Chale Holidays from £418

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Your Chale Holiday

Say farewell to the worries of planning and hello to a Chale holiday package. With the finer details organised 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 holiday to Chale to suit your travel style, whatever that may look like.

Top Chale Flight + Hotel Deals

Price found within the past 48 hours. Click for updated prices.
The Pilot Boat Inn

The Pilot Boat Inn

3.5 out of 5
Price was £506, price is now £418 per person
£418
per person
15 Aug - 19 Aug
found 1 day ago
Return flight included
Manchester (MAN) to Southampton (SOU)
7.8/10 Good! (28 reviews)
Music from pub until 11pm , right annoying and then again from 8am from staff in the bar, this place has no consideration for its guests upstairs, avoid unless you like awful bass coming through the building.

Reviewed on 31 May 2026

The Fig Tree Shanklin

The Fig Tree Shanklin

3.5 out of 5
Price was £698, price is now £496 per person
£496
per person
15 Aug - 19 Aug
found 1 day ago
Return flight included
Manchester (MAN) to Southampton (SOU)
9.2/10 Wonderful! (84 reviews)
A modern and exceptionally clean hotel. The breakfast is excellent. With beach and old town mins away we were disappointed to find that we needed to use the car as hotel situated on the top of a hill. Buses and taxis were available and we would stay there again.

Reviewed on 11 Jul 2026

Enchanted Manor

Enchanted Manor

5 out of 5
Price was £719, price is now £558 per person
£558
per person
15 Aug - 19 Aug
found 1 day ago
Return flight included
Manchester (MAN) to Southampton (SOU)
9.6/10 Exceptional! (30 reviews)
Amazing stay at Enchanted manor, from the moment we walked in the vibes were warm and friendly. The food and drinks were delicious and the red squirrels and badger feeding in the evenings was an amazing experience. Could not recommend this place more.

Reviewed on 18 Oct 2025

Sentry Mead

Sentry Mead

3.5 out of 5
Price was £678, price is now £572 per person
£572
per person
15 Aug - 19 Aug
found 1 day ago
Return flight included
Manchester (MAN) to Southampton (SOU)
9.8/10 Exceptional! (96 reviews)
Another wonderful stay , the hotel is so beautifully decorated clean and owners so friendly and helpful. The breakfast in the morning is amazing with a fantastic choice cooked to order. The lady serving this is a treasure and can’t do enough for you. Will be back again to this amazing hotel by the sea .

Reviewed on 2 Jul 2026

Prince of Wales

Prince of Wales

3 out of 5
Price was £496, price is now £425 per person
£425
per person
15 Aug - 19 Aug
found 1 day ago
Return flight included
Manchester (MAN) to Southampton (SOU)
8/10 Very good! (142 reviews)
Great service and super breakfast. Room small and hot and a bit run down. Relatively expensive but it was festival weekend.

Reviewed on 22 Jun 2026

Chale Essential Information

Language
English
Currency
British pounds sterling
Closest Airport
Southampton Airport (SOU)
Max Temp Winter
7ºC
Max Temp Summer
18ºC
Top Sights
Ventnor Beach, Blackgang Chine and Steephill Cove Beach

Top hotels in Chale

Village Hotel Portsmouth

Village Hotel Portsmouth

4 out of 5
Lakeshore Drive Portsmouth England
The price is £99 per night from 19 Jul to 20 Jul
£99
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very good! (1,004 reviews)
"Hotel entrance feels more like a mall than a hotel, far from relaxing. Very basic small room for the high price. Very good gym, sauna and pool."

Reviewed on 11 Jul 2026

Village Hotel Portsmouth
Holiday Inn Express Portsmouth - Gunwharf Quays by IHG

Holiday Inn Express Portsmouth - Gunwharf Quays by IHG

3 out of 5
The Plaza Gunwharf Quays Portsmouth England
Fully refundable
The price is £106 per night from 19 Jul to 20 Jul
£106
19 Jul - 20 Jul
includes taxes & fees
8.4/10 Very good! (1,008 reviews)
"Stayed in various hotels in area in the past. Decided to give this one a try. Was not disappointed at all. Super location with staff and general appearance all very good. Big bonus is free parking at Gunwharf for 24 hours (normally £28) with only £2 for further 24 hours. Expected the complementary ..."

Reviewed on 11 Jul 2026

Holiday Inn Express Portsmouth - Gunwharf Quays by IHG
Portsmouth Marriott Hotel

Portsmouth Marriott Hotel

4 out of 5
Southampton Road Portsmouth England
Fully refundableReserve now, pay when you stay
The price is £94 per night from 2 Aug to 3 Aug
£94
2 Aug - 3 Aug
includes taxes & fees
8.4/10 Very good! (1,007 reviews)
"I have stayed here now more than 6 times always good"

Reviewed on 9 Jul 2026

Portsmouth Marriott Hotel
See all 3,127 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.

The Advantages of Chale Weekend Breaks

Discover a different side of the British Isles with a weekend break in Chale. Take short breaks away from home and enjoy some quality time in a beautiful place. You’ll come back feeling refreshed and inspired. You can have an action-packed Chale weekend break or get some peace with a relaxing holiday. Whatever experience you’re looking for, find it with our deals on hotels in Chale.

Cheap Weekend Breaks to Chale

There are lots of ways to take cheap weekend breaks to Chale. Expedia offers deals on car hires and hotel rooms and covers trips for all kinds of travellers. The best way to save is with our holiday packages in Chale. First, choose your car hire and hotel reservation. Then we’ll bundle them together into one discounted price. Solo explorers, couples, families, and groups of friends can discover budget solutions for their weekend breaks. Once you arrive, enjoy some of the fun things to do, many of which are free or cheap to experience  

Chale Romantic Weekend Breaks

Couples love taking romantic weekend breaks in Chale. Whisking your lover away for a romantic Chale weekend break is the perfect opportunity to make new memories together. Expedia offers all kinds of hotel options, so you can find romantic hotels in Chale and choose the best place for you. Check out our deals on beautiful properties, and you’ll save even more when you choose to package your hotel reservation with a car hire.

Family Weekend Breaks in Chale

Set some time aside to experience family weekend breaks in Chale. There are plenty of excellent family-friendly hotels in Chale within our selection of hotels. You can also find a place to call home in one of the holiday rentals in Chale. With accommodation, activities, and adventure all waiting, there’s never been a better time to plan Chale family weekend breaks.

All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Stay near popular Chale attractions

Blackgang Chine

9.2/10 (9 reviews)
Enjoy a fun-filled day at Blackgang Chine during your trip to Chale. Wander the beautiful beaches and seaside in the area.
See properties

What to do in Chale

Isle of Wight: Osborne Admission Ticket

Isle of Wight: Osborne Admission Ticket

£22
per adult
100% of travellers recommend
Isle of Wight: Osborne Admission Ticket
See all activities in Chale

Frequently asked questions

Why should I book my Chale holiday with Expedia?
With exceptional-value flights, car hire and hotel choices all in one place, Expedia makes planning your Chale break a cinch. Moreover, we can help you bundle your bookings into a package holiday so you can save even more. Select from fabulous stays, add flights and/or a hire car (and maybe also some exciting activities!) and land incredible prices. Need to cancel? Expedia has a flexible cancellation policy for many reservations. To discover more, make your way to our Customer Service Portal link.
When is the best time of year to holiday in Chale?
January, September and October are the busiest months in Chale, while April, July and December are generally a lot quieter. With daytime average temperatures of 6ºC, January is the coolest period in Chale. The warmest time of year is July, when you can expect average temperatures of 16ºC during the day. Whatever the weather, you'll discover loads to keep you busy here.
What is the top hotel for my holiday in Chale?
Put your feet up and relax in comfort in Chale by choosing The Lakes Rookley as your gateway to adventure and fun.
How do I get a cheap holiday to Chale?
Booking a Chale holiday with Expedia is one of the best ways to save. We have more than 400 airlines and 321,000 properties around the globe. With such an amazing range to select from, you'll have no hassles creating your next dream adventure. Learn more about how you can save money on your holiday when you combine your flight and hotel bookings with Expedia.
What should I do on my Chale holiday?
There are so many places to visit while enjoying a holiday in Chale. Ventnor Beach, Ventnor Botanic Garden, Steephill Cove Beach and Blackgang Chine are among this city's major attractions.
What is the best area to stay in when on holiday in Chale?
If you plan to check out Isle of Wight Steam Railway, save yourself the hassle of commuting and find a place to stay nearby. It's one of the most popular attractions in Chale.
Do I need a visa for my Chale holiday?
Official government websites have all the information you need on visa requirements, application procedures and any necessary documentation. Your nationality and the purpose of your visit, whether it be for holidays or work, will determine if you need a visa for Chale. Also be sure that your passport is up to date and has a minimum of six months validity remaining beyond your planned date of return. Do all your travel planning well ahead of time to avoid any nasty last-minute surprises.
What should I wear on my Chale holiday?
First, think about the activities planned during your trip to Chale and bring versatile pieces that you can mix and match. For fashion inspiration or information on any dress codes, browse a few style blogs or social media accounts. Be sure to check the weather forecast so you can pack appropriately. The warmest time of year in Chale is July, with average daytime temperatures of 16ºC. If you're visiting during the coolest month of January, the mercury averages 6ºC during the day.
What does an Expedia Chale holiday include?
Flights, hotels and a reliable car for your road trip adventures. Simply pick and choose your preferred bundle and gain access to great discounts. Once you've made your booking, add on a couple of tours and activities and watch your savings grow. When it comes to creating your Chale break, the choice is all yours! Apartments and cottages are two of the most highly sought-after property types in Chale. Whatever your preference or size of your group, you can count on Expedia for the flexibility and freedom to tailor your next dream escape.
Does Expedia offer Book Now, Pay Later Chale holidays?
Yes. Expedia has teamed up with online lender Klarna to help you conveniently pay for your holiday in instalments. Simply select the payment plan best suited to your needs during checkout and take away the stress of budgeting for your trip. Make sure you bundle your accommodation, car hire and flights with Expedia to get the biggest bang for your travel buck. Take a look at our flexible payment options below:

  • Pay monthly holidays: If paying in multiple transactions is something that would work for you, Klarna can help. Paying in several transactions will make that dream holiday possible.
  • No-deposit holidays: When you see an amazing deal but don't have the full amount yet, Klarna's no-deposit holiday plan will allow you to Book Now, Pay Later to lock it in.

Can I choose my airline with a Chale Expedia holiday?
Yes, so take your pick! We offer more than 400 partner airlines throughout the world, so you can tailor your Chale escape according to your budget and style.

Explore a world of travel with Expedia

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Flight-inclusive packages are ATOL protected.