Lakeside Vacations from $1,668

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Your Lakeside Vacation

With a vacation package to Lakeside, say goodbye to travel planning and hello to stress-free adventure. Every detail of your journey has been taken care of before you depart, so you can get on with experiencing this fantastic city. Like to explore your new surroundings? Rodd Crowbush Golf and Beach Resort, Greenwich Beach and The Links at Crowbush Cove are some of the most popular places to visit during a trip to Lakeside. Whoever you're traveling with and whatever your bank balance, your ultimate Lakeside vacation is just a few clicks away with Expedia.

The Latest Lakeside vacation packages

Price found within the past 48 hours. Click for updated prices.
The Hotel on Pownal

The Hotel on Pownal

2.5 out of 5
Downtown Charlottetown
Price was $1,824, price is now $1,668 per person
$1,668
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Charlottetown (YYG)
8.8/10 Excellent! (1,027 reviews)
Good stay but extrêmement noise room 113 and not from humans but from pipes and watersystem. Kept us awake for 2 nights and couldn’t get a room change.

Reviewed on Oct 26, 2025

The Great George

The Great George

5 out of 5
Downtown Charlottetown
Price was $1,888, price is now $1,730 per person
$1,730
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Charlottetown (YYG)
9.6/10 Exceptional! (1,024 reviews)
Fabulous hotel and staff! We had a wonderful stay. However, we felt the breakfast wasn't refreshed or restocked and many of the items had run out. Also there is not enough room for everyone to sit down.

Reviewed on Oct 26, 2025

Fairholm Boutique Inns

Fairholm Boutique Inns

5 out of 5
Downtown Charlottetown
Price was $1,892, price is now $1,738 per person
$1,738
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Charlottetown (YYG)
9.2/10 Wonderful! (609 reviews)
What a beautiful place to stay in Charlottetown! Lovely historic inn on a quiet street but within a short walking distance to shops, restaurants and the waterfront. The staff were exceptional and went above and beyond. The breakfast was delicious. I would highly recommend the Fairholm Boutique Inn.

Reviewed on Oct 25, 2025

Mill River Resort

Mill River Resort

3.5 out of 5
Price was $1,925, price is now $1,770 per person
$1,770
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Charlottetown (YYG)
8.6/10 Excellent! (753 reviews)
Always a wonderful stay at Mill River!

Reviewed on Oct 20, 2025

Microtel Inn & Suites by Wyndham Summerside

Microtel Inn & Suites by Wyndham Summerside

3 out of 5
Price was $1,894, price is now $1,747 per person
$1,747
per person
Dec 18 - Dec 21
found 12 hours ago
Roundtrip flight included
Portland (PWM) to Charlottetown (YYG)
9.2/10 Wonderful! (532 reviews)
Parking can be very tight due to the shared parking lot with the sports centre at the rear of hotel

Reviewed on Oct 26, 2025

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Discover the most popular places to visit in Lakeside

Rodd Crowbush Golf and Beach Resort

Enjoy a round of golf in West Saint Peters at Rodd Crowbush Golf and Beach Resort. Stroll along the area's beaches or simply enjoy its restaurants.

Rodd Crowbush Golf and Beach Resort

The Links at Crowbush Cove

4.5/5(6 reviews)

Enjoy a round of golf in West Saint Peters at The Links at Crowbush Cove. Stroll along the area's beaches or simply enjoy its restaurants.

The Links at Crowbush Cove

Lakeside Hotel Deals

Eagle's Nest Loft- 1 bdrm lakeside apartment nestled up high in the trees.

Eagle's Nest Loft- 1 bdrm lakeside apartment nestled up high in the trees.

Morell
9.8/10 Exceptional! (9 reviews)
Eagles Nest
Nice apartment and deck where we enjoyed our meals. Good location for biking and going to the beach. Owner was friendly and replied to questions I texted.

Reviewed on Jul 18, 2025

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Eagle's Nest Loft- 1 bdrm lakeside apartment nestled up high in the trees.
The Blue Jay Yurt- Our Pet Friendly Yurt

The Blue Jay Yurt- Our Pet Friendly Yurt

Morell
10/10 Exceptional! (4 reviews)
I can’t say enough good things about this place! Everything was perfect, well stocked, incredibly clean, and the hosts were absolutely lovely. We can’t wait to come back here!

Reviewed on Jul 27, 2025

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The Blue Jay Yurt- Our Pet Friendly Yurt
Stay in an Authentic Mongolian Yurt with Private Hot Tub

Stay in an Authentic Mongolian Yurt with Private Hot Tub

Morell
10/10 Exceptional! (12 reviews)
Unique, relaxing, just off the beaten path, glamping at its best. Pom-pom is my fav chicken in the Chick Inn. Cycled Greenwich Beach during the day, visited nearby St. Peter's lighthouse, and rejuvenated in our private hot tub. Exceeded expectations.

Reviewed on Sep 2, 2025

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Stay in an Authentic Mongolian Yurt with Private Hot Tub
See all 236 properties in Lakeside
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.

Find the Best Lakeside Vacation Packages

Lakeside Essential Information

Language
English
Currency
Canadian dollars
Closest Airport
Charlottetown Airport (YYG)
Top Sights
Rodd Crowbush Golf and Beach Resort and The Links at Crowbush Cove

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Frequently asked questions

How much does a Lakeside vacation package cost?
Offering excellent value package deals from $1,668 on Expedia, you'll be pleasantly surprised at how much a vacation to Lakeside costs! Expedia's packages make travel planning easier and save you more.
What are the cheapest months to go to Lakeside?
If you're looking to score a cheap Lakeside vacation package, consider visiting in May, June and October. You'll generally find lower prices on flights and hotels during these months — ideal for travelers wishing to save money.
How many days is enough for Lakeside?
Usually, a handful of days is enough to visit the major sights during your Lakeside vacation. However, if you want to have some time to rest or go on day trips, think about extending your trip.
How to find the best Lakeside package deals?
Finding a cheap Lakeside package deal is a breeze with Expedia. After you've entered your destination and travel dates under our "Packages" tab, set your budget range, add some filters and browse what's available. You can tweak your search by "Property class," "Number of bedrooms," "Traveler experience" and more. Order the results by "Price: low to high" to discover the most pocket-friendly Lakeside package deals. Want a simple trick to get the biggest savings? Have some flexibility with your departure dates and consider traveling on a weekday, when prices are generally lower.
Is it cheaper to book a Lakeside vacation as a package?
Expedia vacation packages are designed to make your money go further. Bundle your hotel, car rental and flight into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component separately. And you'll still have the flexibility to create a personalized Lakeside vacation by choosing your favorite type of stay, airline and car class.
When to book a vacation package to Lakeside?
If you've got your Lakeside vacation dates confirmed, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year ahead of time. Prefer spontaneous trips? Our last-minute deals are great for quick escapes.
Does Expedia offer Book Now, Pay Later Lakeside vacation packages?
If you're anything like us, you love exploring new places but don't love the price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can spread the overall cost of your Lakeside vacation across 3, 6 or 12 months. There are also no hidden or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.