshill Model Village

You can spend an afternoon browsing the exhibits at Godshill Model Village during your trip to Ventnor. Wander the beautiful beaches and seaside in the area.

Godshill Model Village
Visiting the donkey sanctuary in Ventnor, lots of chatter between the donkeys 😂❤️

Isle of Wight Donkey Sanctuary

See the exotic and native animals who live at Isle of Wight Donkey Sanctuary during your travels in Ventnor. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

Isle of Wight Donkey Sanctuary

What to do in Chale

The rear of the House - but the front as you come from the sea

Osborne House-A driver guided tour of Victoria's Island Paradise

$1,027
per traveler
Osborne House-A driver guided tour of Victoria's Island Paradise
See all activities in Chale

Chale Hotel Deals

Holiday Inn Portsmouth by IHG

Holiday Inn Portsmouth by IHG

4 out of 5
Pembroke Road, Portsmouth, England
Fully refundable
$69 nightly
The price is $83 total per night from Nov 16 to Nov 17
$83 total
Nov 16 - Nov 17
Total with taxes and fees
8/10 Very Good! (1,005 reviews)
The room size was fab for four of us. Very spacious. The use of the pool was excellent and made our stay. Staff were friendly and helpful. Dinner service was very slow!

Reviewed on Oct 31, 2025

Holiday Inn Portsmouth by IHG
ibis Portsmouth Centre

ibis Portsmouth Centre

3.5 out of 5
Winston Churchill Avenue, Portsmouth, England
Fully refundableReserve now, pay when you stay
$67 nightly
The price is $80 total per night from Nov 17 to Nov 18
$80 total
Nov 17 - Nov 18
Total with taxes and fees
8.2/10 Very Good! (1,012 reviews)
I liked parking off the road. It was quiet , yet only 15 ish minutes walk to attractions. Breakfast good. Slept very well. Disappointed the fryer wasn’t working Friday evening for dinner, so limited the choice of the menu, heard other visitors not happy either. I know this was unintentional, but ...

Reviewed on Oct 26, 2025

ibis Portsmouth Centre
Royal Maritime Hotel

Royal Maritime Hotel

3 out of 5
Queens Street, Portsmouth, England
Fully refundableReserve now, pay when you stay
$98 nightly
The price is $118 total per night from Dec 3 to Dec 4
$118 total
Dec 3 - Dec 4
Total with taxes and fees
8.6/10 Excellent! (1,006 reviews)
Close to restaurants and attractions

Reviewed on Oct 27, 2025

Royal Maritime Hotel
See all 2,560 properties in Chale
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 $989 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.

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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.