Summerside Vacations 2026/2026 from CA $1,060

Summerside flight + hotel packages

Price found within the past 48 hours. Click for updated prices.

The Harbour House

Downtown Charlottetown

CA $1,060

per person

Jan 14 - Jan 21

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Charlottetown (YYG)

Book a stay at this historic B&B in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Beaconsfield Historic House and Prince Edward Island Regiment Museum are located nearby.

Fairholm Boutique Inns

Downtown Charlottetown

CA $1,075

per person

Jan 14 - Jan 21

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) 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 The Mack and Province House National Historic Site of Canada are located nearby.

The Hotel on Pownal

Downtown Charlottetown

CA $1,077

per person

Jan 14 - Jan 21

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) 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 Confederation Centre of the Arts and The Guild are located nearby.

The Dawson House Bed & Breakfast

CA $1,308

per person

Jan 14 - Jan 21

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) to Charlottetown (YYG)

Book a stay at this business-friendly B&B in Charlottetown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Beaconsfield Historic House and Brighton Beach Range Front Lighthouse are located nearby.

The Great George

Downtown Charlottetown

CA $1,332

per person

Jan 14 - Jan 21

found 1 day ago

Roundtrip non-stop flight included

Winnipeg (YWG) 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 helpful staff in our reviews. Popular attractions St. Dunstan's Basilica and Gahan House are located nearby.

Top Summerside hotels deals

Days Inn & Suites by Wyndham Summerside

311 Market St Summerside PE

Free cancellation

Reserve now, pay when you stay

CA $93

CA $110 total

Jan 5 - Jan 6, 2026

includes taxes & fees

Book a stay at this business-friendly hotel in Summerside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions International Fox Museum and Hall of Fame and Prince Edward Island Sports Hall of Fame and Museum are located nearby.

Breakfast included

Pet-friendly

Loyalist Country Inn & Conference Centre

195 Heather Moyse Drive Summerside PE

Free cancellation

Reserve now, pay when you stay

CA $129

CA $153 total

Jan 5 - Jan 6, 2026

includes taxes & fees

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.

Pool

Breakfast included

Microtel Inn & Suites by Wyndham Summerside

511 Notre Dame Street Summerside PE

Free cancellation

Reserve now, pay when you stay

CA $141

CA $167 total

Jan 5 - Jan 6, 2026

includes taxes & fees

Book a stay at this family-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 Credit Union Place and Red Shores Racetrack and Casino are located nearby.

Traveller's Inn

80 All-Weather Highway Summerside PE

Free cancellation

Reserve now, pay when you stay

CA $110

CA $130 total

Dec 19 - Dec 20

includes taxes & fees

Stay at this hotel in Summerside. Enjoy free WiFi, free parking, and a casino. Our guests praise the helpful staff in our reviews. Popular attractions County Fair Mall and Cineplex Cinemas Summerside are located nearby.

Pool

Pet-friendly

Quality Inn & Suites Garden of the Gulf

618 Water St. E. Summerside PE

CA $124

CA $146 total

Jan 6 - Jan 7, 2026

includes taxes & fees

Book a stay at this beach hotel in Summerside. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Summerside Range Lighthouse Rear and Bishop's Machine Shop Museum are located nearby.

Pool

Breakfast included

Cairns Motel

721 Water St E Summerside PE

Get rates

Stay at this motel in Summerside. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Summerside Range Lighthouse Rear and Cineplex Cinemas Summerside are located nearby.

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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.

Popular places to visit

Summerside Harbor

4/5(38 reviews)

Explore the waterfront in Summerside with a trip to Summerside Harbor. While in this family-friendly area, you can savor the top-notch restaurants.

International Fox Museum and Hall of Fame

You can study the exhibits at International Fox Museum and Hall of Fame, a museum with a story of its own, during your trip to Summerside. While in this family-friendly area, you can savor the top-notch restaurants.

Eptek Art and Culture Centre

You can study the exhibits at Eptek Art and Culture Centre, a museum with a storied past, during your trip to Summerside. While in this family-friendly area, you can savor the top-notch restaurants.

Frequently asked questions

How much are vacation packages to Summerside?

You can get a great flight + hotel bundle from just CA $1,060. With a Travelocity vacation package, a visit to Summerside has never looked so tempting! Save your time and money and then get a head start on packing those bags.

Where can I get the best vacation package deals for Summerside?

You'll discover a fantastic range of Summerside package deals on Travelocity. With 400 air carriers and 1,000,000 properties across the globe, organizing your dream vacation won't take long.

Why should I book my Summerside vacation bundle with Travelocity?

Savings, support and a stress-free booking are just the tip of the iceberg. Enjoy a fulfilling travel experience knowing you can rely on our expert team of customer support professionals 24/7. With the Travelocity Price Match Guarantee, you can rest easy knowing you're getting the best deal available.

Can I save money on my Summerside car rental if I book it with a hotel or flight?

Definitely. And our Summerside vacation packages are the best way to do it. With only a few clicks you can save cash as well as time by booking everything in one place. Collect the keys to your rental car then chart your own course. Need to fill your itinerary? Add a few tours to your package and save on those too.