Winsloe Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Price found within the past 48 hours. Click for updated prices.
  • Sauna
    Jul 24 - Jul 27

    Cavendish Bosom Buddies Cottage Resort + Flight

    Cavendish
    3 nights
    3.0 star property
    9.6/10 - Exceptional (139 reviews)
    "Great relaxing spot to unwind after a long day of hiking"
    Reviewed May 24, 2026
    Roundtrip • Toronto (YYZ) - Charlottetown (YYG)
    YYZ - YYG • Nonstop YYG - YYZ • Nonstop
    CA $1,005
    CA $819
    per traveller
    found 8 hours ago
    Cavendish Bosom Buddies Cottage Resort
  • Lobby
    Aug 10 - Aug 14

    The Hotel on Pownal + Flight

    Downtown Charlottetown
    4 nights
    2.5 star property
    8.8/10 - Excellent (1,007 reviews)
    "Raphael at the Front Desk was very helpful. The lady managing the breakfast area was very friendly, attentive and efficient."
    Reviewed May 28, 2026
    Roundtrip • Hamilton (YHM) - Charlottetown (YYG)
    YHM - YYG • 1 stop YYG - YHM • 1 stop
    CA $1,896
    CA $1,488
    per traveller
    found 1 day ago
    The Hotel on Pownal
  • Luxury Villa | Terrace/patio
    Jul 10 - Jul 16

    Multicultural Museum Cottages + Flight

    Brackley Beach
    6 nights
    3.0 star property
    9.0/10 - Wonderful (49 reviews)
    "Excellent place to stay. Big unit with 3 bedrooms so it was big for the 2 of us, but nice."
    Reviewed January 2, 2026
    Roundtrip • Hamilton (YHM) - Charlottetown (YYG)
    YHM - YYG • 1 stop YYG - YHM • 1 stop
    CA $2,922
    CA $2,311
    per traveller
    found 9 hours ago
    Multicultural Museum Cottages
  • Rooftop terrace
    Aug 10 - Aug 14

    Rodd Charlottetown + Flight

    Downtown Charlottetown
    4 nights
    4.5 star property
    8.8/10 - Excellent (1,005 reviews)
    "Good experience"
    Reviewed May 31, 2026
    Roundtrip • Hamilton (YHM) - Charlottetown (YYG)
    YHM - YYG • 1 stop YYG - YHM • 1 stop
    CA $1,825
    CA $1,529
    per traveller
    found 1 day ago
    Rodd Charlottetown
  • Grand Cottage, 2 Bedrooms | Private kitchen
    Aug 19 - Aug 26

    Avonlea Forest Hill Cottages + Flight

    Cavendish
    7 nights
    3.0 star property
    9.0/10 - Wonderful (26 reviews)
    "The cabin is lovely—both inside and out. The kitchen is well-equipped with just about everything you’d need, and there are plenty of blankets and heaters in every room to keep things cozy and comfortable in the fall weather. The location was ideal for our trip and felt peaceful and private. There was a hiccup with the WiFi when we arrived, which made it a bit tricky to get in touch at first. However, once Scarlet received our message, she responded with kindness and got everything resolved right..."
    Reviewed October 18, 2025
    Roundtrip • Toronto (YYZ) - Charlottetown (YYG)
    YYZ - YYG • Nonstop YYG - YYZ • Nonstop
    CA $1,623
    CA $1,367
    per traveller
    found 15 hours ago
    Avonlea Forest Hill Cottages

Where to stay in Winsloe

Find the best Winsloe areas and neighborhoods for the activities you enjoy most. Learn more about Winsloe
Sunset over the Charlottetown harbor in the summer

Downtown Charlottetown

4 out of top 10 points of interest in this area
4.5/5(428 area reviews)

While visiting Downtown Charlottetown, you might make a stop by sights like Confederation Centre of the Arts and Victoria Row.

Find hotels in Downtown Charlottetown

Winsloe Hotel Deals

Canadas Best Value Inn & Suites Charlottetown

Canadas Best Value Inn & Suites Charlottetown

3 out of 5
20 Capital Dr Charlottetown PE
Fully refundableReserve now, pay when you stay
The price is CA $137 per night from Jun 14 to Jun 15
CA $137
CA $164 total
Jun 14 - Jun 15
includes taxes & fees
8/10 Very Good! (1,333 reviews)
"NA"

Reviewed on Jun 1, 2026

Canadas Best Value Inn & Suites Charlottetown
The Arts Hotel

The Arts Hotel

3 out of 5
155 Kent St Charlottetown PE
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Jun 2 to Jun 3
CA $186
CA $223 total
Jun 2 - Jun 3
includes taxes & fees
8.4/10 Very Good! (1,160 reviews)
"Nice place. Comfortable room. And then a large noisy arty started on the floor above us. We were already asleep when the noise started. We complained to the front desk. It took them about an hour to stop the noise. It seems like the party people went out, but then returned at 2AM for more noise. ..."

Reviewed on May 31, 2026

The Arts Hotel
Hampton Inn & Suites Charlottetown

Hampton Inn & Suites Charlottetown

3 out of 5
300 Capital Drive Charlottetown PE
Fully refundableReserve now, pay when you stay
The price is CA $211 per night from Jun 7 to Jun 8
CA $211
CA $252 total
Jun 7 - Jun 8
includes taxes & fees
9.4/10 Exceptional! (1,115 reviews)
"Very nice property. Rooms were very large and comfortable. Breakfast was OK, ran out of eggs one morning but refilled the bin within a few minutes."

Reviewed on May 31, 2026

Hampton Inn & Suites Charlottetown
See all 763 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.
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Frequently asked questions

How much does a Winsloe vacation 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 vacation 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 vacation?
Savvy travelers 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 vacation 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 vacation 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

Aerial view of Charlottetown, the capital and largest city of the Canadian province of Prince Edward Island

Historic Charlottetown Waterfront

4.5/5(374 reviews)

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
Confederation Centre of the Arts

Confederation Centre of the Arts

4.5/5(132 reviews)

Find exhibitions about Canadian confederation, admire artwork by national artists and attend entertaining theater productions at this cultural center.

Confederation Centre of the Arts
Victoria Row

Victoria Row

4.5/5(90 reviews)

During your trip to Charlottetown, you can do some window-shopping at Victoria Row. Experience the area's live music and theater scene.

Victoria Row
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.