Winsloe Holidays

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Your Winsloe Holiday

Book a Winsloe holiday package and discover the atmosphere and rhythm of this vibrant neighbourhood. With all your travel plans taken care of, the only thing you need to focus on here is having a great time. Want a few ideas of what to see and do during your trip to Winsloe? Royalty Crossing Mall and That Fun Place are just a couple of nearby attractions to add to your to-do list. Don't just imagine it — turn it into a reality! Secure your ideal Winsloe holiday with Expedia and get to where you're going your way.

Our pick of the best Winsloe Hotel Deals

Rodd Charlottetown

Rodd Charlottetown

4.5 out of 5
75 Kent St Charlottetown PE
Fully refundableReserve now, pay when you stay
The price is AU$221 per night from 24 Jan to 25 Jan
AU$221
24 Jan - 25 Jan
includes taxes & fees
8.6/10 Excellent! (1,003 reviews)
Clean, com

Reviewed on 19 Jan 2026

Rodd Charlottetown
Charlottetown Inn & Conference Centre

Charlottetown Inn & Conference Centre

3.5 out of 5
238 Grafton St Charlottetown PE
Fully refundableReserve now, pay when you stay
5.8/10 (1,490 reviews)
Very friendly staff although extremely noisy from youth hockey players

Reviewed on 11 Jan 2026

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Charlottetown Inn & Conference Centre
The Sydney Boutique Inn

The Sydney Boutique Inn

5 out of 5
55 Weymouth Street Charlottetown PE
Fully refundableReserve now, pay when you stay
9.8/10 Exceptional! (1,000 reviews)
The breakfast was fresh, the room was beautiful. The rainfall shower was wonderful. Such comfy beds with feather duvets.

Reviewed on 10 Jan 2026

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The Sydney Boutique Inn
See all 694 properties in Winsloe
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.
All Inclusive Holidays
All Inclusive Holidays
All Inclusive Holidays
Cheap Holidays
Cheap Holidays
Cheap Holidays
beach holidays
Beach Holidays
Beach Holidays

Frequently asked questions

How much does a Winsloe holiday package cost?
Custom build your Winsloe package from only . Pick from any combination of flights, hotels and rental cars to craft the getaway you've long been dreaming about. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to Winsloe?
Imagine all the fun things you could do in Winsloe with a pile of extra cash in your wallet. Watch your savings stack up when you bundle your travel bookings into a Winsloe holiday package. You have loads of choice with Expedia too. In fact, you can pick from more than 550 airlines and 1 000 000 properties around the world. Whether you're taking a break with the family or going it alone, planning a getaway to Winsloe is better with a package.
How far in advance should I book my Winsloe holiday?
Savvy travellers will likely want to book early. You can usually start comparing international fares on Expedia up to a year before your intended flight. If you've left things to the last minute, there's no need to worry. Budget prices occasionally occur in the last weeks prior to departure.
What does an Expedia Winsloe travel package include?
From hotels and airfares to rental cars, Expedia can help you put together a Winsloe package that fits you. Heading off for a week or two? Check out a flight, hotel and rental car bundle. If you're taking a short break, a hotel and flight deal could be what you're after. Experiences can also be added once you've made your booking. Our packages make it a cinch to plan and save.
What should I know before booking a Winsloe travel package?
Find deals to match your budget with an Expedia package. Airfares, hotels, rental cars — we're a one-stop shop for all of them. You'll save precious cash just by bundling your bookings. Whether you're embarking on an adventure in the snow or relaxing on a sunny beach, your perfect getaway is just a few clicks away.
Can I choose my airline with a Winsloe Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines throughout the world. Our packages give you the flexibility to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Winsloe holiday package?
If your travel plans in Winsloe have changed, it's comforting to know that it's possible to amend or cancel your booking. If you made your booking less than 24 hours ago, you may be able to receive a refund. If your booking is older than that, your hotel, airline or car rental company may charge fees. To find out more, visit our Customer Service Portal.

Discover the most popular places to visit in Winsloe

When I visited Charlottetown, it wasn't anything what I expected. PEI was so much more beautiful than I could have imagined it would be and Charlottetown was no exception. Seen in this photo is a floating dock hub of places to eat. Depending on the tide determines where you are either at street level, or well below. I ate at The Chip Shack but unfortunately was a bit of a disappointment.

Historic Charlottetown Waterfront

After visiting Historic Charlottetown Waterfront, make a plan to see the other sights and activities in Charlottetown. Make time to visit the area's shops or simply enjoy its top-notch restaurants.

Historic Charlottetown Waterfront
Charlottetown which includes outdoor art and street scenes as well as an individual female

Victoria Row

During your trip to Charlottetown, you can enjoy retail therapy at Victoria Row. Experience the area's live music and theatre scene.

Victoria Row

Activities

Self Guided Charlottetown Tour with a Sixth-Generation Islander

Self Guided Charlottetown Tour with a Sixth-Generation Islander

AU$15
per adult
Self Guided Charlottetown Tour with a Sixth-Generation Islander
See all activities in Charlottetown
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.