Chale Vacations from $648

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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.
Alton House Hotel

Alton House Hotel

3 out of 5
Price was $714, price is now $648 per person
$648
per person
Feb 26 - Mar 2
found 1 day ago
Roundtrip flight included
Boston (BOS) to Southampton (SOU)
8/10 Very Good! (572 reviews)
Excellent Staff. Very Welcoming. Room Dated but spotless. Lots of parking. Only thing not giving 5 Stars is the Commmon areas and Bathroom very dated. Carpets very worn in places. Some refurbishment underway . Location Excellent. No hesitation in recommending.

Reviewed on Dec 5, 2025

Winchester Wessex Hotel by Sunday

Winchester Wessex Hotel by Sunday

4 out of 5
Price was $1,175, price is now $1,025 per person
$1,025
per person
Mar 9 - Mar 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Southampton (SOU)
7.4/10 Good! (1,002 reviews)
Room very noisy at night! There was a consistent humming noise in room which got worse then went away then started up again got worse then went away! Not sure if it was outside or in hotel. Alley way a night that the room over looked had people shouting and being noisy! Badly fitted duet quilt that in the end i took off bed and just had duet cover over us!,but couldn't believe the disgusting quilt underneath the cover! Looked as though it had been out on the street! Very discoloured and large stains! which we have photos of!

Reviewed on Dec 14, 2025

The Seaview Hotel

The Seaview Hotel

3 out of 5
Price was $1,122, price is now $994 per person
$994
per person
Feb 4 - Feb 7
found 1 day ago
Roundtrip non-stop flight included
New York (JFK) to Southampton (SOU)
9.6/10 Exceptional! (21 reviews)
We booked the hotel for our honeymoon. We booked a premium room which was in the Annex at the back of the hotel we liked this as it was nice and quiet and a very spacious room. The room was clean and very comfortable. We visited the hotel restaurant on our first night and the food was delicious and service good. Breakfast was tasty each morning and all of the staff were polite and courteous. Would recommend.

Reviewed on Jun 18, 2025

Hampshire Court Hotel & Spa

Hampshire Court Hotel & Spa

4 out of 5
Price was $848, price is now $752 per person
$752
per person
Mar 6 - Mar 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
8/10 Very Good! (585 reviews)
We stayed over night as we had a work party there. Room very comfortable. Nice friendly welcome when we checked in. The bar staff very very attentive and efficient. Food was lovey. Thank you

Reviewed on Dec 6, 2025

No.4 Carlton Hotel

No.4 Carlton Hotel

4 out of 5
The Polygon
Price was $1,203, price is now $1,079 per person
$1,079
per person
Feb 4 - Feb 7
found 10 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Southampton (SOU)
9.6/10 Exceptional! (131 reviews)
This exquisite little hotel is an architectural gem, beautifully decorated, comfortable rooms with sumptuous bathrooms, designed for luxury getaways. No food service is offered, except a token continental morning starter, but ample dining is available within walking distance. Hotel staff is very helpful, friendly and discreet. We would gladly have spent more nights here, and heartily recommend the Carlton for a unique experience.

Reviewed on Nov 27, 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
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 Wroxall. Wander the area's beautiful beaches or simply enjoy one of its lively bars.

Isle of Wight Donkey Sanctuary
Beautiful lighthouse, well worth steep climb

St. Catherine's Lighthouse

You can find out about the history of Niton and Whitwell with a stop at St. Catherine's Lighthouse. Wander the beautiful beaches and seaside in the area.

St. Catherine's Lighthouse

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

$1,024
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
$59 nightly
The price is $71 total per night from Jan 4 to Jan 5
$71 total
Jan 4 - Jan 5, 2026
Total with taxes and fees
8/10 Very Good! (1,007 reviews)
The staff wre available and friendly ... unlike a lot of chain hotels these days where everything is run by apps and one can't get a human to speak to if something's not right with your room or you want to order a meal or just to order

Reviewed on Dec 16, 2025

Holiday Inn Portsmouth by IHG
Village Hotel Portsmouth

Village Hotel Portsmouth

4 out of 5
Lakeshore Drive Portsmouth England
Fully refundableReserve now, pay when you stay
$74 nightly
The price is $88 total per night from Dec 28 to Dec 29
$88 total
Dec 28 - Dec 29
Total with taxes and fees
8.2/10 Very Good! (1,006 reviews)
Breakfast Luke warm at best. Overcooked bacon and sausages

Reviewed on Dec 10, 2025

Village Hotel Portsmouth
Portsmouth Marriott Hotel

Portsmouth Marriott Hotel

4 out of 5
Southampton Road Portsmouth England
Fully refundableReserve now, pay when you stay
$83 nightly
The price is $100 total per night from Dec 22 to Dec 23
$100 total
Dec 22 - Dec 23
Total with taxes and fees
8.4/10 Very Good! (1,002 reviews)
The room was spotless. Bathroom - great shower good water pressure and lovely smelling body wash. Staff friendly great breakfast buffet.

Reviewed on Dec 13, 2025

Portsmouth Marriott Hotel
See all 2,756 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 $648 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.