Chale Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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.
Top Chale Vacation Deals
Price found within the past 48 hours. Click for updated prices.
No.4 Carlton Hotel
The Polygon
CA $1,205
per person
Nov 17 - Nov 20
found 1 hour ago
Roundtrip non-stop flight included
Lisbon (LIS) to Southampton (SOU)
9.6/10 Exceptional! (169 reviews)
We had a delightful stay...and a wonderful breakfast. My wife thought the eggs were prepared perfectly.
Reviewed on Sep 28, 2026
Orange Grove Hotel & Gardens
CA $823
per person
Nov 17 - Nov 20
found 1 hour ago
Roundtrip non-stop flight included
Lisbon (LIS) to Southampton (SOU)
8.4/10 Very good! (388 reviews)
Great location, facilities and parking. Large practical rooms and friendly staff. Only drawback was rooms are dated with no air conditioning. Same with my particular en-suite bathroom, large and dated. Water pressure was poor so showering not great idea. However for a short stop highly recommended.
Reviewed on Oct 9, 2026
Ready to book your vacation to Chale?
Chale Hotel Deals
Holiday Inn Portsmouth by IHG
Pembroke Road Portsmouth England
Fully refundable
CA $80
CA $96 total
Nov 1 - Nov 2
includes taxes & fees
Village Hotel Portsmouth
Lakeshore Drive Portsmouth England
Fully refundableReserve now, pay when you stay
CA $115
CA $138 total
Nov 8 - Nov 9
includes taxes & fees
8.4/10 Very good! (1,005 reviews)
"The only thing letting the place was the terrible pillows and uncomfortable bed that creaked everytime you moved."
Reviewed on Oct 10, 2026
Holiday Inn Express Portsmouth - Gunwharf Quays by IHG
The Plaza Gunwharf Quays Portsmouth England
Fully refundable
CA $113
CA $136 total
Nov 8 - Nov 9
includes taxes & 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.
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.
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.
Maze
Enjoy an outing to Maze during your stay in Chale. While you're in the area, stroll along the seaside.
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
Isle of Wight: Osborne Admission Ticket
CA $41
per adult
100% of travellers recommend
Frequently asked questions
How much does a Chale vacation package cost?
Offering great value package deals from CA $806 on Expedia, you'll be thrilled with how little a vacation to Chale costs! Expedia's packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Chale?
The off-season is the best time to head to Chale if you're on a budget. Another tip for getting cheap Chale vacation packages? Avoid visiting during public holidays and any major festivals.
How many days is enough for Chale?
We'd recommend booking a Chale vacation for a minimum of 2 days. This will allow you enough time to visit key attractions including Ventnor Botanic Garden and Steephill Cove Beach, as well as check out neighbourhoods like Whitwell and Saint Lawrence. You could even fit in a day trip (or two) from Chale.
How to find the best Chale package deals?
Start your search for a Chale package deal by entering your destination and preferred trip dates under our "Packages" tab. Then select a few filters, like "Property type" and "Amenities," to tailor the results to your exact needs. You can also sort by "Package discount" and discover offers that come with big savings. If you don't find the perfect Chale package deal straight away, just play around with your dates and search again. Bear in mind that deals are only available for a limited time, so book early and get your Chale escape underway.
Is it cheaper to book a Chale vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, flight and car rental into one great-value price and you could save hundreds of dollars. You'll typically score a better deal than booking each component separately. And you'll still have the flexibility to create a customized Chale vacation by choosing your preferred accommodation type, airline and car class.
When to book a vacation package to Chale?
If you're considering an impromptu Chale getaway, check out our last-minute deals that can be booked up to a week before you take off. Don't want to leave things to the last minute? You can score amazing deals on your hotels and flights by booking well in advance.
How to plan a trip to Chale?
- Pick your travel dates: The things you'd like to do in Chale and your favourite season will help you decide when to go.
- Plan your budget wisely: On top of the cost of your hotel, you should consider other expenses. These include flights, food and transportation. Also, put aside a little extra for unexpected expenses that may crop up during your trip to Chale.
- Decide your trip length: Think about how much time you'd like to spend exploring Chale. Plan your itinerary so you can get to all the attractions and activities you're interested in without rushing.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a tailored Chale vacation package.
Explore a world of travel with Expedia
- Whitefield Bed and Breakfast
- Vacation Homes in Isle of Wight
- Butterfly Paragliding & B&B
- Hotel Wedding Venues Hotels in Isle of Wight
- Casino Hotels in Isle of Wight
- B&B in Milford on Sea
- Carisbrooke Premier Lodge
- Newport Hotels
- Shanklin Hotels
- Yarmouth Hotels
- Shepherds Hut with Scandinavian Hot Tub and hydromassager
- Ryde Hotels
- Cowes Hotels
- Romantic Hotels in Isle of Wight
- Bembridge Harbour Yurt
- 1 bedroom accommodation in Milford on Sea
- Lymington Hotels
- Beach Hotel Hotels in Isle of Wight
- Marriott Hotels & Resorts in Yarmouth
- Chale Hotels
- Isle of Wight Hotels
- Langham Court
- Hotels with an Indoor Pool in Isle of Wight
- 2 bedroom accommodation in Shanklin
- All Inclusive Resorts and in Isle of Wight
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
