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Summerside Vacation Packages

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Summerside Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
By The Bay Cottages

By The Bay Cottages

3 out of 5
Price was $872, price is now $797 per person
$797
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this cottage in Stanhope. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Heather Hannon Island Art Gallery and Stanhope Golf Club are located nearby.
The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Price was $1,280, price is now $1,033 per person
$1,033
per person
Jun 19 - Jun 23
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) 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 Confederation Centre of the Arts are located nearby.
Rodd Royalty

Rodd Royalty

4.5 out of 5
Price was $968, price is now $865 per person
$865
per person
Jun 19 - Jun 23
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown (YYG)
Book a stay at this luxury hotel in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Historic Charlottetown Waterfront and Royalty Crossing Mall are located nearby.
Loyalist Country Inn & Conference Centre

Loyalist Country Inn & Conference Centre

3.5 out of 5
Price was $887, price is now $804 per person
$804
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Book a stay at this business-friendly hotel in Summerside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Summerside Harbor and Eptek Art and Culture Centre are located nearby.
Avonlea Forest Hill Cottages

Avonlea Forest Hill Cottages

3 out of 5
Price was $3,410, price is now $3,133 per person
$3,133
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Charlottetown (YYG)
Stay at this cottage in Cavendish. Enjoy free WiFi, free parking, and a garden. Popular attractions Cavendish Beach and Forest Hills Golf Course are located nearby.
Fairholm Boutique Inns

Fairholm Boutique Inns

5 out of 5
Price was $3,154, price is now $2,945 per person
$2,945
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Charlottetown (YYG)
Book a stay at this luxury B&B in Charlottetown. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Historic Charlottetown Waterfront and The Mack are located nearby.
Montgomery Cavendish Cottages

Montgomery Cavendish Cottages

3.5 out of 5
Price was $991, price is now $926 per person
$926
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Stay at this 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.
Blackbush Beach Resort

Blackbush Beach Resort

4.5 out of 5
Price was $1,275, price is now $1,194 per person
$1,194
per person
Jun 18 - Jun 22
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
Book a stay at this luxury resort in Grand Tracadie. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Prince Edward Island National Park and Stanhope Golf Club are located nearby.

Summerside Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
By The Bay Cottages

By The Bay Cottages

3 out of 5
Price was $872, price is now $797 per person
$797
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $1,280, price is now $1,033 per person
$1,033
per person
Jun 19 - Jun 23
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown (YYG)
Rodd Royalty

Rodd Royalty

4.5 out of 5
West Royalty
Price was $968, price is now $865 per person
$865
per person
Jun 19 - Jun 23
just found
Roundtrip non-stop flight included
Newark Liberty Intl. Airport (EWR) to Charlottetown (YYG)
Loyalist Country Inn & Conference Centre

Loyalist Country Inn & Conference Centre

3.5 out of 5
Price was $887, price is now $804 per person
$804
per person
Jun 18 - Jun 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)

Summerside Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Anne Shirley Motel & Cottages

Anne Shirley Motel & Cottages

2 out of 5
Price was $2,531, price is now $2,429 per person
$2,429
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Charlottetown (YYG)
Avonlea Forest Hill Cottages

Avonlea Forest Hill Cottages

3 out of 5
Price was $3,410, price is now $3,133 per person
$3,133
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Charlottetown (YYG)
Fairholm Boutique Inns

Fairholm Boutique Inns

5 out of 5
Downtown Charlottetown
Price was $3,154, price is now $2,945 per person
$2,945
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Charlottetown (YYG)
The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $2,995, price is now $2,918 per person
$2,918
per person
Jul 21 - Jul 26
found 1 day ago
Roundtrip flight included
New York (JFK) to Charlottetown (YYG)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Flair Airlines
Mon, Jun 1 - Wed, Jun 3
YYZ
Pearson Intl.
YYG
Charlottetown
$170 Roundtrip, found 1 hour ago
$170
Roundtrip
found 1 hour ago
Select Flair Airlines flight, departing Mon, Jun 1 from Pearson Intl. to Charlottetown, returning Wed, Jun 3, priced at $170 found 1 hour ago
Air Canada
Wed, Jun 3 - Sat, Jun 6
YYZ
Pearson Intl.
YYG
Charlottetown
$367 Roundtrip, found 2 days ago
$367
Roundtrip
found 2 days ago
Select Air Canada flight, departing Wed, Jun 3 from Pearson Intl. to Charlottetown, returning Sat, Jun 6, priced at $367 found 2 days ago
Porter Airlines
Wed, Jun 3 - Sat, Jun 6
YYZ
Pearson Intl.
YYG
Charlottetown
$390 Roundtrip, found 2 days ago
$390
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Wed, Jun 3 from Pearson Intl. to Charlottetown, returning Sat, Jun 6, priced at $390 found 2 days ago
Porter Airlines
Sun, May 10 - Sun, May 17
YOW
Macdonald-Cartier Intl.
YYG
Charlottetown
$421 Roundtrip, found 6 days ago
$421
Roundtrip
found 6 days ago
Select Porter Airlines flight, departing Sun, May 10 from Macdonald-Cartier Intl. to Charlottetown, returning Sun, May 17, priced at $421 found 6 days ago