Summerside Vacations from ￥117,554

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Summerside Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Cavendish Bosom Buddies Cottage Resort

Cavendish Bosom Buddies Cottage Resort

3 out of 5
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.6/10 Exceptional! (74 reviews)
Very clean, quiet. Great place to take my family ! Lovely pool and hot tub area.

Reviewed on Jul 27, 2025

Pine Cottages

Pine Cottages

2 out of 5
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
6.8/10 (8 reviews)
During our whole stay they were great at communicating with us if we had questions or concerns. The cabin was cozy, clean and well maintained. Will definitely be going back!

Reviewed on Jul 18, 2025

Montgomery Cavendish Cottages

Montgomery Cavendish Cottages

3.5 out of 5
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9.6/10 Exceptional! (38 reviews)
The only down side was the beds were very hard and the hide a bed wasnt able to be slept on due to condition. Otherwise the property was very nice and clean. The kitchen had everything you would need and deck was wonderful to sit on while using the provided BBQ. Management was very friendly and check in was a breeze.

Reviewed on Jun 29, 2025

Avonlea Forest Hill Cottages

Avonlea Forest Hill Cottages

3 out of 5
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9/10 Wonderful! (21 reviews)
This place is a gem, looks scary from road because overgrown, not manicured but then the cabins within are so beautiful! Great location across from Avonlea village for all your needs. I would highly recommend.

Reviewed on Jun 26, 2025

Dalvay by the Sea Hotel

Dalvay by the Sea Hotel

4.5 out of 5
per person
Oct 11 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Charlottetown (YYG)
9/10 Wonderful! (287 reviews)
Beautiful Inn that offers room with individual bathrooms attached. Dining was 5 star!!!

Reviewed on Jun 27, 2025

Find the Best Summerside Vacation Packages

Summerside Hotel Deals

Loyalist Country Inn & Conference Centre

Loyalist Country Inn & Conference Centre

3.5 out of 5
195 Heather Moyse Drive, Summerside, PE
The price is ￥22,136 per night from Aug 29 to Aug 30
￥22,136
￥26,220 total
Aug 29 - Aug 30
includes taxes & fees
8.4/10 Very Good! (1,159 reviews)
"The hotel has great breakfast! The rooms are large but need to be brought up to date. Very old furniture and our sofa was stained. The hall carpet are very old and look dirty. The hallway need to be done over! The staff was very friendly and location is excellent."

Reviewed on Jul 29, 2025

Loyalist Country Inn & Conference Centre
Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside

3 out of 5
511 Notre Dame Street, Summerside, PE
Fully refundableReserve now, pay when you stay
The price is ￥20,745 per night from Aug 31 to Sep 1
￥20,745
￥24,572 total
Aug 31 - Sep 1
includes taxes & fees
9.2/10 Wonderful! (410 reviews)
"Everything was very clean and new. The kids loved the pool. Bring your own pool towels if you can the ones provided are tiny. Plenty of free parking.Free hot breakfast in the morning was nice."

Reviewed on Jul 25, 2025

Microtel Inn & Suites by Wyndham Summerside
Days Inn & Suites by Wyndham Summerside

Days Inn & Suites by Wyndham Summerside

2 out of 5
311 Market St, Summerside, PE
Fully refundableReserve now, pay when you stay
The price is ￥18,435 per night from Aug 27 to Aug 28
￥18,435
￥21,836 total
Aug 27 - Aug 28
includes taxes & fees
7.4/10 Good! (348 reviews)
"I had a great stay here. My husband, kids and I spent the night while on a work trip. Check in was a breeze, and the gentleman at the desk was great. We couldn't find any parking and it was quite late - he walked outside with us to find a spot. I think that's my only negative comment - very limited ..."

Reviewed on Jul 26, 2025

Days Inn & Suites by Wyndham Summerside
See all 488 properties in Summerside
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.

Discover the most popular places to visit in Summerside

Summerside Harbor which includes a bay or harbor and snow

Summerside Harbor

Shop, dine, browse art exhibitions, explore Summerside’s coastline by kayak and watch a concert or theater performance at this lively harbor.

Summerside Harbor

Frequently asked questions

How much does a Summerside vacation package cost?
You'll find cheap prices from ￥117,554 on Expedia for your Summerside break. However, a range of factors like the length of stay, hotel choice and season will influence how much your vacation to Summerside costs.
What are the cheapest months to go to Summerside?
If you're hoping to snag a cheap Summerside vacation package, consider traveling in December, January and February. You're likely to find better prices on airfares and hotels during these quieter months — perfect for travelers wishing to save money.
How many days is enough for Summerside?
Dedicate at least 2 days for your Summerside vacation in order to take in everything that makes this destination special. Stroll around key neighborhoods, including Linkletter and Sherbrooke. Then check out top sights such as Wyatt House Museum and Harbourfront Theatre. With a well-planned itinerary, you'll be kept busy with room for some me-time too. Want to venture beyond Summerside? Consider a day trip or two.
Is it worth booking a vacation package to Summerside?
It's no wonder a Summerside vacation is on the must-do list of many travelers. Major attractions like Summerside Harbor are just the start of what you can explore here.
How to find the best Summerside package deals?
Bagging a cheap Summerside package deal is a cinch with Expedia. After you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, apply a couple of filters and see what's available. You can personalize your search by "Amenities," "Property type," "Traveler experience" and more. Sort the results by "Price: low to high" to discover the most affordable Summerside package deals. Want a simple trick to score even more savings? Be flexible with your departure dates and consider going away on a weekday, when prices are often lower.
Is it cheaper to book a Summerside vacation as a package?
An Expedia vacation package could land you considerable savings when compared to arranging stays and flights separately. Better still, you can customize your Summerside getaway to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Summerside?
If you're planning a spontaneous Summerside adventure, check out our last-minute deals that can be booked up to a week before you go. Don't want to leave things to the last minute? You can score amazing deals on your flights and hotels by booking well in advance.
How to plan a trip to Summerside?

  1. Choose when to go: Check your schedule and pack your bags. Your preferred season and the available activities will also help you decide when to vacation in Summerside.
  2. Plan your budget wisely: As well as the price of your accommodations, you should factor in other expenses too. These include food, flights and transportation. Also, set aside some extra funds for unexpected costs that may come up during your trip to Summerside.
  3. Work out your trip length: Consider how long you want to spend exploring Summerside. Plan your itinerary so you can get to all the activities and attractions you're interested in at a leisurely pace.
  4. Bundle your hotel and flights: Epic destination, check. Length of stay, check. All that's left is to choose a Summerside vacation package that brings all your bookings together.

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