Chale Vacations from $1,162

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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.
Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,349, price is now $1,162 per person
$1,162
per person
Oct 26 - Nov 1
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
7.4/10 Good! (1,004 reviews)
Stayed in room 230 and found hotel very dated. No water available in room and stain on bedding. Bathroom shower awful as ceiling very low so shower head was low down.

Reviewed on Aug 20, 2025

Norton Park Hotel, Spa & Manor House

Norton Park Hotel, Spa & Manor House

4 out of 5
Price was $1,446, price is now $1,232 per person
$1,232
per person
Oct 26 - Nov 1
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
7.8/10 Good! (1,000 reviews)
The staff are a big plus for this hotel. We have stayed at Norton Park for a number of years, going back to the 2000 It has not changed very much over the years, and although the rooms are clean, they are starting to look dated.

Reviewed on Aug 20, 2025

The Cricketers Inn

The Cricketers Inn

3 out of 5
Price was $1,571, price is now $1,345 per person
$1,345
per person
Oct 26 - Nov 1
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
9.8/10 Exceptional! (21 reviews)
Fresh renovated triple room that accommodated myself and my 2 daughters with a bed each. The pub downstairs had great food. The owners very welcoming and friendly

Reviewed on Jul 23, 2025

Woodlands Lodge Hotel

Woodlands Lodge Hotel

3 out of 5
Price was $1,351, price is now $1,164 per person
$1,164
per person
Oct 26 - Nov 1
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
8.8/10 Excellent! (276 reviews)
We had a good time here with 3 kids in the deluxe family room. Decor and bathroom fittings could be refreshed but the critical things were clean and plenty of space in the rooms and also garden for the kids to chill and play. We thought it was good value for money. Very close to paulton park and also within 30mins drive to most of the walks we wanted to do so all in all a good experience.

Reviewed on Aug 17, 2025

Hotel du Vin & Bistro Winchester

Hotel du Vin & Bistro Winchester

4 out of 5
Price was $1,850, price is now $1,629 per person
$1,629
per person
Oct 26 - Nov 1
found 18 hours ago
Roundtrip non-stop flight included
Portland (PDX) to Southampton (SOU)
9/10 Wonderful! (527 reviews)
No lift, but otherwise a good standard four star experience. Staff are friendly and efficient.

Reviewed on Aug 20, 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

$1,034
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
$90 nightly
The price is $108 total per night from Sep 21 to Sep 22
$108 total
Sep 21 - Sep 22
Total with taxes and fees
8/10 Very Good! (1,000 reviews)
Great location
"2nd time here and it’s a great hotel, lovely staff and the location is great for old Portsmouth and Southsea’s two best pubs"

Reviewed on Aug 18, 2025

Holiday Inn Portsmouth by IHG
ibis budget Portsmouth

ibis budget Portsmouth

3 out of 5
Fratton Way, Portsmouth, England
Fully refundableReserve now, pay when you stay
$38 nightly
The price is $46 total per night from Sep 21 to Sep 22
$46 total
Sep 21 - Sep 22
Total with taxes and fees
7.6/10 Good! (1,000 reviews)
Fratton Park budget stay
"As it says on tge label, it's a bydget Hotel. Rooms are small but comfy, staff, busy but friendly. Th3 breakdast us inclyded abd is also continental style, but sufficient. There is Kentucky opposite, and Tescovextra, Ludl and Aldi. But tgere us also a wearherspoons 15 minutes walk away. The oppisite ..."

Reviewed on Aug 14, 2025

ibis budget Portsmouth
Southsea Rocks Hotel

Southsea Rocks Hotel

2 out of 5
4 Florence Rd, Portsmouth, England
Fully refundableReserve now, pay when you stay
$56 nightly
The price is $67 total per night from Aug 31 to Sep 1
$67 total
Aug 31 - Sep 1
Total with taxes and fees
8/10 Very Good! (81 reviews)
"Excellent"

Reviewed on Aug 20, 2025

Southsea Rocks Hotel
See all 2,529 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.

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Frequently asked questions

How much does a Chale vacation package cost?
You'll find cheap prices from $1,162 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.