Search Deals onWinsloe Vacation Packages
Winsloe Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.

Montgomery Cavendish Cottages
Price was $755, price is now $688 per person
$688
per person
Sep 26 - Sep 30
found 4 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown (YYG)
Stay at this 3.5-star cottage in Cavendish. Enjoy free WiFi, free parking, and a garden. Popular attractions Cavendish Beach and Site of Lucy Maud Montgomery's Cavendish Home are located nearby.

The Great George
Downtown Charlottetown
Price was $972, price is now $894 per person
$894
per person
Oct 18 - Oct 23
found 17 hours ago
Roundtrip flight included
Toronto (YYZ) to Charlottetown (YYG)
Stay at this 5-star luxury hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.

Sunflower Guest Suites
Price was $879, price is now $766 per person
$766
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3-star B&B in Summerside. Enjoy free parking, free bicycles on site, and onsite spa services. Our guests praise the helpful staff in our reviews. Popular attractions Summerside Range Lighthouse Rear and Bishop's Machine Shop Museum are located nearby.

Avonlea Forest Hill Cottages
Price was $1,124, price is now $999 per person
$999
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 3-star cottage in Cavendish. Enjoy free WiFi, free parking, and a garden. Popular attractions Cavendish Beach and Forest Hills Golf Course are located nearby.

The Sydney Boutique Inn
Downtown Charlottetown
Price was $1,387, price is now $1,240 per person
$1,240
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 5-star luxury hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Charlottetown Port and Historic Charlottetown Waterfront are located nearby.

The Hotel on Pownal
Downtown Charlottetown
Price was $930, price is now $833 per person
$833
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Book a stay at this business-friendly hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.

The Holman Grand Hotel
Downtown Charlottetown
Price was $1,192, price is now $1,068 per person
$1,068
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 4-star spa hotel in Charlottetown. Enjoy free WiFi, a full-service spa, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.

The Dawson House Bed & Breakfast
Price was $992, price is now $890 per person
$890
per person
Oct 9 - Oct 13
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 4-star business-friendly B&B in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
3-4 Night Vacations in Winsloe
Price found within the past 48 hours. Click for updated prices.



5-7 Night Vacations in Winsloe
Price found within the past 48 hours. Click for updated prices.



Cheap Hotel Deals in Winsloe

Charlottetown Inn & Conference Centre
238 Grafton St, Charlottetown, PE
Stay at this 3.5-star eco-certified hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...

Rodd Royalty
14 Capital Drive, Intersection of Highways 1 & 2, Charlottetown, PE
Stay at this 4.5-star luxury hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...

The Arts Hotel
155 Kent St, Charlottetown, PE
Stay at this 3-star hotel in Charlottetown. Enjoy free WiFi, a 24-hour front desk, and rainfall showerheads. Our guests praise the helpful staff and the clean ...
Save an average of 15% on thousands of hotels when you're signed in

Rodd Charlottetown
75 Kent St, Charlottetown, PE
Stay at this 4.5-star luxury hotel in Charlottetown. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the helpful staff and the clean ...

Brackley Beach Northwinds Inn and Suites
3812 Portage Rd, Brackley Beach, PE
Stay at this 3.5-star hotel in Brackley Beach. Enjoy free WiFi, a sauna, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our ...

Hampton Inn & Suites Charlottetown
300 Capital Drive, Charlottetown, PE
Book a stay at this business-friendly hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool ...

The Great George
58 Great George St, Charlottetown, PE
Stay at this 5-star luxury hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in ...

Holiday Inn Express & Suites Charlottetown by IHG
200 Capital Drive, Charlottetown, PE
Book a stay at this business-friendly hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Mon, Sep 29 - Sat, Oct 4
YYZ
Pearson Intl.
YYG
Charlottetown
$222 Roundtrip, found 19 hours ago
$222
Roundtrip
found 19 hours ago

Fri, Oct 10 - Fri, Oct 17
YKF
Region of Waterloo Intl.
YYG
Charlottetown
$279 Roundtrip, just found
$279
Roundtrip
just found

Fri, Oct 10 - Fri, Oct 17
YHM
John C. Munro Hamilton Intl.
YYG
Charlottetown
$279 Roundtrip, found 4 hours ago
$279
Roundtrip
found 4 hours ago

Wed, Sep 3 - Sun, Sep 14
YEG
Edmonton Intl.
YYG
Charlottetown
$493 Roundtrip, found 6 days ago
$493
Roundtrip
found 6 days ago
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