Search Deals onRollo Bay Vacation Packages
Rollo Bay Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Sunflower Guest Suites
Price was $1,006, price is now $931 per person
$931
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
Stay at this 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 College of Piping and Celtic Performing Arts of Canada are located nearby.
There wasn't nothing about the property that I liked once I saw it. Roos were not properly cleaned, couldn't open patio door because screen was broken, the man that answered was like a robot and there was a bug on the bed. The property wasn't kept up, porch was filthy. I lost 1 night pay as I had checked in and I'm still waiting for the second night to come back to me.
Reviewed on Sep 2, 2026

The Hotel on Pownal
Price was $1,307, price is now $1,107 per person
$1,107
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (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.
Room was comfortable and quiet. Staff were friendly and helpful. The location is very convenient, easy to walk to everything in the downtown area. Breakfast was a typical buffet but there were lots of choices and even a separate GF area with dedicated toaster. Lots of off street parking.
If you have any issues with stairs make sure you book a first floor room as there is no elevator.
Overall a great place to stay.
Reviewed on Sep 2, 2026

The Cliffside Inn
Price was $1,324, price is now $1,177 per person
$1,177
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this beach B&B in Little Sands. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Rossignol Estate Winery and Northumberland Provincial Park are located nearby.
Loin de tout
Reviewed on Aug 25, 2026

The Arts Hotel
Price was $1,171, price is now $1,053 per person
$1,053
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
Stay at this hotel in Charlottetown. Enjoy free WiFi, a 24-hour front desk, and rainfall showerheads. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.

Island Sunset Resort
Price was $1,557, price is now $1,402 per person
$1,402
per person
Oct 16 - Oct 23
found 14 hours ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Stay at this hotel in Belle Cote. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Margaree Harbour Range Rear Lighthouse and MacKinnons Beach are located nearby.
Very nice place to stay and explore the trail.
Reviewed on Sep 1, 2026

Cavendish Bosom Buddies Cottage Resort
Price was $1,145, price is now $1,053 per person
$1,053
per person
Oct 11 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this family-friendly cottage in Cavendish. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Green Gables Heritage Place and Cavendish Beach are located nearby.

Mayfield Country Cottages
Price was $5,692, price is now $5,252 per person
$5,252
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown Alexander B. Campbell Airport (YYG)
Book a stay at this golf cottage in Mayfield. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Glasgow Hills Resort and Golf Club and Watermark Theatre are located nearby.

The Great George
Price was $1,021, price is now $946 per person
$946
per person
Oct 24 - Oct 27
found 24 hours ago
Roundtrip non-stop flight included
New York (NYC) to Charlottetown Alexander B. Campbell Airport (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 helpful staff in our reviews. Popular attractions Historic Charlottetown Waterfront and Charlottetown Port are located nearby.
Beautifully maintained historic style hotel with many room options. Our room was attached to the main building but all rooms are not. We thoroughly enjoyed having a suite style room with a separate living room area and gorgeous large bathroom. Very nice included breakfast, and happy hour during the week to mingle with other guests. Excellent location and easily walkable to restaurants and waterfront. Would definitely stay here again but be aware of what type of room you’re reserving as location and type can differ greatly. Heating/cooling system was a bit tricky to figure out but worked well.
Reviewed on Sep 2, 2026
Rollo Bay Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.



Rollo Bay Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.



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

Tue, Oct 13 - Mon, Oct 19
YYZ
Pearson Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$311 Roundtrip, found 18 hours ago
$311
Roundtrip
found 18 hours ago

Tue, Oct 13 - Mon, Oct 19
YYZ
Pearson Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$363 Roundtrip, found 18 hours ago
$363
Roundtrip
found 18 hours ago

Tue, Oct 13 - Mon, Oct 19
YYZ
Pearson Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$407 Roundtrip, found 18 hours ago
$407
Roundtrip
found 18 hours ago

Fri, Oct 16 - Tue, Oct 20
YYZ
Pearson Intl.
YYG
Charlottetown Alexander B. Campbell Airport
$413 Roundtrip, found 2 hours ago
$413
Roundtrip
found 2 hours ago
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